Page last updated: 2024-12-07

betulonic acid

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

betulonic acid: isolated from Rush javanica; strucure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID122844
CHEMBL ID431525
CHEBI ID149955
SCHEMBL ID210119
MeSH IDM0303267

Synonyms (46)

Synonym
betulonic acid
nsc-152534
4481-62-3
3-deoxy-3-oxo-betulinic acid
(1r,3as,5ar,5br,7ar,11ar,11br,13ar,13br)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-9-oxo-eicosahydro-cyclopenta[a]chrysene-3a-carboxylic acid
(1r,3as,5ar,5br,7ar,11ar,11br,13ar,13br)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-9-oxo-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1h-cyclopenta[a]chrysene-3a-carboxylic acid
bdbm50240499
(1r,3as,5ar,5br,7ar,11ar,11br,13ar,13br)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-9-oxo-icosahydro-cyclopenta[a]chrysene-3a-carboxylic acid
(1r,3as,5ar,5br,11ar)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-9-oxo-icosahydro-cyclopenta[a]chrysene-3a-carboxylic acid
betunolic acid
CHEMBL431525 ,
(1r,3as,5ar,5br,7ar,11ar,11br,13ar,13br)-5a,5b,8,8,11a-pentamethyl-9-oxo-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1h-cyclopenta[a]chrysene-3a-carboxylic acid
3-oxolup-20(29)-en-28-oic acid
CHEBI:149955
5a,5b,8,8,11a-pentamethyl-9-oxo-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1h-cyclopenta[a]chrysene-3a-carboxylic acid
(1r,3as,5ar,5br,7ar,11ar,11br,13ar,13br)-5a,5b,8,8,11a-pentamethyl-1-(1-methylethenyl)-9-oxo-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1h-cyclopenta[a]chrysene-3a-carboxylic acid
(1r,3as,5ar,5br,7ar,11ar,11br,13ar,13br)-5a,5b,8,8,11a-pentamethyl-9-oxidanylidene-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1h-cyclopenta[a]chrysene-3a-carboxylic acid
A827509
S3900
unii-7c1uv6itf5
lup-20(29)-en-28-oic acid, 3-oxo-
7c1uv6itf5 ,
nsc 152534
AKOS015896781
SCHEMBL210119
(1r,3as,5ar,5br,7ar,11ar,11br,13ar,13br)-5a,5b,8,8,11a-pentamethyl-9-oxo-1-(prop-1-en-2-yl)icosahydro-1h-cyclopenta[a]chrysene-3a-carboxylic acid
SLJTWDNVZKIDAU-SVAFSPIFSA-N
(1r,3as,5ar,5br,7ar,11ar,11br,13 ar,13br)-5a,5b,8,8,11a-pentamethyl-9-oxo-1-(prop-1-en-2-yl)icosahydro-1h-cyclopenta[a]chrysene-3a-carboxylic acid
Q-100485
liquidambaric acid
HY-N1451
CS-5794
mfcd08459607
(+)-betulonic acid
betulonicacid
3-oxo-20(29)-lupen-28-oic acid
liquidambronic acid
lup-20(30)-en-28-oic acid, 3-oxo-
3-oxobetulinic acid
betulonic acid, (+)-
mj-347-rs
CCG-269283
betunolic acid;liquidambaric acid;(+)-betulonic acid
AS-56460
AC-33968
B6085

Research Excerpts

Compound-Compound Interactions

ExcerptReferenceRelevance
"1 ml/kg CCl4 in combination with 5% ethanol with glucose 3 times a week for 6 weeks."( Hepatoprotective properties of betulonic acid amide and heptral in toxic liver injury induced by carbon tetrachloride in combination with ethanol.
Baiev, DS; Biryukova, MS; Ivanova, EP; Nepomnyashchikh, GI; Semenov, DE; Sorokina, IV; Tolstikova, TG; Zhukova, NA, 2015
)
0.7

Bioavailability

ExcerptReferenceRelevance
" These studies, for the first time, demonstrate that a non-toxic hydrophilic lysinated derivative of betulonic acid and its solubility in a biocompatible aqueous medium has enhanced the bioavailability of the drug and has thus unleashed its full anti-prostate cancer activity."( Boc-lysinated-betulonic acid: a potent, anti-prostate cancer agent.
Bomshteyn, A; Hao, M; Katdare, M; Kisilis, E; Oktem, O; Rathnam, P; Saxena, BB; Zhu, L, 2006
)
0.91
"The side effects and low bioavailability of paclitaxel (PTX) limit its clinical application."( Paclitaxel and betulonic acid synergistically enhance antitumor efficacy by forming co-assembled nanoparticles.
Qiao, W; Wang, J; Yang, X; Zhao, H, 2020
)
0.91
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
anticoronaviral agentAny antiviral agent which inhibits the activity of coronaviruses.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
triterpenoidAny terpenoid derived from a triterpene. The term includes compounds in which the C30 skeleton of the parent triterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups).
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Botulinum neurotoxin type A Clostridium botulinumIC50 (µMol)100.00000.50003.16927.2000AID590854
5'-nucleotidaseHomo sapiens (human)IC50 (µMol)43.26000.05002.24118.2000AID1889898
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
G-protein coupled bile acid receptor 1Homo sapiens (human)EC50 (µMol)4.71000.02372.52598.9000AID444761
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (17)

Processvia Protein(s)Taxonomy
DNA metabolic process5'-nucleotidaseHomo sapiens (human)
leukocyte cell-cell adhesion5'-nucleotidaseHomo sapiens (human)
response to inorganic substance5'-nucleotidaseHomo sapiens (human)
response to ATP5'-nucleotidaseHomo sapiens (human)
ADP catabolic process5'-nucleotidaseHomo sapiens (human)
ATP metabolic process5'-nucleotidaseHomo sapiens (human)
adenosine biosynthetic process5'-nucleotidaseHomo sapiens (human)
negative regulation of inflammatory response5'-nucleotidaseHomo sapiens (human)
calcium ion homeostasis5'-nucleotidaseHomo sapiens (human)
inhibition of non-skeletal tissue mineralization5'-nucleotidaseHomo sapiens (human)
AMP catabolic process5'-nucleotidaseHomo sapiens (human)
cell surface bile acid receptor signaling pathwayG-protein coupled bile acid receptor 1Homo sapiens (human)
positive regulation of ERK1 and ERK2 cascadeG-protein coupled bile acid receptor 1Homo sapiens (human)
cellular response to bile acidG-protein coupled bile acid receptor 1Homo sapiens (human)
positive regulation of cholangiocyte proliferationG-protein coupled bile acid receptor 1Homo sapiens (human)
regulation of bicellular tight junction assemblyG-protein coupled bile acid receptor 1Homo sapiens (human)
G protein-coupled receptor signaling pathwayG-protein coupled bile acid receptor 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (13)

Processvia Protein(s)Taxonomy
protein transmembrane transporter activityBotulinum neurotoxin type A Clostridium botulinum
nucleotide binding5'-nucleotidaseHomo sapiens (human)
5'-deoxynucleotidase activity5'-nucleotidaseHomo sapiens (human)
protein binding5'-nucleotidaseHomo sapiens (human)
5'-nucleotidase activity5'-nucleotidaseHomo sapiens (human)
zinc ion binding5'-nucleotidaseHomo sapiens (human)
identical protein binding5'-nucleotidaseHomo sapiens (human)
thymidylate 5'-phosphatase activity5'-nucleotidaseHomo sapiens (human)
IMP 5'-nucleotidase activity5'-nucleotidaseHomo sapiens (human)
GMP 5'-nucleotidase activity5'-nucleotidaseHomo sapiens (human)
XMP 5'-nucleosidase activity5'-nucleotidaseHomo sapiens (human)
protein bindingG-protein coupled bile acid receptor 1Homo sapiens (human)
bile acid receptor activityG-protein coupled bile acid receptor 1Homo sapiens (human)
G protein-coupled bile acid receptor activityG-protein coupled bile acid receptor 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (9)

Processvia Protein(s)Taxonomy
plasma membrane5'-nucleotidaseHomo sapiens (human)
nucleoplasm5'-nucleotidaseHomo sapiens (human)
cytosol5'-nucleotidaseHomo sapiens (human)
plasma membrane5'-nucleotidaseHomo sapiens (human)
external side of plasma membrane5'-nucleotidaseHomo sapiens (human)
cell surface5'-nucleotidaseHomo sapiens (human)
membrane5'-nucleotidaseHomo sapiens (human)
extracellular exosome5'-nucleotidaseHomo sapiens (human)
cytoplasmG-protein coupled bile acid receptor 1Homo sapiens (human)
plasma membraneG-protein coupled bile acid receptor 1Homo sapiens (human)
receptor complexG-protein coupled bile acid receptor 1Homo sapiens (human)
plasma membraneG-protein coupled bile acid receptor 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (181)

Assay IDTitleYearJournalArticle
AID1743472Cytotoxicity against human A-375 cells assessed as reduction in cell viability incubated for 72 hrs by SRB assay2020European journal of medicinal chemistry, Dec-01, Volume: 207Betulinic acid derived amides are highly cytotoxic, apoptotic and selective.
AID1504269Cytotoxic activity in human Hep2 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID1504290Antiproliferative activity in human DU145 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID283808Cytotoxicity against human PC3 cells after 72 hrs by MTT assay2007Journal of natural products, Apr, Volume: 70, Issue:4
Triterpenoid pyrazines and benzopyrazines with cytotoxic activity.
AID1265353Cytotoxicity against human 518A2 cells after 96 hrs by SRB assay2015European journal of medicinal chemistry, Dec-01, Volume: 106Betulinic acid derived hydroxamates and betulin derived carbamates are interesting scaffolds for the synthesis of novel cytotoxic compounds.
AID283779Cytotoxicity against human COLON205 cells after 48 hrs by MTT assay2007Journal of natural products, Apr, Volume: 70, Issue:4
Triterpenoids from the floral spikes of Betula platyphylla var. japonica and their reversing activity against multidrug-resistant cancer cells.
AID357960Cytotoxicity against human H9 cells2001Journal of natural products, Oct, Volume: 64, Issue:10
Anti-AIDS agents. 48.(1) Anti-HIV activity of moronic acid derivatives and the new melliferone-related triterpenoid isolated from Brazilian propolis.
AID1370898Cytotoxicity against human HepG2 cells after 72 hrs by MTT assay
AID1504289Antiproliferative activity in human MDA-MB-231 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID1504293Antiproliferative activity in African green monkey Vero cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID283773Cytotoxicity against human colchicine-resistant KBC2 cells after 48 hrs by MTT assay2007Journal of natural products, Apr, Volume: 70, Issue:4
Triterpenoids from the floral spikes of Betula platyphylla var. japonica and their reversing activity against multidrug-resistant cancer cells.
AID1485420Growth inhibition of human MCF7 cells at 10 uM after 48 hrs by SRB assay relative to control2017European journal of medicinal chemistry, Jul-28, Volume: 135Synthesis of novel benzylidene analogues of betulinic acid as potent cytotoxic agents.
AID1485422Cytotoxicity against human A549 cells assessed as reduction in cell viability after 48 hrs by SRB assay2017European journal of medicinal chemistry, Jul-28, Volume: 135Synthesis of novel benzylidene analogues of betulinic acid as potent cytotoxic agents.
AID1485423Cytotoxicity against human PC3 cells assessed as reduction in cell viability after 48 hrs by SRB assay2017European journal of medicinal chemistry, Jul-28, Volume: 135Synthesis of novel benzylidene analogues of betulinic acid as potent cytotoxic agents.
AID246984Cytotoxic activity against human MOLT-4 cell line was measured after 72 hr using MTT assay2004Bioorganic & medicinal chemistry letters, Aug-02, Volume: 14, Issue:15
Synthesis and cytotoxic activity of 3-O-acyl/3-hydrazine /2-bromo/20,29-dibromo betulinic acid derivatives.
AID357961Antiviral activity against HIV1 3B infected in human H9 cells assessed as inhibition of viral p24 antigen levels after 4 days by ELISA2001Journal of natural products, Oct, Volume: 64, Issue:10
Anti-AIDS agents. 48.(1) Anti-HIV activity of moronic acid derivatives and the new melliferone-related triterpenoid isolated from Brazilian propolis.
AID297147Inhibition of SARS virus-induced cytopathogenicity in Vero E6 cells at 3.3 uM2007Journal of medicinal chemistry, Aug-23, Volume: 50, Issue:17
Specific plant terpenoids and lignoids possess potent antiviral activities against severe acute respiratory syndrome coronavirus.
AID1165153Antiparasitic activity against Leishmania braziliensis assessed as inhibition of growth after 72 hrs at 10 uM2014Bioorganic & medicinal chemistry, Nov-01, Volume: 22, Issue:21
Betulin derivatives impair Leishmania braziliensis viability and host-parasite interaction.
AID538214Antiaggregatory activity in human platelets assessed as inhibition of collagen-induced platelet aggregation by aggregometry2010Bioorganic & medicinal chemistry letters, Dec-15, Volume: 20, Issue:24
Ixorapeptide I and ixorapeptide II, bioactive peptides isolated from Ixora coccinea.
AID398517Cytotoxicity against human HOG.R5 cells2003Journal of natural products, Feb, Volume: 66, Issue:2
Natural anti-HIV agents. Part IV. Anti-HIV constituents from Vatica cinerea.
AID1485428Selectivity index, ratio of IC50 for human FR2 cells to IC50 for human A549 cells2017European journal of medicinal chemistry, Jul-28, Volume: 135Synthesis of novel benzylidene analogues of betulinic acid as potent cytotoxic agents.
AID1519312Cytotoxicity against p53 knockout human HCT116 cells incubated for 72 hrs by MTS assay2020European journal of medicinal chemistry, Jan-01, Volume: 185Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid.
AID297149Antiviral activity against SARS coronavirus in Vero E6 cells assessed as inhibition of viral replication by ELISA2007Journal of medicinal chemistry, Aug-23, Volume: 50, Issue:17
Specific plant terpenoids and lignoids possess potent antiviral activities against severe acute respiratory syndrome coronavirus.
AID1743476Cytotoxicity against human FaDu cells assessed as reduction in cell viability incubated for 72 hrs by SRB assay2020European journal of medicinal chemistry, Dec-01, Volume: 207Betulinic acid derived amides are highly cytotoxic, apoptotic and selective.
AID1743475Cytotoxicity against human A2780 cells assessed as reduction in cell viability incubated for 72 hrs by SRB assay2020European journal of medicinal chemistry, Dec-01, Volume: 207Betulinic acid derived amides are highly cytotoxic, apoptotic and selective.
AID1265357Cytotoxicity against mouse NIH/3T3 cells after 96 hrs by SRB assay2015European journal of medicinal chemistry, Dec-01, Volume: 106Betulinic acid derived hydroxamates and betulin derived carbamates are interesting scaffolds for the synthesis of novel cytotoxic compounds.
AID1238529Antiviral activity against HSV-1 7401H infected in African green monkey RC-37 cells after 2 to 3 days by plaque reduction assay2015Bioorganic & medicinal chemistry letters, Aug-15, Volume: 25, Issue:16
Ionic derivatives of betulinic acid exhibit antiviral activity against herpes simplex virus type-2 (HSV-2), but not HIV-1 reverse transcriptase.
AID1485431Selectivity index, ratio of IC50 for human FR2 cells to IC50 for human MCF7 cells2017European journal of medicinal chemistry, Jul-28, Volume: 135Synthesis of novel benzylidene analogues of betulinic acid as potent cytotoxic agents.
AID1296094Antiinflammatory activity in mouse J774 cells assessed as inhibition of LPS-induced nitric oxide production measured as remaining nitric oxide levels at 10 uM by Griess assay2016Journal of natural products, Feb-26, Volume: 79, Issue:2
Betulin Derivatives Effectively Suppress Inflammation in Vitro and in Vivo.
AID468096Cytotoxicity against human HuH7 cells assessed as cell viability at 500 uM after 24 hrs2009Journal of natural products, Nov, Volume: 72, Issue:11
Betulin-derived compounds as inhibitors of alphavirus replication.
AID402984Cytotoxicity against human DU145 cells after 72 hrs by MTT assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Synthesis of A-seco derivatives of betulinic acid with cytotoxic activity.
AID1485427Cytotoxicity against human FR2 cells assessed as reduction in cell viability after 48 hrs by SRB assay2017European journal of medicinal chemistry, Jul-28, Volume: 135Synthesis of novel benzylidene analogues of betulinic acid as potent cytotoxic agents.
AID1265354Cytotoxicity against human A2780 cells after 96 hrs by SRB assay2015European journal of medicinal chemistry, Dec-01, Volume: 106Betulinic acid derived hydroxamates and betulin derived carbamates are interesting scaffolds for the synthesis of novel cytotoxic compounds.
AID1202240Cytotoxicity against human PC3 cells after 72 hrs by MTT assay2015European journal of medicinal chemistry, , Volume: 96Synthesis and biological evaluation of betulonic acid derivatives as antitumor agents.
AID1485418Growth inhibition of human PC3 cells at 10 uM after 48 hrs by SRB assay relative to control2017European journal of medicinal chemistry, Jul-28, Volume: 135Synthesis of novel benzylidene analogues of betulinic acid as potent cytotoxic agents.
AID664934Cytotoxicity against human CCRF-CEM cells after 72 hrs by MTT assay2012Bioorganic & medicinal chemistry, Jun-01, Volume: 20, Issue:11
Cytotoxic heterocyclic triterpenoids derived from betulin and betulinic acid.
AID1370896Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum W2 infected in human erythrocytes
AID1485421Growth inhibition of human MIAPaCa2 at 10 uM after 48 hrs by SRB assay relative to control2017European journal of medicinal chemistry, Jul-28, Volume: 135Synthesis of novel benzylidene analogues of betulinic acid as potent cytotoxic agents.
AID283774Cytotoxicity against human colchicine-resistant KBC2 cells in presence of 2.5 uM colchicine after 48 hrs by MTT assay2007Journal of natural products, Apr, Volume: 70, Issue:4
Triterpenoids from the floral spikes of Betula platyphylla var. japonica and their reversing activity against multidrug-resistant cancer cells.
AID494356Cytotoxicity against human A253 cells after 96 hrs by SRB colorimetric assay2010European journal of medicinal chemistry, Aug, Volume: 45, Issue:8
Small structural changes of pentacyclic lupane type triterpenoid derivatives lead to significant differences in their anticancer properties.
AID283777Cytotoxicity against human doxorubicin-resistant K562/Adr cells in presence of 1 uM doxorubicin after 48 hrs by MTT assay2007Journal of natural products, Apr, Volume: 70, Issue:4
Triterpenoids from the floral spikes of Betula platyphylla var. japonica and their reversing activity against multidrug-resistant cancer cells.
AID538221Antiinflammatory activity in human Neutrophil assessed as inhibition of elastase release at 10 ug/ml2010Bioorganic & medicinal chemistry letters, Dec-15, Volume: 20, Issue:24
Ixorapeptide I and ixorapeptide II, bioactive peptides isolated from Ixora coccinea.
AID1296095Antiinflammatory activity in mouse J774 cells assessed as inhibition of LPS-induced iNOS expression measured as remaining protein levels at 10 uM after 24 hrs by Western blot analysis2016Journal of natural products, Feb-26, Volume: 79, Issue:2
Betulin Derivatives Effectively Suppress Inflammation in Vitro and in Vivo.
AID538220Antiinflammatory activity in human Neutrophil assessed as inhibition of superoxide anion release at 10 ug/ml2010Bioorganic & medicinal chemistry letters, Dec-15, Volume: 20, Issue:24
Ixorapeptide I and ixorapeptide II, bioactive peptides isolated from Ixora coccinea.
AID398516Antiviral activity against HIV1 3B infected in human HOG.R5 assessed as inhibition of viral replication by microtiter assay2003Journal of natural products, Feb, Volume: 66, Issue:2
Natural anti-HIV agents. Part IV. Anti-HIV constituents from Vatica cinerea.
AID470670Antiproliferative activity against human HCT116 cells after 3 days by XTT assay2009Journal of natural products, Sep, Volume: 72, Issue:9
Rational design and semisynthesis of betulinic acid analogues as potent topoisomerase inhibitors.
AID1504288Antiproliferative activity in human MCF7 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID297145Inhibition of SARS coronavirus-induced cytopathogenicity in Vero E6 cells at 20 uM2007Journal of medicinal chemistry, Aug-23, Volume: 50, Issue:17
Specific plant terpenoids and lignoids possess potent antiviral activities against severe acute respiratory syndrome coronavirus.
AID444763Agonist activity at human FXR expressed in COS1 cells by luciferase reporter gene assay2010Journal of medicinal chemistry, Jan-14, Volume: 53, Issue:1
Structure-activity relationship study of betulinic acid, a novel and selective TGR5 agonist, and its synthetic derivatives: potential impact in diabetes.
AID402985Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Synthesis of A-seco derivatives of betulinic acid with cytotoxic activity.
AID1750789Antiviral activity against Human coronavirus 229E infected in human embryonic lung fibroblast cells assessed as reduction in virus-induced cytopathic effect incubated for 5 days by microscopy2021Journal of medicinal chemistry, 05-13, Volume: 64, Issue:9
Betulonic Acid Derivatives Interfering with Human Coronavirus 229E Replication via the nsp15 Endoribonuclease.
AID246979Cytotoxic activity against human DU145 cell line was measured after 72 hr using MTT assay2004Bioorganic & medicinal chemistry letters, Aug-02, Volume: 14, Issue:15
Synthesis and cytotoxic activity of 3-O-acyl/3-hydrazine /2-bromo/20,29-dibromo betulinic acid derivatives.
AID1485417Growth inhibition of human A549 cells at 10 uM after 48 hrs by SRB assay relative to control2017European journal of medicinal chemistry, Jul-28, Volume: 135Synthesis of novel benzylidene analogues of betulinic acid as potent cytotoxic agents.
AID402979Cytotoxicity against human HT-29 cells after 72 hrs by MTT assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Synthesis of A-seco derivatives of betulinic acid with cytotoxic activity.
AID283772Cytotoxicity against human KB cells after 48 hrs by MTT assay2007Journal of natural products, Apr, Volume: 70, Issue:4
Triterpenoids from the floral spikes of Betula platyphylla var. japonica and their reversing activity against multidrug-resistant cancer cells.
AID297151Selectivity index, Ratio of CC50 for Vero E6 cells to EC50 for SARS coronavirus2007Journal of medicinal chemistry, Aug-23, Volume: 50, Issue:17
Specific plant terpenoids and lignoids possess potent antiviral activities against severe acute respiratory syndrome coronavirus.
AID538211Cytotoxicity against human A549 cells by MTT assay2010Bioorganic & medicinal chemistry letters, Dec-15, Volume: 20, Issue:24
Ixorapeptide I and ixorapeptide II, bioactive peptides isolated from Ixora coccinea.
AID1504287Antiproliferative activity in human SiHa cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID538209Cytotoxicity against human Hep3B cells by MTT assay2010Bioorganic & medicinal chemistry letters, Dec-15, Volume: 20, Issue:24
Ixorapeptide I and ixorapeptide II, bioactive peptides isolated from Ixora coccinea.
AID1485430Selectivity index, ratio of IC50 for human FR2 cells to IC50 for human HCT116 cells2017European journal of medicinal chemistry, Jul-28, Volume: 135Synthesis of novel benzylidene analogues of betulinic acid as potent cytotoxic agents.
AID1504264Cytotoxic activity in human SiHa cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID1743477Cytotoxicity against mouse NIH3T3 cells assessed as reduction in cell viability incubated for 72 hrs by SRB assay2020European journal of medicinal chemistry, Dec-01, Volume: 207Betulinic acid derived amides are highly cytotoxic, apoptotic and selective.
AID283807Cytotoxicity against human Pgp-positive multidrug-resistant K562-tax cells after 72 hrs by MTT assay2007Journal of natural products, Apr, Volume: 70, Issue:4
Triterpenoid pyrazines and benzopyrazines with cytotoxic activity.
AID1504291Antiproliferative activity in human KB cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID494361Cytotoxicity against human MCF7 cells after 96 hrs by SRB colorimetric assay2010European journal of medicinal chemistry, Aug, Volume: 45, Issue:8
Small structural changes of pentacyclic lupane type triterpenoid derivatives lead to significant differences in their anticancer properties.
AID402982Cytotoxicity against human PC3 cells after 72 hrs by MTT assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Synthesis of A-seco derivatives of betulinic acid with cytotoxic activity.
AID468095Cytotoxicity against human HuH7 cells assessed as cell viability at 50 uM after 24 hrs2009Journal of natural products, Nov, Volume: 72, Issue:11
Betulin-derived compounds as inhibitors of alphavirus replication.
AID283776Cytotoxicity against human doxorubicin-resistant K562/Adr cells after 48 hrs by MTT assay2007Journal of natural products, Apr, Volume: 70, Issue:4
Triterpenoids from the floral spikes of Betula platyphylla var. japonica and their reversing activity against multidrug-resistant cancer cells.
AID1370897Cytotoxicity against African green monkey Vero cells after 72 hrs by MTT assay
AID246970Cytotoxic activity against human A549 cell line was measured after 72 hr using MTT assay2004Bioorganic & medicinal chemistry letters, Aug-02, Volume: 14, Issue:15
Synthesis and cytotoxic activity of 3-O-acyl/3-hydrazine /2-bromo/20,29-dibromo betulinic acid derivatives.
AID494359Cytotoxicity against human A2780 cells after 96 hrs by SRB colorimetric assay2010European journal of medicinal chemistry, Aug, Volume: 45, Issue:8
Small structural changes of pentacyclic lupane type triterpenoid derivatives lead to significant differences in their anticancer properties.
AID229586Ratio of maximum nontoxic concentration (MNTC) against HSV-1 to that of effective concentration (EC50)2003Bioorganic & medicinal chemistry letters, Oct-20, Volume: 13, Issue:20
Lupane triterpenes and derivatives with antiviral activity.
AID1519310Cytotoxicity against human K562 cells incubated for 72 hrs by MTS assay2020European journal of medicinal chemistry, Jan-01, Volume: 185Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid.
AID1317963Cytotoxicity against human CCRF-CEM cells after 72 hrs by MTS assay2016European journal of medicinal chemistry, Oct-04, Volume: 121Lupane and 18α-oleanane derivatives substituted in the position 2, their cytotoxicity and influence on cancer cells.
AID1504266Cytotoxic activity in human MDA-MB-231 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID494360Cytotoxicity against human HT-29 cells after 96 hrs by SRB colorimetric assay2010European journal of medicinal chemistry, Aug, Volume: 45, Issue:8
Small structural changes of pentacyclic lupane type triterpenoid derivatives lead to significant differences in their anticancer properties.
AID538208Cytotoxicity against human HepG2 cells by MTT assay2010Bioorganic & medicinal chemistry letters, Dec-15, Volume: 20, Issue:24
Ixorapeptide I and ixorapeptide II, bioactive peptides isolated from Ixora coccinea.
AID246972Cytotoxic activity against human PA-1 cell line was measured after 72 hr using MTT assay2004Bioorganic & medicinal chemistry letters, Aug-02, Volume: 14, Issue:15
Synthesis and cytotoxic activity of 3-O-acyl/3-hydrazine /2-bromo/20,29-dibromo betulinic acid derivatives.
AID402986Cytotoxicity against human SK-MEL-2 cells after 72 hrs by MTT assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Synthesis of A-seco derivatives of betulinic acid with cytotoxic activity.
AID1485425Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 48 hrs by SRB assay2017European journal of medicinal chemistry, Jul-28, Volume: 135Synthesis of novel benzylidene analogues of betulinic acid as potent cytotoxic agents.
AID1296096Antiinflammatory activity against mouse J774 cells assessed as inhibition of LPS-induced COX-2 expression measured as remaining protein levels at 10 uM after 24 hrs by Western blot analysis2016Journal of natural products, Feb-26, Volume: 79, Issue:2
Betulin Derivatives Effectively Suppress Inflammation in Vitro and in Vivo.
AID1265355Cytotoxicity against human A549 cells after 96 hrs by SRB assay2015European journal of medicinal chemistry, Dec-01, Volume: 106Betulinic acid derived hydroxamates and betulin derived carbamates are interesting scaffolds for the synthesis of novel cytotoxic compounds.
AID470668Inhibition of topoisomerase 2 alpha catalytic activity assessed as decatenation of kinetoplast DNA at 100 uM after 15 mins by agarose gel electrophoresis2009Journal of natural products, Sep, Volume: 72, Issue:9
Rational design and semisynthesis of betulinic acid analogues as potent topoisomerase inhibitors.
AID1485432Selectivity index, ratio of IC50 for human FR2 cells to IC50 for human MIAPaCa2 cells2017European journal of medicinal chemistry, Jul-28, Volume: 135Synthesis of novel benzylidene analogues of betulinic acid as potent cytotoxic agents.
AID402978Cytotoxicity against human CEM cells after 72 hrs by MTT assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Synthesis of A-seco derivatives of betulinic acid with cytotoxic activity.
AID770955Cytotoxicity against human MCF7 cells assessed as cell viability after 96 hrs by SRB assay2013European journal of medicinal chemistry, Oct, Volume: 68Preparation of betulinic acid derivatives by chemical and biotransformation methods and determination of cytotoxicity against selected cancer cell lines.
AID92316Antiviral activity against influenza A virus determined in chicken embryo cells (CEC) by plaque reduction assay method.2003Bioorganic & medicinal chemistry letters, Oct-20, Volume: 13, Issue:20
Lupane triterpenes and derivatives with antiviral activity.
AID1743473Cytotoxicity against human HT-29 cells assessed as reduction in cell viability incubated for 72 hrs by SRB assay2020European journal of medicinal chemistry, Dec-01, Volume: 207Betulinic acid derived amides are highly cytotoxic, apoptotic and selective.
AID1265356Cytotoxicity against human MCF7 cells after 96 hrs by SRB assay2015European journal of medicinal chemistry, Dec-01, Volume: 106Betulinic acid derived hydroxamates and betulin derived carbamates are interesting scaffolds for the synthesis of novel cytotoxic compounds.
AID770957Cytotoxicity against human 8505C cells assessed as cell viability after 96 hrs by SRB assay2013European journal of medicinal chemistry, Oct, Volume: 68Preparation of betulinic acid derivatives by chemical and biotransformation methods and determination of cytotoxicity against selected cancer cell lines.
AID1202242Cytotoxicity against human A375 cells after 72 hrs by MTT assay2015European journal of medicinal chemistry, , Volume: 96Synthesis and biological evaluation of betulonic acid derivatives as antitumor agents.
AID1774074Cytotoxicity against mouse BV-2 cells assessed as cell viability by MTT assay2021Journal of natural products, 10-22, Volume: 84, Issue:10
Biotransformation of Betulonic Acid by the Fungus
AID1889898Inhibition of human CD73 assessed as reduction in inorganic phosphate release upon substrate hydrolysis using AMP/ATP as substrate incubated for 1 hr followed by substrate addition and measured after 2 hrs by malachite green reagent based colorimetric ass2022Bioorganic & medicinal chemistry, 04-01, Volume: 59Discovery and optimization of betulinic acid derivatives as novel potent CD73 inhibitors.
AID228879Endothelial cell specificity of compound was determined as cytotoxicity on human tumor cell line PA-1 to that of endothelial cell2004Bioorganic & medicinal chemistry letters, May-03, Volume: 14, Issue:9
Betulinic acid and its derivatives as anti-angiogenic agents.
AID538212Cytotoxicity against human MCF7 cells by MTT assay2010Bioorganic & medicinal chemistry letters, Dec-15, Volume: 20, Issue:24
Ixorapeptide I and ixorapeptide II, bioactive peptides isolated from Ixora coccinea.
AID1519306Cytotoxicity against human MRC5 cells incubated for 72 hrs by MTS assay2020European journal of medicinal chemistry, Jan-01, Volume: 185Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid.
AID297148Inhibition of SARS virus-induced cytopathogenicity in Vero E6 cells at 1 uM2007Journal of medicinal chemistry, Aug-23, Volume: 50, Issue:17
Specific plant terpenoids and lignoids possess potent antiviral activities against severe acute respiratory syndrome coronavirus.
AID229587Ratio of maximum nontoxic concentration (MNTC) against Influenza virus A to that of effective concentration (EC50)2003Bioorganic & medicinal chemistry letters, Oct-20, Volume: 13, Issue:20
Lupane triterpenes and derivatives with antiviral activity.
AID1504267Cytotoxic activity in human DU145 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID283804Cytotoxicity against human A549 cells after 72 hrs by MTT assay2007Journal of natural products, Apr, Volume: 70, Issue:4
Triterpenoid pyrazines and benzopyrazines with cytotoxic activity.
AID283775Cytotoxicity against human K562 cells after 48 hrs by MTT assay2007Journal of natural products, Apr, Volume: 70, Issue:4
Triterpenoids from the floral spikes of Betula platyphylla var. japonica and their reversing activity against multidrug-resistant cancer cells.
AID494362Cytotoxicity against human SW1736 cells after 96 hrs by SRB colorimetric assay2010European journal of medicinal chemistry, Aug, Volume: 45, Issue:8
Small structural changes of pentacyclic lupane type triterpenoid derivatives lead to significant differences in their anticancer properties.
AID297146Inhibition of SARS coronavirus-induced cytopathogenicity in Vero E6 cells at 10 uM2007Journal of medicinal chemistry, Aug-23, Volume: 50, Issue:17
Specific plant terpenoids and lignoids possess potent antiviral activities against severe acute respiratory syndrome coronavirus.
AID357962Therapeutic index, ratio of IC50 for human H9 cells to EC50 of HIV1 3B2001Journal of natural products, Oct, Volume: 64, Issue:10
Anti-AIDS agents. 48.(1) Anti-HIV activity of moronic acid derivatives and the new melliferone-related triterpenoid isolated from Brazilian propolis.
AID1485426Cytotoxicity against human MIAPaCa2 cells assessed as reduction in cell viability after 48 hrs by SRB assay2017European journal of medicinal chemistry, Jul-28, Volume: 135Synthesis of novel benzylidene analogues of betulinic acid as potent cytotoxic agents.
AID246989Cytotoxic activity against human CEM.CM3 cell line was measured after 72 hr using MTT assay2004Bioorganic & medicinal chemistry letters, Aug-02, Volume: 14, Issue:15
Synthesis and cytotoxic activity of 3-O-acyl/3-hydrazine /2-bromo/20,29-dibromo betulinic acid derivatives.
AID297152Inhibition of SARS coronavirus 3CL protease2007Journal of medicinal chemistry, Aug-23, Volume: 50, Issue:17
Specific plant terpenoids and lignoids possess potent antiviral activities against severe acute respiratory syndrome coronavirus.
AID228878Endothelial cell specificity of compound was determined as cytotoxicity on human tumor cell line L132 to that of endothelial cell2004Bioorganic & medicinal chemistry letters, May-03, Volume: 14, Issue:9
Betulinic acid and its derivatives as anti-angiogenic agents.
AID1519307Cytotoxicity against human U2OS cells incubated for 72 hrs by MTS assay2020European journal of medicinal chemistry, Jan-01, Volume: 185Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid.
AID494357Cytotoxicity against human A431 cells after 96 hrs by SRB colorimetric assay2010European journal of medicinal chemistry, Aug, Volume: 45, Issue:8
Small structural changes of pentacyclic lupane type triterpenoid derivatives lead to significant differences in their anticancer properties.
AID1227826Anti-neuroinflammatory activity against mouse BV2 cells assessed as inhibition of LPS-induced nitric oxide production after 24 hrs by Griess assay2015Bioorganic & medicinal chemistry letters, Jan-01, Volume: 25, Issue:1
Natural therapeutic agents for neurodegenerative diseases from a traditional herbal medicine Pongamia pinnata (L.) Pierre.
AID468092Antiviral activity against SFV infected in BHK cells assessed as surviving virus fraction at 50 uM after 14 hrs by luciferase reporter gene assay2009Journal of natural products, Nov, Volume: 72, Issue:11
Betulin-derived compounds as inhibitors of alphavirus replication.
AID468093Antiviral activity against SFV infected in BHK cells after 14 hrs by luciferase reporter gene assay2009Journal of natural products, Nov, Volume: 72, Issue:11
Betulin-derived compounds as inhibitors of alphavirus replication.
AID246973Cytotoxic activity against human U937 cell line was measured after 72 hr using MTT assay2004Bioorganic & medicinal chemistry letters, Aug-02, Volume: 14, Issue:15
Synthesis and cytotoxic activity of 3-O-acyl/3-hydrazine /2-bromo/20,29-dibromo betulinic acid derivatives.
AID1750790Cytotoxicity against mock-infected human embryonic lung fibroblast cells incubated for 5 days by MTS assay2021Journal of medicinal chemistry, 05-13, Volume: 64, Issue:9
Betulonic Acid Derivatives Interfering with Human Coronavirus 229E Replication via the nsp15 Endoribonuclease.
AID470667Inhibition of topoisomerase 1 catalytic activity assessed as relaxation of supercoiled plasmid DNA at 100 uM after 30 mins by agarose gel electrophoresis2009Journal of natural products, Sep, Volume: 72, Issue:9
Rational design and semisynthesis of betulinic acid analogues as potent topoisomerase inhibitors.
AID770958Cytotoxicity against human A2780 cells assessed as cell viability after 96 hrs by SRB assay2013European journal of medicinal chemistry, Oct, Volume: 68Preparation of betulinic acid derivatives by chemical and biotransformation methods and determination of cytotoxicity against selected cancer cell lines.
AID538213Cytotoxicity against human MDA-MB-231 cells by MTT assay2010Bioorganic & medicinal chemistry letters, Dec-15, Volume: 20, Issue:24
Ixorapeptide I and ixorapeptide II, bioactive peptides isolated from Ixora coccinea.
AID665419Solubility of the compound in water2012European journal of medicinal chemistry, Jul, Volume: 53Alkylidene branched lupane derivatives: synthesis and antitumor activity.
AID1485424Cytotoxicity against human HCT116 cells assessed as reduction in cell viability after 48 hrs by SRB assay2017European journal of medicinal chemistry, Jul-28, Volume: 135Synthesis of novel benzylidene analogues of betulinic acid as potent cytotoxic agents.
AID1743474Cytotoxicity against human MCF7 cells assessed as reduction in cell viability incubated for 72 hrs by SRB assay2020European journal of medicinal chemistry, Dec-01, Volume: 207Betulinic acid derived amides are highly cytotoxic, apoptotic and selective.
AID1238539Selectivity index, ratio of CC50 for African green monkey Vero cells to IC50 for HSV-1 7401H2015Bioorganic & medicinal chemistry letters, Aug-15, Volume: 25, Issue:16
Ionic derivatives of betulinic acid exhibit antiviral activity against herpes simplex virus type-2 (HSV-2), but not HIV-1 reverse transcriptase.
AID1202239Cytotoxicity against human MGC803 cells after 72 hrs by MTT assay2015European journal of medicinal chemistry, , Volume: 96Synthesis and biological evaluation of betulonic acid derivatives as antitumor agents.
AID1296097Antiinflammatory activity against mouse J774 cells assessed as inhibition of LPS-induced IL-6 production measured as remaining IL-6 levels at 10 uM after 24 hrs by ELISA2016Journal of natural products, Feb-26, Volume: 79, Issue:2
Betulin Derivatives Effectively Suppress Inflammation in Vitro and in Vivo.
AID1370899Selectivity index, ratio of CC50 for human HepG2 cells to IC50 for chloroquine-resistant Plasmodium falciparum W2
AID1519309Cytotoxicity against human A549 cells incubated for 72 hrs by MTS assay2020European journal of medicinal chemistry, Jan-01, Volume: 185Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid.
AID470671Antiproliferative activity against human MDA-MB-231 cells after 3 days by MTT assay2009Journal of natural products, Sep, Volume: 72, Issue:9
Rational design and semisynthesis of betulinic acid analogues as potent topoisomerase inhibitors.
AID228876Endothelial cell specificity of compound was determined as cytotoxicity on human tumor cell line A549 to that of endothelial cell2004Bioorganic & medicinal chemistry letters, May-03, Volume: 14, Issue:9
Betulinic acid and its derivatives as anti-angiogenic agents.
AID283809Cytotoxicity against human SK-MEL-2 cells after 72 hrs by MTT assay2007Journal of natural products, Apr, Volume: 70, Issue:4
Triterpenoid pyrazines and benzopyrazines with cytotoxic activity.
AID770956Cytotoxicity against human 518A2 cells assessed as cell viability after 96 hrs by SRB assay2013European journal of medicinal chemistry, Oct, Volume: 68Preparation of betulinic acid derivatives by chemical and biotransformation methods and determination of cytotoxicity against selected cancer cell lines.
AID1519314Cytotoxicity against human CCRF-CEM cells incubated for 72 hrs by MTS assay2020European journal of medicinal chemistry, Jan-01, Volume: 185Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid.
AID402980Cytotoxicity against human K562 cells after 72 hrs by MTT assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Synthesis of A-seco derivatives of betulinic acid with cytotoxic activity.
AID494358Cytotoxicity against human A549 cells after 96 hrs by SRB colorimetric assay2010European journal of medicinal chemistry, Aug, Volume: 45, Issue:8
Small structural changes of pentacyclic lupane type triterpenoid derivatives lead to significant differences in their anticancer properties.
AID1504268Cytotoxic activity in human KB cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID402983Cytotoxicity against human A549 cells after 72 hrs by MTT assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Synthesis of A-seco derivatives of betulinic acid with cytotoxic activity.
AID378627Cytotoxicity against human Mel2 cells2000Journal of natural products, Dec, Volume: 63, Issue:12
Microbial transformations of the antimelanoma agent betulinic acid.
AID378626Cytotoxicity against human Mel1 cells2000Journal of natural products, Dec, Volume: 63, Issue:12
Microbial transformations of the antimelanoma agent betulinic acid.
AID1519313Cytotoxicity against human HCT116 cells incubated for 72 hrs by MTS assay2020European journal of medicinal chemistry, Jan-01, Volume: 185Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid.
AID283810Cytotoxicity against human U87-Mg cells after 72 hrs by MTT assay2007Journal of natural products, Apr, Volume: 70, Issue:4
Triterpenoid pyrazines and benzopyrazines with cytotoxic activity.
AID444761Agonist activity at TGR5 expressed in CHO cells by CRE-driven luciferase reporter gene assay2010Journal of medicinal chemistry, Jan-14, Volume: 53, Issue:1
Structure-activity relationship study of betulinic acid, a novel and selective TGR5 agonist, and its synthetic derivatives: potential impact in diabetes.
AID283778Cytotoxicity against human MCF7 cells after 48 hrs by MTT assay2007Journal of natural products, Apr, Volume: 70, Issue:4
Triterpenoids from the floral spikes of Betula platyphylla var. japonica and their reversing activity against multidrug-resistant cancer cells.
AID1227827Cytotoxicity against mouse BV2 cells assessed as reduction of cell viability at IC50 after 24 hrs by MTT assay2015Bioorganic & medicinal chemistry letters, Jan-01, Volume: 25, Issue:1
Natural therapeutic agents for neurodegenerative diseases from a traditional herbal medicine Pongamia pinnata (L.) Pierre.
AID283806Cytotoxicity against human K562 cells after 72 hrs by MTT assay2007Journal of natural products, Apr, Volume: 70, Issue:4
Triterpenoid pyrazines and benzopyrazines with cytotoxic activity.
AID1504286Antiproliferative activity in human HeLa cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID1238546Cytotoxicity against African green monkey Vero cells assessed as cell viability after 2 days by trypan blue exclusion assay2015Bioorganic & medicinal chemistry letters, Aug-15, Volume: 25, Issue:16
Ionic derivatives of betulinic acid exhibit antiviral activity against herpes simplex virus type-2 (HSV-2), but not HIV-1 reverse transcriptase.
AID1485429Selectivity index, ratio of IC50 for human FR2 cells to IC50 for human PC3 cells2017European journal of medicinal chemistry, Jul-28, Volume: 135Synthesis of novel benzylidene analogues of betulinic acid as potent cytotoxic agents.
AID1504271Cytotoxic activity in HEK293 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID283803Cytotoxicity against human CEM cells after 72 hrs by MTT assay2007Journal of natural products, Apr, Volume: 70, Issue:4
Triterpenoid pyrazines and benzopyrazines with cytotoxic activity.
AID1202241Cytotoxicity against human Bcap37 cells after 72 hrs by MTT assay2015European journal of medicinal chemistry, , Volume: 96Synthesis and biological evaluation of betulonic acid derivatives as antitumor agents.
AID1202243Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay2015European journal of medicinal chemistry, , Volume: 96Synthesis and biological evaluation of betulonic acid derivatives as antitumor agents.
AID538215Antiaggregatory activity in human platelets assessed as inhibition of thrombin-induced platelet aggregation by aggregometry2010Bioorganic & medicinal chemistry letters, Dec-15, Volume: 20, Issue:24
Ixorapeptide I and ixorapeptide II, bioactive peptides isolated from Ixora coccinea.
AID1519308Cytotoxicity against human BJ cells incubated for 72 hrs by MTS assay2020European journal of medicinal chemistry, Jan-01, Volume: 185Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid.
AID95520Cytotoxicity against human epidermoid carcinoma of the mouth (KB) cell line.1998Bioorganic & medicinal chemistry letters, Jul-07, Volume: 8, Issue:13
Synthesis of betulinic acid derivatives with activity against human melanoma.
AID228877Endothelial cell specificity of compound was determined as cytotoxicity on human tumor cell line DU145 to that of endothelial cell2004Bioorganic & medicinal chemistry letters, May-03, Volume: 14, Issue:9
Betulinic acid and its derivatives as anti-angiogenic agents.
AID1504263Cytotoxic activity in human HeLa cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID246994Cytotoxic activity against human BRISTOL8 cell line was measured after 72 hr using MTT assay2004Bioorganic & medicinal chemistry letters, Aug-02, Volume: 14, Issue:15
Synthesis and cytotoxic activity of 3-O-acyl/3-hydrazine /2-bromo/20,29-dibromo betulinic acid derivatives.
AID494355Cytotoxicity against human 518A2 cells after 96 hrs by SRB colorimetric assay2010European journal of medicinal chemistry, Aug, Volume: 45, Issue:8
Small structural changes of pentacyclic lupane type triterpenoid derivatives lead to significant differences in their anticancer properties.
AID106299Cytotoxicity against cultured human melanoma (MEL-2) cell line.1998Bioorganic & medicinal chemistry letters, Jul-07, Volume: 8, Issue:13
Synthesis of betulinic acid derivatives with activity against human melanoma.
AID538210Cytotoxicity against human Ca9-22 cells by MTT assay2010Bioorganic & medicinal chemistry letters, Dec-15, Volume: 20, Issue:24
Ixorapeptide I and ixorapeptide II, bioactive peptides isolated from Ixora coccinea.
AID470669Antiproliferative activity against human SW948 cells after 3 days by XTT assay2009Journal of natural products, Sep, Volume: 72, Issue:9
Rational design and semisynthesis of betulinic acid analogues as potent topoisomerase inhibitors.
AID402981Cytotoxicity against paclitaxel-resistant human K562 cells after 72 hrs by MTT assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Synthesis of A-seco derivatives of betulinic acid with cytotoxic activity.
AID85726Antiviral activity against HSV-1 determined by inhibition of viral cytopathic effect (CPE) in rhabdomyosarcoma (RD) cell line2003Bioorganic & medicinal chemistry letters, Oct-20, Volume: 13, Issue:20
Lupane triterpenes and derivatives with antiviral activity.
AID1519315Cytotoxicity against human CEM-DNR-bulk cells incubated for 72 hrs by MTS assay2020European journal of medicinal chemistry, Jan-01, Volume: 185Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid.
AID590854Inhibition of Clostridium BoNT/A protease light chain2011Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8
Synthesis and evaluation of library of betulin derivatives against the botulinum neurotoxin A protease.
AID1504265Cytotoxic activity in human MCF7 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID297150Cytotoxicity against Vero E6 cells by MTT assay2007Journal of medicinal chemistry, Aug-23, Volume: 50, Issue:17
Specific plant terpenoids and lignoids possess potent antiviral activities against severe acute respiratory syndrome coronavirus.
AID1774073Anti-neuroinflammatory activity in mouse BV-2 cells assessed as inhibition of LPS-induced NO production incubated for 48 hrs by Griess reagent based assay2021Journal of natural products, 10-22, Volume: 84, Issue:10
Biotransformation of Betulonic Acid by the Fungus
AID1504294Antiproliferative activity in HEK293 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID283805Cytotoxicity against human HT29 cells after 72 hrs by MTT assay2007Journal of natural products, Apr, Volume: 70, Issue:4
Triterpenoid pyrazines and benzopyrazines with cytotoxic activity.
AID1750788Antiviral activity against Human coronavirus 229E infected in human embryonic lung fibroblast cells assessed as reduction in virus-induced cytopathic effect incubated for 5 days by MTS cell viability assay2021Journal of medicinal chemistry, 05-13, Volume: 64, Issue:9
Betulonic Acid Derivatives Interfering with Human Coronavirus 229E Replication via the nsp15 Endoribonuclease.
AID247001Cytotoxic activity against human JurkatE6.1 cell line was measured after 72 h using MTT assay2004Bioorganic & medicinal chemistry letters, Aug-02, Volume: 14, Issue:15
Synthesis and cytotoxic activity of 3-O-acyl/3-hydrazine /2-bromo/20,29-dibromo betulinic acid derivatives.
AID1504292Antiproliferative activity in human Hep2 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID444762Agonist activity at TGR5 expressed in CHO cells by CRE-driven luciferase reporter gene assay relative to litocholic acid2010Journal of medicinal chemistry, Jan-14, Volume: 53, Issue:1
Structure-activity relationship study of betulinic acid, a novel and selective TGR5 agonist, and its synthetic derivatives: potential impact in diabetes.
AID1296098Antiinflammatory activity against mouse J774 cells assessed as inhibition of LPS-induced MCP-1 production measured as remaining MCP-1 levels at 10 uM after 24 hrs by ELISA2016Journal of natural products, Feb-26, Volume: 79, Issue:2
Betulin Derivatives Effectively Suppress Inflammation in Vitro and in Vivo.
AID67264Cytotoxic activity against ECV304 (human endothelial) cell line.2004Bioorganic & medicinal chemistry letters, Jun-21, Volume: 14, Issue:12
Synthesis of 3-O-acyl/3-benzylidene/3-hydrazone/3-hydrazine/17-carboxyacryloyl ester derivatives of betulinic acid as anti-angiogenic agents.
AID770953Cytotoxicity against human A549 cells assessed as cell viability after 96 hrs by SRB assay2013European journal of medicinal chemistry, Oct, Volume: 68Preparation of betulinic acid derivatives by chemical and biotransformation methods and determination of cytotoxicity against selected cancer cell lines.
AID1504270Cytotoxic activity in African green monkey Vero cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID1519311Cytotoxicity against human K562-TAX cells incubated for 72 hrs by MTS assay2020European journal of medicinal chemistry, Jan-01, Volume: 185Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid.
AID1485419Growth inhibition of human HCT116 cells at 10 uM after 48 hrs by SRB assay relative to control2017European journal of medicinal chemistry, Jul-28, Volume: 135Synthesis of novel benzylidene analogues of betulinic acid as potent cytotoxic agents.
AID67265Half-maximal cytotoxic concentration of compound against endothelial cell line ECV3042004Bioorganic & medicinal chemistry letters, May-03, Volume: 14, Issue:9
Betulinic acid and its derivatives as anti-angiogenic agents.
AID246971Cytotoxic activity against human L132 cell line was measured after 72 hr using MTT assay2004Bioorganic & medicinal chemistry letters, Aug-02, Volume: 14, Issue:15
Synthesis and cytotoxic activity of 3-O-acyl/3-hydrazine /2-bromo/20,29-dibromo betulinic acid derivatives.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (80)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (2.50)18.2507
2000's26 (32.50)29.6817
2010's37 (46.25)24.3611
2020's15 (18.75)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 25.60

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index25.60 (24.57)
Research Supply Index4.56 (2.92)
Research Growth Index5.49 (4.65)
Search Engine Demand Index29.35 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (25.60)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (1.05%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other94 (98.95%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]