Compounds > bruceine b
Page last updated: 2024-12-08

bruceine b

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

Description

bruceine B: quassinoid which inhibits protein synthesis & DNA synthesis in cells; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID161496
CHEBI ID3190
MeSH IDM0083780

Synonyms (12)

Synonym
bruceine b
C08751
25514-29-8
chebi:3190 ,
nsc 132793
picras-3-en-21-oic acid, 15-(acetyloxy)-13,20-epoxy-3,11,12-trihydroxy-2,16-dioxo-, methyl ester, (11beta,12alpha,15beta)-
AKOS030573658
Q27105981
methyl (1r,2s,3r,6r,8r,13s,14r,15r,16s,17s)-3-acetyloxy-10,15,16-trihydroxy-9,13-dimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate
MS-28937
CS-0022967
HY-N3013
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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]

Bioassays (26)

Assay IDTitleYearJournalArticle
AID71879Cytotoxicity of compound was tested against mouse mammary tumor FM3A cells2003Journal of medicinal chemistry, Feb-13, Volume: 46, Issue:4
New semisynthetic quassinoids with in vivo antimalarial activity.
AID664573Antiinflammatory activity in rat polymorphonuclear leukocytes assessed as inhibition of LPS-stimulated nitric oxide production after 20 mins by Griess method2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Bioactive quassinoids from the seeds of Brucea javanica.
AID663855Cytotoxicity against human SKOV3 cells by MTT assay2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Bioactive quassinoids from the seeds of Brucea javanica.
AID337702Antimalarial activity against multidrug-resistant Plasmodium falciparum K1 infected human erythrocytes assessed by [3H]hypoxanthine uptake
AID311567Antibabesial activity against Babesia gibsoni2007Journal of natural products, Oct, Volume: 70, Issue:10
Screening of Indonesian medicinal plant extracts for antibabesial activity and isolation of new quassinoids from Brucea javanica.
AID159868In vitro antimalarial activity against Plasmodium falciparum2003Journal of medicinal chemistry, Feb-13, Volume: 46, Issue:4
New semisynthetic quassinoids with in vivo antimalarial activity.
AID663854Cytotoxicity against human A549 cells by MTT assay2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Bioactive quassinoids from the seeds of Brucea javanica.
AID663852Cytotoxicity against human HepG2 cells by MTT assay2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Bioactive quassinoids from the seeds of Brucea javanica.
AID1081312Antiviral activity against Tobacco mosaic virus strain U1 (TMV) infected Nicotiana tabacum cv. K326 leaves assessed as decrease in Tobacco mosaic virus coat protein level at 20 uM at 25 degC treated at 6 hr after viral inoculation measured after 48 hr by 2010Journal of agricultural and food chemistry, Feb-10, Volume: 58, Issue:3
Anti-tobacco mosaic virus (TMV) Quassinoids from Brucea javanica (L.) Merr.
AID1081317In vivo antiviral activity against Tobacco mosaic virus strain U1 (TMV) infected left side of Nicotiana glutinosa leaves assessed as decrease in local lesion numbers at 2.5 uM co-incubated with virus for 30 min before inoculation onto leaves measured at 32010Journal of agricultural and food chemistry, Feb-10, Volume: 58, Issue:3
Anti-tobacco mosaic virus (TMV) Quassinoids from Brucea javanica (L.) Merr.
AID337706Antimalarial activity as reduced parasitaemia at day 4 against Plasmodium berghei N infected TSW mice (Mus musculus) at 3 mg/kg peroral dose 3 hrs post infection then daily
AID1081315In vivo antiviral activity against Tobacco mosaic virus strain U1 (TMV) infected left side of Nicotiana glutinosa leaves assessed as decrease in local lesion numbers at 10 uM co-incubated with virus for 30 min before inoculation onto leaves measured at 3-2010Journal of agricultural and food chemistry, Feb-10, Volume: 58, Issue:3
Anti-tobacco mosaic virus (TMV) Quassinoids from Brucea javanica (L.) Merr.
AID337704Antimalarial activity as reduced parasitaemia at day 4 against Plasmodium berghei N infected TSW mice (Mus musculus) perorally dosed 3 hrs post infection then daily
AID1081314In vivo antiviral activity against Tobacco mosaic virus strain U1 (TMV) infected left side of Nicotiana glutinosa leaves assessed as decrease in local lesion numbers co-incubated with virus for 30 min before inoculation onto leaves measured at 3-4 days af2010Journal of agricultural and food chemistry, Feb-10, Volume: 58, Issue:3
Anti-tobacco mosaic virus (TMV) Quassinoids from Brucea javanica (L.) Merr.
AID1081310Antiviral activity against Tobacco mosaic virus strain U1 (TMV) infected Nicotiana glutinosa leaves assessed as protective effect by decrease in local lesion number at 20 uM treated 6 hr prior to viral inoculation measured at 3-4 days after viral challeng2010Journal of agricultural and food chemistry, Feb-10, Volume: 58, Issue:3
Anti-tobacco mosaic virus (TMV) Quassinoids from Brucea javanica (L.) Merr.
AID1081319In vivo antiviral activity against Tobacco mosaic virus strain U1 (TMV) infected left side of Nicotiana glutinosa leaves assessed as decrease in local lesion numbers at 20 uM co-incubated with virus for 30 min before inoculation onto leaves measured at 3-2010Journal of agricultural and food chemistry, Feb-10, Volume: 58, Issue:3
Anti-tobacco mosaic virus (TMV) Quassinoids from Brucea javanica (L.) Merr.
AID1081318In vivo antiviral activity against Tobacco mosaic virus strain U1 (TMV) infected left side of Nicotiana glutinosa leaves assessed as decrease in local lesion numbers at 1.25 uM co-incubated with virus for 30 min before inoculation onto leaves measured at 2010Journal of agricultural and food chemistry, Feb-10, Volume: 58, Issue:3
Anti-tobacco mosaic virus (TMV) Quassinoids from Brucea javanica (L.) Merr.
AID337707Toxicity in Plasmodium berghei N-infected TSW mice (Mus musculus) assessed as mortality before day 5 at 9 mg/kg, perorally administered 3 hrs after infection daily for 4 consecutive days
AID233917Selectivity index defined as mean of EC50 value for FM3A cells/mean of EC50 value for Plasmodium falciparum was determined2003Journal of medicinal chemistry, Feb-13, Volume: 46, Issue:4
New semisynthetic quassinoids with in vivo antimalarial activity.
AID72012Cytotoxicity against FM3A cells derived from a mammary tumor in mice was evaluated.1998Bioorganic & medicinal chemistry letters, Mar-03, Volume: 8, Issue:5
Anti-malarial activities of acylated bruceolide derivatives.
AID232032Selective toxicity against Plasmodium falciparum compared to FM3A cytotoxicity1998Bioorganic & medicinal chemistry letters, Mar-03, Volume: 8, Issue:5
Anti-malarial activities of acylated bruceolide derivatives.
AID664574Cytotoxicity against human HCT8 cells by MTT assay2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Bioactive quassinoids from the seeds of Brucea javanica.
AID160040Anti-malarial activity as growth inhibition of chloroquine-resistant Plasmodium falciparum1998Bioorganic & medicinal chemistry letters, Mar-03, Volume: 8, Issue:5
Anti-malarial activities of acylated bruceolide derivatives.
AID663853Cytotoxicity against human BGC823 cells by MTT assay2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Bioactive quassinoids from the seeds of Brucea javanica.
AID1081316In vivo antiviral activity against Tobacco mosaic virus strain U1 (TMV) infected left side of Nicotiana glutinosa leaves assessed as decrease in local lesion numbers at 5 uM co-incubated with virus for 30 min before inoculation onto leaves measured at 3-42010Journal of agricultural and food chemistry, Feb-10, Volume: 58, Issue:3
Anti-tobacco mosaic virus (TMV) Quassinoids from Brucea javanica (L.) Merr.
AID1707171Antiproliferative activity against human HCT-116 cells incubated for 72 hrs by WST-1 assay2020Journal of medicinal chemistry, 12-24, Volume: 63, Issue:24
Development of Potential Antitumor Agents from the Scaffolds of Plant-Derived Terpenoid Lactones.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (12.50)18.7374
1990's2 (25.00)18.2507
2000's2 (25.00)29.6817
2010's2 (25.00)24.3611
2020's1 (12.50)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.36

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.36 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.66 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.36)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
chloroquine
Chloroquine: The prototypical antimalarial agent with a mechanism that is not well understood. It has also been used to treat rheumatoid arthritis, systemic lupus erythematosus, and in the systemic therapy of amebic liver abscesses.. chloroquine : An aminoquinoline that is quinoline which is substituted at position 4 by a [5-(diethylamino)pentan-2-yl]amino group at at position 7 by chlorine. It is used for the treatment of malaria, hepatic amoebiasis, lupus erythematosus, light-sensitive skin eruptions, and rheumatoid arthritis.		2.0110aminoquinoline;
organochlorine compound;
secondary amino compound;
tertiary amino compound		anticoronaviral agent;
antimalarial;
antirheumatic drug;
autophagy inhibitor;
dermatologic drug
leucine
Leucine: An essential branched-chain amino acid important for hemoglobin formation.. leucine : A branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isobutyl group.		1.9510amino acid zwitterion;
L-alpha-amino acid;
leucine;
proteinogenic amino acid;
pyruvate family amino acid		algal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
plant metabolite;
Saccharomyces cerevisiae metabolite
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		2.0710taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
diminazene aceturate
[no description available]		2.0310
simalikalactone d
simalikalactone D: quassinoid which inhibits protein synthesis & DNA synthesis in cells; RN given refers to ((11beta)-isomer); structure in first source. simalikalactone D : A quassinoid isolated from Quassia amara and Quassia africana. It has been shown to exhibit antimalarial, cytotoxic and antiviral activities.		1.9510
triptonide
triptonide: extracted from Tripterygium wilfordii; structure given in first source. triptonide : A diterpene triepoxide that is triptobenzene K in which the acylhydroquinone moiety has undergone oxidation to the corresponding triepoxyketone derivative. It has been isolated from the roots of Tripterygium wilfordii.		2.2510butenolide;
cyclic ketone;
diterpene triepoxide;
organic heteroheptacyclic compound		anti-inflammatory agent;
antineoplastic agent;
immunosuppressive agent
nagilactone c
nagilactone C: norditerpene lactone isolated from leaves of Podocarpus; structure		2.2510
chaparrinone
chaparrinone: quassinoid which inhibits protein sunthesis & DNA synthesis in cells; structure in first source		1.9510triterpenoid
brusatol
brusatol: quassinoid from B. javanica; structure		2.2510triterpenoid
triptolide
[no description available]		2.2510diterpenoid;
epoxide;
gamma-lactam;
organic heteroheptacyclic compound		antispermatogenic agent;
plant metabolite
parthenolide
[no description available]		2.2510germacranolide
obacunone
obacunone: from bark of Chinese plant Phellodendron amurense; shortens sleeping time induced in mice by alpha-chloralose-urethane		2.2510limonoid
bruceine d
bruceine D: from fructus of Brucea javanica (Chinese name Yadanzi). bruceine D : A quassinoid that is 13,20-epoxypicras-3-ene substituted by hydroxy groups at positions 1, 11, 12, 14 and 15 and oxo groups at positions 2 and 16. Isolated from the ethanol extract of the stem of Brucea mollis, it exhibits cytotoxic activity.		2.7430
chlorolissoclimide
chlorolissoclimide: structure given in first source; a labdane cytotoxin isolated from Lissoclinum voeltzkowi Michaelson		2.2510
bruceine a
bruceine A: quassinoid which inhibits protein synthesis & DNA synthesis in cells; RN given refers to (11 beta,12 alpha,15 beta)-isomer; structure given in first source		2.730quassinoid
jolkinolide a
jolkinolide A: isolated from Euphorbia fischeriana		2.2510diterpene lactonemetabolite
jolkinolide b
jolkinolide B: isolated from Euphorbia fischeriana		2.2510diterpene lactonemetabolite
limonin
[no description available]		2.2510epoxide;
furans;
hexacyclic triterpenoid;
lactone;
limonoid;
organic heterohexacyclic compound		inhibitor;
metabolite;
volatile oil component
glaucarubinone
glaucarubinone: structure. glaucarubinone : A quassinoid with formula C25H34O10. It is a natural product isolated from several plant species and exhibits anti-cancer and anti-malarial properties.		1.9510
tripdiolide
tripdiolide: structure		2.2510oxacycle
glaucarubolone
glaucarubolone: a quassinoid which inhibits protein synthesis & DNA synthesis in cells; structure in first source		1.9510triterpenoid
thapsigargin
Thapsigargin: A sesquiterpene lactone found in roots of THAPSIA. It inhibits SARCOPLASMIC RETICULUM CALCIUM-TRANSPORTING ATPASES.. thapsigargin : An organic heterotricyclic compound that is a hexa-oxygenated 6,7-guaianolide isolated fron the roots of Thapsia garganica L., Apiaceae. A potent skin irritant, it is used in traditional medicine as a counter-irritant. Thapsigargin inhibits Ca(2+)-transporting ATPase mediated uptake of calcium ions into sarcoplasmic reticulum and is used in experimentation examining the impacts of increasing cytosolic calcium concentrations.		2.2510butyrate ester;
organic heterotricyclic compound;
sesquiterpene lactone		calcium channel blocker;
EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor
bruceantin
[no description available]		2.2510triterpenoid
andrographolide
[no description available]		2.2510carbobicyclic compound;
gamma-lactone;
labdane diterpenoid;
primary alcohol;
secondary alcohol		anti-HIV agent;
anti-inflammatory drug;
antineoplastic agent;
metabolite
shihulimonin a
shihulimonin A: isolated from Evodia rutaecarpa; structure in first source		2.2510limonoid
dichapetalin a
dichapetalin A: isolated from Dichapetalum; structure in first source		2.2510
ginkgolide b
[no description available]		2.2510
17-hydroxyjolkinolide b
17-hydroxyjolkinolide B: isolated from Euphorbia fischeriana		2.2510diterpene lactonemetabolite
bn 52020
[no description available]		2.2510
dichlorolissoclimide
dichlorolissoclimide: structure given in first source; a labdane cytotoxin isolated from Lissoclinum voeltzkowi Michaelson		2.2510
ningnanmycin
ningnanmycin: isolated from Strepcomces noursei		2.0510
14-o-phosphonooxymethyltriptolide
14-O-phosphonooxymethyltriptolide disodium salt: pro-drug of triptolide; has antineoplastic activity		2.2510
glaucarubin
Glaucarubin: (1 beta,2 alpha,11 beta,12 alpha,15 beta(S))-11,20-Epoxy-1,2,11,12-tetrahydroxy-15-(2-hydroxy-2-methyl-1-oxobutoxy)picras-3-en-16-one. A quassinoid (Simaroubolide) from Simaruba glauca, a tropical shrub. It has been used as an antiamebic agent and is found to be cytotoxic. It may be of use in cancer chemotherapy.		2.3720
phenanthrenes
Phenanthrenes: POLYCYCLIC AROMATIC HYDROCARBONS composed of three fused BENZENE rings.. phenanthrenes : Any benzenoid aromatic compound that consists of a phenanthrene skeleton and its substituted derivatives thereof.		1.9510
ConditionIndicatedRelationship StrengthStudiesTrials
Infections, Plasmodium
[description not available]		02.0110
Malaria
A protozoan disease caused in humans by four species of the PLASMODIUM genus: PLASMODIUM FALCIPARUM; PLASMODIUM VIVAX; PLASMODIUM OVALE; and PLASMODIUM MALARIAE; and transmitted by the bite of an infected female mosquito of the genus ANOPHELES. Malaria is endemic in parts of Asia, Africa, Central and South America, Oceania, and certain Caribbean islands. It is characterized by extreme exhaustion associated with paroxysms of high FEVER; SWEATING; shaking CHILLS; and ANEMIA. Malaria in ANIMALS is caused by other species of plasmodia.		02.0110
Benign Neoplasms
[description not available]		02.2510
Neoplasms
New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.		02.2510
Cell Transformation, Viral
An inheritable change in cells manifested by changes in cell division and growth and alterations in cell surface properties. It is induced by infection with a transforming virus.		01.9510
Innate Inflammatory Response
[description not available]		01.9910
Inflammation
A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.		01.9910