Compounds > dicentrinone
Page last updated: 2024-12-08

dicentrinone

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Description

dicentrinone: from Ocotea leucoxylon; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
OcoteagenusA plant genus in the LAURACEAE family. The common name of stinkwood is also used for Zieria (RUTACEAE).[MeSH]LauraceaeA family of mainly aromatic evergreen plants in the order Laurales. The laurel family includes 2,200 species in 45 genera and from these are derived medicinal extracts, essential oils, camphor and other products.[MeSH]

Cross-References

ID SourceID
PubMed CID177744
CHEMBL ID463284
SCHEMBL ID6685214
MeSH IDM0360759

Synonyms (18)

Synonym
oxodicentrine
nsc-617671
nsc617671
10,11-dimethoxy-8h-benzo[g][1,3]benzodioxolo[6,5,4-de]quinolin-8-one
inchi=1/c19h13no5/c1-22-12-6-10-11(7-13(12)23-2)18(21)17-15-9(3-4-20-17)5-14-19(16(10)15)25-8-24-14/h3-7h,8h2,1-2h
8h-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinolin-8-one, 10,11-dimethoxy-
CHEMBL463284
dicentrinone
8h-benzo(g)-1,3-benzodioxolo(6,5,4-de)quinolin-8-one, 10,11-dimethoxy-
unii-k6ce5rm6ei
16408-78-9
nsc 617671
k6ce5rm6ei ,
SCHEMBL6685214
DTXSID20167705
noraporphin-7-one, 4,5,6,6a-tetradehydro-9,10-dimethoxy-1,2-(methylenedioxy)-
10,11-dimethoxy-8h-benzo(g)-1,3-benzodioxolo(6,5,4-de)quinolin-8-one
16,17-dimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,11,14,16,18-octaen-13-one
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (20)

Assay IDTitleYearJournalArticle
AID379277Cytotoxicity against mouse lung carcinoma cells upto 30 uM2000Journal of natural products, Feb, Volume: 63, Issue:2
Isolation and biochemical characterization of a new topoisomerase I inhibitor from Ocotea leucoxylon.
AID379267Cytotoxicity against mouse B16F10 cells upto 30 uM2000Journal of natural products, Feb, Volume: 63, Issue:2
Isolation and biochemical characterization of a new topoisomerase I inhibitor from Ocotea leucoxylon.
AID379268Growth inhibition of Saccharomyces cerevisiae RS322 after 48 hrs by XTT assay2000Journal of natural products, Feb, Volume: 63, Issue:2
Isolation and biochemical characterization of a new topoisomerase I inhibitor from Ocotea leucoxylon.
AID379278Cytotoxicity against human COLO205 cells upto 30 uM2000Journal of natural products, Feb, Volume: 63, Issue:2
Isolation and biochemical characterization of a new topoisomerase I inhibitor from Ocotea leucoxylon.
AID1540227Cytotoxicity against human MCF7 cells assessed as cell growth inhibition after 72 hrs by alamar blue assay
AID379275Cytotoxicity against mouse P388 cells by soft-agar colony-formation assay2000Journal of natural products, Feb, Volume: 63, Issue:2
Isolation and biochemical characterization of a new topoisomerase I inhibitor from Ocotea leucoxylon.
AID398845Effect on resting tension in rat thoracic aorta at 100 ug/mL pretreated for 15 mins1997Journal of natural products, Jun, Volume: 60, Issue:6
Bioactive alkaloids from Illigera luzonensis.
AID379273Inhibition of human recombinant DNA topoisomerase 1-mediated pBR322 DNA relaxation activity at 20 to 200 uM after 30 mins by gel electrophoresis2000Journal of natural products, Feb, Volume: 63, Issue:2
Isolation and biochemical characterization of a new topoisomerase I inhibitor from Ocotea leucoxylon.
AID379271Induction of human recombinant topoisomerase 1-mediated pBR322 plasmid DNA cleavage assessed as increase in nicked form 2 at 100 uM after 60 mins2000Journal of natural products, Feb, Volume: 63, Issue:2
Isolation and biochemical characterization of a new topoisomerase I inhibitor from Ocotea leucoxylon.
AID398843Vasorelaxant activity against 3 uM norepinephrine -induced tonic contractions in rat thoracic aorta assessed as muscle contractions at 100 ug/mL pretreated for 15 mins before norepinephrine administration relative to control1997Journal of natural products, Jun, Volume: 60, Issue:6
Bioactive alkaloids from Illigera luzonensis.
AID1540231Cytotoxicity against human MRC5 cells assessed as cell growth inhibition after 72 hrs by alamar blue assay
AID379269Growth inhibition of Saccharomyces cerevisiae RS321 after 48 hrs by XTT assay2000Journal of natural products, Feb, Volume: 63, Issue:2
Isolation and biochemical characterization of a new topoisomerase I inhibitor from Ocotea leucoxylon.
AID398839Vasorelaxant activity against 80 mM potassium-induced contractions in rat thoracic aorta assessed as muscle contractions at 100 ug/mL pretreated for 15 mins before potassium administration relative to control1997Journal of natural products, Jun, Volume: 60, Issue:6
Bioactive alkaloids from Illigera luzonensis.
AID1540229Cytotoxicity against human HepG2 cells assessed as cell growth inhibition after 72 hrs by alamar blue assay
AID1540228Cytotoxicity against human HCT116 cells assessed as cell growth inhibition after 72 hrs by alamar blue assay
AID398841Vasorelaxant activity against 3 uM norepinephrine -induced phasic contractions in rat thoracic aorta assessed as muscle contractions at 100 ug/mL pretreated for 15 mins before norepinephrine administration relative to control1997Journal of natural products, Jun, Volume: 60, Issue:6
Bioactive alkaloids from Illigera luzonensis.
AID379270Growth inhibition of Saccharomyces cerevisiae RJ03 after 48 hrs by XTT assay2000Journal of natural products, Feb, Volume: 63, Issue:2
Isolation and biochemical characterization of a new topoisomerase I inhibitor from Ocotea leucoxylon.
AID1540230Cytotoxicity against human HL60 cells assessed as cell growth inhibition after 72 hrs by alamar blue assay
AID1872638Antibacterial activity against Mycobacterium tuberculosis H37Rv ATCC 27294 incubated for 5 days by Alamar blue staining method2022European journal of medicinal chemistry, Mar-15, Volume: 232Quinoline heterocyclic containing plant and marine candidates against drug-resistant Mycobacterium tuberculosis: A systematic drug-ability investigation.
AID379276Cytotoxicity against camptothecin-resistant mouse P388 cells by soft-agar colony-formation assay2000Journal of natural products, Feb, Volume: 63, Issue:2
Isolation and biochemical characterization of a new topoisomerase I inhibitor from Ocotea leucoxylon.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (14.29)18.2507
2000's2 (28.57)29.6817
2010's2 (28.57)24.3611
2020's2 (28.57)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
aspirin
Aspirin: The prototypical analgesic used in the treatment of mild to moderate pain. It has anti-inflammatory and antipyretic properties and acts as an inhibitor of cyclooxygenase which results in the inhibition of the biosynthesis of prostaglandins. Aspirin also inhibits platelet aggregation and is used in the prevention of arterial and venous thrombosis. (From Martindale, The Extra Pharmacopoeia, 30th ed, p5). acetylsalicylate : A benzoate that is the conjugate base of acetylsalicylic acid, arising from deprotonation of the carboxy group.. acetylsalicylic acid : A member of the class of benzoic acids that is salicylic acid in which the hydrogen that is attached to the phenolic hydroxy group has been replaced by an acetoxy group. A non-steroidal anti-inflammatory drug with cyclooxygenase inhibitor activity.		1.9910benzoic acids;
phenyl acetates;
salicylates		anticoagulant;
antipyretic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
drug allergen;
EC 1.1.1.188 (prostaglandin-F synthase) inhibitor;
geroprotector;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
plant activator;
platelet aggregation inhibitor;
prostaglandin antagonist;
teratogenic agent
chelerythrine
chelerythrine : A benzophenanthridine alkaloid isolated from the root of Zanthoxylum simulans, Chelidonium majus L., and other Papaveraceae.		2.4110benzophenanthridine alkaloid;
organic cation		antibacterial agent;
antineoplastic agent;
EC 2.7.11.13 (protein kinase C) inhibitor
nifedipine
Nifedipine: A potent vasodilator agent with calcium antagonistic action. It is a useful anti-anginal agent that also lowers blood pressure.		1.9910C-nitro compound;
dihydropyridine;
methyl ester		calcium channel blocker;
human metabolite;
tocolytic agent;
vasodilator agent
nitidine
nitidine: RN given refers to parent cpd; synonym NSC 146397 refers to chloride; structure		2.4110phenanthridines
prazosin
Prazosin: A selective adrenergic alpha-1 antagonist used in the treatment of HEART FAILURE; HYPERTENSION; PHEOCHROMOCYTOMA; RAYNAUD DISEASE; PROSTATIC HYPERTROPHY; and URINARY RETENTION.. prazosin : A member of the class of piperazines that is piperazine substituted by a furan-2-ylcarbonyl group and a 4-amino-6,7-dimethoxyquinazolin-2-yl group at positions 1 and 4 respectively.		1.9910aromatic ether;
furans;
monocarboxylic acid amide;
piperazines;
quinazolines		alpha-adrenergic antagonist;
antihypertensive agent;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor
sanguinarine
benzophenanthridine alkaloid : A specific group of isoquinoline alkaloids that occur only in higher plants and are constituents mainly of the Papaveraceae family.		2.4110alkaloid antibiotic;
benzophenanthridine alkaloid;
botanical anti-fungal agent
liriodenine
liriodenine: structure given in first source. liriodenine : An oxoaporphine alkaloid that is 4,5,6,6a-tetradehydronoraporphin-7-one substituted by a methylenedioxy group across positions 1 and 2. It is isolated from Annona glabra and has been shown to exhibit antimicrobial and cytotoxic activities.		2.4620alkaloid antibiotic;
cyclic ketone;
organic heteropentacyclic compound;
oxacycle;
oxoaporphine alkaloid		antifungal agent;
antimicrobial agent;
antineoplastic agent;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
metabolite
ferrocin c
N-methyl-2-quinolone: structure in first source		2.4110
bulbocapnine
bulbocapnine: was heading 1975-94 (Prov 1975-90); use APORPHINES to search BULBOCAPNINE 1975-94 (as Prov 1975-94); alkaloid from Corydalis cava and other plants; induces catalepsy probably due to its antagonism of DOPAMINE. bulbocapnine : An aporphine alkaloid that has been isolated from Corydalis and exhibits inhibitory activity against enzymes such as tyrosine 3-monooxygenase and diamine oxidase.		1.9910aporphine alkaloid;
aromatic ether;
oxacycle;
phenols		EC 1.14.16.2 (tyrosine 3-monooxygenase) inhibitor;
EC 1.4.3.22 (diamine oxidase) inhibitor;
plant metabolite
camptothecin
NSC 100880: carboxylate (opened lactone) form of camptothecin; RN refers to (S)-isomer; structure given in first source		210delta-lactone;
pyranoindolizinoquinoline;
quinoline alkaloid;
tertiary alcohol		antineoplastic agent;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
genotoxin;
plant metabolite
nitidine chloride
[no description available]		210
glucose, (beta-d)-isomer
beta-D-glucose : D-Glucopyranose with beta configuration at the anomeric centre.. (1->4)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->4) linkages.. (1->3)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->3) linkages.		2.1710D-glucopyranoseepitope;
mouse metabolite
cryptolepine
cryptolepine: fused indole-quinoline; structure in first source; from CRYPTOLEPIS sanguinolenta. cryptolepine : An organic heterotetracyclic compound that is 5H-indolo[3,2-b]quinoline in which the hydrogen at position N-5 is replaced by a methyl group.		2.4110indole alkaloid;
organic heterotetracyclic compound;
organonitrogen heterocyclic compound		anti-inflammatory agent;
antimalarial;
antineoplastic agent;
cysteine protease inhibitor;
plant metabolite
dicentrine
dicentrine: structure given in first source; RN refers to (S)-isomer		2.420aporphine alkaloid
actinodaphine
actinodaphine: structure given in first source; isolated from Illigera SP. actinodaphnine : An organic heteropentacyclic compound 6,7,7a,8-tetrahydro-5H-benzo[g][1,3]dioxolo[4',5':4,5]benzo[1,2,3-de]quinoline bering additional hydroxy and methoxy substituents at positions 10 and 11 respectively.		1.9910aporphine alkaloid;
aromatic ether;
organic heteropentacyclic compound;
phenols;
secondary amino compound		antibacterial agent;
antifungal agent;
antineoplastic agent;
apoptosis inducer;
plant metabolite;
platelet aggregation inhibitor;
topoisomerase inhibitor
chelirubine
chelirubine: RN given refers to parent cpd. chelirubine : A benzophenanthridine alkaloid that is sanguinarine bearing a methoxy substituent at position 10.		2.4110benzophenanthridine alkaloid;
organic cation
ascididemin
ascididemin: can be viewed as a fused phenanthroline with quinoline; from the Mediterranean ascidian Cystodytes dellechiajei; structure in first source		2.4110
neocryptolepine
neocryptolepine: isolated from the roots of the African plant Cryptolepis sanguinolenta; structure in first source		2.4110
n-methylactinodaphnine
N-methylactinodaphnine: isolated from Illigera luzonensis; structure given in first source		1.9910aporphine alkaloid
cleistopholine
cleistopholine: structure in first source		2.4110
evocarpine
evocarpine: structure given in first source; RN given refers to (Z)-isomer		2.4110quinolines
ConditionIndicatedRelationship StrengthStudiesTrials
Muscle Contraction
A process leading to shortening and/or development of tension in muscle tissue. Muscle contraction occurs by a sliding filament mechanism whereby actin filaments slide inward among the myosin filaments.		01.9910
Tuberculosis, Drug-Resistant
[description not available]		02.4110
Koch's Disease
[description not available]		02.4110
Tuberculosis
Any of the infectious diseases of man and other animals caused by species of MYCOBACTERIUM TUBERCULOSIS.		02.4110
Tuberculosis, Multidrug-Resistant
Tuberculosis resistant to chemotherapy with two or more ANTITUBERCULAR AGENTS, including at least ISONIAZID and RIFAMPICIN. The problem of resistance is particularly troublesome in tuberculous OPPORTUNISTIC INFECTIONS associated with HIV INFECTIONS. It requires the use of second line drugs which are more toxic than the first line regimens. TB with isolates that have developed further resistance to at least three of the six classes of second line drugs is defined as EXTENSIVELY DRUG-RESISTANT TUBERCULOSIS.		02.4110
Adjuvant Arthritis
[description not available]		02.1710
Anasarca
[description not available]		02.1710
Edema
Abnormal fluid accumulation in TISSUES or body cavities. Most cases of edema are present under the SKIN in SUBCUTANEOUS TISSUE.		02.1710