Compounds > eupolauridine
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eupolauridine

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

Description

Eupolauridine is a natural product isolated from the bark of the *Eupatorium purpureum* plant. It exhibits a variety of pharmacological activities, including anti-inflammatory, analgesic, and anticancer properties. Eupolauridine has been shown to inhibit the production of inflammatory mediators such as prostaglandins and leukotrienes. It has also been shown to have cytotoxic effects against cancer cells. The unique structural features of eupolauridine, particularly its cyclopentenone ring system and its alkaloid nature, have made it a target for research and synthetic efforts. Scientists are investigating the potential of eupolauridine as a lead compound for the development of new drugs to treat a variety of diseases. The compound is also studied to understand its biosynthesis and its ecological role in the plant.'

eupolauridine: azafluoranthene from Cleistopholis patens; structure given in first source; RN from Chem Abst. Index Guide 1986 [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
Cleistopholisgenus[no description available]AnnonaceaeThe custard-apple plant family of the order Magnoliales, subclass Magnoliidae, class Magnoliopsida. Some members provide large pulpy fruits and commercial timber. Leaves and wood are often fragrant. Leaves are simple, with smooth margins, and alternately arranged in two rows along the stems.[MeSH]

Cross-References

ID SourceID
PubMed CID72486
CHEMBL ID477708
CHEBI ID67605
SCHEMBL ID3125284
MeSH IDM0154953

Synonyms (19)

Synonym
58786-39-3
indeno(1,2,3-ij)(2,7)naphthyridine
eupolauridine
CHEMBL477708
chebi:67605 ,
unii-m3lxq9g7mf
m3lxq9g7mf ,
indeno[1,2,3-ij][2,7]naphthyridine
SCHEMBL3125284
2,8-diazatetracyclo[7.6.1.0^{5,16}.0^{10,15}]hexadeca-1,3,5,7,9(16),10(15),11,13-octaene
canangine
eupolauridin
el base 1
1,6-diazafluoranthene
bdbm50202838
Q5851990
2,8-diazatetracyclo(7.6.1.05,16.010,15)hexadeca-1,3,5,7,9(16),10,12,14-octaene
DTXSID80974311
2,8-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-1,3,5(16),6,8,10,12,14-octaene
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[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
naphthyridine derivativeAny organonitrogen heterocyclic compound that is a derivative of a naphthyridine.
[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 (16)

Assay IDTitleYearJournalArticle
AID1327799Cytotoxicity against human SK-MEL cells assessed as cell growth inhibition at 10 ug/ml after 48 hrs by neutral red dye based assay2016Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23
The synthesis and biological evaluation of alkyl and benzyl naphthyridinium analogs of eupolauridine as potential antimicrobial and cytotoxic agents.
AID1327798Cytotoxicity against African green monkey Vero cells assessed as cell growth inhibition after 48 hrs by neutral red dye based assay2016Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23
The synthesis and biological evaluation of alkyl and benzyl naphthyridinium analogs of eupolauridine as potential antimicrobial and cytotoxic agents.
AID1327783Antimicrobial activity against Candida albicans B3112016Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23
The synthesis and biological evaluation of alkyl and benzyl naphthyridinium analogs of eupolauridine as potential antimicrobial and cytotoxic agents.
AID1327806Selectivity index, ratio of IC50 for human DNA topoisomerase 1 to IC50 for Candida albicans DNA topoisomerase 12016Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23
The synthesis and biological evaluation of alkyl and benzyl naphthyridinium analogs of eupolauridine as potential antimicrobial and cytotoxic agents.
AID1327805Inhibition of human DNA topoisomerase 1 using pHOT1 as substrate after 30 mins by agarose gel electrophoresis2016Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23
The synthesis and biological evaluation of alkyl and benzyl naphthyridinium analogs of eupolauridine as potential antimicrobial and cytotoxic agents.
AID1327793Antimalarial activity against Plasmodium falciparum D6 infected in RBC at 4.76 ug/ml after 48 hrs by lactate dehydrogenase assay2016Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23
The synthesis and biological evaluation of alkyl and benzyl naphthyridinium analogs of eupolauridine as potential antimicrobial and cytotoxic agents.
AID605938Antiproliferative activity against human H460 cells after 96 hrs by Cell Titre-Glo luminescent assay2011Journal of natural products, May-27, Volume: 74, Issue:5
Isolation and synthesis of antiproliferative eupolauridine alkaloids of Ambavia gerrardii from the Madagascar Dry Forest.
AID1327800Cytotoxicity against human KB cells assessed as cell growth inhibition at 10 ug/ml after 48 hrs by neutral red dye based assay2016Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23
The synthesis and biological evaluation of alkyl and benzyl naphthyridinium analogs of eupolauridine as potential antimicrobial and cytotoxic agents.
AID1327787Antimicrobial activity against Pseudomonas aeruginosa ATCC 154422016Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23
The synthesis and biological evaluation of alkyl and benzyl naphthyridinium analogs of eupolauridine as potential antimicrobial and cytotoxic agents.
AID1327797Cytotoxicity against human SKOV3 cells assessed as cell growth inhibition after 48 hrs by neutral red dye based assay2016Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23
The synthesis and biological evaluation of alkyl and benzyl naphthyridinium analogs of eupolauridine as potential antimicrobial and cytotoxic agents.
AID338077Antifungal activity against Candida albicans B311 after 24 to 48 hrs by twofold serial dilution method
AID1327784Antimicrobial activity against Cryptococcus neoformans ATCC 526572016Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23
The synthesis and biological evaluation of alkyl and benzyl naphthyridinium analogs of eupolauridine as potential antimicrobial and cytotoxic agents.
AID605937Antiproliferative activity against human A2780 cells after 2 days by Alamar Blue assay2011Journal of natural products, May-27, Volume: 74, Issue:5
Isolation and synthesis of antiproliferative eupolauridine alkaloids of Ambavia gerrardii from the Madagascar Dry Forest.
AID1327801Cytotoxicity against human BT549 cells assessed as cell growth inhibition at 10 ug/ml after 48 hrs by neutral red dye based assay2016Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23
The synthesis and biological evaluation of alkyl and benzyl naphthyridinium analogs of eupolauridine as potential antimicrobial and cytotoxic agents.
AID1327788Antimicrobial activity against Aspergillus fumigatus ATCC 269342016Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23
The synthesis and biological evaluation of alkyl and benzyl naphthyridinium analogs of eupolauridine as potential antimicrobial and cytotoxic agents.
AID1327804Inhibition of Candida albicans DNA topoisomerase 1 using pHOT1 as substrate after 30 mins by agarose gel electrophoresis2016Bioorganic & medicinal chemistry, 12-01, Volume: 24, Issue:23
The synthesis and biological evaluation of alkyl and benzyl naphthyridinium analogs of eupolauridine as potential antimicrobial and cytotoxic agents.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (20.00)18.2507
2000's1 (20.00)29.6817
2010's3 (60.00)24.3611
2020's0 (0.00)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%
Other6 (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.		2.1310aminoquinoline;
organochlorine compound;
secondary amino compound;
tertiary amino compound		anticoronaviral agent;
antimalarial;
antirheumatic drug;
autophagy inhibitor;
dermatologic drug
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.		2.1510alkaloid 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
camptothecin
NSC 100880: carboxylate (opened lactone) form of camptothecin; RN refers to (S)-isomer; structure given in first source		1.9810delta-lactone;
pyranoindolizinoquinoline;
quinoline alkaloid;
tertiary alcohol		antineoplastic agent;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
genotoxin;
plant metabolite
sampangine
sampangine: a plant-derived copyrine alkaloid extracted from the stem bark of Cananga odorata. sampangine : A copyrine alkaloid with formula C15H8N2O, extracted from several plants including the stem bark of Cananga odorata. It is a heme biosynthesis inhibitor and exhibits antifungal and anticancer properties.		2.0610alkaloid;
organic heterotetracyclic compound		antifungal agent;
plant metabolite
amphotericin b
Amphotericin B: Macrolide antifungal antibiotic produced by Streptomyces nodosus obtained from soil of the Orinoco river region of Venezuela.. amphotericin B : A macrolide antibiotic used to treat potentially life-threatening fungal infections.		2.1310antibiotic antifungal drug;
macrolide antibiotic;
polyene antibiotic		antiamoebic agent;
antiprotozoal drug;
bacterial metabolite
ConditionIndicatedRelationship StrengthStudiesTrials
Cancer of Lung
[description not available]		02.0610
Lung Neoplasms
Tumors or cancer of the LUNG.		02.0610