lavendamycin

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

Description

Lavendamycin is a natural product antibiotic produced by Streptomyces lavendulae. It exhibits potent antitumor activity, particularly against leukemia cells, and has been studied for its potential as a chemotherapeutic agent. Its mechanism of action involves DNA intercalation, inhibiting DNA replication and transcription. Lavendamycin is a complex molecule with a unique structure containing a quinoline ring system and a cyclopropyl group. Its synthesis has been a challenging undertaking due to the presence of multiple chiral centers. Several research groups have investigated its synthesis, with various strategies employed to achieve its preparation. However, its clinical application has been limited by its toxicity and the development of resistance. Ongoing research focuses on understanding its mechanism of action and developing analogs with improved therapeutic profiles.'

lavendamycin: from Streptomyces lavendulae; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	100585
MeSH ID	M0106488

Synonyms (14)

Synonym
nsc322370
nsc-322370
81645-09-2
lavendamycin
1-(7-amino-5,8-dioxoquinolin-2-yl)-4-methyl-9h-pyrido[3,4-b]indole-3-carboxylic acid
nsc 322370
unii-xl8988yp79
xl8988yp79 ,
9h-pyrido(3,4-b)indole-3-carboxylic acid, 1-(7-amino-5,8-dihydro-5,8-dioxo-2-quinolinyl)-4-methyl-
1-(7-amino-5,8-dihydro-5,8-dioxo-2-quinolinyl)-4-methyl-9h-pyrido(3,4-b)indole-3-carboxylic acid
Q1808882
1-(7-amino-5,8-dioxo-5,8-dihydroquinolin-2-yl)-4-methyl-9h-pyrido[3,4-b]indole-3-carboxylic acid
DTXSID401002112
AKOS040747018

Research Excerpts

Overview

Lavendamycin is a bacterially derived quinolinedione that displays significant antimicrobial and antitumor activities.

Excerpt	Reference	Relevance
"Lavendamycin is a bacterially derived quinolinedione that displays significant antimicrobial and antitumor activities. "	( Characterization of the cytotoxic activities of novel analogues of the antitumor agent, lavendamycin. Abraham, RT; Behforouz, M; Cai, W; Fang, Y; Linardic, CM; Richardson, DA, 2003)	1.98

Toxicity

Excerpt	Reference	Relevance
" The best substrates for NQO1 were also the most selectively toxic to the NQO1-rich BE-NQ cells compared to NQO1-deficient BE-WT cells with 37 as the most selective."	( Novel lavendamycin analogues as antitumor agents: synthesis, in vitro cytotoxicity, structure-metabolism, and computational molecular modeling studies with NAD(P)H:quinone oxidoreductase 1. Beall, HD; Behforouz, M; Cai, W; Ebrahimian, GR; Gerdes, JM; Hassani, M; Holley, DC; Lineswala, JP; Maharjan, BR; Marvin, CC; Mohammadi, F; Seradj, H; Stocksdale, MG, 2005)	0.81
" Metabolism and toxicity studies demonstrated that the best substrates for NQO1 were also the most selectively toxic to NQO1-rich tumor cells compared to NQO1-deficient tumor cells."	( Synthesis, metabolism and in vitro cytotoxicity studies on novel lavendamycin antitumor agents. Beall, HD; Behforouz, M; Cai, W; Charkhzarrin, S; Eads, TJ; Hassani, M; Hermann, NG; Karki, R; Koelsch, KH; Lineswala, JP; Lucas, JS; Mirzaei, H; Olang, F; Rose, AS; Sedighi, M; Seradj, H; Walter, ED; York, JS, 2010)	0.6

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (16)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	3 (18.75)	18.7374
1990's	2 (12.50)	18.2507
2000's	8 (50.00)	29.6817
2010's	3 (18.75)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 19.64

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.

Metric	This Compound (vs All)
Research Demand Index	19.64 (24.57)
Research Supply Index	2.83 (2.92)
Research Growth Index	4.84 (4.65)
Search Engine Demand Index	15.26 (26.88)
Search Engine Supply Index	2.00 (0.95)

This Compound (19.64)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	16 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
oxyquinoline Oxyquinoline: An antiseptic with mild fungistatic, bacteriostatic, anthelmintic, and amebicidal action. It is also used as a reagent and metal chelator, as a carrier for radio-indium for diagnostic purposes, and its halogenated derivatives are used in addition as topical anti-infective agents and oral antiamebics.. quinolin-8-ol : A monohydroxyquinoline that is quinoline substituted by a hydroxy group at position 8. Its fungicidal properties are used for the control of grey mould on vines and tomatoes.	6.96	1	monohydroxyquinoline	antibacterial agent; antifungal agrochemical; antiseptic drug; iron chelator
streptonigrin [no description available]	4.14	16	pyridines; quinolone	antimicrobial agent; antineoplastic agent
palladium Palladium: A chemical element having an atomic weight of 106.4, atomic number of 46, and the symbol Pd. It is a white, ductile metal resembling platinum, and following it in abundance and importance of applications. It is used in dentistry in the form of gold, silver, and copper alloys.. palladium : Chemical element (nickel group element atom) with atomic number 46.	2.45	2	metal allergen; nickel group element atom; platinum group metal atom
zidovudine Zidovudine: A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by an azido group. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is a potent inhibitor of HIV replication, acting as a chain-terminator of viral DNA during reverse transcription. It improves immunologic function, partially reverses the HIV-induced neurological dysfunction, and improves certain other clinical abnormalities associated with AIDS. Its principal toxic effect is dose-dependent suppression of bone marrow, resulting in anemia and leukopenia.. zidovudine : A pyrimidine 2',3'-dideoxyribonucleoside compound having a 3'-azido substituent and thymine as the nucleobase.	2.01	1	azide; pyrimidine 2',3'-dideoxyribonucleoside	antimetabolite; antiviral drug; HIV-1 reverse transcriptase inhibitor
zidovudine triphosphate [no description available]	2.01	1
cytochrome c-t Cytochromes c: Cytochromes of the c type that are found in eukaryotic MITOCHONDRIA. They serve as redox intermediates that accept electrons from MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX III and transfer them to MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX IV.	2.04	1
chiniofon Hydroxyquinolines: The 8-hydroxy derivatives inhibit various enzymes and their halogenated derivatives, though neurotoxic, are used as topical anti-infective agents, among other uses.	1.96	1

Condition	Relationship Strength	Studies
Benign Neoplasms [description not available]	2.03	1
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.	2.03	1
Leukemia P388 An experimental lymphocytic leukemia originally induced in DBA/2 mice by painting with methylcholanthrene.	1.96	1
Leukemia L 1210 [description not available]	1.97	1
Malignant Melanoma [description not available]	1.97	1
Melanoma A malignant neoplasm derived from cells that are capable of forming melanin, which may occur in the skin of any part of the body, in the eye, or, rarely, in the mucous membranes of the genitalia, anus, oral cavity, or other sites. It occurs mostly in adults and may originate de novo or from a pigmented nevus or malignant lentigo. Melanomas frequently metastasize widely, and the regional lymph nodes, liver, lungs, and brain are likely to be involved. The incidence of malignant skin melanomas is rising rapidly in all parts of the world. (Stedman, 25th ed; from Rook et al., Textbook of Dermatology, 4th ed, p2445)	1.97	1

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