Antimycobacterial Naphthopyrones from Senna obliqua

Bioactivity-directed fractionation of the methanolic extract of the stem and fruits of Senna obliqua led to the isolation of two known antimycobacterial natural products, quinquangulin (1) and rubrofusarin (2). Both compounds had minimum inhibitory concentrations (MICs) of 12.0 μg/mL against Mycobac...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2004-02, Vol.67 (2), p.225-227
Main Authors: Graham, James G, Zhang, Hongjie, Pendland, Susan L, Santarsiero, Bernard D, Mesecar, Andrew D, Cabieses, Fernando, Farnsworth, Norman R
Format: Article
Language:English
Subjects:
Antitubercular Agents - chemistry
Antitubercular Agents - isolation & purification
Antitubercular Agents - pharmacology
Biological and medical sciences
Crystallography, X-Ray
General pharmacology
Medical sciences
Microbial Sensitivity Tests
Molecular Structure
Mycobacteria tuberculosis
Mycobacterium tuberculosis - drug effects
Naphthols - chemistry
Naphthols - isolation & purification
Naphthols - pharmacology
Peru
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
Plants, Medicinal - chemistry
Pyrones - chemistry
Pyrones - isolation & purification
Pyrones - pharmacology
Senna obliqua
Senna Plant - chemistry
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Summary:Bioactivity-directed fractionation of the methanolic extract of the stem and fruits of Senna obliqua led to the isolation of two known antimycobacterial natural products, quinquangulin (1) and rubrofusarin (2). Both compounds had minimum inhibitory concentrations (MICs) of 12.0 μg/mL against Mycobacteria tuberculosis in radiometric culture. This is the first report of antimycobacterial activity associated with naphthopyrone compounds. Their structures were determined by spectroscopic means including 1D and 2D NMR techniques and further confirmed by X-ray crystallographic analysis.
ISSN:0163-3864
1520-6025
DOI:10.1021/np030348i