Denigrins A-C: new antitubercular 3,4-diarylpyrrole alkaloids from Dendrilla nigra

Chemical diversity is vital to antitubercular drug discovery as it ensures a novel bioactivity profile. Marine sponges have so far provided more than 1000 new bioactive molecules. Ethyl acetate extract of the marine sponge Dendrilla nigra on bioactivity-guided screening yielded three new compounds d...

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Bibliographic Details
Published in:Natural product research 2014-06, Vol.28 (12), p.888-894
Main Authors: Murali Krishna Kumar, Muthyala, Devilal Naik, Jarpula, Satyavathi, Kancherla, Ramana, Hechhu, Raghuveer Varma, Pemmadi, Purna Nagasree, Kurre, Smitha, Desaraju, Venkata Rao, Desaraju
Format: Article
Language:English
Subjects:
3,4-diarylpyrrole alkaloids
Alkaloids - chemistry
Alkaloids - isolation & purification
Alkaloids - pharmacology
Animals
Anti-Bacterial Agents - pharmacology
antitubercular
Antitubercular Agents - chemistry
Antitubercular Agents - isolation & purification
Antitubercular Agents - pharmacology
Aspergillus niger - drug effects
Bacillus subtilis - drug effects
Candida albicans - drug effects
Dendrilla nigra
Escherichia coli - drug effects
India
Marine Biology
marine sponge
Microbial Sensitivity Tests
Mycobacterium tuberculosis
Mycobacterium tuberculosis - drug effects
Nuclear Magnetic Resonance, Biomolecular
Oceans and Seas
Porifera - chemistry
Pseudomonas aeruginosa - drug effects
Pyrroles - chemistry
Pyrroles - isolation & purification
Pyrroles - pharmacology
Staphylococcus aureus - drug effects
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Summary:Chemical diversity is vital to antitubercular drug discovery as it ensures a novel bioactivity profile. Marine sponges have so far provided more than 1000 new bioactive molecules. Ethyl acetate extract of the marine sponge Dendrilla nigra on bioactivity-guided screening yielded three new compounds denigrins A-C, with potent antitubercular activity. Spectral and chemical analyses confirmed that these three compounds belong to the 3,4-diaryl pyrrole alkaloid category. The presence of monohydroxy substitution on benzene rings is not very common in lamellarin and related 3,4-diaryl pyrrole alkaloids isolated from marine invertebrates. Among these, denigrin C showed highest potency (minimum inhibitory concentration 4 μg/mL) against Mycobacterium tuberculosis H37Rv.
ISSN:1478-6419
1478-6427
DOI:10.1080/14786419.2014.891112