Streptothricin Derivatives from Streptomyces sp. I08A 1776

Five new streptothricin derivatives with a carbamoyl group substituted at C-12 (1–5) and three known analogues have been isolated from the culture broth of Streptomyces sp. I08A 1776 by ion exchange and hydrophilic interaction chromatographic techniques. Their structures were determined by spectrosc...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2011-05, Vol.74 (5), p.1142-1147
Main Authors: Gan, Maoluo, Zheng, Xudong, Gan, Lishe, Guan, Yan, Hao, Xueqin, Liu, Yishuang, Si, Shuyi, Zhang, Yuqin, Yu, Liyan, Xiao, Chunling
Format: Article
Language:English
Subjects:
Anti-Bacterial Agents - chemistry
Anti-Bacterial Agents - isolation & purification
Anti-Bacterial Agents - pharmacology
Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents
Antifungal Agents - chemistry
Antifungal Agents - isolation & purification
Antifungal Agents - pharmacology
Applied microbiology
Biological and medical sciences
China
Fundamental and applied biological sciences. Psychology
Microbial Sensitivity Tests
Microbiology
Molecular Structure
Mycobacterium tuberculosis - drug effects
Stereoisomerism
Streptomyces - chemistry
Streptothricins - chemistry
Streptothricins - isolation & purification
Streptothricins - pharmacology
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Summary:Five new streptothricin derivatives with a carbamoyl group substituted at C-12 (1–5) and three known analogues have been isolated from the culture broth of Streptomyces sp. I08A 1776 by ion exchange and hydrophilic interaction chromatographic techniques. Their structures were determined by spectroscopic and chemical methods. Compound 3 was a streptothricin derivative possessing a cis-streptolidine moiety. Its absolute configuration was defined by comparison of quantum chemical TDDFT calculated and experimental ECD spectra. Compound 5 and streptothricin E (6) displayed antibacterial and antifungal activity with MIC values in the range 1–64 μg/mL.
ISSN:0163-3864
1520-6025
DOI:10.1021/np2000733