Chromomycin SA analogs from a marine-derived Streptomyces sp

Two chromomycin SA analogs, chromomycin SA3 and chromomycin SA2, along with deacetylchromomycin A3 and five previously reported chromomycin analogs were isolated from a marine-derived Streptomyces sp. The structures of the new compounds were determined by spectroscopic methods including 1D and 2D NM...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry 2011-09, Vol.19 (17), p.5183-5189
Main Authors: Hu, Youcai, Espindola, Ana Paula D.M., Stewart, Nathan A., Wei, Shuguang, Posner, Bruce A., MacMillan, John B.
Format: Article
Language:English
Subjects:
Anti-cancer agents
Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents
Antineoplastic Agents - chemistry
Antineoplastic Agents - isolation & purification
Antineoplastic Agents - toxicity
Applied microbiology
Aureolic acid
Biological and medical sciences
cell lines
chemistry
Chemotherapic agents
Chromomycin
Chromomycins - chemistry
Chromomycins - isolation & purification
Chromomycins - toxicity
cytotoxicity
Drug Screening Assays, Antitumor
Fundamental and applied biological sciences. Psychology
Isolation
lung neoplasms
Magnetic Resonance Spectroscopy
Marine actinomycetes
Microbiology
Molecular Conformation
Natural products
nuclear magnetic resonance spectroscopy
Streptomyces
Streptomyces - chemistry
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Summary:Two chromomycin SA analogs, chromomycin SA3 and chromomycin SA2, along with deacetylchromomycin A3 and five previously reported chromomycin analogs were isolated from a marine-derived Streptomyces sp. The structures of the new compounds were determined by spectroscopic methods including 1D and 2D NMR techniques, HRMS and chemical methods. Chromomycin SA3 and chromomycin SA2 are the first naturally occuring chromomycin analogs with truncated side-chains. Biological evaluation of chromomycin analogs for cytotoxicity against two non-small cell lung cancer (NSCLC) cell-lines, A549 and HCC44, demonstrated a decrease in cytotoxicity for the truncated sides chain chromomycin analogs.
ISSN:0968-0896
1464-3391
DOI:10.1016/j.bmc.2011.07.013