Chromomycin SA analogs from a marine-derived Streptomyces sp.

Youcai Hu; Ana Paula D M Espindola; Nathan A. Stewart; Shuguang Wei; Bruce A. Posner; John B. MacMillan

doi:10.1016/j.bmc.2011.07.013

Chromomycin SA analogs from a marine-derived Streptomyces sp.

Youcai Hu, Ana Paula D M Espindola, Nathan A. Stewart, Shuguang Wei, Bruce A. Posner, John B. MacMillan

Research output: Contribution to journal › Article › peer-review

24 Scopus citations

Abstract

Two chromomycin SA analogs, chromomycin SA ₃ and chromomycin SA ₂, along with deacetylchromomycin A ₃ 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 SA ₃ and chromomycin SA ₂ 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.

Original language	English (US)
Pages (from-to)	5183-5189
Number of pages	7
Journal	Bioorganic and Medicinal Chemistry
Volume	19
Issue number	17
DOIs	https://doi.org/10.1016/j.bmc.2011.07.013
State	Published - Sep 1 2011

Keywords

Anti-cancer agents
Aureolic acid
Chromomycin
Isolation
Marine actinomycetes
Natural products

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmc.2011.07.013

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title = "Chromomycin SA analogs from a marine-derived Streptomyces sp.",

abstract = "Two chromomycin SA analogs, chromomycin SA 3 and chromomycin SA 2, along with deacetylchromomycin A 3 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 SA 3 and chromomycin SA 2 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.",

keywords = "Anti-cancer agents, Aureolic acid, Chromomycin, Isolation, Marine actinomycetes, Natural products",

author = "Youcai Hu and Espindola, {Ana Paula D M} and Stewart, {Nathan A.} and Shuguang Wei and Posner, {Bruce A.} and MacMillan, {John B.}",

note = "Funding Information: Frozen samples of the non-small cell lung cancer (NSCLC) cell-lines A549 and HCC44 were generous gifts from John Minna (UT Southwestern Medical Center, Dallas, TX). We thank David Padron-Perez for growing the HCC44 cells and Chun Hui for the data analysis of the cytotoxicity assays. Funding for this work was provided by the generous support of the Chilton/Bell Foundation to J.M., the Welch Foundation ( I-1689 ), the Cancer Prevention and Research Institute of Texas ( CPRIT-RP100976 ) and the NIH ( PO1-CA095471 ). ",

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doi = "10.1016/j.bmc.2011.07.013",

language = "English (US)",

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AU - Hu, Youcai

AU - Espindola, Ana Paula D M

AU - Stewart, Nathan A.

AU - Wei, Shuguang

AU - Posner, Bruce A.

AU - MacMillan, John B.

N1 - Funding Information: Frozen samples of the non-small cell lung cancer (NSCLC) cell-lines A549 and HCC44 were generous gifts from John Minna (UT Southwestern Medical Center, Dallas, TX). We thank David Padron-Perez for growing the HCC44 cells and Chun Hui for the data analysis of the cytotoxicity assays. Funding for this work was provided by the generous support of the Chilton/Bell Foundation to J.M., the Welch Foundation ( I-1689 ), the Cancer Prevention and Research Institute of Texas ( CPRIT-RP100976 ) and the NIH ( PO1-CA095471 ).

PY - 2011/9/1

Y1 - 2011/9/1

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AB - Two chromomycin SA analogs, chromomycin SA 3 and chromomycin SA 2, along with deacetylchromomycin A 3 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 SA 3 and chromomycin SA 2 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.

KW - Anti-cancer agents

KW - Aureolic acid

KW - Chromomycin

KW - Isolation

KW - Marine actinomycetes

KW - Natural products

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Chromomycin SA analogs from a marine-derived Streptomyces sp.

Abstract

Keywords

ASJC Scopus subject areas

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