Ansalactams B-D Illustrate Further Biosynthetic Plasticity within the Ansamycin Pathway

Tu Cam Le; Inho Yang; Yeo Joon Yoon; Sang Jip Nam; William Fenical

doi:10.1021/acs.orglett.6b00892

Ansalactams B-D Illustrate Further Biosynthetic Plasticity within the Ansamycin Pathway

Tu Cam Le, Inho Yang, Yeo Joon Yoon, Sang Jip Nam, William Fenical

Department of Chemistry & Nanoscience

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

30 Scopus citations

Abstract

Further chemical investigation of a marine-derived bacterium of the genus Streptomyces has led to the isolation of ansalactams B-D (1-3) along with the previously reported metabolite ansalactam A (4). Ansalactams B-D are significantly modified ansamycins, representing three new carbon skeletons and further illustrating the biosynthetic plasticity of the ansalactam class. Unlike ansalactam A, ansalactams B and D are penta- and hexacyclic metabolites, while ansalactam C illustrates an open polyene chain with a terminal carboxylic acid.

Original language	English
Pages (from-to)	2256-2259
Number of pages	4
Journal	Organic Letters
Volume	18
Issue number	9
DOIs	https://doi.org/10.1021/acs.orglett.6b00892
State	Published - 6 May 2016

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abstract = "Further chemical investigation of a marine-derived bacterium of the genus Streptomyces has led to the isolation of ansalactams B-D (1-3) along with the previously reported metabolite ansalactam A (4). Ansalactams B-D are significantly modified ansamycins, representing three new carbon skeletons and further illustrating the biosynthetic plasticity of the ansalactam class. Unlike ansalactam A, ansalactams B and D are penta- and hexacyclic metabolites, while ansalactam C illustrates an open polyene chain with a terminal carboxylic acid.",

author = "Le, \{Tu Cam\} and Inho Yang and Yoon, \{Yeo Joon\} and Nam, \{Sang Jip\} and William Fenical",

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doi = "10.1021/acs.orglett.6b00892",

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AU - Le, Tu Cam

AU - Yang, Inho

AU - Yoon, Yeo Joon

AU - Nam, Sang Jip

AU - Fenical, William

PY - 2016/5/6

Y1 - 2016/5/6

N2 - Further chemical investigation of a marine-derived bacterium of the genus Streptomyces has led to the isolation of ansalactams B-D (1-3) along with the previously reported metabolite ansalactam A (4). Ansalactams B-D are significantly modified ansamycins, representing three new carbon skeletons and further illustrating the biosynthetic plasticity of the ansalactam class. Unlike ansalactam A, ansalactams B and D are penta- and hexacyclic metabolites, while ansalactam C illustrates an open polyene chain with a terminal carboxylic acid.

AB - Further chemical investigation of a marine-derived bacterium of the genus Streptomyces has led to the isolation of ansalactams B-D (1-3) along with the previously reported metabolite ansalactam A (4). Ansalactams B-D are significantly modified ansamycins, representing three new carbon skeletons and further illustrating the biosynthetic plasticity of the ansalactam class. Unlike ansalactam A, ansalactams B and D are penta- and hexacyclic metabolites, while ansalactam C illustrates an open polyene chain with a terminal carboxylic acid.

UR - https://www.scopus.com/pages/publications/84969645921

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JO - Organic Letters

JF - Organic Letters

IS - 9

ER -

Ansalactams B-D Illustrate Further Biosynthetic Plasticity within the Ansamycin Pathway

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