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Arenicolides A-C, 26-membered ring macrolides from the marine actinomycete Salinispora arenicola.


ABSTRACT: Chemical evaluation of the saline fermentation broth of several strains of the obligate marine actinomycete Salinispora arenicola has led to the identification of three new macrolide polyketides designated arenicolides A-C (1-3). The planar structures, elucidated via spectroscopic and chemical methods, consist of 26-membered polyunsaturated macrolactones containing repeating vicinal hydroxyl methoxyl moieties. The relative and absolute stereochemistries of 1-3 were assigned by a combination of J-based configurational analyses and chemical derivatization.

SUBMITTER: Williams PG 

PROVIDER: S-EPMC2577615 | biostudies-literature | 2007 Jul

REPOSITORIES: biostudies-literature

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Arenicolides A-C, 26-membered ring macrolides from the marine actinomycete Salinispora arenicola.

Williams Philip G PG   Miller Eric D ED   Asolkar Ratnakar N RN   Jensen Paul R PR   Fenical William W  

The Journal of organic chemistry 20070201 14


Chemical evaluation of the saline fermentation broth of several strains of the obligate marine actinomycete Salinispora arenicola has led to the identification of three new macrolide polyketides designated arenicolides A-C (1-3). The planar structures, elucidated via spectroscopic and chemical methods, consist of 26-membered polyunsaturated macrolactones containing repeating vicinal hydroxyl methoxyl moieties. The relative and absolute stereochemistries of 1-3 were assigned by a combination of J  ...[more]

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