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American Chemical Society, Journal of Organic Chemistry, 14(72), p. 5025-5034, 2007

DOI: 10.1021/jo061878x

Wiley-VCH Verlag, ChemInform, 48(38), 2007

DOI: 10.1002/chin.200748206

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Arenicolides A−C, 26-Membered Ring Macrolides from the Marine ActinomyceteSalinispora arenicola

This paper is available in a repository.
This paper is available in a repository.

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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.