Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 72, Issue 14, Pages 5025-5034Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo061878x
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Funding
- NCI NIH HHS [CA44848, R01 CA044848, R01 CA044848-16, R37 CA044848] Funding Source: Medline
- NCRR NIH HHS [S10RR017768] Funding Source: Medline
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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.
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