Arenicolides A-C, 26-membered ring macrolides from the marine actinomycete Salinispora arenicola.
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.
Williams
Philip G
PG
Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California-San Diego, La Jolla, California 92093-0204, USA.
Miller
Eric D
ED
Asolkar
Ratnakar N
RN
Jensen
Paul R
PR
Fenical
William
W
D000096:Acetone / Q000737:chemistry; D039903:Actinobacteria / Q000737:chemistry*; D000475:Alkenes; D002942:Circular Dichroism; D018942:Macrolides / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009792:Oceans and Seas; D013237:Stereoisomerism
D000475:Alkenes; D018942:Macrolides; C521798:arenicolide A; C521799:arenicolide B; C521800:arenicolide C; D000096:Acetone