Employing dereplication and gradient 1D NMR methods to rapidly characterize sponge-derived sesterterpenes.
The sesterterpene constituents of two Indo-Pacific sponges were investigated and rapidly characterized using aggressive dereplication methods along with gradient 1D NMR techniques. Lendenfeldia frondosa yielded three sesterterpenes: 12beta,16beta,22-trihydroxy-24alpha-methylscalar-25beta,24alpha-olide (1), the 24 epimer of a known compound; 12beta,22-dihydroxy-24-methylscalar-17-en-24,25-olide (2), a known compound; and 22-hydroxy-24-methylsedn-16-en-24-one-12beta,25beta-olide (3), a new compound. A Hyrtios sp. sponge yielded known 12alpha-acetoxy-16beta-hydroxyscalarolbutenolide (5).
Stessman
Chad C
CC
Department of Chemistry and Biochemistry and Institute for Marine Sciences, University of California, Santa Cruz 95064, USA.
Ebel
Rainer
R
Corvino
Angelo J
AJ
Crews
Phillip
P
D000818:Animals; D002851:Chromatography, High Pressure Liquid; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular / Q000379:methods*; D010219:Papua New Guinea; D011161:Porifera / Q000737:chemistry*; D013237:Stereoisomerism; D013729:Terpenes / Q000737:chemistry* / Q000302:isolation & purification
C466481:12alpha-acetoxy-16beta-hydroxyscalarolbutenolide; C466478:12beta,16beta,22-trihydroxy-24alpha-methylscalar-25beta,24alpha-olide; C466479:12beta,22-dihydroxy-24-methylscalar-17-en-24,25-olide; C466480:22-hydroxy-24-methylsedn-16-en-24-one-12beta,25beta-olide; D013729:Terpenes