Application of two-dimensional nmr spectroscopy in the structural determination of marine natural products. Isolation and total structural assignment of 4-deoxyasbestinin diterpenes from the Caribbean gorgonian Briareum asbestinum.
The structures of four novel asbestinin diterpenes isolated in the toxic extracts of the Caribbean gorgonian Briareum asbestinum are discussed. The major metabolite 11-acetoxy-4-deoxyasbestinin B was subjected to a total structural assignment through the concerted application of several 2D nmr techniques that included 1H-1H COSY, RCT-COSY, RCT2 COSY, HC COSY (HMQC), NOESY, proton-detected long range heteronuclear chemical shift correlation (HMBC) and 13C-13C chemical shift correlation spectroscopy (INADEQUATE).
Department of Chemistry, University of Puerto Rico, Río Piedras 00931.
J J
JJ
Morales
D
D
Lorenzo
A D
AD
Rodríguez
D000818:Animals; D001584:Benzoxepins / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D016466:CHO Cells / Q000187:drug effects; D003063:Cnidaria / Q000737:chemistry*; D006224:Cricetinae; D004224:Diterpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D006678:HIV / Q000187:drug effects; D007711:Klebsiella pneumoniae / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure
D001584:Benzoxepins; D004224:Diterpenes