Highly oxygenated pseudopterane and cembranolide diterpenes from the Caribbean sea feather Pseudopterogorgia bipinnata.
A chemical study of the sea feather Pseudopterogorgia bipinnata from Colombia has produced four known metabolites, namely, kallolide A (1), bipinnatin A (2), bipinnatin C (3), and bipinnatin J (4), in addition to nine previously undescribed diterpenes possessing an uncommonly high level of oxygenation. One of them, bipinnapterolide A (5), is a new representative of the pseudopterane family of diterpenes possessing the rare 2,3-epoxy-1,4-dione moiety. The other metabolites, bipinnatins G-I (6-8) and bipinnatolides F-J (9-13), are highly oxygenated cembranolide diterpenes. Their chemical structures including relative stereochemistry were established by detailed analysis of the spectral data in addition to X-ray diffraction analysis and NMR spectral comparisons with known pseudopterane and cembranolide models.
Rodríguez
A D
AD
Department of Chemistry, University of Puerto Rico, P.O. Box 23346, U.P.R. Station, San Juan, Puerto Rico 00931-3346, USA. arodrig@goliath.cnnet.clu.edu
Shi
J G
JG
Huang
S D
SD
D000818:Animals; D003063:Cnidaria / Q000737:chemistry*; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry*; D013057:Spectrum Analysis; D014407:Tumor Cells, Cultured
D004224:Diterpenes; D010100:Oxygen