Journal
TETRAHEDRON
Volume 57, Issue 43, Pages 8951-8957Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(01)00894-8
Keywords
briarane diterpene; multidrug resistance; P-glycoprotein; gorgonian
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A novel briarane-type diterpene named brianthein A (1), which has been isolated from the gorgonian Briareum excavatum, reversed multidrug resistance (MDR) in human carcinoma cell lines, KB-C2, overexpressing P-glycoprotein (P-gp). The absolute stereostructure of I was elucidated by the detailed 2D-NMR analysis of 1 and the application of the modified Mosher's method to the partially deacetylated derivative of 1. Furthermore, novel analogous compounds, briantheins B (8) and C (9), were also isolated from the same gorgonian. From the structure-activity relationship study, each of the 2, 3 and 14-acetoxyl groups and 11,12-olefin in 1 were found to be crucial for the MDR reversing activity. (C) 2001 Elsevier Science Ltd. All rights reserved.
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