Mohammed A. Rashid, Kirk R. Gustafson and Michael R. Boyd: J.Nat.Prod. 63: 531-533, 2000.
Abstract:
Bioassay-guided fractionation of an aqueous extract of a Philippine
Islands collection of the soft coral Lobophytum sp. concentrated
its HIV-inhibitory activity into fractions rich in cembranoid diterpenes.
Lobohedleolide (1), (7Z)-lobohedleolide
(2), and a new compound,
17-dimethylaminolobohedleolide
(3), were purified
from these fractions by HPLC. The structures of compounds 1-3 were
elucidated by spectroscopic analyses and by comparison of their spectral
data with previously reported values. The relative stereochemistry of the
gamma-lactone ring substituents of 3 was determined by 1D NOESY
experiments. While several other cembranoids that contain a dimethylamino
functional group have been reported from the soft coral Sinularia
sp., compound 3 represents the first cembrane diterpene with this
functional group isolated from a Lobophytum species. Diterpenoids
1-3 exhibited moderate HIV-inhibitory activity (EC50
approximately 3-5 µg/mL) in a cell-based in vitro anti-HIV
assay.
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