| Literature DB >> 12502319 |
Isamu Katsuyama1, Hesham Fahmy, Jordan K Zjawiony, Sherief I Khalifa, Raouf W Kilada, Takao Konoshima, Midori Takasaki, Harakuni Tokuda.
Abstract
The natural cembranolide sarcophine (3) and its lactone ring-opened analogue (10) were oxidized using selenium dioxide under different reaction temperatures to prepare hydroxylated derivatives. Nine new compounds were obtained, six of them targeted hydroxylated derivatives. The determination of regio- and stereochemistry as well as the mechanistic considerations on the selectivity observed in these reactions are discussed on the basis of 2D NMR and molecular modeling. In preliminary in vitro tests on inhibition of EBV-EA activation, compounds 10 and 12-15 have shown higher activity than the known chemopreventive agent sarcophytol A.Entities:
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Year: 2002 PMID: 12502319 DOI: 10.1021/np020221d
Source DB: PubMed Journal: J Nat Prod ISSN: 0163-3864 Impact factor: 4.050