The Chiral Synthesis of the Lucentamycins A-D Core, 3-Methyl -4-Ethylideneproline

Title
The Chiral Synthesis of the Lucentamycins A-D Core, 3-Methyl -4-Ethylideneproline
Authors
유하나최환근하정미심태보
Issue Date
2009-10
Publisher
대한화학회 학술대회
Abstract
Lucentamycins A-D were isolated in 2007 from the Marine-Derived Actinomycete Nocardiopsis lucentensis by Cho and co-workers. It turned out that Lucentamycin A and B possess anti-proliferative activity on HCT-116 with IC50 value of 0.20 and 11 uM respectively. Interestingly, Lucentamycin C and D did not exhibit growth inhibitory activity against HCT-116, human colon cancer cell even at 150 uM concentration. Our research group has been most recently interested in identifying molecular target protein of Lucentamycin A and B in cancer cells. To achieve this goal we have embarked to synthesize effectively 3-methyl-4-ethylideneproline, the core structure of Lucentamycins starting from (L)-methionine. This synthesis has successfully been accomplished by adopting rhodium catalyzed cyclization reaction of a 1,6-enyne in efficient and stereoselective manner.
URI
http://pubs.kist.re.kr/handle/201004/36332
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KIST Publication > Conference Paper
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