| Literature DB >> 19750529 |
Lin Dong1, Heiko Schill, Rebecca L Grange, Achim Porzelle, Jenny P Johns, Peter G Parsons, Victoria A Gordon, Paul W Reddell, Craig M Williams.
Abstract
EBC-23, 24, 25, 72, 73, 75 and 76 were isolated from the fruit of Cinnamomum laubatii (family Lauraceae) in the Australian tropical rainforests. EBC-23 (1) was synthesized stereoselectively, in nine linear steps in 8 % overall yield, to confirm the reported relative stereochemistry and determine the absolute stereochemistry. Key to the total synthesis was a series of Tietze-Smith linchpin reactions. The novel spiroacetal structural motif, exemplified by EBC-23 (1), was found to inhibit the growth of the androgen-independent prostate tumor cell line DU145 in the mouse model, indicating potential for the treatment of refractory solid tumors in adults.Entities:
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Year: 2009 PMID: 19750529 DOI: 10.1002/chem.200901525
Source DB: PubMed Journal: Chemistry ISSN: 0947-6539 Impact factor: 5.236