Structure and Absolute Stereochemistry of the Anticancer Agent EBC-23 from the Australian Rainforest
| Autor: | Achim Porzelle, Lin Dong, Jenny P. Johns, Craig M. Williams, Paul Reddell, Peter G. Parsons, Rebecca L. Grange, Victoria A. Gordon, Heiko Schill |
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| Rok vydání: | 2008 |
| Předmět: |
FAMILY LAURACEAE
Molecular Structure Chemistry Stereochemistry Climate Rain Australia Cinnamomum laubatii Total synthesis Antineoplastic Agents Stereoisomerism General Chemistry Rainforest Biochemistry Catalysis Trees Colloid and Surface Chemistry Organic chemistry Spiro Compounds Cinnamomum Pyrans Tropical rainforest |
| Zdroj: | Journal of the American Chemical Society. 130:15262-15263 |
| ISSN: | 1520-5126 0002-7863 |
| DOI: | 10.1021/ja807133p |
| Popis: | EBC-23 (2), a prostate anticancer agent, was isolated from the fruit of Cinnamomum laubatii (family Lauraceae) in the Australian tropical rainforest. Extensive NOE experiments enabled the relative stereochemistry of the proposed EBC-23 (2) structure to be determined. Total synthesis of both enantiopodes over nine linear steps, involving challenging RCM and spiroacetal cyclizations, confirmed the gross structure and relative and absolute stereochemistry. |
| Databáze: | OpenAIRE |
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