Regio- and Diastereoselective Synthesis and X-ray Structure Determination of (+)-2-Deoxyoryzalexin S from (+)-Podocarpic Acid. Structural Nonidentity with Its Nominal Natural Isolated Enantiomer
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- 作者：Francesca Leonelli ; Valentina Latini ; Andrea Trombetta ; Gabriele Bartoli ; Francesca Ceccacci ; Angela La Bella ; Alessio Sferrazza ; Doriano Lamba ; Luisa M. Migneco ; Rinaldo Marini Bettolo
- 刊名：Journal of Natural Products
- 出版年：2012
- 出版时间：November 26, 2012
- 年：2012
- 卷：75
- 期：11
- 页码：1944-1950
- 全文大小：303K
- 年卷期：v.75,no.11(November 26, 2012)
- ISSN：1520-6025
文摘
(+)-2-Deoxyoryzalexin S (1), the nominal enantiomer of a diterpenoid isolated in Chile from Calceolaria species, was regio- and diastereoselectively synthesized from (+)-podocarpic acid. (+)-2-Deoxyoryzalexin S (1) was characterized also as its acetyl derivative, (+)-2, whose structure was confirmed by X-ray crystallographic analysis. Surprisingly, comparison of the data recorded for (+)-1 and (+)-2 and those reported in the literature for the Calceolaria isolated diterpenoid 1 and its derivative (鈭?-2 showed some differences, suggesting that the latter do not possess the proposed structures.