Proof of the Structure of the Stemodia chilensis Tetracyclic Diterpenoid (+)-19-Acetoxystemodan-12-ol by Synthesis from (+)-Podocarpic Acid: X-ray Structure Determination of a Key Intermediate
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- 作者：Francesca Leonelli ; Azzurra Mostarda ; Luca De Angelis ; Doriano Lamba ; Nicola Demitri ; Angela La Bella ; Francesca Ceccacci ; Luisa M. Migneco ; Rinaldo Marini Bettolo
- 刊名：Journal of Natural Products
- 出版年：2016
- 出版时间：April 22, 2016
- 年：2016
- 卷：79
- 期：4
- 页码：1155-1159
- 全文大小：268K
- 年卷期：0
- ISSN：1520-6025
文摘
The first synthesis of (+)-19-acetoxystemodan-12-ol (1), a stemodane diterpenoid isolated from Stemodia chilensis, is described. The structure was supported by an X-ray crystallographic analysis of intermediate (+)-9a, which confirmed the proposed structure and excluded the structure of (−)-19-hydroxystemod-12-ene as a possible candidate for the Chilean Calceolaria diterpenoid to which the (−)-19-hydroxystemar-13-ene structure (9b) had been erroneously assigned.