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(+)-Santonide, a sesquiterpenoid enol lactone derived from Artemisia

✍ Scribed by Zinczuk, Juan ;Ruveda, Edmundo A. ;Thompson, Hugh W. ;Lalancette, Roger A.

Publisher
International Union of Crystallography
Year
2007
Tongue
English
Weight
127 KB
Volume
63
Category
Article
ISSN
1600-5368

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✦ Synopsis

The title compound, (1__R__,3a__S__,6a__S__,9__S__)-(+)-α,3a,7-trimethyl-5-oxo-1,4-ethanoperhydropentalene-1,8-carbolactone, C~15~H~18~O~3~, is the enol lactone of (−)-isosantonic acid, and a diastereomer of (+)-parasantonide. It is a skeletally rigid tetracyclic sesquiterpene derived from (−)-α-santonin, an anthelminthic obtained from various species of Artemisia. Molecules are linked by C—H...O close intermolecular contacts.

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Sesquiterpenoids and Lactone Derivatives
Sesquiterpenoids and Lactone Derivatives from Ligularia dentata
✍ Hitomi Baba; Yasunori Yaoita; Masao Kikuchi 📂 Article 📅 2007 🏛 John Wiley and Sons 🌐 German ⚖ 128 KB 👁 1 views

## Abstract Seven new compounds were isolated from the roots of __Ligularia dentata__, including five bisabolane‐type sesquiterpenoids (bisabolane=1‐(1,5‐dimethylhexyl)‐4‐methylcyclohexane), namely (8__β__,10__α__)‐8‐(angeloyloxy)‐5,10‐epoxybisabola‐1,3,5,7(14)‐tetraene‐2,4,11‐triol (**1**), (8__β_