Chemical Modification of Triterpenes From Lantana camara. 22β-Ester Analogues of Lantadene A
- 1 January 1978
- journal article
- research article
- Published by CSIRO Publishing in Australian Journal of Chemistry
- Vol. 31 (6) , 1313-1322
- https://doi.org/10.1071/ch9781313
Abstract
The partial syntheses of the hepatotoxic triterpenes lantadene A (1) and lantadene B (2) are described. A number of new C22 ester analogues of lantadene A were also synthesized. The preferred route to these esters involved esterification of diphenylmethyl 22β-hydroxyoleanonate (8) and selective cleavage of the diphenylmethyl ester function. In some cases, the hydroxy acid (3) was esterified directly. In the N.M.R. spectra of the diphenylmethyl esters, some signals appeared at unusually high field due to anisotropic shielding.Keywords
This publication has 2 references indexed in Scilit:
- Studies on biliary excretion in the rabbit - II. The relationship between the chemical structure of certain natural or synthetic pentacyclic triterpenes and their icterogenic activity - Part 2: The substituents on carbon atoms 17, 19, 20 and 22Proceedings of the Royal Society of London. B. Biological Sciences, 1964
- Studies on biliary excretion in the rabbit II. The relationship between the chemical structure of certain natural or synthetic pentacyclic triterpenes and their icterogenic activity. Part 1: The substituents on carbon atoms 3, 17, 22 and 24Proceedings of the Royal Society of London. B. Biological Sciences, 1963