Scopadulciol, an Inhibitor of Gastric H+,K+-ATPhase from Scoparia dulcis, and Its Structure-Activity Relation-ships
- 1 May 1991
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Natural Products
- Vol. 54 (3) , 802-809
- https://doi.org/10.1021/np50075a008
Abstract
A new tetracyclic diterpenoid, scopadulciol [3], together with 6-methoxybenzoxazolinone, glutinol, and acacetin, was isolated from the 70% EtOH extract of Scoparia dulcis collected in Taiwan. Its structure was elucidated to be 6 beta-benzoyl-12-methyl-13-oxo-9(12)a,9(12)b-dihomo-18-podocarpanol on the basis of spectral data. It mildly inhibited hog gastric H+, K(+)-ATPase. Examination of the inhibitory activities of derivatives of scopadulcic acid B [2], including 3, revealed that methylation of the carboxyl group and introduction of an acetyl group or oxime at C-13 or C-18 markedly enhanced the inhibitory activity, while debenzoylation reduced the activity. Among the 30 compounds tested, compound 12, a methyl ester of scopadulcic acid B [2], showed the most potent activity.Keywords
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