Tigliane-Type Diterpene Esters from Synadenium grantii1,5

R. Bagavathi; B. Sorg; E. Hecker

doi:10.1055/s-2006-962531

Planta Medica, Table of Contents

Planta Med 1988; 54(6): 506-510
DOI: 10.1055/s-2006-962531

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Tigliane-Type Diterpene Esters from Synadenium grantii ^1,5

R. Bagavathi² , B. Sorg³ , E. Hecker³

²455 Platt's Lane 24, London, Ontario, N6G 3H2, Canada.
³German Cancer Research Center, Institute of Biochemistry, Im Neuenheimer Feld 280, D-6900 Heidelberg, Federal Republic of Germany.

1 Part XIV in the series ‘Skin Irritant Principles of Euphorbiaceae’, for part XIII see: Ref.(1).5 Dedicated to Prof. Dr. H. Schildknecht, Institute of Organic Chemistry, University of Heidelberg on occasion of his 65th birthday in appreciation of his many fascinating contributions to natural product chemistry.

Abstract

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Abstract

From the latex of Synadenium grantii Hook F. (Euphorbiaceae) were isolated by chromatographic methods five diterpene 12,13-diesters of the tigliane-type parent alcohols 4-deoxyphorbol (1a), 4,20-dideoxy-5α-hydroxyphorbol (2a) and 20-deoxy-5α-hydroxyphorbol (3a) with isobutyric, tiglic and phenylacetic acid. Of these, 4-deoxyphorbol-13-(phenylacetate)-12-tiglate (1f) turned out to be highly irritant on the mouse ear while the rest of the esters had rather low or no irritant activity; 1f was also assayed for tumor-promoting activity and proved to be almost inactive.

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Tigliane-Type Diterpene Esters from Synadenium grantii 1,5

Tigliane-Type Diterpene Esters from Synadenium grantii ^1,5