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Occurrence of anticopalic acid in Pinus monticola by D.F. Zinkel; J.K. Toda; J.W. Rowe is a Biochemistry, Genetics and Molecular Biology article available to read on EtoBox.

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Ah&act-Anticopalic acid, a labdane diterpene not previously reported in the Gymnospermae, was found to be a major resin acid in the bark and in the wood of western white pine, Pinus monticoka Dougl. COPALIC acid [e&8( ), E-13-labdadien-15-oic acid]' was lirst isolated from the trunk resin of Hymenaea courbaril as a mixture of double bond isomers (35% copalic acid).2 The structure was deduced and confirmed by synthesis of the enantiomeric methyl ester from sclareol.2p3 Copalic acid was later found in the trunk resin of Trachylobium verrucosum4 and, with double bond isomers, in the wood of Oxystigma oxyphyIlum;5\*6 in one instance,5 the copalic acid was shown to be admixed with about one-fourth as much of its enantiomer, anticopalic acid (I). All the above plants are members of the Leguminosae, but in this work we report the occurrence of anticopalic acid in the gymnosperm Pinus monticola Dougl. (western white pine) bark and wood extracts and the first isolation of the acid in the form of its pure methyl ester. This is the fourth resin acid having a labdane skeleton to be isolated from the genus Pinus; the previous three are communic (elliotinoic),' pinifolic,\* and antidaniellic (la

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Author

D.F. Zinkel; J.K. Toda; J.W. Rowe

Publisher

Elsevier Science; Elsevier ; Elsevier BV (ISSN 0031-9422)

Published

1971

Language

EN

Field

Biochemistry, Genetics and Molecular Biology (Life Sciences)