Partial synthesis of 3-O-vanilloylveracevine, an insecticidal alkaloid from Schoenocaulon officinale

doi:10.1016/S0031-9422(96)00700-5

Phytochemistry

Volume 44, Issue 7, April 1997, Pages 1257-1260

https://doi.org/10.1016/S0031-9422(96)00700-5 Get rights and content

Abstract

3-O-Vanilloylveracevine has been synthesized for the first time in 70% overall yield by conversion of veracevine into its 3-O-(4-benzyloxy-3-methoxybenzoate) followed by catalytic hydrogenation. The insecticidal activity of the semisynthetic substance against three pest species is inferior to that of cevadine and veratridine, the major components of the insecticidal sabadilla alkaloid mixture.

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^†: Present address: USDA-ARS, Food Animal Protection Research Laboratory, 2881 F&B Road, College Station, TX 77845, U.S.A.

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Ecological biochemistryPartial synthesis of 3-O-vanilloylveracevine, an insecticidal alkaloid from Schoenocaulon officinale

Abstract

Journal of the American Pharmaceutical Association

Journal of Magnetic Resonance

Journal of the American Pharmaceutical Association

Ecological biochemistry
Partial synthesis of 3-O-vanilloylveracevine, an insecticidal alkaloid from Schoenocaulon officinale