Alkaloids from dendrobatid poison frogs: Further pumiliotoxins and allopumiliotoxins and a reassignment of the keto function in pumiliotoxin 307F

Tetrahedron
1991.0

Abstract

Skin extracts from the Panamanian poison-frog Dendrobates pumilio have afforded further trace alkaloids of the pumiliotoxin-A class (6-alkylidene-8-hydroxy-8-methylindolizidines) and an allopumiliotoxin subclass (7-hydroxy-PTX-As). Structures for pumiliotoxins 209F and 225F and allopumiliotoxin 225E, all with four carbon 6-alkylidene side chains, for allopumiliotoxins 309D, 325A′ and 325A″, all with ten carbon 6-alkylidene side chains, and a reassignment of the position of the keto function in the ten carbon 6-alkylidene side chain of pumiliotoxin 307F are presented. Carbon-13 magnetic resonance assignments for these and the 15-0-methyl ether artefacts of pumiliotoxin 307A and allopumiliotoxin 323B, are tabulated. © 1991.

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