Abstract
A phytochemical study of dart and arrow poison from the Matis tribe led to the identification of d-(−)-quinic acid, l-malic acid, ethyldimethylamine, magnoflorine, and five new bisbenzyltetrahydroisoquinoline alkaloids (BBIQAs), 1–5. d-Tubocurarine could not be identified among these products. BBIQA (3) contains a unique linkage at C-8 and C-11′. All structures were characterized by a combination of NMR and HRESIMS data. The effects of Matis poison and individual BBIQAs (1–3) on rat muscle nAChR expressed in Xenopus oocytes have been investigated using the two-electrode voltage clamp technique.

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