Antiprotozoal Spirombandakamines A 1 and A 2, Fused Naphthylisoquinoline Dimers from a Congolese Ancistrocladus Plant

Org Lett. 2017 Dec 15;19(24):6740-6743. doi: 10.1021/acs.orglett.7b03473. Epub 2017 Nov 30.

Abstract

From the leaves of a yet undescribed Congolese Ancistrocladus species, two novel naphthylisoquinoline dimers, spirombandakamines A1 (1) and A2 (2), were isolated, together with a new, but "classical" dimer, mbandakamine B2 (3). The cage-like stereostructures of 1 and 2 were established by combining spectroscopic, chemical, and chiroptical methods with quantum-chemical ECD calculations. Their unique molecular frameworks may originate from "open-chain" dimers, such as 3, by an oxidation-induced cascade of reactions. They possess strong antiprotozoal properties.

Publication types

  • Research Support, Non-U.S. Gov't