Arboduridine, a hexacyclic caged monoterpenoid indole incorporating cyclohexane, piperidine, and bridged-fused pyrrolidine-tetrahydrofuran moieties

Tetrahedron Letters
2022.0

Abstract

A new monoterpenoid indole alkaloid, arboduridine (1), characterized by a hexacyclic cage skeleton, incorporating cyclohexane, piperidine, and bridged-fused pyrrolidine-tetrahydrofuran moieties, was isolated from a Malayan Kopsia species. The structure of the alkaloid was determined based on analysis of the NMR and MS data, while the absolute configuration was established by ECD measurements in conjunction with DFT calculations. A possible biogenetic pathway from a pericine precursor is presented. © 2022 Elsevier Ltd

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