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

Wong, Soon-Kit and Tan, Yi-Sheng and Lim, Siew-Huah and Low, Yun-Yee and Kam, Toh-Seok (2022) Arboduridine, a hexacyclic caged monoterpenoid indole incorporating cyclohexane, piperidine, and bridged-fused pyrrolidine-tetrahydrofuran moieties. Tetrahedron Letters, 98. ISSN 0040-4039, DOI https://doi.org/10.1016/j.tetlet.2022.153836.

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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. (c) 2022 Elsevier Ltd. All rights reserved.

Item Type: Article
Funders: MOHE Malaysia [Grant No; FRGS/1/2019/STG01/UM/02/23], Universiti Malaya
Uncontrolled Keywords: Kopsia arborea; Alkaloids; NMR; ECD
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Science > Department of Chemistry
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 19 Oct 2023 06:38
Last Modified: 19 Oct 2023 06:38
URI: http://eprints.um.edu.my/id/eprint/41985

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