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

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

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 analysi...

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Main Authors: Wong, Soon-Kit, Tan, Yi-Sheng, Lim, Siew-Huah, Low, Yun-Yee, Kam, Toh-Seok
Format: Article
Published: 2022
Subjects:
QD Chemistry
Online Access:http://eprints.um.edu.my/41985/
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Institution: Universiti Malaya
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spelling my.um.eprints.419852023-10-19T06:38:44Z http://eprints.um.edu.my/41985/ Arboduridine, a hexacyclic caged monoterpenoid indole incorporating cyclohexane, piperidine, and bridged-fused pyrrolidine-tetrahydrofuran moieties Wong, Soon-Kit Tan, Yi-Sheng Lim, Siew-Huah Low, Yun-Yee Kam, Toh-Seok QD Chemistry 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. 2022-05 Article PeerReviewed 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 <https://doi.org/10.1016/j.tetlet.2022.153836>. 10.1016/j.tetlet.2022.153836
institution Universiti Malaya
building UM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Malaya
content_source UM Research Repository
url_provider http://eprints.um.edu.my/
topic QD Chemistry
spellingShingle QD Chemistry
Wong, Soon-Kit
Tan, Yi-Sheng
Lim, Siew-Huah
Low, Yun-Yee
Kam, Toh-Seok
Arboduridine, a hexacyclic caged monoterpenoid indole incorporating cyclohexane, piperidine, and bridged-fused pyrrolidine-tetrahydrofuran moieties
description 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.
format Article
author Wong, Soon-Kit
Tan, Yi-Sheng
Lim, Siew-Huah
Low, Yun-Yee
Kam, Toh-Seok
author_facet Wong, Soon-Kit
Tan, Yi-Sheng
Lim, Siew-Huah
Low, Yun-Yee
Kam, Toh-Seok
author_sort Wong, Soon-Kit
title Arboduridine, a hexacyclic caged monoterpenoid indole incorporating cyclohexane, piperidine, and bridged-fused pyrrolidine-tetrahydrofuran moieties
title_short Arboduridine, a hexacyclic caged monoterpenoid indole incorporating cyclohexane, piperidine, and bridged-fused pyrrolidine-tetrahydrofuran moieties
title_full Arboduridine, a hexacyclic caged monoterpenoid indole incorporating cyclohexane, piperidine, and bridged-fused pyrrolidine-tetrahydrofuran moieties
title_fullStr Arboduridine, a hexacyclic caged monoterpenoid indole incorporating cyclohexane, piperidine, and bridged-fused pyrrolidine-tetrahydrofuran moieties
title_full_unstemmed Arboduridine, a hexacyclic caged monoterpenoid indole incorporating cyclohexane, piperidine, and bridged-fused pyrrolidine-tetrahydrofuran moieties
title_sort arboduridine, a hexacyclic caged monoterpenoid indole incorporating cyclohexane, piperidine, and bridged-fused pyrrolidine-tetrahydrofuran moieties
publishDate 2022
url http://eprints.um.edu.my/41985/
_version_ 1781704579152347136

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