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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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 |
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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 |
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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 |
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2022 |
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http://eprints.um.edu.my/41985/ |
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1781704579152347136 |