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Further phytochemical and cytotoxicity studies of the indole alkaloids of Kopsia arborea STEM-BARK / Wong Soon Kit

Two Malaysian plants of Kopsia arborea Blume (family: Apocynaceae) of different geographical locations, one of which was collected in Petaling Jaya, Selangor (Sample A), and the other in Penang Island (Sample B), were investigated for their alkaloidal composition. A total of 60 alkaloids (1−60) were...

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Main Author: Wong , Soon Kit
Format: Thesis
Published: 2024
Subjects:
Q Science (General)
QD Chemistry
Online Access:http://studentsrepo.um.edu.my/15692/2/Wong_Soon_Kit.pdf
http://studentsrepo.um.edu.my/15692/1/Wong_Soon_Kit.pdf
http://studentsrepo.um.edu.my/15692/
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spelling my.um.stud.156922025-01-02T00:21:29Z Further phytochemical and cytotoxicity studies of the indole alkaloids of Kopsia arborea STEM-BARK / Wong Soon Kit Wong , Soon Kit Q Science (General) QD Chemistry Two Malaysian plants of Kopsia arborea Blume (family: Apocynaceae) of different geographical locations, one of which was collected in Petaling Jaya, Selangor (Sample A), and the other in Penang Island (Sample B), were investigated for their alkaloidal composition. A total of 60 alkaloids (1−60) were isolated and characterized from the stem-bark extracts of these sources, of which eight are new alkaloids. Of these, arbophyllidine (1) and arboduridine (2) are distinguished by incorporation of novel molecular skeletons, and arbophyllinines A (6) and B (7) are two corynanthean alkaloids incorporating a substituted tetrahydrofuranone ring. The aspidofractinine-aspidofractinine bisindole alkaloid, arbolodinine A (58), is notable for being a rare instance of a bisindole alkaloid branched from an iminium ion, while arbolodinines B (59) and C (60) represent the first examples of strychnan-aspidofractinine and strychnan-kopsine bisindole alkaloids, respectively. Among the new alkaloids, arbophyllidine (1) showed pronounced in vitro growth inhibitory activity against HT-29 human cancer cell line (IC50: 6.2 M), and arbolodinine B (59) displayed strong cytotoxicity against KB, vincristine-resistant KB, PC-3, HCT 116, HT-29, MDA-MB-231, MCF7, and A549 cells (IC50: 1.3−9.6 M). The alkaloid compositions of the two plants are summarized in Table 2.1. 2024-08 Thesis NonPeerReviewed application/pdf http://studentsrepo.um.edu.my/15692/2/Wong_Soon_Kit.pdf application/pdf http://studentsrepo.um.edu.my/15692/1/Wong_Soon_Kit.pdf Wong , Soon Kit (2024) Further phytochemical and cytotoxicity studies of the indole alkaloids of Kopsia arborea STEM-BARK / Wong Soon Kit. PhD thesis, Universiti Malaya. http://studentsrepo.um.edu.my/15692/
institution Universiti Malaya
building UM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Malaya
content_source UM Student Repository
url_provider http://studentsrepo.um.edu.my/
topic Q Science (General)
QD Chemistry
spellingShingle Q Science (General)
QD Chemistry
Wong , Soon Kit
Further phytochemical and cytotoxicity studies of the indole alkaloids of Kopsia arborea STEM-BARK / Wong Soon Kit
description Two Malaysian plants of Kopsia arborea Blume (family: Apocynaceae) of different geographical locations, one of which was collected in Petaling Jaya, Selangor (Sample A), and the other in Penang Island (Sample B), were investigated for their alkaloidal composition. A total of 60 alkaloids (1−60) were isolated and characterized from the stem-bark extracts of these sources, of which eight are new alkaloids. Of these, arbophyllidine (1) and arboduridine (2) are distinguished by incorporation of novel molecular skeletons, and arbophyllinines A (6) and B (7) are two corynanthean alkaloids incorporating a substituted tetrahydrofuranone ring. The aspidofractinine-aspidofractinine bisindole alkaloid, arbolodinine A (58), is notable for being a rare instance of a bisindole alkaloid branched from an iminium ion, while arbolodinines B (59) and C (60) represent the first examples of strychnan-aspidofractinine and strychnan-kopsine bisindole alkaloids, respectively. Among the new alkaloids, arbophyllidine (1) showed pronounced in vitro growth inhibitory activity against HT-29 human cancer cell line (IC50: 6.2 M), and arbolodinine B (59) displayed strong cytotoxicity against KB, vincristine-resistant KB, PC-3, HCT 116, HT-29, MDA-MB-231, MCF7, and A549 cells (IC50: 1.3−9.6 M). The alkaloid compositions of the two plants are summarized in Table 2.1.
format Thesis
author Wong , Soon Kit
author_facet Wong , Soon Kit
author_sort Wong , Soon Kit
title Further phytochemical and cytotoxicity studies of the indole alkaloids of Kopsia arborea STEM-BARK / Wong Soon Kit
title_short Further phytochemical and cytotoxicity studies of the indole alkaloids of Kopsia arborea STEM-BARK / Wong Soon Kit
title_full Further phytochemical and cytotoxicity studies of the indole alkaloids of Kopsia arborea STEM-BARK / Wong Soon Kit
title_fullStr Further phytochemical and cytotoxicity studies of the indole alkaloids of Kopsia arborea STEM-BARK / Wong Soon Kit
title_full_unstemmed Further phytochemical and cytotoxicity studies of the indole alkaloids of Kopsia arborea STEM-BARK / Wong Soon Kit
title_sort further phytochemical and cytotoxicity studies of the indole alkaloids of kopsia arborea stem-bark / wong soon kit
publishDate 2024
url http://studentsrepo.um.edu.my/15692/2/Wong_Soon_Kit.pdf
http://studentsrepo.um.edu.my/15692/1/Wong_Soon_Kit.pdf
http://studentsrepo.um.edu.my/15692/
_version_ 1821002158337687552
score 13.236483

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