New alkaloids from selected Malaysian alstonia and Lycopodium species and their biological activity / Joanne Yeap Soon Yee
Two Malaysian plants, Alstonia penangiana Sidiyasa (family: Apocynaceae) and Lycopodium platyrhizoma J.H.Wilce (family: Lycopodiaceae), were investigated for their alkaloidal composition. This project represents the first reported phytochemical study on these two plant species. A total of 94 alkaloi...
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| Format: | Thesis |
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2020
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| Online Access: | http://studentsrepo.um.edu.my/13869/ http://studentsrepo.um.edu.my/13869/1/Joanne_Yeap.pdf http://studentsrepo.um.edu.my/13869/2/Joanne_Yeap.pdf |
| _version_ | 1848774887439597568 |
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| author | Joanne Yeap , Soon Yee |
| author_facet | Joanne Yeap , Soon Yee |
| author_sort | Joanne Yeap , Soon Yee |
| building | UM Research Repository |
| collection | Online Access |
| description | Two Malaysian plants, Alstonia penangiana Sidiyasa (family: Apocynaceae) and Lycopodium platyrhizoma J.H.Wilce (family: Lycopodiaceae), were investigated for their alkaloidal composition. This project represents the first reported phytochemical study on these two plant species. A total of 94 alkaloids (1−94) were isolated and characterized from the leaf and stem-bark extracts of Alstonia penangiana, a plant endemic to Penang Island, Malaysia. Of these, 32 are new alkaloids. The leaf extract of A. penangiana yielded a total of 15 new alkaloids, including a pair of type-A and type-B macroline isomers (1, 2), four macroline oxindoles (20–23), three talpinine-type oxindoles (41–43), two ajmaline alkaloids (57–58), as well as four macroline-akuammiline bisindoles (76–79). The stem-bark extract of A. penangiana gave a total of 19 new alkaloids. These include seven sarpagine alkaloids (32–38), an akuammiline alkaloid 39, a C14 methylene-bridged indolizidine derivative (40), seven macroline-sarpagine bisindoles (80–86), and a macroline-pleiocarpamine bisindole 88. Evaluation of the in vitro growth inhibitory activity of the new alkaloids against a panel of human cancer cell lines, including KB/S, KB/VJ300(−), KB/VJ300(+), PC-3, LNCaP, MCF7, MDA-MB-231, HT-29, and HCT 116 cancer cells showed strong cytotoxicity for the bisindole alkaloids (76–77, IC50 0.3−8.3 μM; 80–86, IC50 0.02−9.7 μM). A total of 19 alkaloids (95−113) were isolated and characterized from the whole plant of Lycopodium platyrhizoma. Of these, three are new alkaloids, including two lycodine alkaloids (95–96) and one fawcettimine alkaloid (110). Lycoplatyrine A (95) is an uncommon lycodine alkaloid having C-2 substituted with a C5N (piperidine) moiety. The alkaloid compositions of the two plants are summarized in Table 2.1 and Table 2.61.
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| first_indexed | 2025-11-14T14:05:26Z |
| format | Thesis |
| id | um-13869 |
| institution | University Malaya |
| institution_category | Local University |
| last_indexed | 2025-11-14T14:05:26Z |
| publishDate | 2020 |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | um-138692022-09-14T23:59:21Z New alkaloids from selected Malaysian alstonia and Lycopodium species and their biological activity / Joanne Yeap Soon Yee Joanne Yeap , Soon Yee Q Science (General) QH301 Biology Two Malaysian plants, Alstonia penangiana Sidiyasa (family: Apocynaceae) and Lycopodium platyrhizoma J.H.Wilce (family: Lycopodiaceae), were investigated for their alkaloidal composition. This project represents the first reported phytochemical study on these two plant species. A total of 94 alkaloids (1−94) were isolated and characterized from the leaf and stem-bark extracts of Alstonia penangiana, a plant endemic to Penang Island, Malaysia. Of these, 32 are new alkaloids. The leaf extract of A. penangiana yielded a total of 15 new alkaloids, including a pair of type-A and type-B macroline isomers (1, 2), four macroline oxindoles (20–23), three talpinine-type oxindoles (41–43), two ajmaline alkaloids (57–58), as well as four macroline-akuammiline bisindoles (76–79). The stem-bark extract of A. penangiana gave a total of 19 new alkaloids. These include seven sarpagine alkaloids (32–38), an akuammiline alkaloid 39, a C14 methylene-bridged indolizidine derivative (40), seven macroline-sarpagine bisindoles (80–86), and a macroline-pleiocarpamine bisindole 88. Evaluation of the in vitro growth inhibitory activity of the new alkaloids against a panel of human cancer cell lines, including KB/S, KB/VJ300(−), KB/VJ300(+), PC-3, LNCaP, MCF7, MDA-MB-231, HT-29, and HCT 116 cancer cells showed strong cytotoxicity for the bisindole alkaloids (76–77, IC50 0.3−8.3 μM; 80–86, IC50 0.02−9.7 μM). A total of 19 alkaloids (95−113) were isolated and characterized from the whole plant of Lycopodium platyrhizoma. Of these, three are new alkaloids, including two lycodine alkaloids (95–96) and one fawcettimine alkaloid (110). Lycoplatyrine A (95) is an uncommon lycodine alkaloid having C-2 substituted with a C5N (piperidine) moiety. The alkaloid compositions of the two plants are summarized in Table 2.1 and Table 2.61. 2020-06 Thesis NonPeerReviewed application/pdf http://studentsrepo.um.edu.my/13869/1/Joanne_Yeap.pdf application/pdf http://studentsrepo.um.edu.my/13869/2/Joanne_Yeap.pdf Joanne Yeap , Soon Yee (2020) New alkaloids from selected Malaysian alstonia and Lycopodium species and their biological activity / Joanne Yeap Soon Yee. PhD thesis, Universiti Malaya. http://studentsrepo.um.edu.my/13869/ |
| spellingShingle | Q Science (General) QH301 Biology Joanne Yeap , Soon Yee New alkaloids from selected Malaysian alstonia and Lycopodium species and their biological activity / Joanne Yeap Soon Yee |
| title | New alkaloids from selected Malaysian alstonia and Lycopodium species and their biological activity / Joanne Yeap Soon Yee |
| title_full | New alkaloids from selected Malaysian alstonia and Lycopodium species and their biological activity / Joanne Yeap Soon Yee |
| title_fullStr | New alkaloids from selected Malaysian alstonia and Lycopodium species and their biological activity / Joanne Yeap Soon Yee |
| title_full_unstemmed | New alkaloids from selected Malaysian alstonia and Lycopodium species and their biological activity / Joanne Yeap Soon Yee |
| title_short | New alkaloids from selected Malaysian alstonia and Lycopodium species and their biological activity / Joanne Yeap Soon Yee |
| title_sort | new alkaloids from selected malaysian alstonia and lycopodium species and their biological activity / joanne yeap soon yee |
| topic | Q Science (General) QH301 Biology |
| url | http://studentsrepo.um.edu.my/13869/ http://studentsrepo.um.edu.my/13869/1/Joanne_Yeap.pdf http://studentsrepo.um.edu.my/13869/2/Joanne_Yeap.pdf |