Kam, T.S. and Low, Y.Y. and Lim, K.H. and Choo, Y.M. and Pang, H.S. and Etoh, T. and Hayashi, M. and Komiyama, K. (2010) Structure, biological activity, and a biomimetic partial synthesis of the lirofolines, novel pentacylic indole alkaloids from Tabernaemontana. Tetrahedron Letters, 51. pp. 269-272. ISSN 0040-4039, DOI https://doi.org/10.1016/j.tetlet.2009.10.122.
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Structure,_biological_activity,_and_a_biomimetic_partial_synthesis_of_the_lirofolines,_novel_pentacylic_indole_alkaloids_from_Tabernaemontana.pdf - Published Version Restricted to Repository staff only Download (295kB) | Request a copy |
Abstract
Two new pentacyclic indole alkaloids, lirofolines A and B, possessing a novel rearranged ibogan ring system, are obtained from two Malayan Tabernaemontana species ( Tabernaemontana corymbosa and Tabernaemontana divaricata) and the structures are established by analysis of the spectroscopic data. A biomimetic partial synthesis of lirofoline A from ibogaine via the Polonovski reaction is carried out. Lirofolines A and B showed significant activity in reversing multidrug resistance in vincristine-resistant KB cells (IC50 3.4 and 7.5 µg/ml, respectively).
| Item Type: | Article |
|---|---|
| Funders: | UNSPECIFIED |
| Additional Information: | Department of Chemistry, University of Malaya |
| Uncontrolled Keywords: | Alkaloids; NMR; Partial synthesis; Biological activity; Tabernaemontana. |
| Subjects: | Q Science > QD Chemistry |
| Divisions: | Faculty of Science > Department of Chemistry |
| Depositing User: | Ms. Suhaila Syakila Alby |
| Date Deposited: | 15 Oct 2014 01:42 |
| Last Modified: | 15 Oct 2014 01:42 |
| URI: | http://eprints.um.edu.my/id/eprint/10396 |
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