Nugroho, Alfarius Eko and Komuro, Tomoyuki and Kawaguchi, Takuya and Shindo, Yusuke and Wong, Chin Piow and Hirasawa, Yusuke and Kaneda, Toshio and Tougan, Takahiro and Horii, Toshihiro and Hadi, A. Hamid A. and Morita, Hiroshi (2024) Ceramicines U-Z from Chisocheton ceramicus and structure-antimalarial activity relationship study. Journal of Natural Medicines, 78 (1). pp. 68-77. ISSN 1340-3443, DOI https://doi.org/10.1007/s11418-023-01746-2.
Full text not available from this repository.Abstract
Ceramicines are a series of limonoids which were isolated from the barks of Malaysian Chisocheton ceramicus (Meliaceae), and were known to show various biological activity. Six new limonoids, ceramicines U-Z (1-6), with a cyclopentanonea] phenanthrene ring system with a beta-furyl ring at C-17 were isolated from the barks of C. ceramicus. Their structures were determined on the basis of the 1D and 2D NMR analyses, and their absolute configurations were investigated by CD spectroscopy. Ceramicine W (3) exhibited potent antimalarial activity against Plasmodium falciparum 3D7 strain with IC50 value of 1.2 mu M. In addition, the structure-antimalarial activity relationship (SAR) of the ceramicines was investigated to identify substituent patterns that may enhance activity. It appears that ring B and the functional groups in the vicinity of rings B and C are critical for the antimalarial activity of the ceramicines. In particular, bulky ester substituents with equatorial orientation at C-7 and C-12 greatly increase the antimalarial activity.
| Item Type: | Article |
|---|---|
| Funders: | Ministry of Education, Culture, Sports, Science and Technology, Japan (MEXT) Japan Society for the Promotion of Science Grants-in-Aid for Scientific Research (KAKENHI) |
| Uncontrolled Keywords: | Ceramicines U-Z; Limonoids; Chisocheton ceramicus; Meliaceae; Antimalarial activity; Structureantimalarial activity relationship |
| Subjects: | Q Science > QD Chemistry R Medicine > RM Therapeutics. Pharmacology |
| Divisions: | Faculty of Science > Department of Chemistry |
| Depositing User: | Ms. Juhaida Abd Rahim |
| Date Deposited: | 05 Jul 2024 07:33 |
| Last Modified: | 05 Jul 2024 07:33 |
| URI: | http://eprints.um.edu.my/id/eprint/44320 |
Actions (login required)
 |
View Item |
