Chiang Mai Journal of Science

Print ISSN: 0125-2526 | eISSN : 2465-3845

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Synthesis of New Zerumbone Derivatives and Their In vitro Anti-cancer Activity

Vu Tien Chinh, Pham Thanh Loan, Vu Xuan Duong, Tran Khac Vu and Luu Van Chinh
* Author for corresponding; e-mail address: Chinhluuvan@gmail.com, vu.trankhac@hust.edu.vn
Volume: Vol.47 No.1 (January 2020)
Research Article
DOI:
Received: 5 April 2019, Revised: -, Accepted: 3 August 2019, Published: -

Citation: Chinh V.T., Loan P.T., Duong V.X., Vu T.K. and Chinh L.V., Synthesis of New Zerumbone Derivatives and Their In vitro Anti-cancer Activity, Chiang Mai Journal of Science, 2020; 47(1): 181-194.

Abstract

Twelve novel derivatives (16-18, 21-23, 26, 27 and 31-34) of azazerumbone and azazerumbone oxide with dihydroartemisinin (DHA), zidovudine (AZT), [4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsunfonylamino) pyrimidin-5-yl] methanol (PM), benzotriazole and piperazine derivatives were synthesized by N-alkylation, acylation and click triazole cyclisation. Their structures were confirmed by 1D-, 2D-NMR and HRMS spectra. Screening for cytotoxicity indicated that the conjugates 21-23 of azazerumbone and azazerumbone oxide with DHA showed potent cytotoxic activity to human cancer cell lines including HepG-2, LU-1, RD and FL. In addition, the anti-mutagenic activity role of azazerumbone (4, 5) in the improvemrnt of cytotoxicity was also discussed.

Keywords: azazerumbone, azazerumbone oxide, click reaction, N-alkylation and cytotoxicity
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