1. Synthesis and anti-proliferative activity of novel azazerumbone conjugates with chalcones.
- Author
-
Truong VV, Nam TD, Hung TN, Nga NT, Quan PM, Chinh LV, and Jung SH
- Subjects
- Antineoplastic Agents pharmacology, Cell Line, Tumor, Chalcones pharmacology, Drug Screening Assays, Antitumor, Ellipticines pharmacology, Humans, Lactams chemical synthesis, Sesquiterpenes pharmacology, Stereoisomerism, Structure-Activity Relationship, Antineoplastic Agents chemical synthesis, Chalcones chemical synthesis, Lactams pharmacology
- Abstract
The conjugation of azazerumbone ((3E,7E,11E)-5,5,8,12-tetramethylazacyclododeca-3,7,11-trien-2-one (7)) and 2,4-dihydroxychalcones was carried out for the preparation of novel target compounds 9a-g with 1-ethylene-4-methylene-1,2,3-triazole linker and 10a-f with propylene linker between amide nitrogen of azazerumbone and 4-hydroxy group of chalcone. The anti-proliferative activity of these compounds against the LU-1, Hep-G2, MCF-7 and SW480 human cancer cell lines were significantly improved compared to those of azazerumbone or zerumbone. The anti-proliferative activities of (3E,7E,11E)-1-((1-(2-(3-hydroxy-4-((E)-3-(3-methoxyphenyl)acryloyl)phenoxy)ethyl)-1H-1,2,3-triazol-4-yl)methyl)-5,5,8,12-tetramethyl azacyclododeca-3,7,11-trien-2-one (9b) and (3E,7E,11E)-1-(3-(4-((E)-3-(3,4,5-trimethoxyphenyl)acryloyl)phenoxy)propyl)-5,5,8,12-tetramethylazacyclododeca-3,7,11-trien-2-one (10d) are nearly comparable to those of ellipticine., (Copyright © 2015 Elsevier Ltd. All rights reserved.)
- Published
- 2015
- Full Text
- View/download PDF