Synthesis and Anticancer Activity of Some New S-Glycosyl and S-Alkyl 1,2,4-Triazinone Derivatives

Molecules

Hosam A. Saad¹ 

[1] ¹Department of Chemistry, Faculty of Science, Taif University, Taif, 21974, Kingdom of Saudi Arabia ²Department of Chemistry, Faculty of Science, Zagazig University, Zagazig, 44511, Egypt

关键词: S-glycosyl;    S-alkyl triazine;    1;    2;    4-triazinone;    thiadiazolotriazines;    anticancer activities;   

DOI  :  10.3390/molecules16075682

来源: mdpi

【 摘 要 】

A series of S-glycosyl and S-alkyl derivatives of 4-amino-3-mercapto-6-(2-(2-thienyl)vinyl)-1,2,4-triazin-5(4H)-one (1) were synthesized using different halo compounds such as preacetylated sugar bromide, 4-bromobutylacetate, 2-acetoxyethoxy-methyl bromide, 3-chloropropanol, 1,3-dichloro-2-propanol, epichlorohydrin, allyl bromide, propargyl bromide, phthalic and succinic acids in POCl₃. The structures of the synthesized compounds have been deduced from their elemental analysis and spectral (IR, ¹H-NMR, and ¹³C-NMR) data. Some of the synthesized compounds were screened as anticancer agents. Significant anticancer activities were observed in vitro for some members of the series, and compounds 4-Amino-3-(3-hydroxypropylthio)-6-(2-(2-thienyl)vinyl)-1,2,4-triazin-5(4H)-one (12) and 3-(4-Oxo-3-(2-(2-thienyl)vinyl)-4H-[1,3,4]thiadiazolo-[2,3-c][1,2,4]tr-iazin-7-yl)propanoic acid (18) are active cytotoxic agents against different cancer cell lines.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.