Synthesis and Characterization of New 3'',5''-DIARYL-3''H-Dispiropyran/Thiopyran[4,2[variant prime]-Chroman-3[variant prime],2''-[1,3,4-Thiadiazol]-4[variant prime]-One Derivatives and Related Compounds as Anticancer and Antiviral Agents

• Published in: Phosphorus, sulfur, and silicon and the related elements sulfur, and silicon and the related elements, 2015-11, Vol.190 (11), p.1901
• Main Authors: Hegab, Mohamed I, Morsy, Eman. M. H, Abd El-Megeid, Ahmed E, Ali, Mamdouh M, El-Senousy, W. M, Tolan, Hala E. M, Gad, Farouk A, Abdel-Megeid, Farouk M. E
• Format: Article
• Language: English
• Subjects: Cancer
• ISSN: 1042-6507; 1563-5325
• DOI: 10.1080/10426507.2015.1032410

A series of 3'',5''-diaryl-3''H-dispiropyran/thiopyran[4,2[variant prime]-chroman-3[variant prime],2''-[1,3,4-thiadiazol]-4[variant prime]-ones 5a-n were synthesized from the reaction of trispiro[tetrahydropyran(tetrahydrothiopyran)-4,5[variant prime]-2H-chromeno-[3,4-e][1,3,4]oxadithiin-2[variant prime],3''-chroman-2''4[variant prime]''-tetrahydropyran-(tetrahydrothiopyran)]-4''-ones 3a,b with nitrilimines (generated in situ via triethylamine dehydrohalogenation of the corresponding hydrazonoyl chlorides). A single crystal diffraction of compound 5a adds support for the established structure. The results of the anticancer evaluation against human breast adenocarcinoma MCF-7 cell line through inhibiting of human tyrosine kinase showed that most of the tested compounds possess antiproliferative activity as potent to moderate growth inhibitory activity, especially compounds 3b, 5a, 5c, 5e, 5g, and 5k. Also, the prepared compounds were tested against rotavirus Wa strain and adenovirus type 7 and the results showed that two compounds (5e,n) were active.