期刊
SYNTHETIC COMMUNICATIONS
卷 51, 期 16, 页码 2478-2497出版社
TAYLOR & FRANCIS INC
DOI: 10.1080/00397911.2021.1939059
关键词
Antimicrobial; antioxidant; antiproliferative; 1; 2-azaphosphole; 1; 3; 2-diazaphosphinines; phosphonate
资金
- deanship of scientific research at King Khalid University [RGP.2/2/42]
New 1,2-azaphosphole, 1,3,2-diazaphosphinine, and phosphonate derivatives containing pyrano[2,3-c]pyrazole moiety were successfully synthesized, some of which exhibited potent antibacterial and antifungal activities with lower toxicity. Additionally, certain compounds showed promising antioxidative properties and potent cytotoxic effects against cancer cells.
New 1,2-azaphosphole, 1,3,2-diazaphosphinine, and phosphonate derivatives containing pyrano[2,3-c]pyrazole moiety were achieved. The synthetic pathways depended on the reaction of 6-amino-3-methyl-1,4-diphenyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile with some phosphorus reagents such as diethyl phosphite, phosphorus sulfides, and phenyl phosphorus halides under different conditions. Compounds 6 and 7 recorded potent antibacterial and antifungal activities with lower toxicity, while compounds 4 and 6 displayed promising antioxidative properties. Further, compounds 4 and 9 exhibited potent cytotoxic effects against MCF-7, HepG-2, and HCT-116 cancer cells. The early apoptotic cell death was observed by the compounds in all types of the treated cells. Compounds 3, 5, 7, 10, and 14 recorded low to moderate percentages of necrosis and late apoptosis toward all treated cells.
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