Synthesis and bioactivities of novel pyrazole and triazole derivatives containing 5-phenyl-2-furan.
A series of novel pyrazole and triazole derivatives containing 5-phenyl-2-furan functionality were designed and synthesized. Their toxicities were predicted using in silico assays and proven to be less toxic. The antitumor results showed that the activity of compounds containing 1,3,4-triazole (series II) was higher than that of pyrazole-attached derivatives (series I). Among them, IIa and IIg showed much higher activity against Bel-7402 than doxorubicin. The fungicidal tests showed that most title compounds II exhibited great selectivity against Phytophthora capsici in vivo.
Department of Applied Chemistry, College of Science, China Agricultural University, Key Laboratory of Pesticide Chemistry and Application, Ministry of Agriculture, Beijing, China.
Zi-Ning
ZN
Cui
Yan-Xia
YX
Shi
Jing-Rong
JR
Cui
Yun
Y
Ling
Bao-Ju
BJ
Li
Xin-Ling
XL
Yang
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D005659:Fungicides, Industrial / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D005663:Furans / Q000737:chemistry* / Q000494:pharmacology; D006801:Humans; D010838:Phytophthora / Q000187:drug effects; D011720:Pyrazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology
D000970:Antineoplastic Agents; D005659:Fungicides, Industrial; D005663:Furans; C571416:N-5-(2',4'-di-fluorophenyl)-2-furoyl-1H-1,2,4-triazole; C571415:N-5-(4'-chlorophenyl)-2-furoyl-1H-1,2,4-triazole; C571417:N-5-(4'-methylphenyl)-2-furoyl-1H-pyrazole; D011720:Pyrazoles; D014230:Triazoles; C031280:pyrazole; C039281:furan