Synthesis and biological evaluation of some new N(4)-substituted isatin-3-thiosemicarbazones.
A new series of 12 N(4)-substituted isatin-3-thiosemicarbazones 2a-l has been synthesized, characterized and screened for in vitro cytotoxic, phytotoxic and urease inhibitory effects. All the compounds proved to be active in the brine shrimp bioassay; 2a, 2b, 2d, 2f and 2h-l exhibited a high degree of cytotoxic activity (LD(50) = 1.10 x 10(- 5) M-3.10 x 10(- 5) M). In urease-inhibition assay, compounds 2a, 2b, 2e, 2f, 2h-j and 2l proved to be potent inhibitors displaying relatively much greater inhibition of the enzyme with IC(50) values ranging from 20.6 microM to 50.6 microM. Amongst these, 2a and 2f were found to be the most potent ones exhibiting pronounced inhibition with IC(50) value 20.6 microM. All the synthetic compounds showed weak to moderate (10-40%) phytotoxicity at the highest tested concentration (500 microg/mL) indicating their usefulness as inhibitors of soil ureases.
Pervez
Humayun
H
Department of Chemistry, Bahauddin Zakariya University, Multan, Pakistan. pdhpervez@hotmail.com
Chohan
Zahid Hussain
ZH
Ramzan
Muhammad
M
Nasim
Faiz-Ul-Hassan
FU
Khan
Khalid Mohammed
KM
D000818:Animals; D001156:Artemia; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000633:toxicity; D020128:Inhibitory Concentration 50; D007510:Isatin / Q000737:chemistry* / Q000494:pharmacology / Q000633:toxicity; D013882:Thiosemicarbazones / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000633:toxicity; D014510:Urease / Q000037:antagonists & inhibitors* / Q000378:metabolism
D004791:Enzyme Inhibitors; D013882:Thiosemicarbazones; D007510:Isatin; D014510:Urease