Abstract: Several 2,2-dimethyl-3-phenyl-1,2-dihydroquinazoline-4(3H)-thiones and 2-methyl-3-phenylquinazoline-4(3H)-thiones were synthesized and tested for their antimycobacterial, photosynthesis-inhibiting, and antialgal activity. Antimycobacterially active compounds were found among the 6-chloro substituted compounds. 6-Chloro-3-(4-isopropylphenyl)-2-methylquinazoline-4(3H)-thione exhibited higher activity than the isoniazid standard against Mycobacterium avium and M. kansasii. Most of the compounds possessed photosynthesis-inhibiting activity. 6-Chloro-2,2-dimethyl-3-phenyl-1,2-dihydroquinazoline-4(3H)-thione and its 3´-chloro- and 3´,4´-dichloro analogs were most effective in the inhibition of oxygen evolution rate in spinach chloroplasts. Of compounds selected for toxicological screening, 6-chloro-3-(4-isopropylphenyl)-2-methyl-quinazoline-4(3H)-thione was the only one active in the brine shrimp bioassay.
Keywords: Quinazoline-4-thiones; mycobacteria; photosynthesis-inhibiting activity; chloroplasts; alga; toxicological screening; Artemia salina
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Kubicová, L.; Šustr, M.; Kráľová, K.; Chobot, V.; Vytlačilová, J.; Jahodář, L.; Vuorela, P.; Macháček, M.; Kaustová, J. Synthesis and Biological Evaluation of Quinazoline-4-thiones. Molecules 2003, 8, 756-769.
Kubicová L, Šustr M, Kráľová K, Chobot V, Vytlačilová J, Jahodář L, Vuorela P, Macháček M, Kaustová J. Synthesis and Biological Evaluation of Quinazoline-4-thiones. Molecules. 2003; 8(11):756-769.
Kubicová, Lenka; Šustr, Martin; Kráľová, Katarína; Chobot, Vladimír; Vytlačilová, Jitka; Jahodář, Luděk; Vuorela, Pia; Macháček, Miloš; Kaustová, Jarmila. 2003. "Synthesis and Biological Evaluation of Quinazoline-4-thiones." Molecules 8, no. 11: 756-769.