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Synthesis and Biological Evaluation of Quinazoline-4-thiones

Author(s): Lenka Kubicová | Martin Šustr | Katarína Kráľová | Vladimír Chobot | Jitka Vytlačilová | Luděk Jahodář | Pia Vuorela | Miloš Macháček | Jarmila Kaustová

Journal: Molecules
ISSN 1420-3049

Volume: 8;
Issue: 11;
Start page: 756;
Date: 2003;
Original page

Keywords: Quinazoline-4-thiones | mycobacteria | photosynthesis-inhibiting activity | chloroplasts | alga | toxicological screening | Artemia salina

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.
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