Synthesis and Biological Evaluation of Quinazoline-4-thiones

Molecules

Lenka Kubicová¹  Martin Šustr¹  Katarína Kráľová¹  Vladimír Chobot¹  Jitka Vytlačilová¹  Luděk Jahodář¹  Pia Vuorela¹  Miloš Macháček¹ 

[1] ¹Faculty of Pharmacy in Hradec Králové, Charles University in Prague, Heyrovského 1205, 500 05 Hradec Králové, Czech Republic

关键词: Quinazoline-4-thiones;    mycobacteria;    photosynthesis-inhibiting activity;    chloroplasts;    alga;    toxicological screening;    Artemia salina;   

DOI  :  10.3390/81100756

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.