Cumhuriyet University, Vocational School of Health Services, 58140 Sivas, Turkey.
Department of Chemistry, Faculty of Arts and Sciences, Gaziosmanpasa University, 60250 Tokat, Turkey.
Bioorg Chem. 2017 Feb;70:118-125. doi: 10.1016/j.bioorg.2016.12.001. Epub 2016 Dec 23.
In the present study, a series of new hybrid compounds containing chalcone and methanoisoindole units 7a-n ((3aR,4S,7R,7aS)-2-(4-((E)-3-(3-aryl)acryloyl) phenyl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione) were synthesized, characterized and investigated for their anticancer activity against C6 gliocarcinoma cell in rats, and antimicrobial activity against some human pathogen microorganisms. The compounds 7e, 7h, 7j, 7k, 7L and 7n showed very high anticancer activity with the inhibition range of 80.51-97.02% compared to 5-FU. Some of the compounds exhibited anti-microbial activity. Also, they evaluated for inhibition effects against human carbonic anhydrase I, and II isoenzymes (hCA I and II) with Ki values in the range of 405.26-635.68pM for hCA I, and 245.40-489.60pM for hCA II, respectively. These results demonstrated that 3aR,4S,7R,7aS)-2-(4-((E)-3-(3-aryl)acryloyl)phenyl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione derivatives could be used in different biomedical applications.
在本研究中，合成了一系列含有查耳酮和甲撑异吲哚单元的新型杂合化合物 7a-n（((3aR,4S,7R,7aS)-2-(4-((E)-3-(3-芳基)丙烯酰基)苯基)-3a,4,7,7a-四氢-1H-4,7-甲撑异吲哚-1,3(2H)-二酮），并对其进行了表征，研究了它们对大鼠 C6 神经胶质瘤细胞的抗癌活性，以及对一些人类病原体微生物的抗菌活性。与 5-FU 相比，化合物 7e、7h、7j、7k、7L 和 7n 表现出非常高的抗癌活性，抑制率范围为 80.51-97.02%。一些化合物表现出抗微生物活性。此外，它们还评估了对人碳酸酐酶 I 和 II 同工酶（hCA I 和 II）的抑制作用，Ki 值范围分别为 405.26-635.68pM（hCA I）和 245.40-489.60pM（hCA II）。这些结果表明，3aR,4S,7R,7aS)-2-(4-((E)-3-(3-芳基)丙烯酰基)苯基)-3a,4,7,7a-四氢-1H-4,7-甲撑异吲哚-1,3(2H)-二酮衍生物可用于不同的生物医学应用。
