alpha-Glucosidase inhibitory activity and cytotoxic effects of some cyclic urea and carbamate derivatives
AuthorsPopovic-Djordjevic, Jelena B.
Jevtic, Ivana I.
Grozdanic, Nadja Dj
Šegan, Sandra B.
Stanojkovic, Tatjana P.
Article (Published version)
MetadataShow full item record
The inhibitory activities of selected cyclic urea and carbamate derivatives (1-13) toward alpha-glucosidase (alpha-Gls) in in vitro assay were examined in this study. All examined compounds showed higher inhibitory activity (IC50) against alpha-Gls compared to standard antidiabetic drug acarbose. The most potent was benzyl (3,4,5-trimethoxyphenyl) carbamate (12) with IC50 = 49.85 +/- 0.10 mu M. In vitro cytotoxicity of the investigated compounds was tested on three human cancer cell lines HeLa, A549 and MDA-MB-453 using MTT assay. The best antitumour activity was achieved with compound 2 (trans-5-phenethyl-1-phenylhexahydro-1H-imidazo[4,5-c] pyridin-2(3H)-one) against MDA-MB-453 human breast cancer cell line (IC50 = 83.41 +/- 1.60 mu M). Cyclic ureas and carbamates showed promising anti-alpha-glucosidase activity and should be further tested as potential antidiabetic drugs. The PLS model of preliminary QSAR study indicated that, in planing the future synthesis of more potent compounds,... the newly designed should have the substituents capable of polar interactions with receptor sites in various positions, while avoiding the increase of their lipophilicity.
Keywords:alpha-Glucosidase inhibitors / carbamates / cyclic ureas / cytotoxicity / QSAR
Source:Journal of Enzyme Inhibition and Medicinal Chemistry, 2017, 32, 1, 298-303
- Taylor & Francis Ltd, Abingdon
- The synthesis of aminoquinoline-based antimalarials and botulinum neurotoxin A inhibitors (RS-172008)
- Structure-activity relationship of newly synthesized biological active compound (RS-172032)
- Interactions of natural products, their derivatives and coordination compounds with proteins and nucleic acids (RS-172055)
- Biological response modifiers in physiological and pathological conditions (RS-175011)