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In vitro inhibition effects on erythrocyte carbonic anhydrase I and II and structure-activity relationships of cumarylthiazole derivatives

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Abstract

Coumarin and heterocyclic compounds incorporating urea have clinical applications as antiepileptics, diuretics, and antiglaucoma agents due to their carbonic anhydrase inhibitory properties. We investigated inhibition of carbonic anhydrase I and II with a series of coumarylthiazole derivatives containing urea/thiourea groups. All the investigated compounds exhibited inhibitory activity on both hCA I and hCA II, with 1-(3-chlorophenyl)-3-(4-(2-oxo-2H-chromen-3-yl)thiazol-2-yl)urea being the strongest inhibitor. Structure–activity relationship study showed that most of urea derivatives were more inhibiting for hCA I and hCA II than thiourea derivatives. The electron-withdrawing groups at the phenyl ring increased the inhibitory activity compared to electron-donating groups.

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Authors and Affiliations

  1. Deparment of Medicinal Chemistry, Faculty of Pharmacy, Bezmialem Vakif University, Istanbul, 34093, Turkey

    Belma Z. Kurt

  2. Pamukova Vocational High School, Sakarya University, Sakarya, 54900, Turkey

    Fatih Sonmez & Taki Demir

  3. Faculty of Pharmacy, Suleyman Demirel University, Isparta, 32260, Turkey

    Basak Gokce

  4. Department of Chemistry, Faculty of Art and Sciences, Balikesir University, Balikesir, 10145, Turkey

    Adem Ergun, Nahit Gencer & Oktay Arslan

  5. Department of Chemistry, Faculty of Arts and Science, Sakarya University, Sakarya, 54055, Turkey

    Mustafa Kucukislamoglu

Authors
  1. Belma Z. Kurt
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  2. Fatih Sonmez
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Correspondence to Fatih Sonmez.

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Kurt, B.Z., Sonmez, F., Gokce, B. et al. In vitro inhibition effects on erythrocyte carbonic anhydrase I and II and structure-activity relationships of cumarylthiazole derivatives. Russ J Bioorg Chem 42, 506–511 (2016). https://doi.org/10.1134/S1068162016050046

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  • DOI: https://doi.org/10.1134/S1068162016050046

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