Chalcones and their pyrazine analogs: synthesis, inhibition of aldose reductase, antioxidant activity, and molecular docking study

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11160%2F18%3A10382640" target="_blank" >RIV/00216208:11160/18:10382640 - isvavai.cz</a>

Result on the web

<a href="http://link.springer.com/article/10.1007/s00706-018-2146-6" target="_blank" >http://link.springer.com/article/10.1007/s00706-018-2146-6</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1007/s00706-018-2146-6" target="_blank" >10.1007/s00706-018-2146-6</a>

Result language

angličtina

Original language name

Chalcones and their pyrazine analogs: synthesis, inhibition of aldose reductase, antioxidant activity, and molecular docking study

Original language description

Chalcones and their pyrazine analogs synthesized by Claisen-Schmidt condensation were tested for inhibition of aldose reductase, which is the key enzyme in the development of secondary diabetic complications. The most active compounds exerted IC50 values within the micromolar scale, and their interactions with the enzyme were described in a molecular docking study. Antioxidant activity of several representative compounds was explored in DPPH (2,2-diphenyl-1-picrylhydrazyl) assay, revealing significant scavenging for 4-hydroxy-substituted derivatives endowed with electron-donating methoxy substituent in position 3 of the ring B. To conclude, the novel chalcones hydroxylated and methoxylated in the B-ring and their pyrazine analogs exhibited significant aldose reductase inhibition activity, albeit lower in comparison with the reference epalrestat. Medium antioxidant activity (not exceeding the antioxidant efficacy of the standard Trolox) was shown by the representative compounds tested.

Czech name

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Czech description

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Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

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OECD FORD branch

30104 - Pharmacology and pharmacy

Project

—

Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2018

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Monatshefte für Chemie - Chemical Monthly

ISSN

0026-9247

e-ISSN

—

Volume of the periodical

149

Issue of the periodical within the volume

5

Country of publishing house

AT - AUSTRIA

Number of pages

9

Pages from-to

921-929

UT code for WoS article

000430848200008

EID of the result in the Scopus database

2-s2.0-85042194147