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NMR QSAR Model for the Analysis of 4‐(5‐Arylamino‐1,3,4‐thiadiazol‐2‐yl)benzene‐1,3‐diols
Author(s) -
Matysiak Joanna,
Niewiadomy Andrzej,
Paw Beata,
Dybała Izabela
Publication year - 2011
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.201000029
Subject(s) - loo , quantitative structure–activity relationship , chemistry , benzene , chemical shift , carbon 13 nmr , proton nmr , ring (chemistry) , cancer cell lines , computational chemistry , stereochemistry , organic chemistry , cancer cell , cancer , medicine
Abstract We have developed a NMR data quantitative structure‐activity relationship NMR‐QSAR model based on 1 H‐ and 13 C‐NMR experimental spectral data of 4‐(5‐arylamino‐1,3,4‐thiadiazol‐2‐yl)benzene‐1,3‐diols. Compounds show in‐vitro antiproliferative activity against some human cancer cell lines. Two‐parameter equations obtained by the multiple linear regression procedure showed that chemical shifts of the protons of hydroxyl groups and carbon atoms of the 1,3,4‐thiadiazole ring are the decisive descriptors of inhibition interactions of the compounds. The models gave leave‐one‐out (LOO) cross‐validation ranges from 78% to 93%. The obtained NMR‐QSAR equations provide a rapid, reliable, and simple way for predicting the antiproliferative activity of N ‐substituted 4‐(5‐amino‐1,3,4‐thiadiazol‐2‐yl)benzene‐1,3‐diols.