QUANTITATIVE RELATIONSHIP OF ELECTRONIC STRUCTURE AND INHIBITION ACTIVITY OF CURCUMIN ANALOGS ON ETHOXYRESORUFIN o-DEALKYLATION (EROD) REACTION

https://doi.org/10.22146/ijc.21717

Harno Dwi Pranowo(1*), Iqmal Tahir(2), Ajidarma Widiatmoko(3)

(1) Austrian-Indonesian Centre for Computational Chemistry, Faculty of Mathematics and Natural Sciences Gadjah Mada University, Sekip Utara, Yogyakarta, Indonesia 55281
(2) Austrian-Indonesian Centre for Computational Chemistry, Faculty of Mathematics and Natural Sciences Gadjah Mada University, Sekip Utara, Yogyakarta, Indonesia 55281
(3) Austrian-Indonesian Centre for Computational Chemistry, Faculty of Mathematics and Natural Sciences Gadjah Mada University, Sekip Utara, Yogyakarta, Indonesia 55281
(*) Corresponding Author

Abstract


Electronic structure and inhibition activity relationship study of curcumin analogs has been established for 29 curcumin analogs on Ethoxyresorufin O-Dealkylation (EROD) reaction using atomic net charge descriptor based on AM1 semiempirical calculations. The QSAR (Quantitative Structure and Activities Relationships) equation model was determined by statistical parameter from multiple regression analysis and leave-one-out cross validation method. The best QSAR equation was described:

log1/IC50 = (36.726±9.028) + (92.368±27.591)qC4 + (260.114±46.029)qC7

               + (45.406±9.994)qC10 – (9.287±4.034)qC15 – (8.344±3.685)qC17

               – (16.993±3.457)qC18 – (237.490±46.644)qO1 + (293.293±48.749)qO2


Keywords


curcumin; QSAR; descriptor; atomic net charge; semiempirical methods

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DOI: https://doi.org/10.22146/ijc.21717

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