QSAR Studies of Flavonoids Derivatives for Antioxidant and Antimicrobial Activity
The biological activity and the molecular structures are the two main aspects for the QSAR study of a specific compound, which leads to generate a new chemical moiety. The Quantitative Structure Activity Relationship (QSAR) paradigm is based on the assumption that there is an underlying relationship between the molecular structure and biological activity. Physico-chemical properties were calculated employing the modeling software Win CAChe 6.1. The calculated descriptors were conformational minimum energies (CME) , HOMO energy, LUMO energy, heat of formation (HF), ionization potential (IP), molar refractivity(MR), Shape Index (basic kappa, order 1) (SI1), log P, electron affinity (EA), solvent accessible surface area (SAS). In random selection, 18 compounds were in training set and 10 in test set. Subsequently with the stepwise multiple linear regression analysis was carried out to achieve the best models. The equation generated was validated. The selected QSAR model showed correlation coefficient R2 0.7609, and cross-validated squared correlation coefficient Q2 of 0.5041 for antioxidant activity ANOVA of predicted value for Variance were found as 0.063638, 201.73 and 0.112396 for group -1.51851, 86.27 and -8.151 respectively. Source of Variation for between and within group i.e. SS value 40522.91 df value 2, MS value 20261.45 F value 301.0527 and p-value 1.01E-17. The HOMO-LUMO range were 73.149 to 84.775, Molar refractivity range was observed -7.409 to -8.84, Predicted value range was -2.52559 to -2.98191 for compound V1 to V5 and R1, R2. The result of study indicated that C5 [1-(2- hydroxyphenyl)-5-phenylpenta-2,4-dien-1-one]; is only inactive against Streptococcus mutans. All 3-hydroxyflavone derivatives exhibited their MIC to be in range of 250-125 µg/ml., 2,3-dihydroflavan-3-ol derivatives exhibited their MIC to be in range of 1000- 500 µg/ml. The chalcone derivatives exhibited their MIC to be at 250µg/ml.
Keywords: QSAR, Streptococcus mutans, Win CAChe 6.1 and antioxidant activity
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