Comparative Structural Analysis of α‐Glucosidase Inhibitors on Difference Species: A Computational Study

Abstract

Structural feature analysis of chlorogenic acid derivatives made up of varying lengths of alkyl groups as α-glucosidases inhibitors were performed by QSAR techniques. The statistically significant models derived from the study were validated by leave one out, Y-randomization and test set methods. The predictive capacity of the models was assessed by its validation parameters such as crossvalidated correlation coefficients (Q(2)), predictive residual analysis and other correlation parameters. The results obtained from the study show that the models were constructed with vsurf like properties (vsurf_ID4, vsurf_ID7 and vsurf_CW8), partial charge (Q_VSA_FNEG) and conformation dependent charged (dipoleX) descriptors. The integy moments of hydrophobicity descriptors (ID4 and ID7) are contributed for the inhibitory activity of the α-glucosidases enzymes of both the species. The vsurf_ID7 descriptor has contributed significantly (negatively) for the inhibitory activity prediction of α-glucosidases enzymes of S. cerevisiae. The partial negative charge on the surface of the molecules is detrimental for the activity, which reveals that the active site of the enzymes may have negatively charged groups. The pharmacophore analysis results also confirm the presence of hydrophilic properties on the vdW surface of the molecules. These results explain that the active sites of α-glucosidase enzymes of both the species have the same environment for the interaction. The alkyl side chain on the molecules is important for the pharmacokinetic behavior of the molecules and reduces the interaction energy of the molecules with the water. Hence, these results will be useful for designing novel molecules with multiple activities.

Identification of a new α‐glucosidase inhibitor: Alkyl ferulate ester derived from unripe fruits of Solanum torvum Swartz

“…Specifically, the addition of a hydrocarbon chain leads to an increase in α ‐glucosidase inhibitory activity ( 3 > 4 ). As reported in the literature, a fatty alkyl group in the skeleton enhanced the activity 19 . Based on the structure of solacanin B ( 1 ), it was observed that the compound with an acetoxy group attached to C‐22 exhibited decreased inhibitory activity ( 1 < 2 ).…”

“…As reported in the literature, a fatty alkyl group in the skeleton enhanced the activity. 19 Based on the structure of solacanin B (1), it was observed that the compound with an acetoxy group attached to C-22 exhibited decreased inhibitory activity (1 < 2).…”

Antimicrobial activity of partially characterized analytes fromBacillus pumilus(B2)

“…Bacteriocin production by LAB strain Enterococcus faecium NKR‐5‐3 was inhibited when the broth contained more than 1% of NaCl (Wilaipun et al., ). Narayana Moorthy, Ramos, and Fernandes () obtained antimicrobial activity of LAB‐produced bacteriocin ( Lactobacillus L2) at room temperature with 1% salinity, while it declined from 2% to 5%. Karthikeyan and Santhosh () showed optimum antimicrobial activity for bacteriocin of L. acidophilus at 0.9% salinity.…”

“…. NarayanaMoorthy, Ramos, and Fernandes (2012) obtained antimicrobial activity of LAB-produced bacteriocin (Lactobacillus L2) at room temperature with 1% salinity, while it declined from 2% to 5% Karthikeyan and Santhosh (2009). showed optimum antimicrobial activity for bacteriocin of L. acidophilus at 0.9% salinity.The apparent molecular weight of the semi-purified antibacterial revealed a major band at a molecular weight of 17 kDa.…”