Organic Communications Articles
Articles In Press
Articles In Press
1) Molecular docking, synthesis and biological evaluation (enzyme inhibition, antimicrobial and antioxidant) of methoxy benzoin/benzil/stilbenoid derivatives
In this study, methoxy benzoin compounds (1-10) were synthesized from the corresponding aromatic aldehydes based on a screening of biological activity. Oxidation and reduction of benzoins (1-10) yielded the corresponding benzils (11-20) and stilbenoids (21-29), respectively. The enzyme inhibition, antimicrobial, and antioxidant activities of 1-29 were evaluated. 1, 14, 19, and 28 against α-amylase, 15 and 19 against α-glucosidase, 2, 4, 14, 18, 25 and 26 against tyrosinase, 2, 7, and 23 against AChE, and 7, and 13 against BChE showed similar activity to the standard used. Among the methoxy benzoin derivatives, 4 proved to be the most active compound against E.coli, Y.pseudotuberculosis, M. smegmatis, and C.albicans in the range of 41-82 µg/mL MIC values. All benzil derivatives displayed bioactivity against M.smegmatis and C. albicans. Compounds 18 and 11 were found to be most effective against M.smegmatis, and compounds 11 and 17 were found to be the most effective against C.albicans. All stilbenoid type compounds showed selective activity against B.cereus. Compounds 21 and 22 were the most effective stilbenoid compounds against M. smegmatis. Benzoins (1-10) were the most effective antioxidants among all three groups compared to the tested methods, which can be attributed to the free hydroxyl at the benzylic position. As a result, the change of carbon skeleton and substitution at different positions of synthesized organic compounds also caused the variation of biological activity.DOI http://doi.org/10.25135/acg.oc.125.2203.2407 Keywords Methoxy benzoin/benzil/stilbenoid molecular docking enzyme inhibition antimicrobial; antioxidant Available online: May 15, 2022 DETAILS DOWNLOAD PDF © ACG Publications. All rights reserved.
2) Microwave-assisted one-pot synthesis of tetrahydrobenzo[b]pyrans in the presence of WEWFPA and their electrochemical studies
IThe present work described one-pot three-component synthesis of tetrahydro benzo[b]pyran derivatives using Water Extract of Watermelon Fruit Peel Ash (WEWFPA) as a inexpensive grener catalyst. The title compounds were synthesized via the condensation reaction of aromatic aldehyde, dimedone, and ethyl cyanoacetate under microwave irradiation in agro-waste solvent medium and ethanol as a co-solvent. The developed method is simple, rapidity, high yields, pure, low cost, mild reaction condition, evading use of toxic metals and solvent, and the catalyst reusability are the main advantages. The resulting products were isolated by simple workup and recrystallization gave pure compounds. Further, the oxidation and reduction potential of the selected tetrahydrobenzo[b]pyran derivatives were studied using cyclic voltammetry.DOI http://doi.org/10.25135/acg.oc.124.2111.2263 Keywords Tetrahydrobenzo[b]pyrans ethyl cyanoacetate microwave irradiation agro-waste cyclic voltametry Available online: April 29, 2022 DETAILS DOWNLOAD PDF © ACG Publications. All rights reserved.
3) Nano TiO2.SiO2 catalyzed, microwave assisted synthesis of new α-aminophosphonates as potential anti-diabetic agents: In silico ADMET and molecular docking study
Using microwave irradiation, an effective and greener method for the synthesis of α-aminophosphonates via Kabachinic-Fields reaction in a solvent-free environment is devised. An in silico ADMET and molecular docking analysis was performed on all of the compounds to get insight into their drug likeliness behaviour as well as their capacity to block the enzyme α-amylase (PDB ID: 3IJ8). The compounds with the highest binding affinity and pharmacokinetic properties were developed. The newly created compounds were spectroscopically examined to establish their structure, and all of them were tested for in vitro α-amylase inhibitory action. The compounds 7j (IC50: 99.9±0.3 μg/mL) and 7e (IC50: 102.0±0.7 μg/mL) showed stronger inhibitory efficacy than acarbose, the reference medication. The compounds 7g (IC50, 106.7±0.4 μg/mL), 7d (IC50, 108.4±0.3 μg/mL), 7h (IC50, 115.0±0.4 μg/mL), and 7f (IC50, 119.2±0.4 μg/mL) have shown to inhibit the target enzyme significantly.When compared to the reference drug, Acarbose (IC50, 102.6±0.8 μg/mL), all of the remaining compounds showed modest to good inhibition with IC50 values ranging from 125.6±0.6 to 152.7±0.2 μg/mL. The findings revealed that the vast majority of these drugs have strong α-amylase inhibitory action.DOI http://doi.org/10.25135/acg.oc.123.2112.2279 Keywords α-aminophosphonates ADMET molecular docking α-amylase Acarbose Available online: April 20, 2022 DETAILS DOWNLOAD PDF © ACG Publications. All rights reserved.
4) Chemical descriptors, PASS, molecular docking, molecular dynamics and ADMET predictions of glucopyranoside derivatives as inhibitors to bacteria and fungi growth
TThe methyl α-D-glucopyranoside and its derivatives have been estimated as the antimicrobial agents against numerous human pathogens, which is constantly amplifying the attention of medicinal chemists to design new bioactive molecules and their structure-activity relationship (SAR) while the computational tools are the most lucid and trustable avenue to perform their theoretical profile building up. Firstly, the predictionof activity spectra for substances (PASS) value has illustrated initially information about the antifungal, antibacterial, antiviral, and anticancer potential. It was observed that the PASS predicted pathogens supported their score higher in fungal species than bacteria. However, the “Lipinski five rule” has been monitored for drug-likeness properties. After confirming their biological significance, molecular docking has been completed against both the bacteria and fungi and these docked complexes have been optimized for molecular dynamics through the water system. A molecular docking study against nine bacterial and fungal pathogens revealed promising binding affinity and non-bonding interaction mostly for derivatives (5-8). The chemical descriptors have been obtained using the density functional theory (DFT) and predict their chemical stability and softness in the biological system. The molecular dynamics study was found to be the best stability of all docked complexes. At last, the ADMET properties have been calculated and provide the safe use and non-carcinogenic fact with low toxicity for both aquatic and non-aquatic species. Finally, it is concluded that these selected derivatives (5-8) are highly antifungal potential molecules than antibacterial potential which has been varied with respect to their structural side chain in the D-glucopyranoside sequence.DOI http://doi.org/10.25135/acg.oc.122.2203.2397 Keywords Chemical stability pass prediction molecular dynamics DFT calculation ADMET Available online: April 20, 2022 DETAILS DOWNLOAD PDF © ACG Publications. All rights reserved.