In silico ADMET, molecular docking study, and nano Sb2O3-catalyzed microwave-mediated synthesis of new α-aminophosphonates as potential anti-diabetic agents
An efficient and greener method is developed for the synthesis of α-aminophosphonates via Kabachnik–Fields reaction in solvent free condition using microwave irradiation technique. For all of the compounds, an in silico ADMET and molecular docking study was conducted to get insight on the drug likel...
| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
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De Gruyter
2022-11-01
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| Series: | Main Group Metal Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.1515/mgmc-2022-0023 |
| _version_ | 1798014078550016000 |
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| author | Altaff Shaik Mohammad Rajeswari Tiruveedula Raja Subramanyam Chennamsetty |
| author_facet | Altaff Shaik Mohammad Rajeswari Tiruveedula Raja Subramanyam Chennamsetty |
| author_sort | Altaff Shaik Mohammad |
| collection | DOAJ |
| description | An efficient and greener method is developed for the synthesis of α-aminophosphonates via Kabachnik–Fields reaction in solvent free condition using microwave irradiation technique. For all of the compounds, an in silico ADMET and molecular docking study was conducted to get insight on the drug likeliness behavior as well as their ability to block the enzyme α-amylase. The compounds with significant binding affinity and significant pharmacokinetic characteristics were produced. The newly produced compounds were spectroscopically analyzed to confirm their structure, and in vitro α-amylase inhibitory activity was also tested for all of them. The compounds 8j (half-maximal inhibitory concentration (IC50), 100.5 ± 0.2 μg·mL−1) showed better inhibitory activity than the reference drug, acarbose. The compounds 8d (IC50, 108.6 ± 0.2 μg·mL−1), 8g (IC50, 110.9 ± 0.3 μg·mL−1), 8h (IC50, 115.0 ± 0.1 μg·mL−1), and 8f (IC50, 118.9 ± 0.2 μg·mL−1) have been reported to exhibit significant inhibition toward the target enzyme. All the leftover compounds displayed modest to excellent inhibition through IC50 values in the range from 122.3 ± 0.3 to 154.3 ± 0.6 μg·mL−1 while comparing with the reference drug, Acarbose (IC50, 103.2 ± 0.7 μg·mL−1). The results disclosed that the majority of these compounds exhibit significant α-amylase inhibitory activity. |
| first_indexed | 2024-04-11T15:11:49Z |
| format | Article |
| id | doaj.art-7ff6043dde73493e81737a3bf47246c5 |
| institution | Directory Open Access Journal |
| issn | 2191-0219 |
| language | English |
| last_indexed | 2024-04-11T15:11:49Z |
| publishDate | 2022-11-01 |
| publisher | De Gruyter |
| record_format | Article |
| series | Main Group Metal Chemistry |
| spelling | doaj.art-7ff6043dde73493e81737a3bf47246c52022-12-22T04:16:37ZengDe GruyterMain Group Metal Chemistry2191-02192022-11-0145122524110.1515/mgmc-2022-0023In silico ADMET, molecular docking study, and nano Sb2O3-catalyzed microwave-mediated synthesis of new α-aminophosphonates as potential anti-diabetic agentsAltaff Shaik Mohammad0Rajeswari Tiruveedula Raja1Subramanyam Chennamsetty2Department of Chemistry, S.N. Government Junior College, Chebrole, AP-522212, IndiaSri A.S.N.M. Government College (Autonomous), Palakol, AP-534260, IndiaDepartment of Chemistry, Bapatla Engineering College, Bapatla, AP-522101, IndiaAn efficient and greener method is developed for the synthesis of α-aminophosphonates via Kabachnik–Fields reaction in solvent free condition using microwave irradiation technique. For all of the compounds, an in silico ADMET and molecular docking study was conducted to get insight on the drug likeliness behavior as well as their ability to block the enzyme α-amylase. The compounds with significant binding affinity and significant pharmacokinetic characteristics were produced. The newly produced compounds were spectroscopically analyzed to confirm their structure, and in vitro α-amylase inhibitory activity was also tested for all of them. The compounds 8j (half-maximal inhibitory concentration (IC50), 100.5 ± 0.2 μg·mL−1) showed better inhibitory activity than the reference drug, acarbose. The compounds 8d (IC50, 108.6 ± 0.2 μg·mL−1), 8g (IC50, 110.9 ± 0.3 μg·mL−1), 8h (IC50, 115.0 ± 0.1 μg·mL−1), and 8f (IC50, 118.9 ± 0.2 μg·mL−1) have been reported to exhibit significant inhibition toward the target enzyme. All the leftover compounds displayed modest to excellent inhibition through IC50 values in the range from 122.3 ± 0.3 to 154.3 ± 0.6 μg·mL−1 while comparing with the reference drug, Acarbose (IC50, 103.2 ± 0.7 μg·mL−1). The results disclosed that the majority of these compounds exhibit significant α-amylase inhibitory activity.https://doi.org/10.1515/mgmc-2022-0023α-aminophosphonateskabachnik–fields reactionmicrowave irradiationmolecular dockingα-amylase |
| spellingShingle | Altaff Shaik Mohammad Rajeswari Tiruveedula Raja Subramanyam Chennamsetty In silico ADMET, molecular docking study, and nano Sb2O3-catalyzed microwave-mediated synthesis of new α-aminophosphonates as potential anti-diabetic agents Main Group Metal Chemistry α-aminophosphonates kabachnik–fields reaction microwave irradiation molecular docking α-amylase |
| title | In silico ADMET, molecular docking study, and nano Sb2O3-catalyzed microwave-mediated synthesis of new α-aminophosphonates as potential anti-diabetic agents |
| title_full | In silico ADMET, molecular docking study, and nano Sb2O3-catalyzed microwave-mediated synthesis of new α-aminophosphonates as potential anti-diabetic agents |
| title_fullStr | In silico ADMET, molecular docking study, and nano Sb2O3-catalyzed microwave-mediated synthesis of new α-aminophosphonates as potential anti-diabetic agents |
| title_full_unstemmed | In silico ADMET, molecular docking study, and nano Sb2O3-catalyzed microwave-mediated synthesis of new α-aminophosphonates as potential anti-diabetic agents |
| title_short | In silico ADMET, molecular docking study, and nano Sb2O3-catalyzed microwave-mediated synthesis of new α-aminophosphonates as potential anti-diabetic agents |
| title_sort | in silico admet molecular docking study and nano sb2o3 catalyzed microwave mediated synthesis of new α aminophosphonates as potential anti diabetic agents |
| topic | α-aminophosphonates kabachnik–fields reaction microwave irradiation molecular docking α-amylase |
| url | https://doi.org/10.1515/mgmc-2022-0023 |
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