Synthesis, α-glucosidase inhibition, α-amylase inhibition, and molecular docking studies of 3,3-di(indolyl)indolin-2-ones
The synthesized 3,3-di(indolyl)indolin-2-ones 1a-p showed desired higher α-glucosidase inhibitory activities and lower α-amylase inhibitory activities than standard drug acarbose. Particularly, compound 1i showed favorable higher α-glucosidase % inhibition of 67 ± 13 and lower α-amylase % inhibition...
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| Format: | Article |
| Language: | English |
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Elsevier
2022-03-01
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| Series: | Heliyon |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2405844022003334 |
| _version_ | 1811272617094545408 |
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| author | Mardi Santoso Li Lin Ong Nur Pasca Aijijiyah First Ambar Wati Azminah Azminah Rose Malina Annuur Arif Fadlan Zaher M.A. Judeh |
| author_facet | Mardi Santoso Li Lin Ong Nur Pasca Aijijiyah First Ambar Wati Azminah Azminah Rose Malina Annuur Arif Fadlan Zaher M.A. Judeh |
| author_sort | Mardi Santoso |
| collection | DOAJ |
| description | The synthesized 3,3-di(indolyl)indolin-2-ones 1a-p showed desired higher α-glucosidase inhibitory activities and lower α-amylase inhibitory activities than standard drug acarbose. Particularly, compound 1i showed favorable higher α-glucosidase % inhibition of 67 ± 13 and lower α-amylase % inhibition of 51 ± 4 in comparison to acarbose with % inhibition activities of 19 ± 5 and 90 ± 2, respectively. Docking studies of selected 3,3-di(indolyl)indolin-2-ones revealed key interactions with the active sites of both α-glucosidase and α-amylase, further supporting the observed % inhibitory activities. Furthermore, the binding energies are consistent with the % inhibition values. The results suggest that 3,3-di(indolyl)indolin-2-ones may be developed as suitable Alpha Glucosidase Inhibitors (AGIs) and the lower α-amylase activities should be advantageous to reduce the side effects exhibited by commercial AGIs. |
| first_indexed | 2024-04-12T22:43:34Z |
| format | Article |
| id | doaj.art-44522e7dd95445d39f9e88abbc39cc62 |
| institution | Directory Open Access Journal |
| issn | 2405-8440 |
| language | English |
| last_indexed | 2024-04-12T22:43:34Z |
| publishDate | 2022-03-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Heliyon |
| spelling | doaj.art-44522e7dd95445d39f9e88abbc39cc622022-12-22T03:13:37ZengElsevierHeliyon2405-84402022-03-0183e09045Synthesis, α-glucosidase inhibition, α-amylase inhibition, and molecular docking studies of 3,3-di(indolyl)indolin-2-onesMardi Santoso0Li Lin Ong1Nur Pasca Aijijiyah2First Ambar Wati3Azminah Azminah4Rose Malina Annuur5Arif Fadlan6Zaher M.A. Judeh7Department of Chemistry, Faculty of Science, Institut Teknologi Sepuluh Nopember, Sukolilo, Surabaya, 60111, Indonesia; Corresponding author.NTU Institute for Health Technologies, Interdisciplinary Graduate School, Nanyang Technological University, Research Techno Plaza, XFrontiers Block, #02-07, 50 Nanyang Drive, 637553, Singapore; School of Chemical and Biomedical Engineering, Nanyang Technological University, 62 Nanyang Drive, N1.2–B1-14, 637459, SingaporeDepartment of Chemistry, Faculty of Science, Institut Teknologi Sepuluh Nopember, Sukolilo, Surabaya, 60111, IndonesiaDepartment of Chemistry, Faculty of Science, Institut Teknologi Sepuluh Nopember, Sukolilo, Surabaya, 60111, IndonesiaDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Surabaya, Surabaya, 60284, IndonesiaDepartment of Chemistry, Faculty of Science, Institut Teknologi Sepuluh Nopember, Sukolilo, Surabaya, 60111, IndonesiaDepartment of Chemistry, Faculty of Science, Institut Teknologi Sepuluh Nopember, Sukolilo, Surabaya, 60111, IndonesiaSchool of Chemical and Biomedical Engineering, Nanyang Technological University, 62 Nanyang Drive, N1.2–B1-14, 637459, Singapore; Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, 637371, SingaporeThe synthesized 3,3-di(indolyl)indolin-2-ones 1a-p showed desired higher α-glucosidase inhibitory activities and lower α-amylase inhibitory activities than standard drug acarbose. Particularly, compound 1i showed favorable higher α-glucosidase % inhibition of 67 ± 13 and lower α-amylase % inhibition of 51 ± 4 in comparison to acarbose with % inhibition activities of 19 ± 5 and 90 ± 2, respectively. Docking studies of selected 3,3-di(indolyl)indolin-2-ones revealed key interactions with the active sites of both α-glucosidase and α-amylase, further supporting the observed % inhibitory activities. Furthermore, the binding energies are consistent with the % inhibition values. The results suggest that 3,3-di(indolyl)indolin-2-ones may be developed as suitable Alpha Glucosidase Inhibitors (AGIs) and the lower α-amylase activities should be advantageous to reduce the side effects exhibited by commercial AGIs.http://www.sciencedirect.com/science/article/pii/S24058440220033343,3-Di(indolyl)indolin-2-onesDiabetesα-glucosidase inhibitionα-amylase inhibitionDocking studies |
| spellingShingle | Mardi Santoso Li Lin Ong Nur Pasca Aijijiyah First Ambar Wati Azminah Azminah Rose Malina Annuur Arif Fadlan Zaher M.A. Judeh Synthesis, α-glucosidase inhibition, α-amylase inhibition, and molecular docking studies of 3,3-di(indolyl)indolin-2-ones Heliyon 3,3-Di(indolyl)indolin-2-ones Diabetes α-glucosidase inhibition α-amylase inhibition Docking studies |
| title | Synthesis, α-glucosidase inhibition, α-amylase inhibition, and molecular docking studies of 3,3-di(indolyl)indolin-2-ones |
| title_full | Synthesis, α-glucosidase inhibition, α-amylase inhibition, and molecular docking studies of 3,3-di(indolyl)indolin-2-ones |
| title_fullStr | Synthesis, α-glucosidase inhibition, α-amylase inhibition, and molecular docking studies of 3,3-di(indolyl)indolin-2-ones |
| title_full_unstemmed | Synthesis, α-glucosidase inhibition, α-amylase inhibition, and molecular docking studies of 3,3-di(indolyl)indolin-2-ones |
| title_short | Synthesis, α-glucosidase inhibition, α-amylase inhibition, and molecular docking studies of 3,3-di(indolyl)indolin-2-ones |
| title_sort | synthesis α glucosidase inhibition α amylase inhibition and molecular docking studies of 3 3 di indolyl indolin 2 ones |
| topic | 3,3-Di(indolyl)indolin-2-ones Diabetes α-glucosidase inhibition α-amylase inhibition Docking studies |
| url | http://www.sciencedirect.com/science/article/pii/S2405844022003334 |
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