New triazinoindole bearing thiazole/oxazole analogues: Synthesis, α-amylase inhibitory potential and molecular docking study

New triazinoindole bearing thiazole/oxazole analogues: Synthesis, α-amylase inhibitory potential and molecular docking study

New triazinoindole bearing thiazole/oxazole analogues (1–21) were synthesized and characterized through spectroscopic techniques such as HREI-MS, 1H and 13C NMR. The configuration of compound 2i and 2k was confirmed through NOESY. All analogues were evaluated against α-amylase inhibitory potential....

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Published in:Bioorganic Chemistry
Main Author: Rahim F.; Tariq S.; Taha M.; Ullah H.; Zaman K.; Uddin I.; Wadood A.; Khan A.A.; Rehman A.U.; Uddin N.; Zafar S.; Shah S.A.A.
Format: Article
Language:English
Published: Academic Press Inc. 2019
Online Access:https://www.scopus.com/inward/record.uri?eid=2-s2.0-85072535378&doi=10.1016%2fj.bioorg.2019.103284&partnerID=40&md5=b4c38c6b1686ac174560f8b698ac6fc9
id 2-s2.0-85072535378
spelling 2-s2.0-85072535378
Rahim F.; Tariq S.; Taha M.; Ullah H.; Zaman K.; Uddin I.; Wadood A.; Khan A.A.; Rehman A.U.; Uddin N.; Zafar S.; Shah S.A.A.
New triazinoindole bearing thiazole/oxazole analogues: Synthesis, α-amylase inhibitory potential and molecular docking study
2019
Bioorganic Chemistry
92

10.1016/j.bioorg.2019.103284
https://www.scopus.com/inward/record.uri?eid=2-s2.0-85072535378&doi=10.1016%2fj.bioorg.2019.103284&partnerID=40&md5=b4c38c6b1686ac174560f8b698ac6fc9
New triazinoindole bearing thiazole/oxazole analogues (1–21) were synthesized and characterized through spectroscopic techniques such as HREI-MS, 1H and 13C NMR. The configuration of compound 2i and 2k was confirmed through NOESY. All analogues were evaluated against α-amylase inhibitory potential. Among the synthesized analogues, compound 1h, 1i, 1j, 2a and 2f having IC50 values 1.80 ± 0.20, 1.90 ± 0.30, 1.2 ± 0.30, 1.2 ± 0.01 and 1.30 ± 0.20 μM respectively, showed excellent α-amylase inhibitory potential when compared with acarbose as standard (IC50 = 0.91 ± 0.20 µM). All other analogues showed good to moderate inhibitory potential. Structural activity relationship (SAR) has been established and binding interactions were confirmed through docking studies. © 2019 Elsevier Inc.
Academic Press Inc.
452068
English
Article
author Rahim F.; Tariq S.; Taha M.; Ullah H.; Zaman K.; Uddin I.; Wadood A.; Khan A.A.; Rehman A.U.; Uddin N.; Zafar S.; Shah S.A.A.
spellingShingle Rahim F.; Tariq S.; Taha M.; Ullah H.; Zaman K.; Uddin I.; Wadood A.; Khan A.A.; Rehman A.U.; Uddin N.; Zafar S.; Shah S.A.A.
New triazinoindole bearing thiazole/oxazole analogues: Synthesis, α-amylase inhibitory potential and molecular docking study
author_facet Rahim F.; Tariq S.; Taha M.; Ullah H.; Zaman K.; Uddin I.; Wadood A.; Khan A.A.; Rehman A.U.; Uddin N.; Zafar S.; Shah S.A.A.
author_sort Rahim F.; Tariq S.; Taha M.; Ullah H.; Zaman K.; Uddin I.; Wadood A.; Khan A.A.; Rehman A.U.; Uddin N.; Zafar S.; Shah S.A.A.
title New triazinoindole bearing thiazole/oxazole analogues: Synthesis, α-amylase inhibitory potential and molecular docking study
title_short New triazinoindole bearing thiazole/oxazole analogues: Synthesis, α-amylase inhibitory potential and molecular docking study
title_full New triazinoindole bearing thiazole/oxazole analogues: Synthesis, α-amylase inhibitory potential and molecular docking study
title_fullStr New triazinoindole bearing thiazole/oxazole analogues: Synthesis, α-amylase inhibitory potential and molecular docking study
title_full_unstemmed New triazinoindole bearing thiazole/oxazole analogues: Synthesis, α-amylase inhibitory potential and molecular docking study
title_sort New triazinoindole bearing thiazole/oxazole analogues: Synthesis, α-amylase inhibitory potential and molecular docking study
publishDate 2019
container_title Bioorganic Chemistry
container_volume 92
container_issue
doi_str_mv 10.1016/j.bioorg.2019.103284
url https://www.scopus.com/inward/record.uri?eid=2-s2.0-85072535378&doi=10.1016%2fj.bioorg.2019.103284&partnerID=40&md5=b4c38c6b1686ac174560f8b698ac6fc9
description New triazinoindole bearing thiazole/oxazole analogues (1–21) were synthesized and characterized through spectroscopic techniques such as HREI-MS, 1H and 13C NMR. The configuration of compound 2i and 2k was confirmed through NOESY. All analogues were evaluated against α-amylase inhibitory potential. Among the synthesized analogues, compound 1h, 1i, 1j, 2a and 2f having IC50 values 1.80 ± 0.20, 1.90 ± 0.30, 1.2 ± 0.30, 1.2 ± 0.01 and 1.30 ± 0.20 μM respectively, showed excellent α-amylase inhibitory potential when compared with acarbose as standard (IC50 = 0.91 ± 0.20 µM). All other analogues showed good to moderate inhibitory potential. Structural activity relationship (SAR) has been established and binding interactions were confirmed through docking studies. © 2019 Elsevier Inc.
publisher Academic Press Inc.
issn 452068
language English
format Article
accesstype
record_format scopus
collection Scopus
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