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

• 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
• ISSN: 452068
• DOI: 10.1016/j.bioorg.2019.103284

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.