Synthesis and biological evaluation of novel N-arylidenequinoline-3-carbohydrazides as potent β-glucuronidase inhibitors

• Published in: Bioorganic and Medicinal Chemistry
• Main Author: Taha M.; Sultan S.; Nuzar H.A.; Rahim F.; Imran S.; Ismail N.H.; Naz H.; Ullah H.
• Format: Article
• Language: English
• Published: Elsevier Ltd 2016
• Online Access: https://www.scopus.com/inward/record.uri?eid=2-s2.0-84978286017&doi=10.1016%2fj.bmc.2016.06.008&partnerID=40&md5=03ca04d172bfd0b30ab2122b709d35e2
• ISSN: 9680896
• DOI: 10.1016/j.bmc.2016.06.008

Thirty N-arylidenequinoline-3-carbohydrazides (1–30) have been synthesized and evaluated against β-glucuronidase inhibitory potential. Twenty four analogs showed outstanding β-glucuronidase activity having IC50values ranging between 2.11 ± 0.05 and 46.14 ± 0.95 than standard D-saccharic acid 1,4 lactone (IC50 = 48.4 ± 1.25 μM). Six analogs showed good β-glucuronidase activity having IC50values ranging between 49.38 ± 0.90 and 80.10 ± 1.80. Structure activity relationship and the interaction of the active compounds and enzyme active site with the help of docking studies were established. Our study identifies novel series of potent β-glucuronidase inhibitors for further investigation. © 2016 Elsevier Ltd