Bisindolylmethane thiosemicarbazides as potential inhibitors of urease: Synthesis and molecular modeling studies

• Published in: Bioorganic and Medicinal Chemistry
• Main Author: Taha M.; Ullah H.; Al Muqarrabun L.M.R.; Khan M.N.; Rahim F.; Ahmat N.; Javid M.T.; Ali M.; Khan K.M.
• Format: Article
• Language: English
• Published: Elsevier Ltd 2018
• Online Access: https://www.scopus.com/inward/record.uri?eid=2-s2.0-85034860481&doi=10.1016%2fj.bmc.2017.11.028&partnerID=40&md5=0bd438fd799d4cfca58d108fa5f9d542

Bisindolylmethane thiosemicarbazides 1-18 were synthesized, characterized by 1H NMR and ESI MS and evaluated for urease inhibitory potential. All analogs showed outstanding urease inhibitory potentials with IC50 values ranging between 0.14 ± 0.01 to 18.50 ± 0.90 μM when compared with the standard inhibitor thiourea having IC50 value 21.25 ± 0.90 μM. Among the series, analog 9 (0.14 ± 0.01 μM) with di-chloro substitution on phenyl ring was identified as the most potent inhibitor of urease. The structure activity relationship has been also established on the basis of binding interactions of the active analogs. These binding interactions were identified by molecular docking studies. © 2017 Elsevier Ltd