Synthesis, anti-leishmanial and molecular docking study of bis-indole derivatives

Muhammad Taha; Imad Uddin; Mohammed Gollapalli; Noor Barak Almandil; Fazal Rahim; Rai Khalid Farooq; Muhammad Nawaz; Mohamed Ibrahim; Mohammed A Alqahtani; Yasser A Bamarouf; Manikandan Selvaraj

doi:10.1186/s13065-019-0617-4

Synthesis, anti-leishmanial and molecular docking study of bis-indole derivatives

BMC Chem. 2019 Aug 6;13(1):102. doi: 10.1186/s13065-019-0617-4. eCollection 2019 Dec.

Affiliations

¹ 1Department of Clinical Pharmacy, Institute for Research and Medical Consultations (IRMC), Imam Abdulrahman Bin Faisal University, P.O. Box 1982, Dammam, 31441 Saudi Arabia.
² 2Department of Chemistry, Hazara University, Mansehra, 21300 Khyber Pakhtunkhwa Pakistan.
³ 3Department of Computer Information Systems, College of Computer Science & Information Technology, Imam Abdulrahman Bin Faisal University, P. O. Box 1982, Dammam, 31441 Saudi Arabia.
⁴ 4Department of Neuroscience Research, Institute of Research and Medical Consultations, Imam Abdulrahman Bin Faisal University, P.O. Box 1982, Dammam, 31441 Saudi Arabia.
⁵ 5Department of Nano-Medicine Research, Institute for Research and Medical Consultations (IRMC), Imam Abdulrahman Bin Faisal University, P.O. Box 1982, Dammam, 31441 Saudi Arabia.
⁶ 6Monash University School of Chemical Engineering, 47500 Bandar Sunway, Selangor Malaysia.

Abstract

We have synthesized new series of bisindole analogs (1-27), characterized by ¹HNMR and HR-EI-MS and evaluated for their anti-leishmanial potential. All compounds showed outstanding inhibitory potential with IC₅₀ values ranging from 0.7 ± 0.01 to 13.30 ± 0.50 µM respectively when compared with standard pentamidine with IC₅₀ value of 7.20 ± 0.20 µM. All analogs showed greater potential than standard except 10, 19 and 23 when compared with standard. Structure activity relationship has been also established for all compounds. Molecular docking studies were carried out to understand the binding interaction of active molecules.

Keywords: Bisindole; Leishmaniasis; Molecular docking; SAR; Synthesis.