Synthesis, α-amylase inhibition and molecular docking study of bisindolylmethane sulfonamide derivatives

  • Muhammad TahaEmail author
  • Tayyaba Noreen
  • Syahrul Imran
  • Fasial Nawaz
  • Sridevi Chigurupati
  • Manikandan Selvaraj
  • Fazal Rahim
  • Nor Hadiani Ismail
  • Ashok Kumar
  • Ashik Mosaddik
  • Abdullah M. Alghamdi
  • Yousif Abdulrahman nasser alqahtani
  • Abdulaziz Abdulrahman nasser alqahtani
Original Research


We have synthesized nineteen (119) bisindolylmethane sulfonamide analogs, characterized by different spectroscopic techniques such as 1HNMR and EI-MS and tested for α-amylase inhibitory potential. All compounds showed excellent to moderate degree of α-amylase inhibitory potential with IC50 values ranging between 1.192 ± 0.51 to 3.057 ± 0.18 μM as equated with standard acarbose (IC50 values 0.83 ± 0.36 μM). Among the series, six analogs such as 1, 4, 5, 6, 10, and 14 showed potent α-amylase inhibition with IC50 values 1.747 ± 0.2, 1.208 ± 0.15, 1.192 ± 0.51, 1.858 ± 0.08, 1.358 ± 0.27 and 1.527 ± 0.17 μM, respectively, as equated with standard acarbose. The structure-activity relationship based upon different substituents on phenyl part. Molecular docking studies performed to recognize the binding interaction of the most active compounds.


Synthesis Bisindolylmethane sulfonamide α-Amylase Inhibitory Potential Molecular docking SAR 



We would like to thank IRMC and Imam Abdulrahman Bin Faisal University for Lab facilities.

Compliance with ethical standards

Conflict of interest

The authors declare that they have no conflict of interest.

Supplementary material

44_2019_2431_MOESM1_ESM.pdf (7.8 mb)
Supplementary Information.


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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  • Muhammad Taha
    • 1
    Email author
  • Tayyaba Noreen
    • 2
    • 3
  • Syahrul Imran
    • 3
    • 4
  • Fasial Nawaz
    • 2
  • Sridevi Chigurupati
    • 5
  • Manikandan Selvaraj
    • 6
  • Fazal Rahim
    • 7
  • Nor Hadiani Ismail
    • 3
    • 4
  • Ashok Kumar
    • 8
  • Ashik Mosaddik
    • 1
  • Abdullah M. Alghamdi
    • 9
  • Yousif Abdulrahman nasser alqahtani
    • 10
  • Abdulaziz Abdulrahman nasser alqahtani
    • 11
  1. 1.Department of Clinical Pharmacy, Institute for Research and Medical Consultations (IRMC)University of DammamDammamSaudi Arabia
  2. 2.Department of ChemistryUniversity of WahWah CanttPakistan
  3. 3.Atta-ur-Rahman Institute for Natural Product DiscoveryUniversiti Teknologi MARA (UiTM)Bandar Puncak AlamMalaysia
  4. 4.Faculty of Applied ScienceUiTM Shah AlamShah AlamMalaysia
  5. 5.Department of Medicinal Chemistry and Pharmacognosy, College of PharmacyQassim UniversityBuraidahSaudi Arabia
  6. 6.School of EngineeringMonash University (Malaysia Campus)Bandar SunwayMalaysia
  7. 7.Department of ChemistryHazara UniversityMansehraPakistan
  8. 8.Department of Pharmaceutical Chemistry, Faculty of PharmacyAIMST UniversityBedongMalaysia
  9. 9.Management Information Systems, College of Applied Studies and Community ServiceImam Abdulrahman Bin Faisal UniversityDammamSaudi Arabia
  10. 10.King Fahad specialist hospital in Dammam, (general surgery resident)DammamSaudi Arabia
  11. 11.College of Medicine Imam Abdulrahman Bin Faisal UniversityDammamSaudi Arabia

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