Microwave-Assisted ZrSiO2 Catalysed Synthesis, Characterization and Computational Study of Novel Spiro[Indole-Thiazolidines] Derivatives as Anti-tubercular Agents

Interdiscip Sci. 2018 Jun;10(2):411-418. doi: 10.1007/s12539-016-0195-2. Epub 2016 Nov 11.

Abstract

In the current investigation, we prepared a series of novel spiro[indole-thiazolidines] derivatives (5a-5h) from 5-substituted isatin derivatives and thioglycolic acid (TGA) with ZrSiO2 as an efficient catalyst under microwave irradiation. The significant merits of this protocol have some significant merits such as simplicity in operation, simple, efficient workup, good practical yields of product and the employment of recyclable catalyst. All the new synthesized scaffold has been well characterized by various spectroscopic methods and elemental analysis. All the spiro scaffolds were subjected to in vitro anti-mycobacterial activity against the Mycobacterium tuberculosis (H37Rv) strain. We have carried out molecular docking study of our synthesized compounds. We also calculated theoretically ADME-Tox parameters for synthesized compounds.

Keywords: ADMET property; Anti-mycobacterial activity; Green chemistry; Microwave irradiation; Spiro compound; Spiro[indole-thiazolidines]; ZrSiO2.

MeSH terms

  • Antitubercular Agents / chemical synthesis*
  • Antitubercular Agents / chemistry
  • Antitubercular Agents / pharmacology
  • Catalysis
  • Catalytic Domain
  • Crystallography, X-Ray
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Indoles / pharmacology
  • Ligands
  • Microwaves*
  • Molecular Docking Simulation*
  • Mycobacterium tuberculosis / drug effects
  • Silicon Dioxide / chemistry*
  • Spiro Compounds / chemical synthesis*
  • Spiro Compounds / chemistry
  • Spiro Compounds / pharmacology
  • Thiazolidines / chemical synthesis*
  • Thiazolidines / chemistry
  • Thiazolidines / pharmacology
  • Time Factors
  • Zirconium / chemistry*

Substances

  • Antitubercular Agents
  • Indoles
  • Ligands
  • Spiro Compounds
  • Thiazolidines
  • Silicon Dioxide
  • indole
  • Zirconium