Related Experiment Video
Updated: Jun 20, 2026

Functionalized Spirocyclic Heterocycle Synthesis and Cytotoxicity Assay
Published on: February 9, 2021
2(3H)-furanones and 2(3H)-pyrrolones: synthesis and antimycobacterial evaluation
Asif Husain1, Mohammed Mumtaz Alam, Syed Misbahul Hasan
1Faculty of Pharmacy, Jamia Hamdard University, Department of Pharmaceutical Chemistry, Hamdard Nagar, New Delhi-110062, India. drasifhusain@yahoo.com
Abstract:
A series of 3-arylidene-5-(substituted phenyl)-2(3H)-furanones (3-10) and their nitrogen analogues, 3-arylidene-5-(substituted phenyl)-1-benzyl-2(3H)-pyrrolone (11-14), and 3-arylidene-5-(substituted phenyl)-2(3H)-pyrrolones (15-21) were synthesized. All the compounds were screened for their antimycobacterial activity in vitro against Mycobacterium tuberculosis H37Rv (ATCC 27294) in BACTEC medium using the Microplate Alamar Blue Assay (MABA). Among the synthesized compounds, compound 19, 3-(4-chlorobenzylidene)-5-(4-methylphenyl)-2(3H)-pyrrolone, emerged as a lead compound having the highest activity against Mycobacterium tuberculosis. The antimycobacterial activity was found to improve upon replacement of oxygen of furanone ring with nitrogen atom (pyrrolones), however, substitution with benzylamine moiety (1-benzylpyrrolones) markedly decreases the activity.
Related Concept Videos
Five-Membered Heterocyclic Aromatic Compounds: Overview
Antifungal Agents
Basicity of Heterocyclic Aromatic Amines
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview

![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)