Ready Access to Benzodiazocines from Tryptamines: A Druggable Scaffold toward Antiviral Agents
Herein we report the first synthesis of the proposed structure of a benzodiazocine natural product, peganutonin A. Considering the druggable nature of benzodiazocine and its limited exploration in the field of medicinal chemistry, we generalized the approach and created a library of compounds useful for various biological activities. Key steps in present approach include tryptamine cyclization facilitated by <i>tert</i>-butyl hypochlorite and cleavage of the fused indole ring using ozonolysis. Preliminary screening of the synthesized compounds resulted in potent antiviral compounds against the SARS-CoV-2 virus.
Authors
- Ganesh Routholla
- Bokara Kiran Kumar
- Ángel Arévalo-Martı́n (ORCID: https://orcid.org/0000-0002-0549-6098)
- Saranya Nallusamy
- D. Srinivasa Reddy (ORCID: https://orcid.org/0000-0003-3270-315X)
- Rahul Choudhury (ORCID: https://orcid.org/0000-0001-5920-2596)
- R. Muruganandham
- Prathmesh R. Supekar
- R Nandhakumaar (ORCID: https://orcid.org/0009-0005-7771-8904)
Institutions
- Centre for Cellular and Molecular Biology (IN)
- National Chemical Laboratory (IN)
- Indian Institute of Chemical Technology (IN)
- Academy of Scientific and Innovative Research (IN)
Publication Details
- Journal
- ACS Medicinal Chemistry Letters
- Published
- 2025-11-10
- DOI
- https://doi.org/10.1021/acsmedchemlett.5c00527
- Primary Topic
- Synthesis and pharmacology of benzodiazepine derivatives
- Type
- article
- Field-Weighted Citation Impact
- 0.00