Ready access to benzodiazocines from tryptamines: a druggable scaffold toward antiviral agents

TitleReady access to benzodiazocines from tryptamines: a druggable scaffold toward antiviral agents
Publication TypeJournal Article
Year of Publication2025
AuthorsN. Saranya, SSai, Choudhury, R, Routholla, G, Supekar, PR, R, N, Martin, AKuriyickal, Muruganandham, RDevi, Kumar, BKiran, D. Reddy, S
JournalACS Medicinal Chemistry Letters
Volume16
Issue12
Pagination2362-2367
Date PublishedDEC
Type of ArticleArticle
ISSN1948-5875
KeywordsBenzodiazocine, drug discovery, Indole cleavage, Lipinski's rule of Five, SARS-CoV-2 inhibition, Tryptamine
Abstract

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 tert-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.

DOI10.1021/acsmedchemlett.5c00527
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

4.0

Divison category: 
Organic Chemistry
Database: 
Web of Science (WoS)

Add new comment