Synthesis and Biological Evaluation of Cleistocaltone A, an Inhibitor of Respiratory Syncytial Virus (RSV)

22 March 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


The first chemical synthesis of the phloroglucinol meroterpenoid cleistocaltone A (1) is presented. This compund, previously isolated from Cleistocalyx operculatus was reported to show promising antiviral properties. Based on a modified biosynthesis proposal, a synthetic strategy was devised featuring an intramolecular Diels-Alder reaction and an epoxidation/elimination sequence to generate the allyl alcohol handle in the side chain. The route was successfully executed and synthetic Cleistcaltone A was evaluated against a contemporary RSV-A strain.


Total Synthesis


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