Studies toward the Caged Sesquiterpenoid Daphnepapytone A

ChemRxiv 2026 Preprint Open access

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Authors: Kamar Shakeri, Letizia Lanfredi, Christian Zachau, Luisa Eichner, Iulia Bîlici, Jan-H. Dickoff, Esra Dural, Manuela Weber, Mathias Christmann
DOI: 10.26434/chemrxiv-2025-47jmr/v2
Cited by: 2

Abstract

Daphnepapytone A is an unprecedented caged guaiane sesquiterpenoid with α-glucosidase inhibitory activity. We describe progress toward its total synthesis using an α-santonin-type rearrangement strategy. In the course of these studies, a range of guaiane frameworks, including daphbolides A and B, were prepared. However, attempted C9 oxidations of the guaiane proved problematic. Notably, some decalin substrates underwent unexpected rearrangements to yield phenolic products, revealing novel reactivity patterns in this compound class.

Fields of Study & Subjects

Sesquiterpenes and Asteraceae Studies Natural Compound Pharmacology Studies Bioactive Natural Diterpenoids Research

Publication details

Journal / source
ChemRxiv
Publisher
American Chemical Society (ACS)
Publication date
26 January 2026
Document type
Preprint