Work

A General Entry to Ganoderma Meroterpenoids: Synthesis of Applanatumol E, H, and I, Lingzhilactone B, Meroapplanin B, and Lingzhiol

Year: 2024

Type: article

Abstract: meroterpenoids are fungal derived hybrid natural product class containing a 1,2,4-trisubstituted benzene ring and a polycyclic terpenoid part. The representatives applanatumol E, H and I, lingzhilactone B, and meroapplanin B share the same bicyclic lactone moiety connected to the arene. Employing photo-Fries rearrangements as the key step enabled a general entry to these natural products. For the synthesis of the tetracyclic framework of lingzhiol, we made use of a powerful photoredox oxidative decarboxylation/Friedel-Crafts sequence.

Source: Organic Letters

DOI: 10.1021/acs.orglett.4c03192

Authors: Alexander Rode, Nicolas Müller, Ondřej Kováč, Klaus Wurst, Thomas Magauer

Institutions: Universität Innsbruck, Palacký University Olomouc

Language: English

Topic: Biological Activity of Diterpenoids and Biflavonoids

Subfield: Molecular Biology

Field: Biochemistry, Genetics and Molecular Biology

Domain: Life Sciences

Open Access status: hybrid

Estimated APC paid: $4,500