Pentacyclic triterpenoids, fuscotorunones A and B, with ε-caprolactone in ring E from Fuscoporia torulosa

Masaaki Noji; Tatsuro Yoneyama; Kouichi Nishihama; Abdelsamed I Elshamy; Toshihiro Hashimoto; Akemi Umeyama

doi:10.1016/j.phytochem.2021.112748

Pentacyclic triterpenoids, fuscotorunones A and B, with ε-caprolactone in ring E from Fuscoporia torulosa

Phytochemistry. 2021 Jul:187:112748. doi: 10.1016/j.phytochem.2021.112748. Epub 2021 Apr 8.

Authors

Masaaki Noji¹, Tatsuro Yoneyama², Kouichi Nishihama², Abdelsamed I Elshamy³, Toshihiro Hashimoto², Akemi Umeyama²

Affiliations

¹ Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima, 7708514, Japan. Electronic address: mnoji@ph.bunri-u.ac.jp.
² Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima, 7708514, Japan.
³ Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima, 7708514, Japan; Chemistry of Natural Compounds Department, National Research Centre, 33 El Bohouth St., Dokki, Giza, 12622, Egypt.

PMID: 33839519
DOI: 10.1016/j.phytochem.2021.112748

Abstract

Fuscoporia torulosa (Pers.) (Hymenochaetaceae) is a mushroom forming woody fruiting body on living or dead trees. Two curious pentacyclic triterpenoids, fuscotorunones A and B, each of which has a unique ε-caprolactone in ring E, were isolated from the fruiting bodies of F. torulosa. The structures of fuscotorunones A and B were elucidated using MS analyses, IR spectrum and extensive 2D-homo and heteronuclear NMR data interpretation. Furthermore, a predicted biosynthetic pathway from 2,3-oxidosqualene to fuscotorunones A and B in F. torulosa is proposed.

Keywords: Fuscoporia torulosa; Hymenochaetaceae; Pentacyclic triterpenoids; Structural characterization; ε-Caprolactone ring E.

MeSH terms

Basidiomycota*
Caproates
Lactones
Molecular Structure
Triterpenes*

Substances

Caproates
Lactones
Triterpenes
caprolactone

Supplementary concepts

Fuscoporia torulosa