Ganopyrone A, a highly rearranged lanostane triterpenoid with antimalarial activity from artificially cultivated fruiting bodies of Ganoderma colossus

Rachada Chanphen; Thapanee Pruksatrakul; Wilunda Choowong; Rattaket Choeyklin; Panida Surawatanawong; Masahiko Isaka

doi:10.1016/j.phytochem.2024.114168

Ganopyrone A, a highly rearranged lanostane triterpenoid with antimalarial activity from artificially cultivated fruiting bodies of Ganoderma colossus

Phytochemistry. 2024 Aug:224:114168. doi: 10.1016/j.phytochem.2024.114168. Epub 2024 May 31.

Authors

Rachada Chanphen¹, Thapanee Pruksatrakul¹, Wilunda Choowong¹, Rattaket Choeyklin², Panida Surawatanawong³, Masahiko Isaka⁴

Affiliations

¹ National Center for Genetic Engineering and Biotechnology (BIOTEC), National Science and Technology Development Agency, 111 Thailand Science Park, Phahonyothin Road, Klong Luang, Pathumthani, 12120, Thailand.
² National Biobank of Thailand, National Science and Technology Development Agency, 111 Thailand Science Park, Phahonyothin Road, Klong Luang, Pathumthani, 12120, Thailand.
³ Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Mahidol University, Bangkok, 10400, Thailand.
⁴ National Center for Genetic Engineering and Biotechnology (BIOTEC), National Science and Technology Development Agency, 111 Thailand Science Park, Phahonyothin Road, Klong Luang, Pathumthani, 12120, Thailand. Electronic address: [email protected].

PMID: 38823569
DOI: 10.1016/j.phytochem.2024.114168

Abstract

Three previously undescribed highly modified lanostane triterpenoids, ganopyrone A, ganocolossusin I, and ganodermalactone Y, were isolated from the artificially cultivated fruiting bodies of the basidiomycete Ganoderma colossus TBRC-BCC 17711. Ganopyrone A possesses an unprecedented polycyclic carbon skeleton with an α-pyrone ring and C-18/C-23 bond. It showed antimalarial activity against Plasmodium falciparum K1 (multidrug-resistant strain) with an IC₅₀ value of 7.8 μM (positive control: dihydroartemisinin, IC₅₀ 1.4 nM), while its cytotoxicity (Vero cells) was much weaker (IC₅₀ 103 μM).

Keywords: Antimalarial activity; Ganoderma colossus; Modified lanostanes; Mushroom cultivation.

MeSH terms

Animals
Antimalarials* / chemistry
Antimalarials* / isolation & purification
Antimalarials* / pharmacology
Chlorocebus aethiops
Dose-Response Relationship, Drug
Fruiting Bodies, Fungal* / chemistry
Ganoderma* / chemistry
Lanosterol / analogs & derivatives
Lanosterol / chemistry
Lanosterol / isolation & purification
Lanosterol / pharmacology
Molecular Structure
Parasitic Sensitivity Tests
Plasmodium falciparum* / drug effects
Structure-Activity Relationship
Triterpenes* / chemistry
Triterpenes* / isolation & purification
Triterpenes* / pharmacology
Vero Cells

Substances

Antimalarials
Triterpenes
Lanosterol