Cytotoxic lanostane triterpenoids from the fruiting bodies of Piptoporus betulinus

Zeynep Tohtahon; Jingjing Xue; Jianxin Han; Yushuang Liu; Huiming Hua; Tao Yuan

doi:10.1016/j.phytochem.2017.07.013

Cytotoxic lanostane triterpenoids from the fruiting bodies of Piptoporus betulinus

Phytochemistry. 2017 Nov:143:98-103. doi: 10.1016/j.phytochem.2017.07.013. Epub 2017 Aug 8.

Authors

Zeynep Tohtahon¹, Jingjing Xue², Jianxin Han¹, Yushuang Liu¹, Huiming Hua², Tao Yuan³

Affiliations

¹ The Key Laboratory of Plant Resources and Chemistry of Arid Zone, and State Key Laboratory of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi 830011, China; University of Chinese Academy of Sciences, Beijing 100049, China.
² Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, China.
³ The Key Laboratory of Plant Resources and Chemistry of Arid Zone, and State Key Laboratory of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi 830011, China. Electronic address: yuantao@ms.xjb.ac.cn.

PMID: 28800422
DOI: 10.1016/j.phytochem.2017.07.013

Abstract

Chemical investigation of a bioactive methanolic extract of the fruiting bodies of Piptoporus betulinus led to the isolation of five previously undescribed lanostane triterpenoids named piptolinic acids A-E, as well as five known lanostane triterpenoids. Their structures were elucidated on the basis of 1D and 2D NMR spectroscopic and HRESIMS analysis. Piptolinic acid A with an unusual moiety (3-hydroxy-4-methoxycarbonyl-3-methylbutyryloxy) at C-3 exhibited comparable cytotoxic activity against human promyelocytic leukemia cell line HL-60 (IC₅₀ = 1.77 μM) and human acute monocytic leukemia cell line THP-1 (IC₅₀ = 8.21 μM) to those of positive control, fluorouracil (IC₅₀ = 6.38 and 4.41 μM, respectively).

Keywords: Cytotoxicity; HL-60; Lanostane triterpenoid; Piptoporus betulinus; Polyporaceae.

MeSH terms

Antineoplastic Agents / chemistry
Antineoplastic Agents / isolation & purification*
Antineoplastic Agents / pharmacology*
Coriolaceae / chemistry
Drug Screening Assays, Antitumor
Fruiting Bodies, Fungal / chemistry
Ganoderma / chemistry*
HL-60 Cells
Humans
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Triterpenes / chemistry
Triterpenes / isolation & purification*
Triterpenes / pharmacology*

Substances

Antineoplastic Agents
Triterpenes