Indole alkaloids from the coprophilous fungus Aphanoascus fulvescens

Xiaoqin Yu; Werner E G Müller; Zhiyong Guo; Wenhan Lin; Kun Zou; Zhen Liu; Peter Proksch

doi:10.1016/j.fitote.2019.05.007

Indole alkaloids from the coprophilous fungus Aphanoascus fulvescens

Fitoterapia. 2019 Jul:136:104168. doi: 10.1016/j.fitote.2019.05.007. Epub 2019 May 7.

[Article in French]

Authors

Xiaoqin Yu¹, Werner E G Müller², Zhiyong Guo³, Wenhan Lin⁴, Kun Zou³, Zhen Liu⁵, Peter Proksch⁶

Affiliations

¹ Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-University Düsseldorf, Universitätsstrasse 1, 40225 Düsseldorf, Germany; Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang 443002, People's Republic of China.
² Institut für Physiologische Chemie, Universitätsmedizin der Johannes Gutenberg-University Mainz, Duesbergweg 6, 55128 Mainz, Germany.
³ Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang 443002, People's Republic of China.
⁴ State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, China.
⁵ Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-University Düsseldorf, Universitätsstrasse 1, 40225 Düsseldorf, Germany. Electronic address: zhenfeizi0@sina.com.
⁶ Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-University Düsseldorf, Universitätsstrasse 1, 40225 Düsseldorf, Germany. Electronic address: proksch@uni-duesseldorf.de.

PMID: 31075487
DOI: 10.1016/j.fitote.2019.05.007

Abstract

The Ascomycete fungus Aphanoascus fulvescens isolated from goose dung was investigated for its secondary metabolites, yielding five new indole alkaloids okaramines V-Z (1-5) and eleven known derivatives (6-16). Their structures were determined by 1D, 2D NMR spectra and HRMS data. Compounds 6, 8, 11 and 12 showed significant to moderate cytotoxicity against the mouse lymphoma cell line L5178Y with IC₅₀ values ranging from 4.0 to 14.7 μM. Preliminary structure-activity relationships are discussed.

Keywords: Aphanoascus fulvescens; Cytotoxicity; Indole alkaloids; Okaramine.

MeSH terms

Animals
Ascomycota / chemistry*
Cell Line, Tumor
Germany
Indole Alkaloids / isolation & purification
Indole Alkaloids / pharmacology*
Magnetic Resonance Spectroscopy
Mice
Molecular Structure
Structure-Activity Relationship

Substances

Indole Alkaloids