Morinagadepsin, a Depsipeptide from the Fungus Morinagamyces vermicularis gen. et comb. nov.

Harms, Karen; Surup, Frank; Stadler, Marc; Stchigel, Alberto Miguel; Marin-Felix, Yasmina

doi:10.3390/microorganisms9061191

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Morinagadepsin, a Depsipeptide from the Fungus Morinagamyces vermicularis gen. et comb. nov.

Karen Harms

^1,2

Frank Surup

^1,2,*

Marc Stadler

^1,2

Alberto Miguel Stchigel

and

Yasmina Marin-Felix

^1,*

Department Microbial Drugs, Helmholtz Centre for Infection Research, Inhoffenstrasse 7, 38124 Braunschweig, Germany

Institute of Microbiology, Technische Universität Braunschweig, Spielmannstrasse 7, 38106 Braunschweig, Germany

Mycology Unit, Medical School and IISPV, Universitat Rovira i Virgili, C/ Sant Llorenç 21, 43201 Reus, Tarragona, Spain

Authors to whom correspondence should be addressed.

Academic Editor: Giovanni Di Bonaventura

Microorganisms 2021, 9(6), 1191; https://doi.org/10.3390/microorganisms9061191

Received: 23 April 2021 / Revised: 25 May 2021 / Accepted: 27 May 2021 / Published: 31 May 2021

(This article belongs to the Special Issue Hotspots of Fungal Diversity)

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Abstract

The new genus Morinagamyces is introduced herein to accommodate the fungus Apiosordaria vermicularis as inferred from a phylogenetic study based on sequences of the internal transcribed spacer region (ITS), the nuclear rDNA large subunit (LSU), and partial fragments of ribosomal polymerase II subunit 2 (rpb2) and β-tubulin (tub2) genes. Morinagamyces vermicularis was analyzed for the production of secondary metabolites, resulting in the isolation of a new depsipeptide named morinagadepsin (1), and the already known chaetone B (3). While the planar structure of 1 was elucidated by extensive 1D- and 2D-NMR analysis and high-resolution mass spectrometry, the absolute configuration of the building blocks Ala, Val, and Leu was determined as -l by Marfey’s method. The configuration of the 3-hydroxy-2-methyldecanyl unit was assigned as 22R,23R by J-based configuration analysis and Mosher’s method after partial hydrolysis of the morinagadepsin to the linear derivative compound 2. Compound 1 showed cytotoxic activity against the mammalian cell lines KB3.1 and L929, but no antimicrobial activity against the fungi and bacteria tested was observed, while 2 was inactive. Compound 3 was weakly cytotoxic against the cell line L929, but did not show any antimicrobial activity. View Full-Text

Keywords: cytotoxicity; depsipeptide; Morinagamyces; morinagadepsin; Schizotheciaceae; secondary metabolites; Sordariales

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MDPI and ACS Style

Harms, K.; Surup, F.; Stadler, M.; Stchigel, A.M.; Marin-Felix, Y. Morinagadepsin, a Depsipeptide from the Fungus Morinagamyces vermicularis gen. et comb. nov. Microorganisms 2021, 9, 1191. https://doi.org/10.3390/microorganisms9061191

AMA Style

Harms K, Surup F, Stadler M, Stchigel AM, Marin-Felix Y. Morinagadepsin, a Depsipeptide from the Fungus Morinagamyces vermicularis gen. et comb. nov. Microorganisms. 2021; 9(6):1191. https://doi.org/10.3390/microorganisms9061191

Chicago/Turabian Style

Harms, Karen, Frank Surup, Marc Stadler, Alberto Miguel Stchigel, and Yasmina Marin-Felix. 2021. "Morinagadepsin, a Depsipeptide from the Fungus Morinagamyces vermicularis gen. et comb. nov." Microorganisms 9, no. 6: 1191. https://doi.org/10.3390/microorganisms9061191

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Morinagadepsin, a Depsipeptide from the Fungus Morinagamyces vermicularis gen. et comb. nov.

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