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

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

doi:10.3390/microorganisms9061191

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.

Highlights

The genus Apiosordaria was introduced by von Arx and Gams in 1967 to accommodatePleurage verruculosa, which differs from the other species of the genus by its ornamented ascospores [1]
The lengths of the individual alignments used in the combined dataset were 681 bp (ITS), 894 bp (LSU), 984 bp, and 618 bp, being the final total alignment of
The RAxML tree topology agreed with the topology of the tree generated by the Bayesian Inference (BI) analysis

Summary

Introduction

The genus Apiosordaria was introduced by von Arx and Gams in 1967 to accommodate. Pleurage verruculosa, which differs from the other species of the genus by its ornamented ascospores [1]. Apiosordaria included species with two-celled ascospores with an ellipsoidal to subglobose ornamented upper cell, and with a triangular to cylindrical mostly smooth-walled lower cell [1,2,3]. The genera Apiosordaria and Triangularia were traditionally segregated by the shape of the upper cell of their ascospores, which are more or less conical in Triangularia fide Guarro and Cano [2]. In a recent phylogenetic study, the type strains of both genera were placed in the same monophyletic clade of the family Podosporaceae, resulting in the synonymization of Apiosordaria with Triangularia [4].

Methods

Results

Conclusion