Review of Oxepine-Pyrimidinone-Ketopiperazine Type Nonribosomal Peptides

Recently, a rare class of nonribosomal peptides (NRPs) bearing a unique Oxepine-Pyrimidinone-Ketopiperazine (OPK) scaffold has been exclusively isolated from fungal sources. Based on the number of rings and conjugation systems on the backbone, it can be further categorized into three types A, B, and...

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Main Authors: Yaojie Guo, Jens C. Frisvad, Thomas O. Larsen
Format: Article
Language:English
Published: MDPI AG 2020-06-01
Series:Metabolites
Subjects:
Online Access:https://www.mdpi.com/2218-1989/10/6/246
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author Yaojie Guo
Jens C. Frisvad
Thomas O. Larsen
author_facet Yaojie Guo
Jens C. Frisvad
Thomas O. Larsen
author_sort Yaojie Guo
collection DOAJ
description Recently, a rare class of nonribosomal peptides (NRPs) bearing a unique Oxepine-Pyrimidinone-Ketopiperazine (OPK) scaffold has been exclusively isolated from fungal sources. Based on the number of rings and conjugation systems on the backbone, it can be further categorized into three types A, B, and C. These compounds have been applied to various bioassays, and some have exhibited promising bioactivities like antifungal activity against phytopathogenic fungi and transcriptional activation on liver X receptor α. This review summarizes all the research related to natural OPK NRPs, including their biological sources, chemical structures, bioassays, as well as proposed biosynthetic mechanisms from 1988 to March 2020. The taxonomy of the fungal sources and chirality-related issues of these products are also discussed.
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spelling doaj.art-6ae4ac4764e241e395217ce13bddbc612023-11-20T03:52:59ZengMDPI AGMetabolites2218-19892020-06-0110624610.3390/metabo10060246Review of Oxepine-Pyrimidinone-Ketopiperazine Type Nonribosomal PeptidesYaojie Guo0Jens C. Frisvad1Thomas O. Larsen2Department of Biotechnology and Biomedicine, Technical University of Denmark, Søltofts Plads, Building 221, DK-2800 Kgs. Lyngby, DenmarkDepartment of Biotechnology and Biomedicine, Technical University of Denmark, Søltofts Plads, Building 221, DK-2800 Kgs. Lyngby, DenmarkDepartment of Biotechnology and Biomedicine, Technical University of Denmark, Søltofts Plads, Building 221, DK-2800 Kgs. Lyngby, DenmarkRecently, a rare class of nonribosomal peptides (NRPs) bearing a unique Oxepine-Pyrimidinone-Ketopiperazine (OPK) scaffold has been exclusively isolated from fungal sources. Based on the number of rings and conjugation systems on the backbone, it can be further categorized into three types A, B, and C. These compounds have been applied to various bioassays, and some have exhibited promising bioactivities like antifungal activity against phytopathogenic fungi and transcriptional activation on liver X receptor α. This review summarizes all the research related to natural OPK NRPs, including their biological sources, chemical structures, bioassays, as well as proposed biosynthetic mechanisms from 1988 to March 2020. The taxonomy of the fungal sources and chirality-related issues of these products are also discussed.https://www.mdpi.com/2218-1989/10/6/246oxepinenonribosomal peptidesbioactivitybiosynthesisfungi<i>Aspergillus</i>
spellingShingle Yaojie Guo
Jens C. Frisvad
Thomas O. Larsen
Review of Oxepine-Pyrimidinone-Ketopiperazine Type Nonribosomal Peptides
Metabolites
oxepine
nonribosomal peptides
bioactivity
biosynthesis
fungi
<i>Aspergillus</i>
title Review of Oxepine-Pyrimidinone-Ketopiperazine Type Nonribosomal Peptides
title_full Review of Oxepine-Pyrimidinone-Ketopiperazine Type Nonribosomal Peptides
title_fullStr Review of Oxepine-Pyrimidinone-Ketopiperazine Type Nonribosomal Peptides
title_full_unstemmed Review of Oxepine-Pyrimidinone-Ketopiperazine Type Nonribosomal Peptides
title_short Review of Oxepine-Pyrimidinone-Ketopiperazine Type Nonribosomal Peptides
title_sort review of oxepine pyrimidinone ketopiperazine type nonribosomal peptides
topic oxepine
nonribosomal peptides
bioactivity
biosynthesis
fungi
<i>Aspergillus</i>
url https://www.mdpi.com/2218-1989/10/6/246
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