Five Tetramic Acid Derivatives Isolated from the Iranian Fungus <i>Colpoma</i> <i>quercinum</i> CCTU A372

Submerged mycelial cultures of the ascomycete <i>Colpoma</i> <i>quercinum</i> CCTU A372 were found to produce five previously undescribed tetramic acids, for which we propose the trivial names colposetins A–C (<b>1</b>–<b>3</b>) and colpomenoic acids A...

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Main Authors: Gian Primahana, Abolfazl Narmani, Frank Surup, Rémy Bertrand Teponno, Mahdi Arzanlou, Marc Stadler
Format: Article
Language:English
Published: MDPI AG 2021-05-01
Series:Biomolecules
Subjects:
Online Access:https://www.mdpi.com/2218-273X/11/6/783
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author Gian Primahana
Abolfazl Narmani
Frank Surup
Rémy Bertrand Teponno
Mahdi Arzanlou
Marc Stadler
author_facet Gian Primahana
Abolfazl Narmani
Frank Surup
Rémy Bertrand Teponno
Mahdi Arzanlou
Marc Stadler
author_sort Gian Primahana
collection DOAJ
description Submerged mycelial cultures of the ascomycete <i>Colpoma</i> <i>quercinum</i> CCTU A372 were found to produce five previously undescribed tetramic acids, for which we propose the trivial names colposetins A–C (<b>1</b>–<b>3</b>) and colpomenoic acids A and B (<b>4</b> and <b>5</b>), along with the known compounds penicillide (<b>6</b>) and monodictyphenone (<b>7</b>). The planar structures of <b>1</b>–<b>5</b> were determined by high-resolution electrospray ionization mass spectrometry (HR-ESIMS) and extensive 1D and 2D nuclear magnetic resonance (NMR) spectroscopy. Their absolute configurations were determined by the combination of electronic circular dischroism (ECD) analysis, <i>J</i>-based configurational analysis, and a rotating-frame Overhauser effect spectroscopy (ROESY) experiment. Colposetin B displayed weak antimicrobial activity against <i>Bacillus subtilis</i> and <i>Mucor hiemalis</i> (MIC 67 µg/mL).
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spelling doaj.art-39aa80a795df4f41a7bda8d41c2acca52023-11-21T20:57:39ZengMDPI AGBiomolecules2218-273X2021-05-0111678310.3390/biom11060783Five Tetramic Acid Derivatives Isolated from the Iranian Fungus <i>Colpoma</i> <i>quercinum</i> CCTU A372Gian Primahana0Abolfazl Narmani1Frank Surup2Rémy Bertrand Teponno3Mahdi Arzanlou4Marc Stadler5Department Microbial Drugs, Helmholtz Centre for Infection Research GmbH (HZI), Inhoffenstrasse 7, 38124 Braunschweig, GermanyDepartment Microbial Drugs, Helmholtz Centre for Infection Research GmbH (HZI), Inhoffenstrasse 7, 38124 Braunschweig, GermanyDepartment Microbial Drugs, Helmholtz Centre for Infection Research GmbH (HZI), Inhoffenstrasse 7, 38124 Braunschweig, GermanyDepartment Microbial Drugs, Helmholtz Centre for Infection Research GmbH (HZI), Inhoffenstrasse 7, 38124 Braunschweig, GermanyDepartment of Plant Protection, Faculty of Agriculture, University of Tabriz, Tabriz 51666, IranDepartment Microbial Drugs, Helmholtz Centre for Infection Research GmbH (HZI), Inhoffenstrasse 7, 38124 Braunschweig, GermanySubmerged mycelial cultures of the ascomycete <i>Colpoma</i> <i>quercinum</i> CCTU A372 were found to produce five previously undescribed tetramic acids, for which we propose the trivial names colposetins A–C (<b>1</b>–<b>3</b>) and colpomenoic acids A and B (<b>4</b> and <b>5</b>), along with the known compounds penicillide (<b>6</b>) and monodictyphenone (<b>7</b>). The planar structures of <b>1</b>–<b>5</b> were determined by high-resolution electrospray ionization mass spectrometry (HR-ESIMS) and extensive 1D and 2D nuclear magnetic resonance (NMR) spectroscopy. Their absolute configurations were determined by the combination of electronic circular dischroism (ECD) analysis, <i>J</i>-based configurational analysis, and a rotating-frame Overhauser effect spectroscopy (ROESY) experiment. Colposetin B displayed weak antimicrobial activity against <i>Bacillus subtilis</i> and <i>Mucor hiemalis</i> (MIC 67 µg/mL).https://www.mdpi.com/2218-273X/11/6/783colposetin A–Ccolpomenoic acid A and Btetramic acid derivatives
spellingShingle Gian Primahana
Abolfazl Narmani
Frank Surup
Rémy Bertrand Teponno
Mahdi Arzanlou
Marc Stadler
Five Tetramic Acid Derivatives Isolated from the Iranian Fungus <i>Colpoma</i> <i>quercinum</i> CCTU A372
Biomolecules
colposetin A–C
colpomenoic acid A and B
tetramic acid derivatives
title Five Tetramic Acid Derivatives Isolated from the Iranian Fungus <i>Colpoma</i> <i>quercinum</i> CCTU A372
title_full Five Tetramic Acid Derivatives Isolated from the Iranian Fungus <i>Colpoma</i> <i>quercinum</i> CCTU A372
title_fullStr Five Tetramic Acid Derivatives Isolated from the Iranian Fungus <i>Colpoma</i> <i>quercinum</i> CCTU A372
title_full_unstemmed Five Tetramic Acid Derivatives Isolated from the Iranian Fungus <i>Colpoma</i> <i>quercinum</i> CCTU A372
title_short Five Tetramic Acid Derivatives Isolated from the Iranian Fungus <i>Colpoma</i> <i>quercinum</i> CCTU A372
title_sort five tetramic acid derivatives isolated from the iranian fungus i colpoma i i quercinum i cctu a372
topic colposetin A–C
colpomenoic acid A and B
tetramic acid derivatives
url https://www.mdpi.com/2218-273X/11/6/783
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