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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2021-05-01
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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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