Inhibitory Effects of Epipolythiodioxopiperazine Fungal Metabolites on Isocitrate Lyase in the Glyoxylate Cycle of <i>Candida albicans</i>

Four epipolythiodioxopiperazine fungal metabolites (<b>1</b>–<b>4</b>) isolated from the sponge-derived <i>Aspergillus quadrilineatus</i> FJJ093 were evaluated for their capacity to inhibit isocitrate lyase (ICL) in the glyoxylate cycle of <i>Candida albican...

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Main Authors: Ji-Yeon Hwang, Beomkoo Chung, Oh-Seok Kwon, Sung Chul Park, Eunji Cho, Dong-Chan Oh, Jongheon Shin, Ki-Bong Oh
Format: Article
Language:English
Published: MDPI AG 2021-05-01
Series:Marine Drugs
Subjects:
Online Access:https://www.mdpi.com/1660-3397/19/6/295
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spelling doaj-e0b0d0368bbc491e9b26d072070aaf3d2021-06-01T00:50:07ZengMDPI AGMarine Drugs1660-33972021-05-011929529510.3390/md19060295Inhibitory Effects of Epipolythiodioxopiperazine Fungal Metabolites on Isocitrate Lyase in the Glyoxylate Cycle of <i>Candida albicans</i>Ji-Yeon Hwang0Beomkoo Chung1Oh-Seok Kwon2Sung Chul Park3Eunji Cho4Dong-Chan Oh5Jongheon Shin6Ki-Bong Oh7Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, KoreaDepartment of Agricultural Biotechnology, College of Agriculture and Life Sciences, Seoul National University, Seoul 08826, KoreaNatural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, KoreaNatural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, KoreaDepartment of Agricultural Biotechnology, College of Agriculture and Life Sciences, Seoul National University, Seoul 08826, KoreaNatural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, KoreaNatural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, KoreaDepartment of Agricultural Biotechnology, College of Agriculture and Life Sciences, Seoul National University, Seoul 08826, KoreaFour epipolythiodioxopiperazine fungal metabolites (<b>1</b>–<b>4</b>) isolated from the sponge-derived <i>Aspergillus quadrilineatus</i> FJJ093 were evaluated for their capacity to inhibit isocitrate lyase (ICL) in the glyoxylate cycle of <i>Candida albicans</i>. The structures of these compounds were elucidated using spectroscopic techniques and comparisons with previously reported data. We found secoemestrin C (<b>1</b>) (an epitetrathiodioxopiperazine derivative) to be a potent ICL inhibitor, with an inhibitory concentration of 4.77 ± 0.08 μM. Phenotypic analyses of <i>ICL</i>-deletion mutants via growth assays with acetate as the sole carbon source demonstrated that secoemestrin C (<b>1</b>) inhibited <i>C. albicans</i> ICL. Semi-quantitative reverse-transcription polymerase chain reaction analyses indicated that secoemestrin C (<b>1</b>) inhibits <i>ICL</i> mRNA expression in <i>C. albicans</i> under C<sub>2</sub>-assimilating conditions.https://www.mdpi.com/1660-3397/19/6/295epipolythiodioxopiperazinessponge-derived fungus<i>Aspergillus quadrilineatus</i><i>Candida albicans</i>isocitrate lyase
collection DOAJ
language English
format Article
sources DOAJ
author Ji-Yeon Hwang
Beomkoo Chung
Oh-Seok Kwon
Sung Chul Park
Eunji Cho
Dong-Chan Oh
Jongheon Shin
Ki-Bong Oh
spellingShingle Ji-Yeon Hwang
Beomkoo Chung
Oh-Seok Kwon
Sung Chul Park
Eunji Cho
Dong-Chan Oh
Jongheon Shin
Ki-Bong Oh
Inhibitory Effects of Epipolythiodioxopiperazine Fungal Metabolites on Isocitrate Lyase in the Glyoxylate Cycle of <i>Candida albicans</i>
Marine Drugs
epipolythiodioxopiperazines
sponge-derived fungus
<i>Aspergillus quadrilineatus</i>
<i>Candida albicans</i>
isocitrate lyase
author_facet Ji-Yeon Hwang
Beomkoo Chung
Oh-Seok Kwon
Sung Chul Park
Eunji Cho
Dong-Chan Oh
Jongheon Shin
Ki-Bong Oh
author_sort Ji-Yeon Hwang
title Inhibitory Effects of Epipolythiodioxopiperazine Fungal Metabolites on Isocitrate Lyase in the Glyoxylate Cycle of <i>Candida albicans</i>
title_short Inhibitory Effects of Epipolythiodioxopiperazine Fungal Metabolites on Isocitrate Lyase in the Glyoxylate Cycle of <i>Candida albicans</i>
title_full Inhibitory Effects of Epipolythiodioxopiperazine Fungal Metabolites on Isocitrate Lyase in the Glyoxylate Cycle of <i>Candida albicans</i>
title_fullStr Inhibitory Effects of Epipolythiodioxopiperazine Fungal Metabolites on Isocitrate Lyase in the Glyoxylate Cycle of <i>Candida albicans</i>
title_full_unstemmed Inhibitory Effects of Epipolythiodioxopiperazine Fungal Metabolites on Isocitrate Lyase in the Glyoxylate Cycle of <i>Candida albicans</i>
title_sort inhibitory effects of epipolythiodioxopiperazine fungal metabolites on isocitrate lyase in the glyoxylate cycle of <i>candida albicans</i>
publisher MDPI AG
series Marine Drugs
issn 1660-3397
publishDate 2021-05-01
description Four epipolythiodioxopiperazine fungal metabolites (<b>1</b>–<b>4</b>) isolated from the sponge-derived <i>Aspergillus quadrilineatus</i> FJJ093 were evaluated for their capacity to inhibit isocitrate lyase (ICL) in the glyoxylate cycle of <i>Candida albicans</i>. The structures of these compounds were elucidated using spectroscopic techniques and comparisons with previously reported data. We found secoemestrin C (<b>1</b>) (an epitetrathiodioxopiperazine derivative) to be a potent ICL inhibitor, with an inhibitory concentration of 4.77 ± 0.08 μM. Phenotypic analyses of <i>ICL</i>-deletion mutants via growth assays with acetate as the sole carbon source demonstrated that secoemestrin C (<b>1</b>) inhibited <i>C. albicans</i> ICL. Semi-quantitative reverse-transcription polymerase chain reaction analyses indicated that secoemestrin C (<b>1</b>) inhibits <i>ICL</i> mRNA expression in <i>C. albicans</i> under C<sub>2</sub>-assimilating conditions.
topic epipolythiodioxopiperazines
sponge-derived fungus
<i>Aspergillus quadrilineatus</i>
<i>Candida albicans</i>
isocitrate lyase
url https://www.mdpi.com/1660-3397/19/6/295
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