Mono-/Bis-Alkenoic Acid Derivatives From an Endophytic Fungus Scopulariopsis candelabrum and Their Antifungal Activity
During a screening for antifungal secondary metabolites, six new mono-/bis-alkenoic acid derivatives (2–7) and one known alkenoic acid derivative (1) were isolated from an endophytic fungi Scopulariopsis candelabrum. Their chemical structures were identified by 1H-NMR, 13C-NMR, 2D NMR, and high-reso...
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Frontiers Media S.A.
2022-01-01
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| Series: | Frontiers in Chemistry |
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| Online Access: | https://www.frontiersin.org/articles/10.3389/fchem.2021.812564/full |
| _version_ | 1798035834265403392 |
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| author | Jun Tang Jun Tang Jun Tang Xueshuang Huang Ming-Hang Cao Zhiyan Wang Zhiyan Wang Zhiyin Yu Yijun Yan Jian-Ping Huang Li Wang Li Wang Sheng-Xiong Huang Sheng-Xiong Huang |
| author_facet | Jun Tang Jun Tang Jun Tang Xueshuang Huang Ming-Hang Cao Zhiyan Wang Zhiyan Wang Zhiyin Yu Yijun Yan Jian-Ping Huang Li Wang Li Wang Sheng-Xiong Huang Sheng-Xiong Huang |
| author_sort | Jun Tang |
| collection | DOAJ |
| description | During a screening for antifungal secondary metabolites, six new mono-/bis-alkenoic acid derivatives (2–7) and one known alkenoic acid derivative (1) were isolated from an endophytic fungi Scopulariopsis candelabrum. Their chemical structures were identified by 1H-NMR, 13C-NMR, 2D NMR, and high-resolution mass spectrometry, as well as comparisons with previously reported literatures. Among them, fusariumesters C‒F (2–5) are bis-alkenoic acid derivatives dimerized by an ester bond, while acetylfusaridioic acid A (6) and fusaridioic acid D (7) are alkenoic acid monomers. All the isolates were submitted to an antifungal assay against Candida albicans and the corn pathogen Exserohilum turcicum using the filter paper agar diffusion method. As a result, only compound 1 decorating with β-lactone ring turned out to be active against these two tested fungi. The broth microdilution assay against Candida albicans showed the minimum inhibitory concentration (MIC) value of 1 to be 20 μg/ml, while the minimum inhibitory concentration value of the positive control (naystatin) was 10 μg/ml. And the half maximal inhibitory concentration (IC50) value (21.23 μg/ml) of 1 against Exserohilum turcicum was determined by analyzing its inhibition effect on the mycelial growth, using cycloheximide (IC50 = 46.70 μg/ml) as the positive control. |
| first_indexed | 2024-04-11T21:03:47Z |
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| language | English |
| last_indexed | 2024-04-11T21:03:47Z |
| publishDate | 2022-01-01 |
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| series | Frontiers in Chemistry |
| spelling | doaj.art-3f60683be2554ccfb3f1f923ccaf8ee42022-12-22T04:03:24ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462022-01-01910.3389/fchem.2021.812564812564Mono-/Bis-Alkenoic Acid Derivatives From an Endophytic Fungus Scopulariopsis candelabrum and Their Antifungal ActivityJun Tang0Jun Tang1Jun Tang2Xueshuang Huang3Ming-Hang Cao4Zhiyan Wang5Zhiyan Wang6Zhiyin Yu7Yijun Yan8Jian-Ping Huang9Li Wang10Li Wang11Sheng-Xiong Huang12Sheng-Xiong Huang13State Key Laboratory of Phytochemistry and Plant Resources in West China, CAS Center for Excellence in Molecular Plant Sciences, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, ChinaHunan Provincial Key Laboratory for Synthetic Biology of Traditional Chinese Medicine, Hunan University of Medicine, Huaihua, ChinaSavaid Medical School, University of Chinese Academy of Sciences, Beijing, ChinaHunan Provincial Key Laboratory for Synthetic Biology of Traditional Chinese Medicine, Hunan University of Medicine, Huaihua, ChinaState Key Laboratory of Phytochemistry and Plant Resources in West China, CAS Center for Excellence in Molecular Plant Sciences, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, ChinaState Key Laboratory of Phytochemistry and Plant Resources in West China, CAS Center for Excellence in Molecular Plant Sciences, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, ChinaSavaid Medical School, University of Chinese Academy of Sciences, Beijing, ChinaState Key Laboratory of Southwestern Chinese Medicine Resources, Innovative Institute of Chinese Medicine and Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaState Key Laboratory of Phytochemistry and Plant Resources in West China, CAS Center for Excellence in Molecular Plant Sciences, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, ChinaState Key Laboratory of Southwestern Chinese Medicine Resources, Innovative Institute of Chinese Medicine and Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaState Key Laboratory of Phytochemistry and Plant Resources in West China, CAS Center for Excellence in Molecular Plant Sciences, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, ChinaState Key Laboratory of Southwestern Chinese Medicine Resources, Innovative Institute of Chinese Medicine and Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaState Key Laboratory of Phytochemistry and Plant Resources in West China, CAS Center for Excellence in Molecular Plant Sciences, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, ChinaHunan Provincial Key Laboratory for Synthetic Biology of Traditional Chinese Medicine, Hunan University of Medicine, Huaihua, ChinaDuring a screening for antifungal secondary metabolites, six new mono-/bis-alkenoic acid derivatives (2–7) and one known alkenoic acid derivative (1) were isolated from an endophytic fungi Scopulariopsis candelabrum. Their chemical structures were identified by 1H-NMR, 13C-NMR, 2D NMR, and high-resolution mass spectrometry, as well as comparisons with previously reported literatures. Among them, fusariumesters C‒F (2–5) are bis-alkenoic acid derivatives dimerized by an ester bond, while acetylfusaridioic acid A (6) and fusaridioic acid D (7) are alkenoic acid monomers. All the isolates were submitted to an antifungal assay against Candida albicans and the corn pathogen Exserohilum turcicum using the filter paper agar diffusion method. As a result, only compound 1 decorating with β-lactone ring turned out to be active against these two tested fungi. The broth microdilution assay against Candida albicans showed the minimum inhibitory concentration (MIC) value of 1 to be 20 μg/ml, while the minimum inhibitory concentration value of the positive control (naystatin) was 10 μg/ml. And the half maximal inhibitory concentration (IC50) value (21.23 μg/ml) of 1 against Exserohilum turcicum was determined by analyzing its inhibition effect on the mycelial growth, using cycloheximide (IC50 = 46.70 μg/ml) as the positive control.https://www.frontiersin.org/articles/10.3389/fchem.2021.812564/fullAlkenoic acid derivativespolyketidesMicroascaceaeScopulariopsis candelabrumantifungal activityCandida albicans |
| spellingShingle | Jun Tang Jun Tang Jun Tang Xueshuang Huang Ming-Hang Cao Zhiyan Wang Zhiyan Wang Zhiyin Yu Yijun Yan Jian-Ping Huang Li Wang Li Wang Sheng-Xiong Huang Sheng-Xiong Huang Mono-/Bis-Alkenoic Acid Derivatives From an Endophytic Fungus Scopulariopsis candelabrum and Their Antifungal Activity Frontiers in Chemistry Alkenoic acid derivatives polyketides Microascaceae Scopulariopsis candelabrum antifungal activity Candida albicans |
| title | Mono-/Bis-Alkenoic Acid Derivatives From an Endophytic Fungus Scopulariopsis candelabrum and Their Antifungal Activity |
| title_full | Mono-/Bis-Alkenoic Acid Derivatives From an Endophytic Fungus Scopulariopsis candelabrum and Their Antifungal Activity |
| title_fullStr | Mono-/Bis-Alkenoic Acid Derivatives From an Endophytic Fungus Scopulariopsis candelabrum and Their Antifungal Activity |
| title_full_unstemmed | Mono-/Bis-Alkenoic Acid Derivatives From an Endophytic Fungus Scopulariopsis candelabrum and Their Antifungal Activity |
| title_short | Mono-/Bis-Alkenoic Acid Derivatives From an Endophytic Fungus Scopulariopsis candelabrum and Their Antifungal Activity |
| title_sort | mono bis alkenoic acid derivatives from an endophytic fungus scopulariopsis candelabrum and their antifungal activity |
| topic | Alkenoic acid derivatives polyketides Microascaceae Scopulariopsis candelabrum antifungal activity Candida albicans |
| url | https://www.frontiersin.org/articles/10.3389/fchem.2021.812564/full |
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