Eutypellenoids A–C, New Pimarane Diterpenes from the Arctic Fungus Eutypella sp. D-1

Three new pimarane diterpenes, eutypellenoids A–C (1–3), together with a known compound, eutypenoid C (4), were isolated from the culture extract of Eutypella sp. D-1 derived from the Arctic region. Compounds 1–3 possessed an uncommon tetrahydrofuran-fused pimarane dite...

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Main Authors: Hao-Bing Yu, Xiao-Li Wang, Wei-Heng Xu, Yi-Xin Zhang, Yi-Sen Qian, Jian-Peng Zhang, Xiao-Ling Lu, Xiao-Yu Liu
Format: Article
Language:English
Published: MDPI AG 2018-08-01
Series:Marine Drugs
Subjects:
Online Access:http://www.mdpi.com/1660-3397/16/8/284
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author Hao-Bing Yu
Xiao-Li Wang
Wei-Heng Xu
Yi-Xin Zhang
Yi-Sen Qian
Jian-Peng Zhang
Xiao-Ling Lu
Xiao-Yu Liu
author_facet Hao-Bing Yu
Xiao-Li Wang
Wei-Heng Xu
Yi-Xin Zhang
Yi-Sen Qian
Jian-Peng Zhang
Xiao-Ling Lu
Xiao-Yu Liu
author_sort Hao-Bing Yu
collection DOAJ
description Three new pimarane diterpenes, eutypellenoids A–C (1–3), together with a known compound, eutypenoid C (4), were isolated from the culture extract of Eutypella sp. D-1 derived from the Arctic region. Compounds 1–3 possessed an uncommon tetrahydrofuran-fused pimarane diterpene skeleton. The structures of all compounds were determined by detailed spectroscopic analysis, electronic circular dichroism (ECD) analysis, as well as a comparison with the literature data. Antibacterial, antifungal, and cytotoxic activities of these compounds were evaluated. Compound 2 displayed antibacterial activity against Staphylococcus aureus and Escherichia coli with MIC values of 8 and 8 μg/mL, respectively. Additionally, compound 2 showed antifungal activity against Candida parapsilosis, Candida albicans, Candida glabrata, and Candida tropicalis with MIC values of 8, 8, 16, and 32 μg/mL, respectively. Furthermore, compound 2 exhibited moderate cytotoxic activity against HCT-116 cell line with IC50 value of 3.7 μM.
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spelling doaj.art-a1cf1f561b2f4d389b2337b6f8998f8d2022-12-22T04:27:29ZengMDPI AGMarine Drugs1660-33972018-08-0116828410.3390/md16080284md16080284Eutypellenoids A–C, New Pimarane Diterpenes from the Arctic Fungus Eutypella sp. D-1Hao-Bing Yu0Xiao-Li Wang1Wei-Heng Xu2Yi-Xin Zhang3Yi-Sen Qian4Jian-Peng Zhang5Xiao-Ling Lu6Xiao-Yu Liu7Department of Biochemistry and Molecular Biology, College of Basic Medical Sciences, and Marine Biopharmaceutical Institute, Second Military Medical University, Shanghai 200433, ChinaDepartment of Biochemistry and Molecular Biology, College of Basic Medical Sciences, and Marine Biopharmaceutical Institute, Second Military Medical University, Shanghai 200433, ChinaSchool of Pharmacy, Second Military Medical University, Shanghai 200433, ChinaDepartment of Biochemistry and Molecular Biology, College of Basic Medical Sciences, and Marine Biopharmaceutical Institute, Second Military Medical University, Shanghai 200433, ChinaSchool of Physical Sciences, University of California, Irvine, CA 92697, USADepartment of Biochemistry and Molecular Biology, College of Basic Medical Sciences, and Marine Biopharmaceutical Institute, Second Military Medical University, Shanghai 200433, ChinaDepartment of Biochemistry and Molecular Biology, College of Basic Medical Sciences, and Marine Biopharmaceutical Institute, Second Military Medical University, Shanghai 200433, ChinaDepartment of Biochemistry and Molecular Biology, College of Basic Medical Sciences, and Marine Biopharmaceutical Institute, Second Military Medical University, Shanghai 200433, ChinaThree new pimarane diterpenes, eutypellenoids A–C (1–3), together with a known compound, eutypenoid C (4), were isolated from the culture extract of Eutypella sp. D-1 derived from the Arctic region. Compounds 1–3 possessed an uncommon tetrahydrofuran-fused pimarane diterpene skeleton. The structures of all compounds were determined by detailed spectroscopic analysis, electronic circular dichroism (ECD) analysis, as well as a comparison with the literature data. Antibacterial, antifungal, and cytotoxic activities of these compounds were evaluated. Compound 2 displayed antibacterial activity against Staphylococcus aureus and Escherichia coli with MIC values of 8 and 8 μg/mL, respectively. Additionally, compound 2 showed antifungal activity against Candida parapsilosis, Candida albicans, Candida glabrata, and Candida tropicalis with MIC values of 8, 8, 16, and 32 μg/mL, respectively. Furthermore, compound 2 exhibited moderate cytotoxic activity against HCT-116 cell line with IC50 value of 3.7 μM.http://www.mdpi.com/1660-3397/16/8/284Arctic fungusEutypella sp.pimarane diterpenebioactivity
spellingShingle Hao-Bing Yu
Xiao-Li Wang
Wei-Heng Xu
Yi-Xin Zhang
Yi-Sen Qian
Jian-Peng Zhang
Xiao-Ling Lu
Xiao-Yu Liu
Eutypellenoids A–C, New Pimarane Diterpenes from the Arctic Fungus Eutypella sp. D-1
Marine Drugs
Arctic fungus
Eutypella sp.
pimarane diterpene
bioactivity
title Eutypellenoids A–C, New Pimarane Diterpenes from the Arctic Fungus Eutypella sp. D-1
title_full Eutypellenoids A–C, New Pimarane Diterpenes from the Arctic Fungus Eutypella sp. D-1
title_fullStr Eutypellenoids A–C, New Pimarane Diterpenes from the Arctic Fungus Eutypella sp. D-1
title_full_unstemmed Eutypellenoids A–C, New Pimarane Diterpenes from the Arctic Fungus Eutypella sp. D-1
title_short Eutypellenoids A–C, New Pimarane Diterpenes from the Arctic Fungus Eutypella sp. D-1
title_sort eutypellenoids a c new pimarane diterpenes from the arctic fungus eutypella sp d 1
topic Arctic fungus
Eutypella sp.
pimarane diterpene
bioactivity
url http://www.mdpi.com/1660-3397/16/8/284
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