Cytotoxic secondary metabolites isolated from Penicillium sp. YT2019-3321, an endophytic fungus derived from Lonicera Japonica
IntroductionEndophytic fungi associated with medicinal plants have proven to possess a high potential to produce structurally diverse metabolites, some of which are valuable for medicinal applications. In this study, Penicillium sp. YT2019-3321, an endophytic fungus derived from traditional Chinese...
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Frontiers Media S.A.
2022-12-01
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| Series: | Frontiers in Microbiology |
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| Online Access: | https://www.frontiersin.org/articles/10.3389/fmicb.2022.1099592/full |
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| author | Wenya Weng Wenya Weng Shicui Jiang Chuchu Sun Xiaofu Pan Li Xian Xuemian Lu Xuemian Lu Chi Zhang |
| author_facet | Wenya Weng Wenya Weng Shicui Jiang Chuchu Sun Xiaofu Pan Li Xian Xuemian Lu Xuemian Lu Chi Zhang |
| author_sort | Wenya Weng |
| collection | DOAJ |
| description | IntroductionEndophytic fungi associated with medicinal plants have proven to possess a high potential to produce structurally diverse metabolites, some of which are valuable for medicinal applications. In this study, Penicillium sp. YT2019-3321, an endophytic fungus derived from traditional Chinese medicine Lonicera japonica, was chemically studied.MethodsThe chemical structures of the isolated compounds were established by a correlative interpretation of HRESIMS and NMR spectroscopic data. The optical resolution of (±)-1 by chiral HPLC yielded individual enantiomers (+)-1 and (–)-1, and their stereochemistry were solved by X-ray diffraction crystallography, respectively.Results and discussionEight structurally diversified secondary metabolites, including two previously unreported polyketides, named (±)-chrysoalide B (1) and penicidone E (2), were isolated and identified from Penicillium sp. YT2019-3321. Compound 2 possessed the γ-pyridone nucleus, which is rarely found in natural products. Cytotoxic assay revealed that the new compound 2 demonstrated a dose-dependent cytotoxicity against the human pancreatic tumor cells PATU8988T with the IC50 value of 11.4 μM. Further studies indicated that 2 significantly induced apoptosis of PATU8988T cell lines, characterized by the morphologies abnormity, the reduction of cell number, the upregulation of proportion of apoptotic cells, and the ratio of Bcl-2 to Bax. Our study demonstrates that fungal secondary metabolites may have important significance in the discovery of drug leads. |
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| language | English |
| last_indexed | 2024-04-11T06:16:01Z |
| publishDate | 2022-12-01 |
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| series | Frontiers in Microbiology |
| spelling | doaj.art-17a4a35fa7e744e693bfe4e223da25072022-12-22T04:41:03ZengFrontiers Media S.A.Frontiers in Microbiology1664-302X2022-12-011310.3389/fmicb.2022.10995921099592Cytotoxic secondary metabolites isolated from Penicillium sp. YT2019-3321, an endophytic fungus derived from Lonicera JaponicaWenya Weng0Wenya Weng1Shicui Jiang2Chuchu Sun3Xiaofu Pan4Li Xian5Xuemian Lu6Xuemian Lu7Chi Zhang8Department of Scientific Research, The Third Affiliated Hospital of Wenzhou Medical University, Zhejiang, ChinaDepartment of Endocrinology, Ruian People’s Hospital, Zhejiang, ChinaDepartment of Scientific Research, The Third Affiliated Hospital of Wenzhou Medical University, Zhejiang, ChinaDepartment of Scientific Research, The Third Affiliated Hospital of Wenzhou Medical University, Zhejiang, ChinaDepartment of Scientific Research, The Third Affiliated Hospital of Wenzhou Medical University, Zhejiang, ChinaCollege of Life Sciences, Ludong University, Yantai, ChinaDepartment of Scientific Research, The Third Affiliated Hospital of Wenzhou Medical University, Zhejiang, ChinaDepartment of Endocrinology, Ruian People’s Hospital, Zhejiang, ChinaDepartment of Scientific Research, The Third Affiliated Hospital of Wenzhou Medical University, Zhejiang, ChinaIntroductionEndophytic fungi associated with medicinal plants have proven to possess a high potential to produce structurally diverse metabolites, some of which are valuable for medicinal applications. In this study, Penicillium sp. YT2019-3321, an endophytic fungus derived from traditional Chinese medicine Lonicera japonica, was chemically studied.MethodsThe chemical structures of the isolated compounds were established by a correlative interpretation of HRESIMS and NMR spectroscopic data. The optical resolution of (±)-1 by chiral HPLC yielded individual enantiomers (+)-1 and (–)-1, and their stereochemistry were solved by X-ray diffraction crystallography, respectively.Results and discussionEight structurally diversified secondary metabolites, including two previously unreported polyketides, named (±)-chrysoalide B (1) and penicidone E (2), were isolated and identified from Penicillium sp. YT2019-3321. Compound 2 possessed the γ-pyridone nucleus, which is rarely found in natural products. Cytotoxic assay revealed that the new compound 2 demonstrated a dose-dependent cytotoxicity against the human pancreatic tumor cells PATU8988T with the IC50 value of 11.4 μM. Further studies indicated that 2 significantly induced apoptosis of PATU8988T cell lines, characterized by the morphologies abnormity, the reduction of cell number, the upregulation of proportion of apoptotic cells, and the ratio of Bcl-2 to Bax. Our study demonstrates that fungal secondary metabolites may have important significance in the discovery of drug leads.https://www.frontiersin.org/articles/10.3389/fmicb.2022.1099592/fullpolyketidessecondary metabolitesPenicilliumendophytic funguscytotoxic activity |
| spellingShingle | Wenya Weng Wenya Weng Shicui Jiang Chuchu Sun Xiaofu Pan Li Xian Xuemian Lu Xuemian Lu Chi Zhang Cytotoxic secondary metabolites isolated from Penicillium sp. YT2019-3321, an endophytic fungus derived from Lonicera Japonica Frontiers in Microbiology polyketides secondary metabolites Penicillium endophytic fungus cytotoxic activity |
| title | Cytotoxic secondary metabolites isolated from Penicillium sp. YT2019-3321, an endophytic fungus derived from Lonicera Japonica |
| title_full | Cytotoxic secondary metabolites isolated from Penicillium sp. YT2019-3321, an endophytic fungus derived from Lonicera Japonica |
| title_fullStr | Cytotoxic secondary metabolites isolated from Penicillium sp. YT2019-3321, an endophytic fungus derived from Lonicera Japonica |
| title_full_unstemmed | Cytotoxic secondary metabolites isolated from Penicillium sp. YT2019-3321, an endophytic fungus derived from Lonicera Japonica |
| title_short | Cytotoxic secondary metabolites isolated from Penicillium sp. YT2019-3321, an endophytic fungus derived from Lonicera Japonica |
| title_sort | cytotoxic secondary metabolites isolated from penicillium sp yt2019 3321 an endophytic fungus derived from lonicera japonica |
| topic | polyketides secondary metabolites Penicillium endophytic fungus cytotoxic activity |
| url | https://www.frontiersin.org/articles/10.3389/fmicb.2022.1099592/full |
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