Bioactive polyketides and meroterpenoids from the mangrove-derived fungus Talaromyces flavus TGGP35

Six new polyketides, which includes three new lactones (talarotones A–C) (1–3), one new polyketide (talarotide A) (4), two new polyenes (talaroyenes A, B) (5, 6), together with one new meroterpenoid (talaropenoid A) (7) and 13 known compounds (8–20) were isolated from the mangrove-derived fungus Tal...

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Main Authors: Jin Cai, Xueming Zhou, Bin Wang, Xuelong Zhang, Mengyao Luo, Longtao Huang, Ruoxi Wang, Yonghao Chen, Xiaoyang Li, Youping Luo, Guangying Chen, Fei Cao, Guolei Huang, Caijuan Zheng
Format: Article
Language:English
Published: Frontiers Media S.A. 2024-02-01
Series:Frontiers in Microbiology
Subjects:
Online Access:https://www.frontiersin.org/articles/10.3389/fmicb.2024.1342843/full
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author Jin Cai
Jin Cai
Xueming Zhou
Xueming Zhou
Bin Wang
Bin Wang
Xuelong Zhang
Xuelong Zhang
Mengyao Luo
Mengyao Luo
Longtao Huang
Longtao Huang
Ruoxi Wang
Ruoxi Wang
Yonghao Chen
Yonghao Chen
Xiaoyang Li
Xiaoyang Li
Youping Luo
Youping Luo
Guangying Chen
Guangying Chen
Fei Cao
Guolei Huang
Guolei Huang
Caijuan Zheng
Caijuan Zheng
author_facet Jin Cai
Jin Cai
Xueming Zhou
Xueming Zhou
Bin Wang
Bin Wang
Xuelong Zhang
Xuelong Zhang
Mengyao Luo
Mengyao Luo
Longtao Huang
Longtao Huang
Ruoxi Wang
Ruoxi Wang
Yonghao Chen
Yonghao Chen
Xiaoyang Li
Xiaoyang Li
Youping Luo
Youping Luo
Guangying Chen
Guangying Chen
Fei Cao
Guolei Huang
Guolei Huang
Caijuan Zheng
Caijuan Zheng
author_sort Jin Cai
collection DOAJ
description Six new polyketides, which includes three new lactones (talarotones A–C) (1–3), one new polyketide (talarotide A) (4), two new polyenes (talaroyenes A, B) (5, 6), together with one new meroterpenoid (talaropenoid A) (7) and 13 known compounds (8–20) were isolated from the mangrove-derived fungus Talaromyces flavus TGGP35. The structure and configuration of the compounds 1–7 were elucidated from the data obtained from HR-ESI-MS, IR, 1D/2D NMR spectroscopy, Mo2 (OAc)4-induced electronic circular dichroism (ECD), CD spectroscopy, and modified Mosher's method. Compounds 5 and 20 displayed antioxidant activity with IC50 values of 0.40 and 1.36 mM, respectively. Compounds 3, 6, 11, 16, and 17 displayed cytotoxic activity against human cancer cells Hela, A549, and had IC50 values ranging from 28.89 to 62.23 μM. Compounds 7, 10–12, and 14–18 exhibited moderate or potent anti-insect activity against newly hatched larvae of Helicoverpa armigera Hubner, with IC50 values in the range 50–200 μg/mL. Compound 18 showed antibacterial activity against Ralstonia solanacearum with the MIC value of 50 μg/mL.
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spelling doaj.art-0474afbbc648482bbbf630f0378a84d32024-02-01T04:37:31ZengFrontiers Media S.A.Frontiers in Microbiology1664-302X2024-02-011510.3389/fmicb.2024.13428431342843Bioactive polyketides and meroterpenoids from the mangrove-derived fungus Talaromyces flavus TGGP35Jin Cai0Jin Cai1Xueming Zhou2Xueming Zhou3Bin Wang4Bin Wang5Xuelong Zhang6Xuelong Zhang7Mengyao Luo8Mengyao Luo9Longtao Huang10Longtao Huang11Ruoxi Wang12Ruoxi Wang13Yonghao Chen14Yonghao Chen15Xiaoyang Li16Xiaoyang Li17Youping Luo18Youping Luo19Guangying Chen20Guangying Chen21Fei Cao22Guolei Huang23Guolei Huang24Caijuan Zheng25Caijuan Zheng26Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Haikou, Hainan, ChinaKey Laboratory of Pharmaceutical Quality Control of Hebei Province, Key Laboratory of Medicinal Chemistry and Molecular Diagnostics of Education Ministry of China, College of Pharmaceutical Sciences, Hebei University, Baoding, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou, Hainan, ChinaKey Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Haikou, Hainan, ChinaSix new polyketides, which includes three new lactones (talarotones A–C) (1–3), one new polyketide (talarotide A) (4), two new polyenes (talaroyenes A, B) (5, 6), together with one new meroterpenoid (talaropenoid A) (7) and 13 known compounds (8–20) were isolated from the mangrove-derived fungus Talaromyces flavus TGGP35. The structure and configuration of the compounds 1–7 were elucidated from the data obtained from HR-ESI-MS, IR, 1D/2D NMR spectroscopy, Mo2 (OAc)4-induced electronic circular dichroism (ECD), CD spectroscopy, and modified Mosher's method. Compounds 5 and 20 displayed antioxidant activity with IC50 values of 0.40 and 1.36 mM, respectively. Compounds 3, 6, 11, 16, and 17 displayed cytotoxic activity against human cancer cells Hela, A549, and had IC50 values ranging from 28.89 to 62.23 μM. Compounds 7, 10–12, and 14–18 exhibited moderate or potent anti-insect activity against newly hatched larvae of Helicoverpa armigera Hubner, with IC50 values in the range 50–200 μg/mL. Compound 18 showed antibacterial activity against Ralstonia solanacearum with the MIC value of 50 μg/mL.https://www.frontiersin.org/articles/10.3389/fmicb.2024.1342843/fullTalaromyces flavuspolyketidelactonesmeroterpenoidbioactivities
spellingShingle Jin Cai
Jin Cai
Xueming Zhou
Xueming Zhou
Bin Wang
Bin Wang
Xuelong Zhang
Xuelong Zhang
Mengyao Luo
Mengyao Luo
Longtao Huang
Longtao Huang
Ruoxi Wang
Ruoxi Wang
Yonghao Chen
Yonghao Chen
Xiaoyang Li
Xiaoyang Li
Youping Luo
Youping Luo
Guangying Chen
Guangying Chen
Fei Cao
Guolei Huang
Guolei Huang
Caijuan Zheng
Caijuan Zheng
Bioactive polyketides and meroterpenoids from the mangrove-derived fungus Talaromyces flavus TGGP35
Frontiers in Microbiology
Talaromyces flavus
polyketide
lactones
meroterpenoid
bioactivities
title Bioactive polyketides and meroterpenoids from the mangrove-derived fungus Talaromyces flavus TGGP35
title_full Bioactive polyketides and meroterpenoids from the mangrove-derived fungus Talaromyces flavus TGGP35
title_fullStr Bioactive polyketides and meroterpenoids from the mangrove-derived fungus Talaromyces flavus TGGP35
title_full_unstemmed Bioactive polyketides and meroterpenoids from the mangrove-derived fungus Talaromyces flavus TGGP35
title_short Bioactive polyketides and meroterpenoids from the mangrove-derived fungus Talaromyces flavus TGGP35
title_sort bioactive polyketides and meroterpenoids from the mangrove derived fungus talaromyces flavus tggp35
topic Talaromyces flavus
polyketide
lactones
meroterpenoid
bioactivities
url https://www.frontiersin.org/articles/10.3389/fmicb.2024.1342843/full
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