Bioactive sorbicillinoid derivatives from an endophytic fungus Trichoderma citrinoviride

Three new sorbicillinoid derivatives, citrinsorbicillinol A-C (1–3), along with three known compounds, such as trichosorbicillin G (4), dibutyl phthalate (5), and 3-(4-methoxyphenyl) propanoic acid (6), were isolated from the endophyte Trichoderma citrinoviride of Coptis chinensis. Their structures...

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Main Authors: Yan-Ping Xia, Yan Xie, Li Rao, Guo-Ping Yin
Format: Article
Language:English
Published: Frontiers Media S.A. 2025-01-01
Series:Frontiers in Microbiology
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Online Access:https://www.frontiersin.org/articles/10.3389/fmicb.2025.1485032/full
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author Yan-Ping Xia
Yan Xie
Li Rao
Guo-Ping Yin
author_facet Yan-Ping Xia
Yan Xie
Li Rao
Guo-Ping Yin
author_sort Yan-Ping Xia
collection DOAJ
description Three new sorbicillinoid derivatives, citrinsorbicillinol A-C (1–3), along with three known compounds, such as trichosorbicillin G (4), dibutyl phthalate (5), and 3-(4-methoxyphenyl) propanoic acid (6), were isolated from the endophyte Trichoderma citrinoviride of Coptis chinensis. Their structures were elucidated through extensive analyses of spectroscopic data, computer-assisted structure elucidation (ACD/Structure Elucidator), density functional theory (DFT) calculations of the nuclear magnetic resonance (NMR) spectra, and electronic circular dichroism (ECD). Biologically, compounds 1–4 exhibited potential antioxidant activity, as assessed using the 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay, with IC50 values ranging from 27.8 to 89.6 μM. In particular, compounds 2 and 3 demonstrated radical scavenging activity comparable to that of the positive control, ascorbic acid, with IC50 values of 27.8 and 31.2 μM, respectively. Moreover, compound 1 exhibited potential anti-inflammatory activity by inhibiting nitric oxide (NO) production in lipopolysaccharide (LPS)-induced RAW 264.7 macrophages, with an IC50 value of 52.7 μM. These findings underscore the therapeutic potential of the new sorbicillinoid derivatives for antioxidant and anti-inflammatory applications.
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spelling doaj-art-f97068a209604667ae90a10d2eeb4a8e2025-01-28T09:25:23ZengFrontiers Media S.A.Frontiers in Microbiology1664-302X2025-01-011610.3389/fmicb.2025.14850321485032Bioactive sorbicillinoid derivatives from an endophytic fungus Trichoderma citrinovirideYan-Ping Xia0Yan Xie1Li Rao2Guo-Ping Yin3Department of Pharmacy, Nanan People’s Hospital of Chongqing, Chongqing, ChinaDepartment of Pharmacy, Zhengzhou Shuqing Medical College, Zhengzhou, ChinaChongqing Key Laboratory of High Active Traditional Chinese Drug Delivery System, Chongqing Medical and Pharmaceutical College, Chongqing, ChinaEngineering Research Center of Coptis Development and Utilization (Ministry of Education), College of Pharmaceutical Sciences and Chinese Medicine, Southwest University, Chongqing, ChinaThree new sorbicillinoid derivatives, citrinsorbicillinol A-C (1–3), along with three known compounds, such as trichosorbicillin G (4), dibutyl phthalate (5), and 3-(4-methoxyphenyl) propanoic acid (6), were isolated from the endophyte Trichoderma citrinoviride of Coptis chinensis. Their structures were elucidated through extensive analyses of spectroscopic data, computer-assisted structure elucidation (ACD/Structure Elucidator), density functional theory (DFT) calculations of the nuclear magnetic resonance (NMR) spectra, and electronic circular dichroism (ECD). Biologically, compounds 1–4 exhibited potential antioxidant activity, as assessed using the 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay, with IC50 values ranging from 27.8 to 89.6 μM. In particular, compounds 2 and 3 demonstrated radical scavenging activity comparable to that of the positive control, ascorbic acid, with IC50 values of 27.8 and 31.2 μM, respectively. Moreover, compound 1 exhibited potential anti-inflammatory activity by inhibiting nitric oxide (NO) production in lipopolysaccharide (LPS)-induced RAW 264.7 macrophages, with an IC50 value of 52.7 μM. These findings underscore the therapeutic potential of the new sorbicillinoid derivatives for antioxidant and anti-inflammatory applications.https://www.frontiersin.org/articles/10.3389/fmicb.2025.1485032/fullsorbicillinoidfungusTrichodermaantioxidantanti-inflammatory
spellingShingle Yan-Ping Xia
Yan Xie
Li Rao
Guo-Ping Yin
Bioactive sorbicillinoid derivatives from an endophytic fungus Trichoderma citrinoviride
Frontiers in Microbiology
sorbicillinoid
fungus
Trichoderma
antioxidant
anti-inflammatory
title Bioactive sorbicillinoid derivatives from an endophytic fungus Trichoderma citrinoviride
title_full Bioactive sorbicillinoid derivatives from an endophytic fungus Trichoderma citrinoviride
title_fullStr Bioactive sorbicillinoid derivatives from an endophytic fungus Trichoderma citrinoviride
title_full_unstemmed Bioactive sorbicillinoid derivatives from an endophytic fungus Trichoderma citrinoviride
title_short Bioactive sorbicillinoid derivatives from an endophytic fungus Trichoderma citrinoviride
title_sort bioactive sorbicillinoid derivatives from an endophytic fungus trichoderma citrinoviride
topic sorbicillinoid
fungus
Trichoderma
antioxidant
anti-inflammatory
url https://www.frontiersin.org/articles/10.3389/fmicb.2025.1485032/full
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AT yanxie bioactivesorbicillinoidderivativesfromanendophyticfungustrichodermacitrinoviride
AT lirao bioactivesorbicillinoidderivativesfromanendophyticfungustrichodermacitrinoviride
AT guopingyin bioactivesorbicillinoidderivativesfromanendophyticfungustrichodermacitrinoviride