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An Oxazole Alkaloid, Terpenoids, and Cyclodipeptides with Cytotoxic and NO Inhibitory Effects from a Mangrove-Derived Fungus Trichoderma sp. GXT-22.1

Chemical investigation of the mangrove-derived fungus Trichoderma sp. GXT-22.1 led to isolation and identification of 10 secondary metabolites, including one new compound, 5'-(4-methoxyphenyl)-1',3'-oxazole (1), one new natural compound, (E)-6,10-dimethyl-5-undecene-2,9,10-triol (2),...

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Published in:Chemistry & biodiversity 2024-12, p.e202402986
Main Authors: Anh, Dang Viet, Anh, Do Hoang, Vien, Le Thi, Huong, Pham Thi Mai, Cuong, Nguyen Xuan, Ngan, Nguyen Thi Thanh, Tung, Nguyen Ngoc, Quang, Tran Hong
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creator Anh, Dang Viet
Anh, Do Hoang
Vien, Le Thi
Huong, Pham Thi Mai
Cuong, Nguyen Xuan
Ngan, Nguyen Thi Thanh
Tung, Nguyen Ngoc
Quang, Tran Hong
description Chemical investigation of the mangrove-derived fungus Trichoderma sp. GXT-22.1 led to isolation and identification of 10 secondary metabolites, including one new compound, 5'-(4-methoxyphenyl)-1',3'-oxazole (1), one new natural compound, (E)-6,10-dimethyl-5-undecene-2,9,10-triol (2), along with eight known compounds, tricholumin A (3), harzianol J (4), cyclonerodiol (5), 10,11-dihydro-11-hydroxycyclonerodiol (6), cyclonerodiol B (7), epicyclonerodiol oxide (8), cyclo(Val-Pro) (9), and cyclo-(4-hydroxyprolinyl-leucine) (10). The structural feature of oxazole in 1 was unusually found among the fungal metabolites. Compounds 1 and 4 exhibited weak cytotoxicity toward HepG2 and MCF-7 human carcinoma cell lines at the concentration of 100 μM, with induction of 41.5 ± 3.0 and 39.3 ± 2.3% cell death, respectively. Compounds 1-5, 8 and 10 showed their inhibitory effect against NO overproduction in LPS-stimulated RAW264.7 cells, with IC50 values ranging from 37.5 ± 2.6 to 86.5 ± 5.1 μM. Molecular docking simulation suggested that 1 inhibit NO overproduction via modulating the action of iNOS protein.
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title An Oxazole Alkaloid, Terpenoids, and Cyclodipeptides with Cytotoxic and NO Inhibitory Effects from a Mangrove-Derived Fungus Trichoderma sp. GXT-22.1
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