An Oxazole Alkaloid, Terpenoids, and Cyclodipeptides With Cytotoxic and Nitric Oxide Inhibitory Effects From a Mangrove‐Derived Fungus <i>Trichoderma</i> sp. GXT‐22.1
Chemical investigation of the mangrove-derived fungus Trichoderma sp. GXT-22.1 led to the 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 nitric oxide (NO) overproduction in lipopolysaccharide-stimulated RAW264.7 cells, with half inhibition concentration values ranging from 37.5 ± 2.6 to 86.5 ± 5.1 µM. Molecular docking simulation suggested that 1 inhibits NO overproduction via modulating the action of the inducible NO synthase protein.
Authors
- Do Hoang Anh
- Nguyễn Xuân Cường (ORCID: https://orcid.org/0000-0003-1855-6181)
- Trần Hồng Quang (ORCID: https://orcid.org/0000-0003-1387-5271)
- Le Thi Vien
- Tung Ngoc Nguyen (ORCID: https://orcid.org/0000-0002-7676-3755)
- Phạm Thị Mai Hương (ORCID: https://orcid.org/0000-0001-6881-8771)
- Dang Viet Anh
- Nguyen Thi Thanh Ngan
Institutions
- Vietnam Academy of Science and Technology (VN)
Publication Details
- Journal
- Chemistry & Biodiversity
- Published
- 2024-12-13
- DOI
- https://doi.org/10.1002/cbdv.202402986
- Citations
- 2
- Primary Topic
- Microbial Natural Products and Biosynthesis
- Type
- article
- Field-Weighted Citation Impact
- 0.90