Arugosins G and H: Prenylated Polyketides from the Marine-Derived Fungus Emericella nidulans var. acristata

• Published in: Journal of natural products (Washington, D.C.) Vol. 69; no. 7; pp. 995 - 1000
• Main Authors: Kralj, A, Kehraus, S, Krick, A, Eguereva, E, Kelter, G, Maurer, M, Wortmann, A, Fiebig, H.H, König, G.M
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 28.07.2006; Amer Chemical Soc; American Society of Pharmacognosy
• Subjects: algae and seaweeds; anticarcinogenic activity; arugosins; benzophenone; Biological and medical sciences; Chemistry, Medicinal; Chlorophycota; cytotoxicity; Emericella nidulans; Emericella nidulans var. acristata; endophytes; Eurotiales; General pharmacology; immune response; indole alkaloids; Life Sciences & Biomedicine; Marine; Medical sciences; Pharmacognosy. Homeopathy. Health food; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Plant Sciences; polyketides; Science & Technology; MED; METABOLITES; NATURAL-PRODUCTS; BIOSYNTHESIS; FALCONENSIS; ASPERGILLUS-VARIECOLOR; NUCLEAR MAGNETIC-RESONANCE; TAJIXANTHONE; STRAIN; CYTOTOXICITY; CONSTITUENTS; Antineoplastic agent; Benzophenone derivatives; Cytotoxicity; Oxygen heterocycle; Diphenols; Medicinal plant; Fungi; Marine environment; Ascomycetes; Aromatic compound; Tumor cell; Thallophyta; Human; Pharmacognosy; Hemiacetal; Tricyclic compound; Isoprenoid; In vitro; Biological activity; Aldehydophenols; Emericella; Immunomodulator; Polyketide; Immunostimulant agent; Ketophenols; Cell line; Plant origin; Benzenic compound; Isolation; Structural analysis
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np050454f

The fungus Emericella nidulans var. acristata was isolated as an endophyte from a Mediterranean green alga. Cultivation of this fungus yielded two new compounds, arugosins G ( 1) and H ( 2), together with the known metabolites 3-9. Arugosins (1-4) are benzophenone derivatives, biosynthetically related to the xanthones 5, 6, and 9. The indole alkaloid 7 displayed antitumor activity in a panel of 36 human tumor cell lines, exhibiting a mean IC50 value of 5.5 mu g/mL in an in vitro survival and proliferation assay. Furthermore, compounds 3 and 4 showed moderate antitumor activity toward individual tumor cell lines. None of compounds 1-8 exhibited any immunostimulatory activity assessed as the capacity to induce cytokines in PBMCs from healthy donors.