Globosumones A−C, Cytotoxic Orsellinic Acid Esters from the Sonoran Desert Endophytic Fungus Chaetomium globosum

• Published in: Journal of natural products (Washington, D.C.) D.C.), 2005-05, Vol.68 (5), p.724-728
• Main Authors: Bashyal, Bharat P, Wijeratne, E. M. Kithsiri, Faeth, Stanley H, Gunatilaka, A. A. Leslie
• Format: Article
• Language: English
• Subjects: anticarcinogenic activity; Antineoplastic Agents - chemistry; Antineoplastic Agents - isolation & purification; Antineoplastic Agents - pharmacology; Biological and medical sciences; cell proliferation; Chaetomium - chemistry; Chaetomium globosum; chemical structure; cultured cells; Desert Climate; Drug Screening Assays, Antitumor; endophytes; endosymbionts; Ephedra; Ephedra fasciculata; esters; Esters - chemistry; Esters - isolation & purification; Esters - pharmacology; General pharmacology; globosumones; Humans; Medical sciences; Molecular Structure; orsellinic acid; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; resorcinols; Resorcinols - chemistry; Resorcinols - isolation & purification; Resorcinols - pharmacology; spectral analysis; stereochemistry; Tumor Cells, Cultured
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np058014b

Three new esters of orsellinic acid, globosumones A−C (1−3), and three known compounds, orsellinic acid (4), orcinol, and trichodion (5), were isolated from Chaetomium globosum endophytic on Ephedra fasciculata (Mormon tea). The structures of the new compounds 1−3 were established spectroscopically, which included 2D NMR experiments and 1H NMR studies on Mosher's ester derivatives. All compounds were evaluated for inhibition of cell proliferation in a panel of four cancer cell lines, NCI-H460 (non-small cell lung cancer), MCF-7 (breast cancer), SF-268 (CNS glioma), and MIA Pa Ca-2 (pancreatic carcinoma), and normal human fibroblast cells (WI-38). Only globosumones A (1) and B (2) were found to be moderately active.