Cladosporinone, a new viriditoxin derivative from the hypersaline lake derived fungus Cladosporium cladosporioides

• Published in: Journal of antibiotics Vol. 69; no. 9; pp. 702 - 706
• Main Authors: Liu, Yang, Kurtán, Tibor, Yun Wang, Chang, Han Lin, Wen, Orfali, Raha, Müller, Werner EG, Daletos, Georgios, Proksch, Peter
• Format: Journal Article
• Language: English
• Published: London Nature Publishing Group UK 01.09.2016; Japan Antibiotics Research Assoc; Nature Publishing Group
• Subjects: 101/58; 45/23; 45/77; 631/326/193; 631/92/604; Animals; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - isolation & purification; Anti-Bacterial Agents - pharmacology; Antineoplastic Agents - chemistry; Antineoplastic Agents - isolation & purification; Antineoplastic Agents - pharmacology; Bacteria - drug effects; Bacteriology; Bioassays; Biomedical and Life Sciences; Bioorganic Chemistry; Biotechnology & Applied Microbiology; Cell Line, Tumor; Circular Dichroism; Cladosporium - isolation & purification; Cladosporium - metabolism; Cytotoxicity; Egypt; Immunology; Inhibitory Concentration 50; Lakes; Life Sciences; Life Sciences & Biomedicine; Lymphoma; Lymphoma - drug therapy; Lymphoma - pathology; Magnetic Resonance Spectroscopy; Medicinal Chemistry; Mice; Microbiology; Naphthols - chemistry; Naphthols - isolation & purification; Naphthols - pharmacology; Organic Chemistry; original-article; Pharmacology & Pharmacy; Science & Technology; SPICARIA-DIVARICATA; CELL-DIVISION; ENDOPHYTIC FUNGUS; SMALL-MOLECULE; BIOSYNTHESIS; BETA-LACTAM ANTIBIOTICS; NRRL 5771; PAECILOMYCES-VARIOTII; METABOLITE; DISCOVERY
• ISSN: 0021-8820; 1881-1469
• DOI: 10.1038/ja.2016.11

A new cytotoxic viriditoxin derivative, cladosporinone ( 1 ), along with the known viriditoxin ( 2 ) and two viriditoxin derivatives ( 3 and 4 ) were obtained from the fungus C ladosporium cladosporioides isolated from the sediment of a hypersaline lake in Egypt. The structure of the new compound ( 1 ) was determined by 1D and 2D NMR measurements as well as by high-resolution ESIMS and electronic circular dichroism spectroscopy. All isolated compounds were studied for their cytotoxicity against the murine lymphoma cell line L5187Y and for their antibiotic activity against several pathogenic bacteria. Viriditoxin ( 2 ) was the most active compound in both bioassays. Compound 1 also exhibited strong cytotoxicity against the murine lymphoma cell line L5187Y with an IC 50 value of 0.88 μ m , whereas its antibiotic activity was weak.