Ascochlorin derivatives from the leafhopper pathogenic fungus Microcera sp. BCC 17074

• Published in: Journal of antibiotics Vol. 68; no. 1; pp. 47 - 51
• Main Authors: Isaka, Masahiko, Yangchum, Arunrat, Supothina, Sumalee, Laksanacharoen, Pattiyaa, Jennifer Luangsa-ard, J, Hywel-Jones, Nigel L
• Format: Journal Article
• Language: English
• Published: London Nature Publishing Group UK 01.01.2015; Springer Nature; Nature Publishing Group
• Subjects: 639/638/403/349; Alkenes - chemistry; Alkenes - isolation & purification; Alkenes - pharmacology; Animals; Antineoplastic Agents - chemistry; Antineoplastic Agents - isolation & purification; Antineoplastic Agents - pharmacology; Bacteriology; Biomedical and Life Sciences; Bioorganic Chemistry; Biotechnology & Applied Microbiology; Cell Line, Tumor; Cercopithecus aethiops; Humans; Hypocreales - chemistry; Immunology; Life Sciences; Life Sciences & Biomedicine; Magnetic Resonance Spectroscopy; Mass spectrometry; Medicinal Chemistry; Microbiology; Neoplasms - drug therapy; Neoplasms - pathology; Organic Chemistry; original-article; Pharmacology & Pharmacy; Phenols - chemistry; Phenols - isolation & purification; Phenols - pharmacology; Science & Technology; Vero Cells; ANTITUMOR ANTIBIOTICS; METABOLITES; INHIBITORS
• ISSN: 0021-8820; 1881-1469
• DOI: 10.1038/ja.2014.90

Two new ascochlorin derivatives, nectchlorins A ( 1 ) and B ( 2 ), together with eight known compounds ( 3 – 10 ), were isolated from cultures of the leafhopper pathogen Microcera sp. BCC 17074. The structures were elucidated on the basis of NMR spectroscopic and mass spectrometry data. The absolute configuration of 2 was determined by application of the modified Mosher’s method. The absolute configuration of LL-Z 1272α epoxide ( 9 ), which is a plausible biosynthetic precursor of ascochlorins, was established by chemical correlations. Cytotoxic activities of these ascochlorin derivatives were evaluated.