Tersone A-G, New Pyridone Alkaloids from the Deep-Sea Fungus Phomopsis tersa

• Published in: Marine drugs Vol. 17; no. 7; p. 394
• Main Authors: Chen, Shan-Chong, Liu, Zhao-Ming, Tan, Hai-Bo, Chen, Yu-Chan, Li, Sai-Ni, Li, Hao-Hua, Guo, Heng, Zhu, Shuang, Liu, Hong-Xin, Zhang, Wei-Min
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 03.07.2019; MDPI
• Subjects: A549 Cells; Alkaloids; Alkaloids - chemistry; Alkaloids - pharmacology; Analogs; Anti-Infective Agents - chemistry; Anti-Infective Agents - pharmacology; Antibacterial activity; Antibiotics; Aquatic Organisms - chemistry; Carbon; Cell Line, Tumor; Cell lines; Cellulose; Circular dichroism; Cotton; cytotoxic activity; Cytotoxicity; Deep sea; Deep sea environments; Deep water; diastereoisomers; Dichroism; Experiments; Fungi; Fungi - chemistry; Hep G2 Cells; Humans; MCF-7 Cells; Metabolites; Microbial Sensitivity Tests - methods; Minimum inhibitory concentration; Phomopsis tersa; Pyridines; pyridone alkaloids; Pyridones - chemistry; Pyridones - pharmacology; Single crystals; Staphylococcus aureus - drug effects; Staphylococcus infections; X-ray diffraction; antibacterial activity; Phomopsis tersa; pyridone alkaloids; diastereoisomers; cytotoxic activity
• ISSN: 1660-3397; 1660-3397
• DOI: 10.3390/md17070394

Four phenylfuropyridone racemates, (±)-tersones A-C and E ( - , ), one phenylpyridone racemate, (±)-tersone D ( ), one new pyridine alkaloid, tersone F ( ), single new phenylfuropyridone, tersone G ( ) and two known analogs and were isolated from the deep-sea fungus . Their structures and absolute configurations were characterized on the basis of comprehensive spectroscopic analyses, single-crystal X-ray diffraction experiments, and electronic circular dichroism (ECD) calculations. Moreover, compounds - were evaluated for in vitro antimicrobial and cytotoxic activity. Compounds and exhibited antibacterial activity against with the MIC value of 31.5 μg/mL, while compound showed cytoxic activities against SF-268, MCF-7, HepG-2 and A549 cell lines with IC values of 32.0, 29.5, 39.5 and 33.2 μM, respectively.