Penicilazaphilone C, a new antineoplastic and antibacterial azaphilone from the Marine Fungus Penicillium sclerotiorum.
Two azaphilonidal derivatives [penicilazaphilones B (1) and C (2)], have been isolated from the fermented products of marine fungus strain Penicillium sclerotiorum M-22, penicilazaphilones C was a new compound. The compound's structures were identified by the analysis of spectroscopic data including 1D and 2D NMR techniques (1H-NMR,13C-NMR, COSY, HMQC, and HMBC). Biological evaluation revealed that penicilazaphilones B and C showed selective cytotoxicity against melanoma cells B-16 and human gastric cancer cells SGC-7901 with IC50values of 0.291, 0.449 and 0.065, 0.720 mM, respectively, while exhibiting no significant toxicity to normal mammary epithelial cells M10 at the same concentration. Moreover, penicilazaphilones C also exhibited strong antibacterial activity against Staphylococcus aureus, Pseudomonas aeruginosa, Klebsiella pneumonia and Escherichia coli with MIC values 0.037-0.150 mM, while penicilazaphilones B's bacteriostatic action was weaker.
Key Laboratory of Translation Medicine for Tropical Diseases, Ministry of Education, Hainan Medical College, Haikou, 571199, China.|Hainan Provincial Key Laboratory of Tropical Medicine, Hainan Medical College, Haikou, 571199, China.|College of Life Sciences, Nanjing Normal University, Nanjing, 210046, China.
Song-Lin
SL
Zhou
Key Laboratory of Translation Medicine for Tropical Diseases, Ministry of Education, Hainan Medical College, Haikou, 571199, China.|Hainan Provincial Key Laboratory of Tropical Medicine, Hainan Medical College, Haikou, 571199, China.
Min
M
Wang
Key Laboratory of Translation Medicine for Tropical Diseases, Ministry of Education, Hainan Medical College, Haikou, 571199, China.|Hainan Provincial Key Laboratory of Tropical Medicine, Hainan Medical College, Haikou, 571199, China.
Huan-Ge
HG
Zhao
Key Laboratory of Translation Medicine for Tropical Diseases, Ministry of Education, Hainan Medical College, Haikou, 571199, China.|Hainan Provincial Key Laboratory of Tropical Medicine, Hainan Medical College, Haikou, 571199, China.
Yong-Hao
YH
Huang
Key Laboratory of Translation Medicine for Tropical Diseases, Ministry of Education, Hainan Medical College, Haikou, 571199, China.|Hainan Provincial Key Laboratory of Tropical Medicine, Hainan Medical College, Haikou, 571199, China.
Ying-Ying
YY
Lin
Key Laboratory of Translation Medicine for Tropical Diseases, Ministry of Education, Hainan Medical College, Haikou, 571199, China. tanhoho@163.com.|Hainan Provincial Key Laboratory of Tropical Medicine, Hainan Medical College, Haikou, 571199, China. tanhoho@163.com.
Guang-Hong
GH
Tan
College of Life Sciences, Nanjing Normal University, Nanjing, 210046, China. chenshuanglin@njun.edu.cn.
Shung-Lin
SL
Chen
D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D001578:Benzopyrans / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects / Q000502:physiology; D004305:Dose-Response Relationship, Drug; D005658:Fungi; D006801:Humans; D008546:Melanoma, Experimental; D051379:Mice; D008826:Microbial Sensitivity Tests / Q000379:methods; D010407:Penicillium; D010860:Pigments, Biological / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*
D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D001578:Benzopyrans; D010860:Pigments, Biological; C494154:azaphilone
Antibacterial activity; Cytotoxicity; Marine fungus; Penicilazaphilones; Penicillium sclerotiorum