Myrothenones A and B, cyclopentenone derivatives with tyrosinase inhibitory activity from the marine-derived fungus Myrothecium sp.
New 3-amino-5-ethenylcyclopentenones, myrothenones A (4) and B (5), were isolated together with known 6-n-pentyl-alpha-pyrone (1), trichodenone A (2), and cyclonerodiol (3) from the marine algicolous fungus of genus of Myrothecium. The structure and absolute stereochemistry of the new compounds were established by spectral interpretation and X-ray analysis. Compounds 1 and 4 exhibited a tyrosinase inhibitory activity with IC(50) value of 0.8 and 6.6 muM, respectively, which are more active than kojic acid (IC(50), 7.7 muM) currently being used as a functional personal-care compound.
Li
Xifeng
X
Department of Chemistry, Pukyong National University, Korea.
Kim
Min Kyung
MK
Lee
Uk
U
Kim
Se-Kwon
SK
Kang
Jung Sook
JS
Choi
Hong Dae
HD
Son
Byeng Wha
BW
D001203:Ascomycota / Q000737:chemistry*; D000460:Chlorophyta / Q000382:microbiology; D018360:Crystallography, X-Ray; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000494:pharmacology*; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D008386:Marine Biology; D008958:Models, Molecular; D008968:Molecular Conformation; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013056:Spectrophotometry, Ultraviolet
D003517:Cyclopentanes; D004791:Enzyme Inhibitors; C502180:myrothenone A; C502181:myrothenone B; D014442:Monophenol Monooxygenase