Gymnasterkoreayne G, a new inhibitory polyacetylene against NFAT transcription factor from Gymnaster koraiensis.
A new polyacetylene, gymnasterkoreayne G (1) and seven known (2--8) constituents were isolated from the leaves of Gymnaster koraiensis. Base on extensive 1D and 2D NMR spectroscopic data, the structure of the new compound was identified as erythro-8(S)-9(Z),16-heptadecadiene-4,6-diyne-2,3,8-triol. Isolated compounds were evaluated for their ability to inhibit NFAT transcription factor. While other components did not show activity, most of polyacetylene components markedly inhibit NFAT transcription factor. Of these compounds, gymnasterkoreayne B (3) was the most potent (IC(50) 1.44+/-0.59 microM). In term of the isomers, compound 1 (IC(50) 43.9+/-2.24 microM) with an erythro-configuration showed less inhibition than 2 (IC(50) 7.24+/-0.42 microM) with a threo-configuration.
Dat
Nguyen Tien
NT
College of Pharmacy, Chungnam National University, Daejeon 305-764, Korea.
Cai
Xing Fu
XF
Shen
Quanghai
Q
Lee
Im Seon
IS
Lee
Eun Joo
EJ
Park
Yong Ki
YK
Bae
Kihwan
K
Kim
Young Ho
YH
D000114:Acetylene / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D000480:Alkynes / Q000138:chemical synthesis* / Q000494:pharmacology*; D019659:Asteraceae / Q000737:chemistry*; D002021:Buffers; D004268:DNA-Binding Proteins / Q000037:antagonists & inhibitors*; D006801:Humans; D007202:Indicators and Reagents; D019169:Jurkat Cells; D009682:Magnetic Resonance Spectroscopy; D050778:NFATC Transcription Factors; D009687:Nuclear Proteins / Q000037:antagonists & inhibitors*; D010936:Plant Extracts / Q000737:chemistry; D015302:Simian Immunodeficiency Virus; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013055:Spectrophotometry, Infrared; D013778:Tetrazolium Salts; D013844:Thiazoles; D014157:Transcription Factors / Q000037:antagonists & inhibitors*
D000480:Alkynes; D002021:Buffers; D004268:DNA-Binding Proteins; D007202:Indicators and Reagents; D050778:NFATC Transcription Factors; D009687:Nuclear Proteins; D010936:Plant Extracts; D013778:Tetrazolium Salts; D013844:Thiazoles; D014157:Transcription Factors; C505039:gymnasterkoreayne G; C022616:thiazolyl blue; D000114:Acetylene