Isolation and Structure of Ternatin, an Inhibitory Effect of Fat Accumulation From the Mushroom Cori

来源 :2005 WHTS'3rd Annual Congress of International Drug Discove | 被引量 : 0次 | 上传用户:lishine369
下载到本地 , 更方便阅读
声明 : 本文档内容版权归属内容提供方 , 如果您对本文有版权争议 , 可与客服联系进行内容授权或下架
论文部分内容阅读
  Mushrooms have been widely used as health food and medicine, from which many kinds of bioactive compounds have been isolated.Recently, we found that the aqueous ethanol extract of bracket fungus Coriolus versicolor suppressed fat accumulation against 3T3-L1 murine adipocytes.Guided by this bioassay, a highly N-rnethylated cyclic heptapeptide (-)-tematin (1) has been isolated.This compound showed significant inhibitory effect of fat accumulation (EC50 =0.14 micro g/mL).The planar structure of 1 was determined to be cyclo [-Ile-(NMe)Ala-(NMe)Leu-Leu-(NMe)Ala-(NMe)Alabeta-OH-Leu-] by the analysis of 2D-NMR (COSY and HMBC) spectra.ROESY spectrum analysis of 1 and HPLC analysis of its hydrolyzed products confirmed the absolute stereochemistry of partial amino acids composed of 1.To confirm their stereochemistry, synthetic studies of (-)-tematin (1) were carried out.Fmoc-beta-OBn-D-Leu was prepared from isobutyraldehyde in 8 steps, followed by solid-phase peptide synthesis (SPPS) and cleavage of resin afforded linear heptapeptide.Cyclization and removement of Bn group gave cyclic heptapeptide stereoisomers 1 a-1 c.Comparison of 1H NMR data between natural and synthetic ternatin confirmed that the absolute stereochemistry of natural 1 was identical to that of 1c.Futher studies on the biological activities of ternatin are in progress.
其他文献
会议
会议
会议
会议
  Electron transfer processes are widespread in biology, chemistry and physics.One of the areas actively studied is the fluorescence and electron transfer in
会议
  Molecules produced by the living systems have always inspired synthetic organic chemists.With the fields of organic and medicinal chemistry evolving as they
会议
  The urokinase plasminogen activator (uPA), a serine protease, binds to its cellular receptor, the urokinase plasminogen activator receptor (uPAR), with high
会议
  After receiving the BSc and MSc (organic chemistry) degrees from Hangzhou University (now part of Zhejiang University),I spent four years at University of A
会议
  Increasing resistance to current HIV-1 therapy underlines the need for novel antiretroviral agents.The protein Tat is critical for viral replication and the
会议
  We propose a nucleation hypothesis for protein folding.Based on this hypothesis, we have designed a new nearest neighbor method for the prediction of protei
会议