Yang, Yu-LiangYu-LiangYangLu, Chun-PingChun-PingLuChen, Mao-YenMao-YenChenChen, Kuei-YuKuei-YuChenWu, Yang-ChangYang-ChangWuWu, Shih-HsiungShih-HsiungWu2009-07-292018-07-062009-07-292018-07-062007http://ntur.lib.ntu.edu.tw//handle/246246/163111Five new polyketides that contain tetramic acids, myceliothermophins A-E, were isolated from the thermophilic fungus Myceliophthora thermophila. Two sets of 5-alkyl-5-hydroxyl (or 5-methoxyl)-l H/-pyrrol2(5H)-one diastereomers, myceliothermophins A/B and C/D, were separated as pure compounds by using silica-gel column chromatography and recycling reverse-phase high-performance liquid chromatography (RP-HPLC). The rela tive configurations of the chiral centers in 5-alkyl-5-hydroxyl (or 5-methoxyl)lH-pyrrol-2(5H)-one moieties were deduced from NOESY correlations. In the cytotoxic assay, the 5-(2-methylpropyldiene)-lH-pyrrol-2(5H)-one ana-logue (myceliothermophin E) exhibited inhibition against four cancer cell lines. In addition, the significant inhibitory effect of myceliothermophins A and C and the inactivity of myceliothermophins B and D revealed the importance of the relative configurations of 5alkyl-5-hydroxyl (or 5-methoxyl)-lHpyrrol-2(5H)-one moieties on their cytotoxicity potency against cancer cells. ? 2007 Wiley-VCH Verlag GmbH & Co. KGaA.application/pdf209849 bytesapplication/pdfen-USConfiguration determination; Cytotoxicity; Myceliothermophins; Polyketides; Structure elucidation[SDGs]SDG3Configuration determination; Myceliothermophins; Polyketides; Structure elucidation; Cell death; Enzyme inhibition; Fungi; High performance liquid chromatography; Silica gel; Stereochemistry; Cytotoxicity; 2 pyrrolidone derivative; macrolide; tetramic acid; unclassified drug; article; cell survival; chemical structure; chemistry; drug effect; human; isolation and purification; mass spectrometry; nuclear magnetic resonance spectroscopy; Sordariales; stereoisomerism; tumor cell line; Cell Line, Tumor; Cell Survival; Humans; Macrolides; Magnetic Resonance Spectroscopy; Mass Spectrometry; Models, Molecular; Molecular Structure; Pyrrolidinones; Sordariales; Stereoisomerism10.1002/chem.200700038http://ntur.lib.ntu.edu.tw/bitstream/246246/163111/3/901.pdf