A new acetylenic compound from the rhizomes of Atractylodes chinensis and its absolute configuration.
A new acetylenic compound "atractyloyne", (3S,4E,6E,12E)-1-isovaleryloxy-tetradeca-4,6,12-triene-8,10-diyne-3,14-diol (1) was isolated from the rhizomes of Atractylodes chinensis (Compositae) together with a known compound (4E,6E,12E)-3-isovaleryloxy-tetradeca-4,6,12-triene-8,10-diyne-1,14-diol (2). These structures were determined on the basis of the spectroscopic data and chemical evidence, and the absolute configuration of 1 was established by the modified 2-methoxy-2-trifluoromethylphenylacetic acid (MTPA) method.
Nakai
Yoichiro
Y
Pharmacognosy & Medicinal Resources Research Department, Central Research Laboratories, Tsumura & Co., Inashiki-gun, Ibaraki, Japan. nakai_youichirou@mail.tsumura.co.jp
Sakakibara
Iwao
I
Hirakura
Kazuhiro
K
Terabayashi
Susumu
S
Takeda
Shuichi
S
D000114:Acetylene / Q000031:analogs & derivatives*; D031174:Atractylodes / Q000737:chemistry*; D006868:Hydrolysis; D007202:Indicators and Reagents; D008968:Molecular Conformation; D010648:Phenylacetates; D018517:Plant Roots / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
D007202:Indicators and Reagents; D010648:Phenylacetates; C101363:alpha-methoxy-alpha-trifluoromethylphenylacetyl chloride; D000114:Acetylene