相思豆查尔酮 A-C，相思子中的三对黄烷斯蒂酚对映体。
Cajanusflavanols A-C, Three Pairs of Flavonostilbene Enantiomers from Cajanus cajan.
机构信息
Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, Jinan University , Guangzhou 510632, People's Republic of China.
Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM & New Drugs Research, Jinan University , Guangzhou 510632, People's Republic of China.
出版信息
Org Lett. 2018 Feb 2;20(3):876-879. doi: 10.1021/acs.orglett.8b00010. Epub 2018 Jan 22.
Three pairs of new flavonostilbene enantiomers, cajanusflavanols A-C (1-3), along with their putative biogenetic precursors 4-6, were isolated from Cajanus cajan. Compound 1 possesses an unprecedented carbon skeleton featuring a unique highly functionalized cyclopenta[1,2,3-de]isobenzopyran-1-one tricyclic core. Compounds 2 and 3 are the first examples of methylene-unit-linked flavonostilbenes. Their structures with absolute configurations were elucidated by spectroscopic analyses, X-ray diffraction, and computational calculations. Compounds 1 and 2 exhibited significant in vitro anti-inflammatory activities.
从木豆中分离得到三对新的黄烷斯蒂酚对映异构体，即 cajanusflavanols A-C（1-3），以及它们的假定生物合成前体 4-6。化合物 1 具有前所未有的碳骨架，具有独特的高度官能化的环戊[1,2,3-de]异苯并吡喃-1-酮三环核心。化合物 2 和 3 是亚甲基单元连接的黄烷斯蒂酚的第一个例子。通过光谱分析、X 射线衍射和计算计算确定了它们的结构和绝对构型。化合物 1 和 2 表现出显著的体外抗炎活性。
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