Department of Herbal Medicinal Pharmacology, Daegu Haany University, Gyeongsan, Republic of Korea.
Bioorg Med Chem Lett. 2011 Mar 1;21(5):1512-4. doi: 10.1016/j.bmcl.2010.12.122. Epub 2011 Jan 4.
The naturally occurring yellow dietary diarylheptanoid curcumin (1) was converted by γ-ray to two new γ-lactones, curculactones A (2) and B (3), as well as four known transformates, erythro-1-(3-methoxy-4-hydroxy-phenyl)-propan-1,2-diol (4), threo-1-(3-methoxy-4-hydroxy-phenyl)-propan-1,2-diol (5), vanillic acid (6), and vanillin (7). The structures of the two new γ-lactone derivatives were elucidated on the basis of spectroscopic methods. The steroisomeric phenylpropanoids 4 and 5 exhibited significantly enhanced inhibitory activity against pancreatic lipase when compared to parent curcumin.
天然存在的黄色膳食二芳基庚烷类姜黄素(1)经γ射线转化为两种新的γ-内酯,即姜黄内酯 A(2)和 B(3),以及四种已知的转化产物,即赤式-1-(3-甲氧基-4-羟基-苯基)-1,2-丙二醇(4)、苏式-1-(3-甲氧基-4-羟基-苯基)-1,2-丙二醇(5)、香草酸(6)和香草醛(7)。两种新的γ-内酯衍生物的结构是根据光谱方法阐明的。与母体姜黄素相比,手性苯基丙烷类化合物 4 和 5 对胰脂肪酶表现出显著增强的抑制活性。