College of Pharmacy, Chosun University, 375 Seosuk-dong, Gwangju 501-759, Republic of Korea.
Phytochemistry. 2009 Dec;70(17-18):2053-7. doi: 10.1016/j.phytochem.2009.09.012. Epub 2009 Oct 14.
Bioassay-guided fractionation of the MeOH extract of the stem bark of Erythrina lysistemon Hutch. resulted in isolation of pterocarpans (1-3), named erylysins A-C, along with nine known pterocarpans (4-12). Their structures were determined to be 3''-hydroxy-2',2'-dimethylpyrano[6',5':3,4]-2'',2''-dimethyldihydropyrano[6'',5'':9,10]pterocarpan (1), furano[5',4':3,4]-9-hydroxy-10-prenylpterocarpan (2), and 8-formyl-3,9-dihydroxy-4,10-diprenylpterocarpan (3), based on spectroscopic analyses. All the isolates, with the exception of 3, 6, and 11, strongly inhibited protein tyrosine phosphatase 1B (PTP1B) activity in an in vitro assay, with IC(50) values ranging from 1.01+/-0.3 to 18.1+/-0.9 microg/mL. This is the first report showing the potential of prenylated pterocarpans as a class of natural PTP1B inhibitors.
生物活性导向分离法从毛果鸡血藤茎皮的甲醇提取物中分离得到了三个紫檀烷类化合物（1-3），分别命名为erylysins A-C，此外还分离得到了九个已知的紫檀烷类化合物（4-12）。根据光谱分析，它们的结构被确定为 3''-羟基-2',2'-二甲基吡喃并[6',5':3,4]-2'',2''-二甲二氢吡喃并[6'',5'':9,10]紫檀烷（1）、呋喃并[5',4':3,4]-9-羟基-10-烯丙基紫檀烷（2）和 8-甲酰基-3,9-二羟基-4,10-二烯丙基紫檀烷（3）。除了 3、6 和 11 之外，所有分离得到的化合物在体外实验中均强烈抑制蛋白酪氨酸磷酸酶 1B（PTP1B）的活性，IC50 值范围为 1.01+/-0.3 至 18.1+/-0.9 microg/mL。这是首次报道表明烯丙基紫檀烷类化合物具有作为一类天然 PTP1B 抑制剂的潜力。
