Ochi Toshimasa, Shibata Hirofumi, Higuti Tomihiko, Kodama Ko-hei, Kusumi Takenori, Takaishi Yoshihisa
Graduate School of Pharmaceutical Sciences, University of Tokushima, Japan.
J Nat Prod. 2005 Jun;68(6):819-24. doi: 10.1021/np040188q.
Six new sesquiterpenes, (Z)-2beta-hydroxy-14-hydro-beta-santalol (1), (Z)-2alpha-hydroxy-albumol (2), 2R-(Z)-campherene-2,13-diol (3), (Z)-campherene-2beta,13-diol (4), (Z)-7-hydroxynuciferol (5), and (Z)-1beta-hydroxy-2-hydrolanceol (6), together with five known compounds, (Z)-alpha-santalol (7), (Z)-beta-santalol (8), (Z)-lanceol (9), alpha-santaldiol (10), and beta-santaldiol (11), were isolated from Santalum album, by using bioassay-guided fractionation for Helicobacter pylori. The structures were determined by extensive NMR studies. The absolute configuration of compound 3 was determined by a modified Mosher method. The crude extracts as well as the isolated compounds showed antibacterial activity against H. pylori. Especially, compounds 7 and 8 have strong anti-H. pylori activities against a clarithromycin-resistant strain (TS281) as well as other strains.
通过针对幽门螺杆菌的生物活性导向分离法,从檀香中分离出6个新的倍半萜,即(Z)-2β-羟基-14-氢-β-檀香醇(1)、(Z)-2α-羟基白檀醇(2)、2R-(Z)-蒈二烯-2,13-二醇(3)、(Z)-蒈二烯-2β,13-二醇(4)、(Z)-7-羟基降白檀醇(5)和(Z)-1β-羟基-2-氢化矛木醇(6),以及5个已知化合物,即(Z)-α-檀香醇(7)、(Z)-β-檀香醇(8)、(Z)-矛木烯(9)、α-檀香二醇(10)和β-檀香二醇(11)。通过广泛的核磁共振研究确定了其结构。采用改良的莫舍尔法确定了化合物3的绝对构型。粗提物以及分离得到的化合物均显示出对幽门螺杆菌的抗菌活性。尤其是,化合物7和8对克拉霉素耐药菌株(TS281)以及其他菌株具有很强的抗幽门螺杆菌活性。