Department of Chemistry, University of Oslo, P.O. Box 1033, Blindern, NO-0315 Oslo, Norway.
J Pharm Biomed Anal. 2010 Nov 2;53(3):497-502. doi: 10.1016/j.jpba.2010.05.024.
A toxic plant, Veratrum album (ssp. viriscens), was found to have an inhibitory effect on Hedgehog (Hh), a developmental signaling pathway that has been shown to be active during development, in adult stem cells and in numerous human tumors. Based on earlier studies it was believed that the known Hh inhibitor cyclopamine was present in V. album (ssp. viriscens). Here we show that instead of cyclopamine, dihydroveratramine (DHV) was found in V. album (ssp. viriscens). These compounds are easily mistaken for each other, as both substances share the same molecular weight, and the same main MS/MS fragments. DHV was found to be a less potent Hh inhibitor compared to cyclopamine. This is the first reported occurrence of DVH in nature.
一种有毒植物,藜芦(ssp. viriscens),被发现对 Hedgehog(Hh)具有抑制作用,Hedgehog 是一种发育信号通路,已被证明在发育过程中、成体干细胞中和许多人类肿瘤中都具有活性。基于早期的研究,人们认为已知的 Hedgehog 抑制剂环巴胺存在于藜芦(ssp. viriscens)中。在这里,我们表明,藜芦(ssp. viriscens)中存在的是二氢藜芦胺(DHV),而不是环巴胺。这两种化合物很容易被彼此混淆,因为它们的分子量相同,主要的 MS/MS 碎片也相同。与环巴胺相比,DHV 被发现是一种效力较弱的 Hedgehog 抑制剂。这是自然界中首次报道 DVH 的存在。