Hedgehog antagonists cyclopamine and dihydroveratramine can be mistaken for each other in Veratrum album |
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| Authors: | Steven Ray Wilson Martin Frank Strand Andreas Krapp Frode Rise Gunnar Herstad Karl Egil Malterud Stefan Krauss |
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| Affiliation: | 1. Department of Chemistry, University of Oslo, P.O. Box 1033, Blindern, NO-0315 Oslo, Norway;2. Section for Cellular and Genetic Therapy, Institute for Microbiology, University Hospital Oslo, NO-0027 Oslo, Norway;3. The Centre for Theoretical and Computational Chemistry at Department of Chemistry, University of Oslo, P.O. Box 1033, Blindern, NO-0315 Oslo, Norway;4. School of Pharmacy, Department of Pharmaceutical Chemistry, University of Oslo, P.O. Box 1068, Blindern, NO-0316 Oslo, Norway |
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| Abstract: | 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. |
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| Keywords: | Hedgehog Dihydroveratramine Cyclopamine Veratrum album LC&ndash MS NMR |
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