Lindigkeit Rainer, Boehme Anja, Eiserloh Ina, Luebbecke Maike, Wiggermann Marion, Ernst Ludger, Beuerle Till
Institute of Pharmaceutical Biology, Braunschweig University of Technology, 38106 Braunschweig, Germany.
Forensic Sci Int. 2009 Oct 30;191(1-3):58-63. doi: 10.1016/j.forsciint.2009.06.008. Epub 2009 Jul 8.
On January 22nd 2009, the German Health Authorities prohibited several non-traditional cannabinoids, that proved to be the active components in popular "Bio-Designer-Drugs" like "Spice" and analogous products. The recent detection of CP 47,497-C8 in Europe and Japan documents that these products have already spread world wide. We synthesized several potentially interesting alkylaminoindoles (alkylchain C(3) to C(7)) and isolated CP 47,497-C8 from "Spice Gold". The compounds were purified and characterized by NMR and mass spectrometry methods. With the aid of these authentic references we were able to detect and quantify added psychoactive compounds in different herbal blends. All samples that were acquired before the prohibition in December 2008 contained either CP 47,497-C8 (5.4-11.0mg/g) or JWH-018 (2.3mg/g). Some samples acquired in March 2009, 4 weeks after the prohibition took place, still contained CP 47,497-C8 (3.0-3.3mg/g) but JWH-018 was not detected anymore. Instead it was replaced by its non-regulated C(4)-homolog JWH-073 (5.8-22.9 mg/g). Furthermore some of the new products did not contain any non-traditional cannabinoids. To our knowledge this is the first report of the appearance JWH-073 as a new designer drug. The data and method presented here will facilitate and accelerate the detection of these compounds in complex matrices.
2009年1月22日,德国卫生当局禁止了几种非传统大麻素,这些大麻素被证明是流行的“生物设计药物”(如“香料”)及类似产品中的活性成分。近期在欧洲和日本检测到CP 47,497-C8,证明这些产品已在全球范围内传播。我们合成了几种可能有趣的烷基氨基吲哚(烷基链为C(3)至C(7)),并从“香料金”中分离出CP 47,497-C8。通过核磁共振和质谱方法对这些化合物进行了纯化和表征。借助这些纯正的参考标准品,我们能够检测和定量不同草药混合物中添加的精神活性化合物。2008年12月禁令实施前获取的所有样品均含有CP 47,497-C8(5.4 - 11.0毫克/克)或JWH-018(2.3毫克/克)。2009年3月禁令实施4周后获取的一些样品仍含有CP 47,497-C8(3.0 - 3.3毫克/克),但未再检测到JWH-018。取而代之的是其未受管制的C(4)同系物JWH-073(5.8 - 22.9毫克/克)。此外,一些新产品不含任何非传统大麻素。据我们所知,这是关于JWH-073作为新型设计药物出现的首次报道。本文介绍的数据和方法将有助于并加速在复杂基质中检测这些化合物。