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马山茶碱

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马山茶碱
Skeletal formula of tabernanthine
Ball-and-stick model of the tabernanthine molecule
临床资料
ATC码
  • 未分配
识别信息
  • (1R,15R,17S,18S)-17-ethyl-6-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene
CAS号83-94-3
PubChem CID
ChemSpider
UNII
CompTox Dashboard英语CompTox Chemicals Dashboard (EPA)
化学信息
化学式C20H26N2O
摩尔质量310.44 g·mol−1
3D模型(JSmol英语JSmol
  • CCC1CC2CC3C1N(C2)CCC4=C3NC5=C4C=CC(=C5)OC
  • InChI=1S/C20H26N2O/c1-3-13-8-12-9-17-19-16(6-7-22(11-12)20(13)17)15-5-4-14(23-2)10-18(15)21-19/h4-5,10,12-13,17,20-21H,3,6-9,11H2,1-2H3/t12-,13+,17+,20+/m1/s1
  • Key:UCIDWKVIQZIKEK-CFDPKNGZSA-N

马山茶碱英语:Tabernanthine)是一种在鹅花树中发现的生物碱[1]它已被用于实验室实验,以研究成瘾如何影响大脑。[2]马山茶碱可持续减少大鼠可卡因吗啡的自我给药。[3]

药理学

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它是κ-阿片激动剂(Ki=0.15μM)和NMDA受体(Ki=10.5μM)拮抗剂[4][5]伊波加因相比,它与σ1σ2受体的结合较弱。[5]

参见

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参考资料

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  1. ^ Bartlett, M. F.; Dickel, D. F.; Taylor, W. I. The Alkaloids of Tabernanthe iboga. Part IV.1 The Structures of Ibogamine, Ibogaine, Tabernanthine and Voacangine. Journal of the American Chemical Society. 1958, 80: 126–136. doi:10.1021/ja01534a036. 
  2. ^ Levi MS, Borne RF. A review of chemical agents in the pharmacotherapy of addiction. Curr. Med. Chem. October 2002, 9 (20): 1807–18. PMID 12369879. doi:10.2174/0929867023368980. 
  3. ^ Glick SD, Kuehne ME, Raucci J, Wilson TE, Larson D, Keller RW, Carlson JN. Effects of iboga alkaloids on morphine and cocaine self-administration in rats: relationship to tremorigenic effects and to effects on dopamine release in nucleus accumbens and striatum. Brain Research. September 1994, 657 (1–2): 14–22. PMID 7820611. S2CID 1940631. doi:10.1016/0006-8993(94)90948-2. 
  4. ^ Deecher DC, Teitler M, Soderlund DM, Bornmann WG, Kuehne ME, Glick SD. Mechanisms of action of ibogaine and harmaline congeners based on radioligand binding studies. Brain Research. February 1992, 571 (2): 242–7. PMID 1377086. S2CID 17159661. doi:10.1016/0006-8993(92)90661-r. 
  5. ^ 5.0 5.1 Christophe Wiart. Lead Compounds from Medicinal Plants for the Treatment of Neurodegenerative Diseases. Academic Press. 16 December 2013: 67–69, 73. ISBN 978-0-12-398383-1.