2. Academic Validation
  3. Synthesis and biological activity of 5-styryl and 5-phenethyl-substituted 2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indoles

Synthesis and biological activity of 5-styryl and 5-phenethyl-substituted 2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indoles

  • Bioorg Med Chem Lett. 2010 Jan 1;20(1):78-82. doi: 10.1016/j.bmcl.2009.11.037.
Alexandre V Ivachtchenko 1,  Eugen B Frolov,  Oleg D Mitkin,  Sergei E Tkachenko,  Ilya M Okun,  Alex V Khvat
Affiliations

Affiliation

  • 1 Department of Organic Chemistry, Chemical Diversity Research Institute, 114401 Khimki, Moscow Reg, Russia. av@chemdiv.com
PMID: 19945877 DOI: 10.1016/j.bmcl.2009.11.037
Abstract

Syntheses, biological evaluation, and structure-activity relationships for a series of novel 5-styryl and 5-phenethyl analogs of dimebolin are disclosed. The novel derivatives and dimebolin share a broad spectrum of activities against therapeutically relevant targets. Among all synthesized derivatives, 2,8-dimethyl-5-[(Z)-2-phenylvinyl]-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole and its 5-phenethyl analog are the most potent blockers of 5-HT(7), 5-HT(6), 5-HT(2C), Adrenergic alpha(2) and H(1) receptors. The general affinity rank order towards the studied receptors was Z-3(2)>4(2)4(3)>>dimebolin, all of them having highest affinities to 5-HT(7) receptors.

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