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New aporphinoid 5-HT2A and ?1A antagonists via structural manipulations of nantenine.

ABSTRACT: A series of C1, C2, C3 and N6 analogs of nantenine (2) was synthesized and evaluated in 5-HT(2A) and ?(1A) receptor functional assays. Alkyl substitution of the C1 and N6 methyl groups of nantenine provided selective 5-HT(2A) and ?(1A) antagonists, respectively. The C2 alkyloxy analogs studied were generally selective for ?(1A) versus 5-HT(2A). The C3 bromo analog 15 is one of the most potent aporphinoid 5-HT(2A) antagonists known presently.

SUBMITTER: Chaudhary S

PROVIDER: S-EPMC3196372 | biostudies-literature | 2011 Oct

REPOSITORIES: biostudies-literature

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New aporphinoid 5-HT2A and α1A antagonists via structural manipulations of nantenine.

Chaudhary Sandeep S Ponnala Shashikanth S Legendre Onica O Gonzales Junior A JA Navarro Hernán A HA Harding Wayne W WW

Bioorganic & medicinal chemistry 20110818 19

A series of C1, C2, C3 and N6 analogs of nantenine (2) was synthesized and evaluated in 5-HT(2A) and α(1A) receptor functional assays. Alkyl substitution of the C1 and N6 methyl groups of nantenine provided selective 5-HT(2A) and α(1A) antagonists, respectively. The C2 alkyloxy analogs studied were generally selective for α(1A) versus 5-HT(2A). The C3 bromo analog 15 is one of the most potent aporphinoid 5-HT(2A) antagonists known presently. ...[more]

PMID: 21900013

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