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Literature DB >> 21900013

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

Sandeep Chaudhary¹, Shashikanth Ponnala, Onica Legendre, Junior A Gonzales, Hernán A Navarro, Wayne W Harding.

Abstract

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.

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Year: 2011 PMID： 21900013 PMCID： PMC3196372 DOI： 10.1016/j.bmc.2011.08.019

Source DB: PubMed Journal: Bioorg Med Chem ISSN： 0968-0896 Impact factor: 3.641

30 in total

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Journal: Bioorg Med Chem Date: 2010-06-20 Impact factor: 3.641

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7. Microwave-Assisted Direct Biaryl Coupling: First Application to the Synthesis of Aporphines.

Authors: Sandeep Chaudhary; Stevan Pecic; Onica Legendre; Wayne W Harding
Journal: Tetrahedron Lett Date: 2009-05-20 Impact factor: 2.415

8. Synthetic studies and pharmacological evaluations on the MDMA ('Ecstasy') antagonist nantenine.

Authors: Onica Legendre; Stevan Pecic; Sandeep Chaudhary; Sarah M Zimmerman; William E Fantegrossi; Wayne W Harding
Journal: Bioorg Med Chem Lett Date: 2009-11-20 Impact factor: 2.823

9. Preparation and pharmacological evaluation of enantiomers of certain nonoxygenated aporphines: (+)- and (-)-aporphine and (+)- and (-)-10-methylaporphine.

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7 in total

1. Aporphinoid antagonists of 5-HT2A receptors: further evaluation of ring A substituents and the size of ring C.

Authors: Shashikanth Ponnala; Nirav Kapadia; Hernán A Navarro; Wayne W Harding
Journal: Chem Biol Drug Des Date: 2014-06-03 Impact factor: 2.817

2. Evaluation of structural effects on 5-HT(2A) receptor antagonism by aporphines: identification of a new aporphine with 5-HT(2A) antagonist activity.

Authors: Shashikanth Ponnala; Junior Gonzales; Nirav Kapadia; Hernan A Navarro; Wayne W Harding
Journal: Bioorg Med Chem Lett Date: 2014-03-04 Impact factor: 2.823