title: New aporphinoid 5-HT2A and α1A 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 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.
authors: Department of Chemistry, Hunter College, CUNY, New York, NY 10065, USA.
authors: Sandeep
authors: S
authors: Chaudhary
authors: Shashikanth
authors: S
authors: Ponnala
authors: Onica
authors: O
authors: Legendre
authors: Junior A
authors: JA
authors: Gonzales
authors: Hernán A
authors: HA
authors: Navarro
authors: Wayne W
authors: WW
authors: Harding
mesh_terms: D058668:Adrenergic alpha-1 Receptor Antagonists / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D001060:Aporphines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D044402:Receptor, Serotonin, 5-HT2A / Q000737:chemistry* / Q000378:metabolism; D018340:Receptors, Adrenergic, alpha-1 / Q000737:chemistry* / Q000378:metabolism; D058830:Serotonin 5-HT2 Receptor Antagonists / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: C569063:3-bromonantenine; D058668:Adrenergic alpha-1 Receptor Antagonists; D001060:Aporphines; D044402:Receptor, Serotonin, 5-HT2A; D018340:Receptors, Adrenergic, alpha-1; D058830:Serotonin 5-HT2 Receptor Antagonists; C041615:nantenine