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Synephrine

Synephrine is an endogenous alkaloid that can also be found in citrus fruits, Evodia, and Zanthoxylum. Synephrine exhibits vasoconstrictive, anti-inflammatory, antibacterial, and gastrointestinal motility modulating activities. Synephrine acts as a positive inotrope, activating adrenergic receptors (displaying partial selectivity for α-adrenergic receptors), TAAR-1 receptors, and 5-HT receptors. Synephrine decreases levels of ROS, activity of myeloperoxidase, infiltration of inflammatory cells, and expression of TNF-α and IL-6 in the lungs of animal models of lung injury and inflammation. Additionally, synephrine inhibits gastrointestinal motility and slows gastric emptying.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18974308

Cas No.

94-07-5

Purity

≥98%

Formula

C9H13NO2

Formula Wt.

167.21

Chemical Name

4-Hydroxy-α-[(methylamino)methyl]benzenemethanol

IUPAC Name

4-[1-hydroxy-2-(methylamino)ethyl]phenol

Synonym

Analeptin; Ethaphene; Oxedrine; Parasympatol; Simpalon; Synerphrin; Synthenate

Melting Point

184-185°C

Solubility

Soluble in water.

Appearance

White to off white powder

Wu Q, Li R, Soromou LW, et al. p-Synephrine suppresses lipopolysaccharide-induced acute lung injury by inhibition of the NF-κB signaling pathway. Inflamm Res. 2014 Jun;63(6):429-39. PMID: 24487736.

Ozçelik B, Kartal M, Orhan I. Cytotoxicity, antiviral and antimicrobial activities of alkaloids, flavonoids, and phenolic acids. Pharm Biol. 2011 Apr;49(4):396-402. PMID: 21391841.

Fang YS, Shan DM, Liu JW, et al. Effect of constituents from Fructus Aurantii Immaturus and Radix Paeoniae Alba on gastrointestinal movement. Planta Med. 2009 Jan;75(1):24-31. PMID: 19016407.

Endoh M, Schümann HJ, Krappitz N, et al. alpha-Adrenoceptors mediating positive inotropic effects on the ventricular myocardium: some aspects of structure-activity relationship of sympathomimetic amines. Jpn J Pharmacol. 1976 Apr;26(2):179-90. PMID: 7694.

Picropodophyllin