Description
Leonurine is an alkaloid that has been isolated from Leonotis leonurus (Lion's tail), Leonotis nepetifolia, Leonotis artemisia, Leonurus cardiaca (Motherwort), as well as other plants of family Lamiaceae. It is a natural product with antioxidant, anti-inflammatory, and cardioprotective activity being investigated for the treatment of cardiovascular disease and stroke. It suppresses inflammation and oxidative stress, decreasing a number of inflammatory factors, reducing cardiac Nox4 expression, ROS production, NF-KB activation, and plasma MMP-2 activity and increasing superoxide dismutase (SOD). It significantly increased the viability of cardiomyocytes injured by hypoxia. Leonurine hydrochloride can be used in cosmetics material.
Synonyms
Benzoic acid, 4-hydroxy-3,5-dimethoxy-, 4-[(aminoiminomethyl)amino]butyl ester; Benzoic acid, 4-hydroxy-3,5-dimethoxy-, ester with (4-hydroxybutyl)guanidine; Guanidine, (4-hydroxybutyl)-, 4-hydroxy-3,5-dimethoxybenzoate (ester); Guanidine, (4-hydroxybutyl)-, 4-hydroxy-3,5-dimethoxybenzoate; 4-Hydroxy-3,5-dimethoxybenzoic acid δ-guanidinobutyl ester; Syringic acid δ-guanidinobutyl ester; [4-(4-Hydroxy-3,5-dimethoxybenzoyloxy)butyl]guanidine; 4-Guanidino-1-butanol syringate; Leonurin
IUPAC Name
4-(diaminomethylideneamino)butyl 4-hydroxy-3,5-dimethoxybenzoate
Molecular Formula
C14H21N3O5
Canonical SMILES
O=C(OCCCCNC(=N)N)C1=CC(OC)=C(O)C(OC)=C1
InChI
InChI=1S/C14H21N3O5/c1-20-10-7-9(8-11(21-2)12(10)18)13(19)22-6-4-3-5-17-14(15)16/h7-8,18H,3-6H2,1-2H3,(H4,15,16,17)
InChIKey
WNGSUWLDMZFYNZ-UHFFFAOYSA-N
Appearance
White crystalline