5440. Leonurine
Nomenclature
CAS number: 24697-74-3
4-Hydroxy-3,5-dimethoxybenzoic acid 4-[(aminoiminomethyl)amino]butyl
ester; 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. C14H21N3O5; mol wt 311.33.
C 54.01%, H 6.80%, N 13.50%, O 25.70%.
Description and references
Isoln from leaves of Leonurus sibiricus L., Labiatae: Kubota, Nakajima, C.A. 25, 771 (1931). Structure: Goto et al., Tetrahedron Lett. 1962, 545. Revised structure: Kishi et al., ibid. 1968, 637. Structure and synthesis: Sugiura et al., Tetrahedron 25, 5155 (1969). Alternate synthesis: K. F. Cheng et al., Experientia 35, 571 (1979). Biological effect: H. W. Yeung et al., Planta Med. 31, 51 (1977).
Derivative
Hydrochloride monohydrate.C14H21N3O5.HCl.H2O; mol wt 365.81.
C 45.97%, H 6.61%, N 11.49%, O 26.24%, Cl 9.69%.