4264. Frangulin
Nomenclature
CAS number: 60529-33-1
Franguloside; avornin; Cascarin. Description and references
In berries, bark, and rootbark of Rhamnus spp., especially in alder buckthorn (Rhamnus frangula L.), Rhamnus carthartica L., and Rhamnus purshiana DC. (Cascara sagrada), Rhamnaceae. Prepn from bark of alder buckthorn: Bridel, Charaux, Bull. Soc. Chim. Biol. 15, 642 (1933); M. Kubiak, Herba Pol. 23, 217 (1977), C.A. 88, 166260b (1978). Consists of the two glucosides, frangulins A and B, which were originally thought to be isomeric. Structure and synthesis of frangulin A: Hrhammer, Wagner, Z. Naturforsch. 27B, 959 (1972). Structure of frangulin B: Wagner, Demuth, Tetrahedron Lett. 1972, 5013.
Derivative
Frangulin A.Nomenclature
CAS number: 521-62-0
1,3,8-Trihydroxy-6-methylanthraquinone-l-rhamnoside; emodin-l-rhamnoside; rhamnoxanthin. C21H20O9; mol wt 416.38.
C 60.58%, H 4.84%, O 34.58%.
Properties
Crystals, mp 228°. Absorption max: 225, 264, 282, 300, 430 nm (log ε 4.52, 4.28, 4.15, 3.97, 4.05).Derivative
Frangulin B.Nomenclature
CAS number: 14101-04-3
6-O-(d-Apiofuranosyl)-1,6,8-trihydroxy-3-methylanthraquinone. C20H18O9; mol wt 402.35.
C 59.70%, H 4.51%, O 35.79%.
Properties
mp 196°.Therapeutic Category
Cathartic.
Keywords
Laxative/Cathartic