5452. Leucocyanidin

Nomenclature

CAS number: 480-17-1
2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,4,5,7-tetrol; 3,3′,4,4′,5,7-flavanhexol; 3,3′,4,4′,5,7-hexahydroxyflavane; leucocyanidol; Flavan (Pharmafarm); Hamaméliode P (Oberlin); Résivit (Oberlin).
C15H14O7; mol wt 306.27.
C 58.82%, H 4.61%, O 36.57%.

Description and references

From petals of Asiatic cotton flowers (Gossypium spp): Stephens, Arch. Biochem. Biophys. 18, 449 (1948); from Butea frondosa Koen. ex Roxb., Leguminosae: Ganguly, Seshadri, Tetrahedron 6, 21 (1959). Prepn from quercetin: Bauer et al., Chem. Ind. (London) 1954, 433; from taxifolin: Freudenberg, Weinges, Ann. 613, 61 (1958). Metabolism: Claveau, Masquelier, Can. J. Pharm. Sci. 1, 74 (1966). See also Bioflavonoids.

Chemical structure

Derivative

Monohydrate.

Properties

Crystals from ethyl acetate + petr ether, mp above 355°. uv max (ethanol): 285 nm. Soluble in water, alcohol, acetone. Practically insol in ether, chloroform, petr ether.

Therapeutic Category

Capillary protectant.

Keywords

Vasoprotectant