A preliminary investigation of the structure of green wattle tannin (acacia decurrens willd)

Abstract

Green wattle tannin extracts were separated by lead salt precipitation into a phenolic tannin fraction and a nontannin fraction. The combustion analysis of the tannin fraction corresponded to an empirical formula C₠₅H₠₄O₆. Methoxy and acetyl values showed four oxygens were hydroxy groups while the residual oxygens could either be ether linked or carbonyl groups. Diazomethane methylation produced a white product of high methoxyl value which indicated that the four hydroxyl groups were phenolic. Chromatography of the lead salt purified tannin showed an indistinct non-fluorescent trail. Ether extraction of the tannin removed the associated Phenolic bodies. The ethereal extract unlike black wattle extracts contained no fisetin and evaporation of the ethereal solutions yielded a gummy non-crystalline residue. Alkaline fusion of the purified tannin produced for the first tlme a variety of acidic and phenolic compounds i.e. resorcinol, pyrogaloll, phloroglucinol β-resorcylic acid, gallic acid and protocatechuic acid. From the high yields of resorcinol (6%) and gallic acid (3%), these units appear to predominate. These degradation productions, coupled with the analytical figures, indicate a possible C₠₅ unit with resorcinol and pyrogallol nuclei as a basis. The non-tannin fraction failed to reveal any compound which might cause the excessive redness in green wattle extracts. Chromatography of this non-tannin fraction showed the presence of sucrose.