Isolation and identification of main constituents in an enzymatically hydrolysed licorice extract sweetener.
Licorice extract including glycyrrhizin as the major component is used as a safe sweetener in many countries. Enzymatically hydrolysed licorice extract (EHLE) is also used as a sweetener in Japan. In the present paper, the constituents of EHLE were investigated as a part of the studies for evaluating its quality and safety as a food additive. Three oleanane-type monoglycosides along with glycyrrhizin (1) eand 3-O-[beta-D-glucuronopyranosyl-(1-->2)-beta-D-glucuronopyranosyl]-18beta-liquiritic acid (2) were isolated from EHLE. The structures of the three compounds have been determined to be 3-O-beta-D-glucuronopyranosyl-24-hydroxy-18beta-glycyrrhetinic acid (3), 3-O-beta-D-glucur-onopyranosyl-18beta-glycyrrhetinic acid (4) and 3-O-beta-D-glucuronopyranosyl-18beta-liquiritic acid (5) based on MS and NMR. Compound 4 was the monoglycosylated derivactive of glycyrrhizin (1). Compounds 3 amd 5 are the monoglycosylated derivatives of the minor constituents in licorice extract. They were first isolated from EHLE, and compound 5 was a new compound.
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Division of Food Additives, National Institute of Health Sciences, Kamiyoga, Setagaya, Tokyo, Japan.
Akiyama
T
T
Sugimoto
N
N
Maitani
T
T
D005966:Glucuronidase; D019695:Glycyrrhizic Acid / Q000737:chemistry*; D006801:Humans; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D018629:Spectrometry, Mass, Secondary Ion; D013549:Sweetening Agents / Q000737:chemistry*
D013549:Sweetening Agents; D019695:Glycyrrhizic Acid; D005966:Glucuronidase