School of Pharmacy, Iwate Medical University.
Biol Pharm Bull. 2013;36(9):1448-53. doi: 10.1248/bpb.b13-00164.
A triterpene saponin, glucoglycyrrhizin, was isolated from a glycyrrhizin-deficient strain 83-555 of Glycyrrhiza uralensis (Leguminosae), and the structure was determined by chemical and spectral data to be 3-O-[β-D-glucopyranosyl-(1→2)-β-D-glucuronopyranosyl]-glycyrrhetinic acid. Since this saponin has a 2'-O-β-D-glucopyranosyl moiety instead of the 2'-O-β-D-glucuronopyranosyl moiety of glycyrrhizin, the glucuronidation of 3-O-β-D-glucuronopyranosyl-glycyrrhetinic acid leading to glycyrrhizin is inhibited in this strain. All 4 offspring of the 83-555 strain produced glucoglycyrrhizin. Interestingly, 2 of the offspring produced both glycyrrhizin and glucoglycyrrhizin, and sequence analysis of the pkr gene suggested that these 2 offspring were hybrids of 83-555 strain and glycyrrhizin-producing strains.
从甘草属（豆科）甘草次酸缺欠型 83-555 菌株中分离到一种三萜皂苷，葡萄糖醛酸基甘草次苷，其结构通过化学和光谱数据确定为 3-O-[β-D-吡喃葡萄糖基-(1→2)-β-D-吡喃葡萄糖醛酸基]-甘草次酸。由于该皂苷具有 2'-O-β-D-吡喃葡萄糖基部分而不是甘草次酸的 2'-O-β-D-吡喃葡萄糖醛酸基部分，因此导致甘草次酸生成甘草次酸的 3-O-β-D-吡喃葡萄糖醛酸基-甘草次酸的葡萄糖醛酸化在该菌株中受到抑制。83-555 菌株的所有 4 个后代都产生了葡萄糖醛酸基甘草次苷。有趣的是，其中 2 个后代同时产生了甘草次酸和葡萄糖醛酸基甘草次苷，并且 pkr 基因的序列分析表明，这 2 个后代是 83-555 菌株和产生甘草次酸的菌株的杂种。
