摘要
Isoangustone A (1) is an isoprenylated flavonoid isolated from licorice. It has been reported to possess anti-microbial, anti-oxidative, anti-inflammatory, and anti-tumor activities. In order to increase its structural diversity, microbial transformation of 1 was conducted by Mucor hiemalis CGMCC 3.14114 to obtain three new compounds. By extensive NMR and MS spectroscopic analyses, their structures were identified as isoangustone A 7-O-glucoside (2), isoangustone A 7-O-glucoside-4'-O-sulfate (3), and isoangustone A 7,3 'di-O-glucoside (4), respectively. The major biotransformation reaction was glycosylation at C-7. Sulfation is rare for microbial transformation.
Isoangustone A是一种来源于甘草的异戊烯基化黄酮类化合物,具有抗菌、抗氧化、抗炎、抗肿瘤等活性。为了增加其结构多样性,本文利用丝状真菌冻土毛霉(Mucor hiemalis CGMCC 3.14114)对该化合物进行微生物转化,共分离得到3个新化合物。通过NMR和MS谱学分析,其结构分别鉴定为isoangustone A 7-O-glucoside(2),isoangustone A 7-O-glucoside-4'-O-sulfate(3),以及isoangustone A 7,3'-di-O-glucoside(4)。主要转化反应为C-7位糖基化反应。此外,硫酸酯化反应是较为罕见的微生物转化反应。
基金
National Natural Science Foundation of China(Grant No.81173644 and 81222054)
the Program for New Century Excellent Talents in University from Chinese Ministry of Education(Grant No.NCET-11-0019)