Six Natural Phenylethanoid Glycosides: Total Synthesis, Antioxidant and Tyrosinase Inhibitory Activities

被引:6
作者
Shu, Penghua [1 ]
Zhang, Lingxiang [1 ]
Liu, Anqi [3 ]
Li, Junping [1 ]
Liu, Qing [1 ]
Sun, Na [1 ]
Zhang, Yanling [1 ]
Wei, Xialan [2 ]
Cui, Mengyao [3 ]
Ju, Zhiyu [3 ]
Xu, Zhihong [3 ]
机构
[1] Xuchang Univ, Food & Pharm Coll, Xuchang 461000, Peoples R China
[2] Xuchang Univ, Sch Informat Engn, Xuchang 461000, Peoples R China
[3] Xuchang Univ, Coll Chem & Mat Engn, Inst Surface Micro & Nano Mat, Key Lab Micronano Mat Energy Storage & Convers He, Xuchang 461000, Peoples R China
来源
CHEMISTRYSELECT | 2020年 / 5卷 / 35期
基金
中国国家自然科学基金;
关键词
Antioxidant; Glycosides; Natural products; Total synthesis; Tyrosinase; INTERRUPTED PUMMERER REACTION; LATENT-ACTIVE GLYCOSYLATION; CHEMICAL-CONSTITUENTS; PHENYLPROPANOID GLYCOSIDES; PHENOLIC GLYCOSIDES; MASS-SPECTROMETRY; IDENTIFICATION; ROOTS; ACTIVATION; LEAVES;
D O I
10.1002/slct.202002608
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Total synthesis of six natural phenylethanoid glycosides (PhEGs) has been accomplished. Key steps in the divergent synthesis strategy involved glycosylation based on trichloroacetimidate donors, and one-pot removal of benzyl and 4,6-O-benzylidene acetal groups by hydrogenation over Pd/C. Among them, four natural PhEGs, scroside D (2), rebouoside B (3), ginkgoside C (4), and ginkgoside D (5) were synthesized for the first time. In the subsequent antioxidant and tyrosinase inhibitory activities evaluation, all compounds showed strong DPPH radical scavenging activities, and compounds1-2,5-6exhibited obvious inhibitory activities against mushroom tyrosinase.
引用
收藏
页码:10817 / 10820
页数:4
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