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Six Natural Phenylethanoid Glycosides: Total Synthesis, Antioxidant and Tyrosinase Inhibitory Activities
ChemistrySelect ( IF 1.9 ) Pub Date : 2020-09-15 , DOI: 10.1002/slct.202002608
Penghua Shu 1 , Lingxiang Zhang 1 , Anqi Liu 2 , Junping Li 1 , Qing Liu 1 , Na Sun 1 , Yanling Zhang 1 , Xialan Wei 3 , Mengyao Cui 2 , Zhiyu Ju 2 , Zhihong Xu 2
Affiliation  

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 compounds 12, 56 exhibited obvious inhibitory activities against mushroom tyrosinase.

中文翻译:

六种天然苯乙醇类糖苷:总合成,抗氧化和酪氨酸酶抑制活性

已经完成了六种天然苯基乙醛糖苷(PhEGs)的全合成。多样化合成策略中的关键步骤包括基于三氯乙酰胺基供体的糖基化,以及通过Pd / C氢化一锅除去苄基和4,6- O-亚苄基缩醛基。其中,首次合成了四种天然PhEG,scroside D(2),rebouoside B(3),Ginkgoside C(4)和Ginkgoside D(5)。在随后的抗氧化剂和酪氨酸酶抑制活性的评价,所有的化合物显示出强DPPH自由基清除活性的化合物,以及1 - 25 - 6 对蘑菇酪氨酸酶具有明显的抑制作用。
更新日期:2020-09-15
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