title: Design, synthesis and biological evaluation of glucose-containing scutellarein derivatives as neuroprotective agents based on metabolic mechanism of scutellarin in vivo.
abstract: Based on metabolic mechanism of scutellarin in vivo that scutellarin could be hydrolyzed into scutellarein by β-glucuronide enzyme, some glucose-containing scutellarein derivatives were designed and synthesized through the introduction of glucose moiety at C-7 position of scutellarein via a glucosidic bond. Biological activity evaluation showed that these glucose-containing scutellarein derivatives exhibited potent DPPH radical scavenging activities. Furthermore, the improvement of physicochemical properties such as anticoagulant and neuroprotective activities alongside with the water solubility was achieved by introducing glucose. These findings suggest that the introduction of the glucose moiety to scutellarein wattants further development of this kind of compounds as neuroprotective agents.
authors.affiliation: Jiangsu Key Laboratory for High Technology Research of TCM Formulae, Nanjing University of Chinese Medicine, Nanjing 210046, China.
authors.forename: Nian-Guang
authors.initials: NG
authors.lastname: Li
authors.forename: Min-Zhe
authors.initials: MZ
authors.lastname: Shen
authors.forename: Zhen-Jiang
authors.initials: ZJ
authors.lastname: Wang
authors.forename: Yu-Ping
authors.initials: YP
authors.lastname: Tang
authors.forename: Zhi-Hao
authors.initials: ZH
authors.lastname: Shi
authors.forename: Yi-Fan
authors.initials: YF
authors.lastname: Fu
authors.forename: Qian-Ping
authors.initials: QP
authors.lastname: Shi
authors.forename: Hao
authors.initials: H
authors.lastname: Tang
authors.forename: Jian-Ao
authors.initials: JA
authors.lastname: Duan
mesh_terms: D000818:Animals; D000925:Anticoagulants / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism; D047310:Apigenin / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism* / Q000494:pharmacology; D001665:Binding Sites; D002470:Cell Survival / Q000187:drug effects; D015195:Drug Design; D016166:Free Radical Scavengers / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D005947:Glucose / Q000737:chemistry*; D005965:Glucuronates / Q000378:metabolism*; D006861:Hydrogen Peroxide / Q000633:toxicity; D062105:Molecular Docking Simulation; D018696:Neuroprotective Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D016716:PC12 Cells; D011485:Protein Binding; D017434:Protein Structure, Tertiary; D051381:Rats; D012995:Solubility; D013917:Thrombin / Q000037:antagonists & inhibitors / Q000378:metabolism
chemical_list: D000925:Anticoagulants; D016166:Free Radical Scavengers; D005965:Glucuronates; D018696:Neuroprotective Agents; C484876:scutellarin; D047310:Apigenin; D006861:Hydrogen Peroxide; D013917:Thrombin; D005947:Glucose; C458179:scutellarein