title: Synthesis of benzothiadiazine derivatives exhibiting dual activity as aldose reductase inhibitors and antioxidant agents.
abstract: Several multifunctional benzothiadiazine derivatives were synthesized and examined for their inhibition to the enzyme aldose reductase and in vitro antioxidant activity to identify novel drugs for diabetes and its complications. Most of them exhibited good inhibitory activity. Importantly, a number of compounds demonstrated strong antioxidant activity and one compound in particular was extremely active in the DPPH radical scavenging and MDA inhibition analysis. The DPPH radical scavenging rate with this compound was 98.0%, 92.3% and 42.1% at concentrations of 100μM, 10μM, and 1μM, respectively, and the initial reaction rate was faster than Trolox at a concentration of 10μM.
authors.affiliation: Department of Applied Chemistry, Beijing Institute of Technology, Zhongguancun South Street, 100081 Beijing, China.
authors.forename: Shaojuan
authors.initials: S
authors.lastname: Zhu
authors.affiliation: Department of Applied Chemistry, Beijing Institute of Technology, Zhongguancun South Street, 100081 Beijing, China.
authors.forename: Xin
authors.initials: X
authors.lastname: Hao
authors.affiliation: Department of Applied Chemistry, Beijing Institute of Technology, Zhongguancun South Street, 100081 Beijing, China.
authors.forename: Shuzhen
authors.initials: S
authors.lastname: Zhang
authors.affiliation: Department of Applied Chemistry, Beijing Institute of Technology, Zhongguancun South Street, 100081 Beijing, China.
authors.forename: Xiangyu
authors.initials: X
authors.lastname: Qin
authors.affiliation: Department of Applied Chemistry, Beijing Institute of Technology, Zhongguancun South Street, 100081 Beijing, China.
authors.forename: Xin
authors.initials: X
authors.lastname: Chen
authors.affiliation: Department of Applied Chemistry, Beijing Institute of Technology, Zhongguancun South Street, 100081 Beijing, China. Electronic address: zcj@bit.edu.cn.
authors.forename: Changjin
authors.initials: C
authors.lastname: Zhu
mesh_terms: D000449:Aldehyde Reductase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D000975:Antioxidants / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001581:Benzothiadiazines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D015394:Molecular Structure; D013329:Structure-Activity Relationship
chemical_list: D000975:Antioxidants; D001581:Benzothiadiazines; D004791:Enzyme Inhibitors; D000449:Aldehyde Reductase
keywords: Aldose reductase; Antioxidant activity; Benzothiadiazine derivatives