Green chemoselective synthesis of thiazolo[3,2-a]pyridine derivatives and evaluation of their antioxidant and cytotoxic activities.
The green chemoselective synthesis of thiazolo[3,2-a]pyridine derivatives was achieved in water via microwave-assisted three-component reactions of malononitrile, aromatic aldehydes and 2-mercaptoacetic acid with molar ratios of 2:1:1.5 and 2:2.2:1, respectively. These compounds were subject to the experiments of antioxidant activity and cytotoxicity to carcinoma HCT-116 cells and mice lymphocytes. Nearly all of the tested compounds possessed potent capacities for scavenging free radicals. In addition, most of these compounds showed cytotoxicity to HCT-116 cells and mice lymphocytes with no selectivity. Of these, only thiazolo[3,2-a]pyridine derivative 5d suggested selective cytotoxicity to tumor cell line HCT-116 cells.
Shi
Feng
F
School of Chemistry and Chemical Engineering, Key Laboratory of Biotechnology for Medicinal Plant, Xuzhou Normal University, Xuzhou, Jiangsu 221116, PR China.
Li
Chunmei
C
Xia
Ming
M
Miao
Kangjie
K
Zhao
Yanxia
Y
Tu
Shujiang
S
Zheng
Weifa
W
Zhang
Ge
G
Ma
Ning
N
D000447:Aldehydes / Q000737:chemistry; D000818:Animals; D016166:Free Radical Scavengers / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D045325:HCT116 Cells; D006801:Humans; D008214:Lymphocytes / Q000187:drug effects; D051379:Mice; D008872:Microwaves; D009570:Nitriles / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D013864:Thioglycolates / Q000737:chemistry
D000447:Aldehydes; D016166:Free Radical Scavengers; D009570:Nitriles; D011725:Pyridines; D013864:Thioglycolates; C017487:2-mercaptoacetate; C000945:dicyanmethane