Efficient microwave-assisted synthesis of novel 3-aminohexahydrocoumarin derivatives and evaluation on their cytotoxicity.
The efficient synthesis of novel 3-aminohexahydrocoumarin derivatives with high diastereoselectivity, wide applicability, short reaction time, high yields as well as operational simplicity was achieved via microwave-assisted reactions of dimedone or cyclohexane-1,3-dione with 4-arylidene-2-phenyloxazol-5(4H)-ones. Moreover, these novel compounds were subject to the test of in vitro cytotoxicity to carcinoma SW1116 and SGC7901 cells. Seven compounds showed stronger cytotoxicity to carcinoma SW1116 cells than doxorubicin hydrochloride at the concentration of 10 ug/mL. Nearly all the tested compounds exhibited strong or moderate cytotoxicity to SGC7901 cells with IC(50) values from 5.127 to 0.158 ug/mL.
College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215000, PR China.
Feng
F
Shi
An-Xiao
AX
Dai
Shu
S
Zhang
Xiao-Hong
XH
Zhang
Shu-Jiang
SJ
Tu
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002277:Carcinoma / Q000188:drug therapy; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D003110:Colonic Neoplasms / Q000188:drug therapy; D003374:Coumarins / Q000138:chemical synthesis* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008872:Microwaves; D013274:Stomach Neoplasms / Q000188:drug therapy
C558478:3-aminohexahydrocoumarin; D000970:Antineoplastic Agents; D003374:Coumarins