Stereoselective synthesis of bioactive isosteviol derivatives as alpha-glucosidase inhibitors.
Considerable interest has been attracted in isosteviol and its derivatives because of their large variety of pharmacological activities. In this project, a series of novel compounds containing hydroxyl, hydroxymethyl group and heteroatom-containing frameworks fused with isosteviol structure were synthesized and evaluated as alpha-glucosidase inhibitors, aimed at clarifying the structure-activity correlation. The results indicated that these isosteviol derivatives were capable of inhibiting in vitro alpha-glucosidase with moderate to good activities. Among them, indole derivative 15b exhibited the highest activities and thus may be exploitable as a lead compound for the development of potent alpha-glucosidase inhibitors.
Wu
Ya
Y
Department of Chemistry, New Drug Research & Development Center, Zhengzhou University, Zhengzhou, China.
Yang
Jing-Hua
JH
Dai
Gui-Fu
GF
Liu
Cong-Jun
CJ
Tian
Guo-Qiang
GQ
Ma
Wen-Yan
WY
Tao
Jing-Chao
JC
D018360:Crystallography, X-Ray; D045786:Diterpenes, Kaurane / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D065089:Glycoside Hydrolase Inhibitors; D006900:Hydroxylation; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D045786:Diterpenes, Kaurane; D004791:Enzyme Inhibitors; D065089:Glycoside Hydrolase Inhibitors; D007211:Indoles; C515747:isosteviol