Skeletal and stereochemical diversification of tricyclic frameworks inspired by Ca(2+)-ATPase inhibitors, artemisinin and transtaganolide D.
Inspired by the common skeletal motifs of Ca(2+)-ATPases inhibitors involving artemisinin and transtaganolide D, small molecule collections with the three-dimensional structural diversity of tricyclic systems were designed and expeditiously synthesized (4-5 steps). A synthetic strategy featuring stereochemical diversification of ring-junctions and control of cyclization modes was devised to access varied molecular architectures in a systematic fashion.
Oguri
Hiroki
H
Division of Chemistry, Graduate School of Science, and Division of Innovative Research, Hokkaido University, N21, W10, Sapporo 001-0021, Japan.
Yamagishi
Yutaka
Y
Hiruma
Takahisa
T
Oikawa
Hideaki
H
D037621:Artemisinins / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D015394:Molecular Structure; D053498:Sarcoplasmic Reticulum Calcium-Transporting ATPases / Q000037:antagonists & inhibitors*; D013237:Stereoisomerism
D037621:Artemisinins; C538700:transtaganolide D; C031327:artemisinin; D053498:Sarcoplasmic Reticulum Calcium-Transporting ATPases