Total synthesis and absolute configuration of laurenditerpenol: a hypoxia inducible factor-1 activation inhibitor.
The absolute stereo structure of the natural product laurenditerpenol (1S, 6R, 7S, 10R, 11R, 14S, 15R) has been accomplished from eight plausible stereoisomers by its first asymmetric total synthesis in a highly convergent and flexible synthetic pathway. Six stereoisomers of laurenditerpenol were synthesized and evaluated for their biological activity.
Chittiboyina
Amar G
AG
University of Mississippi. University, Mississippi 38677-1848, USA.
Kumar
Gundluru Mahesh
GM
Carvalho
Paulo B
PB
Liu
Yang
Y
Zhou
Yu-Dong
YD
Nagle
Dale G
DG
Avery
Mitchell A
MA
D015687:Cell Hypoxia; D045744:Cell Line, Tumor; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D051793:Hypoxia-Inducible Factor 1 / Q000037:antagonists & inhibitors* / Q000096:biosynthesis; D008968:Molecular Conformation; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D004224:Diterpenes; D051793:Hypoxia-Inducible Factor 1; C496938:laurenditerpenol