Synthesis of the thapsigargins.
The thapsigargins are a family of complex guaianolides with potent and selective Ca(2+)-modulating properties. This article documents the evolution of a synthetic route through several iterations to a final practical and scaleable synthetic route capable of generating both unnatural and natural products based around the guaianolide skeleton.
Ley
Steven V
SV
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, United Kingdom. svl1000@cam.ac.uk
Antonello
Alessandra
A
Balskus
Emily P
EP
Booth
David T
DT
Christensen
Søren B
SB
Cleator
Ed
E
Gold
Helen
H
Högenauer
Klemens
K
Hünger
Udo
U
Myers
Rebecca M
RM
Oliver
Steven F
SF
Simic
Oliver
O
Smith
Martin D
MD
Søhoel
Helmer
H
Woolford
Alison J A
AJ
D019661:Apiaceae / Q000737:chemistry; D001688:Biological Products / Q000138:chemical synthesis / Q000737:chemistry; D002625:Chemistry, Organic / Q000379:methods; D015394:Molecular Structure; D013237:Stereoisomerism; D019284:Thapsigargin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry
D001688:Biological Products; D019284:Thapsigargin