1.
Biosci Biotechnol Biochem
; 79(1): 11-5, 2015.
Article
in English
| MEDLINE
| ID: mdl-25184606
ABSTRACT
The first synthesis of the racemate of terpendole E, a specific inhibitor of the mitotic kinesin Eg5, has been achieved from a known tricyclic dihydroxy ketone by a 13-step sequence that involves diastereoselective installation of its C3 quaternary stereocenter via a cyclopropyl ketone intermediate and Pd-mediated two-step construction of the indole ring moiety as the key transformations.
Subject(s)
Diterpenes/chemical synthesis , Enzyme Inhibitors/chemical synthesis , Indoles/chemistry , Ketones/chemistry , Diterpenes/pharmacology , Enzyme Inhibitors/pharmacology , Humans , Indoles/chemical synthesis , Indoles/pharmacology , Kinesins/antagonists & inhibitors , Kinesins/metabolism , Microtubules/drug effects , Microtubules/metabolism , Mitosis/drug effects , Spindle Apparatus/drug effects , Stereoisomerism
2.
Biosci Biotechnol Biochem
; 77(3): 676-8, 2013.
Article
in English
| MEDLINE
| ID: mdl-23470747
ABSTRACT
The spirocyclic pyrrole alkaloid, acortatarin A, which had been isolated from a Chinese medicinal plant, was synthesized from a known olefinic compound by a concise six-step sequence involving N-alkylation of a pyrrole derivative with an α-bromo ketone intermediate as the key step.
