Teruyo Matsumoto

A stereoselective synthesis of cyclohexylnorstatine, the key component of a renin inhibitor

Abstract The title synthesis could be accomplished by employing the novel addition reaction of a Grignard reagent with an imine in the presence of cerium(III) chloride.

An expeditious synthesis of (3S,4S)-statine and (3S,4S)cyclohexylstatine

Abstract The title synthesis could be accomplished by employing highly stereoselective aldol reaction of O -methyl- O -trimethylsilyl ketene acetal with the ( S )-α-amido aldehyde (2) in the presence of titanium (IV) chloride as a key step.

Efficient synthesis and antitumor activity of novel 14-fluoroanthracyclines

Abstract The title compounds, (+)-14-fluoro-4-demethoxy- and (+)-14-fluorodaunorubicin, were synthesized from (−)-7-deoxy-4-demethoxy- and (−)-7-deoxydaunomycinone, respectively, by featuring the novel fluorination reaction in which tetrabuthylammonium fluoride is employed in the presence of a half equiv of p-toluenesulfonic acid as a key step. These novel anthracyclines were found to exhibit significant inhibitory activity against P388 murine leukemia in vitro and in vivo.

Novel synthesis and antitumor activity of 14,14-difluoro-4-demethoxydaunorubicin

Abstract The title anthracycline was synthesized via (-)-14,14-difluoro-4-demethoxy-7-deoxydaunomycinone by featuring the Reformatsky reaction of ethyl bromodifluoroacetate with an aldehyde as a key step. This novel anthracycline was found to exhibit prominent in vitro cytotoxicity and in vivo antitumor activity against P388 murine leukemia.