Author/Authors :
Kousuke Tani، نويسنده , , Atsushi Naganawa، نويسنده , , Akiharu Ishida، نويسنده , , Hiromu Egashira، نويسنده , , Yoshihiko Odagaki، نويسنده , , Toru Miyazaki، نويسنده , , Tomoyuki Hasegawa، نويسنده , , Yasufumi Kawanaka، نويسنده , , Kenji Sagawa، نويسنده , , Hiroyuki Harada، نويسنده , , Mikio Ogawa، نويسنده , , Takayuki Maruyama، نويسنده , , Hisao Nakai، نويسنده , , Shuichi Ohuchida، نويسنده , , Kigen Kondo، نويسنده , , Masaaki Toda، نويسنده ,
Abstract :
A series of 9-halo PGF analogues 1–2 and 5–13 were synthesized and biologically evaluated. Among the compounds, 2 was the best EP2-receptor agonist. A practical method of synthesizing 2 via the Julia olefination of an aldehyde 3 with an optically active sulfone 4, which was prepared by Sharpless asymmetric epoxidation of 15, was developed. Other 9-halogenated PGF analogues were synthesized essentially by the same procedure and evaluated. The absolute configuration of 16-OH of 2 was determined as S by the X-ray analysis of a salt consisting of a 1/1 molar ratio of 2 and l-lysine.
