Acidic Opening of the Dihydropyran Ring of Hexa-<i>O</i>-acetyl-D-lactal and Subsequent Chain Elongation. Novel Approach to the Synthesis of Low Molecular Weight<i>O</i>-Glycosides Containing a Diacetoxypolyene Aglycone Moiety
作者:G. A. Tolstikov、A. G. Tolstikov、O. F. Prokopenko、L. M. Khalilov、V. N. Odinokov
DOI:10.1055/s-1990-26932
日期:——
Low molecular weight O-glycosides containing a diacetoxypolyene aglycone moiety were prepared by chain elongation with phosphoranes or with a phosphonate of (2E,4S,5R)-5,6-diacetoxy-4-(2,3,4,6-tetra-O-acetyl-ß-D-galactopyranyloxy) -2-hexenal (2), which was prepared from hexa-O-acetyl-D-lactal by acidic ring opening and subsequent acetylation.
Synthesis of leukotriene A4 methyl ester from D-glucose
作者:S.Richard Baker、Derek W. Clissold、Alexander McKillop
DOI:10.1016/0040-4039(88)85316-4
日期:1988.1
A high yielding synthesis of leukotriene A4methylester is described which uses D-glucose as starting material
描述了以D-葡萄糖为原料的白三烯A 4甲酯的高产率合成
Novel intermediates for the production of pharmaceuticals
申请人:LILLY INDUSTRIES LIMITED
公开号:EP0201823A2
公开(公告)日:1986-11-20
There are disclosed compounds of the formula
in which R1 is an alkenyl or alkynyl group optionally substituted with an optionally substituted phenyl group and containing from 5 to 30 carbon atoms, and R3, R4 and R5 are each selected from hydrogen, carboxyl, C2.5 alkoxycarbonyl, C1-4 alkyl, C1-4 alkoxy, hydroxyl, optionally protected tetrazolyl, halo, trifluoromethyl, nitrile, nitro and -CONR210 where each R10 is hydrogen or C1-4 alkyl.
The compounds are intermediates useful for preparing pharmaceutical compounds of the formula
in which R1, R3, R4 and R5 have the values given above and R2 is optionally substituted phenyl or optionally substituted C1-10 alkyl.
Design, synthesis, and 5-lipoxygenase-inhibiting properties of 1-thio-substituted butadienes
作者:Rudolf Hanko、Michael D. Hammond、Romanis Fruchtmann、Joerg Pfitzner、Graham A. Place
DOI:10.1021/jm00166a013
日期:1990.4
The synthesis of novel 1-thio-substituted butadienes, designed as mechanism-based 5-lipoxygenase inhibitors, is described. The structure of these compounds closely resembles a proposed high-energy intermediate during the lipoxygenation of arachidonic acid. They demonstrate 5-lipoxygenase inhibition in vitro and in vivo. The most potent compound is 15a with an IC50 of 1.8 microM in vitro. LTC4 release was inhibited by 80% after intraperitoneal administration of 15c at a dose of 2 mg/kg.
Araliphatic sulphides,sulphones and sulphoxides and their pharmaceutical use