AN EXPEDITIOUS SYNTHESIS OF BIOLOGICALLY IMPORTANT MYOINOSITOL PHOSPHOROTHIOATES

被引：19

作者：

DREEF, CE ^{[1
]}

MAYR, GW ^{[1
]}

JANSZE, JP ^{[1
]}

ROELEN, HCPF ^{[1
]}

VANDERMAREL, GA ^{[1
]}

VANBOOM, JH ^{[1
]}

机构：

[1] RUHR UNIV BOCHUM,INST PHYSIOL CHEM,W-4630 BOCHUM 1,GERMANY

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1991年 / 1卷 / 05期

关键词：

D O I：

10.1016/S0960-894X(01)81033-7

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The myo-inositol phosphorothioates 6, 9, 12 and 17 were readily accessible from properly protected precursors by phosphitylation with N,N-diisopropyl dibenzyl phosphoramidite (1), subsequent in situ sulfurization of the intermediate phosphite triesters with phenacetyl disulfide (3), and removal of all benzyl protecting groups.

引用

页码：239 / 242

页数：4

共 25 条

[1] A SIMPLE AND EFFECTIVE CHEMICAL PHOSPHORYLATION PROCEDURE FOR BIOMOLECULES [J].

BANNWARTH, W ;

TRZECIAK, A .

HELVETICA CHIMICA ACTA, 1987, 70 (01) :175-186

[2] RAPID FORMATION OF INOSITOL 1,3,4,5-TETRAKISPHOSPHATE FOLLOWING MUSCARINIC RECEPTOR STIMULATION OF RAT CEREBRAL CORTICAL SLICES [J].

BATTY, IR ;

NAHORSKI, SR ;

IRVINE, RF .

BIOCHEMICAL JOURNAL, 1985, 232 (01) :211-215

[3] INOSITOL TRISPHOSPHATE, A NOVEL 2ND MESSENGER IN CELLULAR SIGNAL TRANSDUCTION [J].

BERRIDGE, MJ ;

IRVINE, RF .

NATURE, 1984, 312 (5992) :315-321

[4] RECENT DEVELOPMENTS IN THE SYNTHESIS OF MYOINOSITOL PHOSPHATES [J].

BILLINGTON, DC .

CHEMICAL SOCIETY REVIEWS, 1989, 18 (01) :83-122

[5]

BURGERS PMJ, 1978, TETRAHEDRON LETT, P3835

[6] MYOINOSITOL 1,4,5-TRISPHOSPHOROTHIOATE - A NOVEL ANALOG OF A BIOLOGICAL 2ND MESSENGER [J].

COOKE, AM ;

GIGG, R ;

POTTER, BVL .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (20) :1525-1526

[7] SYNTHESIS OF MYOINOSITOL 1,4-BISPHOSPHATE-5-PHOSPHOROTHIOATE [J].

COOKE, AM ;

NOBLE, NJ ;

PAYNE, S ;

GIGG, R ;

POTTER, BVL .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (05) :269-271

[8]

DREEF CE, 1988, RECL TRAV CHIM PAY B, V107, P395

[9] SYNTHESIS OF 1-0-(1,2-DI-0-PALMITOYL-SN-GLYCERO-3-PHOSPHO)-D-MYO-INOSITOL 4,5-BISPHOSPHATE - AN ANALOG OF NATURALLY-OCCURRING (PTD)INS(4,5)P2 [J].

DREEF, CE ;

ELIE, CJJ ;

HOOGERHOUT, P ;

VANDERMAREL, GA ;

VANBOOM, JH .

TETRAHEDRON LETTERS, 1988, 29 (49) :6513-6516

[10]

DREEF CE, 1987, RECL TRAV CHIM PAY B, V106, P512

← 1 2 3 →