ALKYL ETHER ANALOGS OF THE FK-506 RELATED, IMMUNOSUPPRESSIVE MACROLIDE L-683,590 (ASCOMYCIN)

被引：13

作者：

GOULET, MT ^{[1
]}

HODKEY, DW ^{[1
]}

STARUCH, MJ ^{[1
]}

DUMONT, FJ ^{[1
]}

CRYAN, JG ^{[1
]}

PARSONS, WH ^{[1
]}

WYVRATT, MJ ^{[1
]}

机构：

[1] MERCK & CO INC,MERCK SHARP & DOHME RES LABS,DEPT IMMUNOL,RAHWAY,NJ 07065

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1994年 / 4卷 / 07期

关键词：

D O I：

10.1016/S0960-894X(01)80264-X

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

C32-O-Ether derivatives of L-683,590 have been prepared by alkylation with various alkyl, alkenyl, and alkynyl 2,2,2-trichloroacetimidates. These analogs exhibit good immunosuppressive activity in vitro, as measured in a T cell proliferation assay. In the case of cinnamyl ethers, this activity correlates with the lipophilicity (pi value) of the aromatic substituents.

引用

页码：921 / 926

页数：6

共 26 条

[1] A NEW METHOD FOR THE PREPARATION OF TERTIARY BUTYL ETHERS AND ESTERS [J].

ARMSTRONG, A ;

BRACKENRIDGE, I ;

JACKSON, RFW ;

KIRK, JM .

TETRAHEDRON LETTERS, 1988, 29 (20) :2483-2486

[2] CHEMISTRY OF FK-506 - BENZILIC ACID REARRANGEMENT OF THE TRICARBONYL SYSTEM [J].

ASKIN, D ;

REAMER, RA ;

JONES, TK ;

VOLANTE, RP ;

SHINKAI, I .

TETRAHEDRON LETTERS, 1989, 30 (06) :671-674

[3]

BOREL JF, 1976, AGENTS ACTIONS, P468

[4]

BYRNE KM, 1992, DEV IND MICROBIOL, V32, P29

[5]

DANKLMAIER J, 1989, LIEBIGS ANN CHEM, P665

[6]

DUMONT FJ, 1990, J IMMUNOL, V144, P251

[7]

FRANK B, 1993, TRANSPLANT P, V25, P1887

[8] NEW SUBSTITUENT CONSTANT PI DERIVED FROM PARTITION COEFFICIENTS [J].

FUJITA, T ;

HANSCH, C ;

IWASA, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (23) :5175-&

[9]

GOULET MT, 1994, BIOMED CHEM LETT, V4

[10] LIPOPHILIC CHARACTER AND BIOLOGICAL-ACTIVITY OF DRUGS .2. PARABOLIC CASE [J].

HANSCH, C ;

CLAYTON, JM .

JOURNAL OF PHARMACEUTICAL SCIENCES, 1973, 62 (01) :1-21

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