SYNTHESIS OF NOVEL HMG-COA REDUCTASE INHIBITORS .1. NAPHTHALENE ANALOGS OF MEVINOLIN

被引:0
|
作者
NOVAK, L
ROHALY, J
POPPE, L
HORNYANSZKY, G
KOLONITS, P
ZELEI, I
FEHER, I
FEKETE, J
SZABO, E
ZAHORSZKY, U
JAVOR, A
SZANTAY, C
机构
[1] TECH UNIV BUDAPEST, INST ORGAN CHEM, SZT GELLERT TER 4, H-1521 BUDAPEST, HUNGARY
[2] HUNGARIAN ACAD SCI, CENT RES INST CHEM, H-1525 BUDAPEST, HUNGARY
[3] TECH UNIV BUDAPEST, INST GEN & ANALYT CHEM, H-1521 BUDAPEST, HUNGARY
[4] UNIV KARLSRUHE, INST ORGAN CHEM, W-7500 KARLSRUHE 1, GERMANY
[5] GEDEON RICHTER CHEM WORKS LTD, H-1103 BUDAPEST, HUNGARY
来源
关键词
HMG-COA REDUCTASE INHIBITORS; NAPHTHYLACETATES; PIG LIVER ESTERASE; GLUTARATE; 3-HYDROXY; LACTONES;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The title compounds 2 and their corresponding (6S) epimers 18 are prepared in several steps by starting with chiral formyl ester 5, and alpha-tetralones 10: (1) coupling reaction with the ylide generated from 11 to yield unsaturated ester 13, (2) reduction to the corresponding alcohol 14, (3) addition of the Grignard reagent derived from 14 to formyl ester 5 to afford the hydroxy esters 16 and 17, and (4) lactonization. This procedure is also used to synthesize the beta-naphthyl analogs 29 and 30. Some results obtained from HMG-CoA reductase inhibitor screening are also reported.
引用
收藏
页码:145 / 157
页数:13
相关论文
共 50 条
  • [21] SYNTHESES OF HMG-COA REDUCTASE INHIBITORS
    MIYACHI, N
    SUZUKI, M
    OHARA, Y
    HIYAMA, T
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1995, 53 (03) : 186 - 196
  • [22] HMG-CoA Reductase Inhibitors and Myotoxicity
    Memduh Ucar
    Tom Mjörndal
    Rune Dahlqvist
    Drug Safety, 2000, 22 : 441 - 457
  • [23] HMG-CoA reductase inhibitors and myotoxicity
    Ucar, M
    Mjörndal, T
    Dahlqvist, R
    DRUG SAFETY, 2000, 22 (06) : 441 - 457
  • [24] Rhabdomyolysis and HMG-CoA reductase inhibitors
    Omar, MA
    Wilson, JP
    Cox, TS
    ANNALS OF PHARMACOTHERAPY, 2001, 35 (09) : 1096 - 1107
  • [25] FIBRATES AND HMG-COA REDUCTASE INHIBITORS
    HUFF, MW
    CANADIAN MEDICAL ASSOCIATION JOURNAL, 1991, 145 (08) : 977 - 977
  • [26] HMG-CoA reductase inhibitors and the kidney
    Campese, VA
    Hadaya, B
    Chiu, J
    CURRENT HYPERTENSION REPORTS, 2005, 7 (05) : 337 - 342
  • [27] HMG-CoA reductase inhibitors and the kidney
    Campese, V. M.
    Park, J.
    KIDNEY INTERNATIONAL, 2007, 71 (12) : 1215 - 1222
  • [28] Synthesis and Biological Evaluation of Atorvastatin Derivatives as Novel HMG-CoA Reductase Inhibitors
    Tong, Jiayi
    Wang, Naxin
    Xiao, Hua
    LETTERS IN DRUG DESIGN & DISCOVERY, 2013, 10 (09) : 817 - 822
  • [29] HMG-COA REDUCTASE INHIBITORS, A NOVEL CLASS OF HYPOLIPIDEMIC AGENTS
    SMITH, RL
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1987, 194 : 91 - MEDI
  • [30] HMG-COA REDUCTASE INHIBITORS .1. SYNTHESIS AND BIOLOGICAL-ACTIVITIES OF ARYL SUBSTITUTED CYCLOALKENES
    NEUENSCHWANDER, K
    REGAN, J
    SCOTESE, A
    KOSMIDER, B
    BRUNO, J
    AMIN, D
    GUSTAFSON, S
    WEINACHT, J
    PERRONE, M
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1990, 200 : 125 - MEDI