THE SQUALESTATINS - POTENT INHIBITORS OF SQUALENE SYNTHASE, 3-HYDROXYMETHYL DERIVATIVES

被引:14
作者
COX, B
HUTSON, JL
KEELING, SE
KIRK, BE
SRIKANTHA, ARP
WATSON, NS
机构
[1] Glaxo Research and Development Ltd, Greenford
关键词
D O I
10.1016/S0960-894X(01)80537-0
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A series of 3-hydroxymethyl derivatives of squalestatin 1 was prepared as inhibitors of squalene synthase. Potent in vitro inhibitory activity is retained in those analogues which possess C-6 and C-1 substituents analogous to those found in 1.
引用
收藏
页码:1931 / 1936
页数:6
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  • [1] ZARAGOZIC ACIDS - A FAMILY OF FUNGAL METABOLITES THAT ARE PICOMOLAR COMPETITIVE INHIBITORS OF SQUALENE SYNTHASE
    BERGSTROM, JD
    KURTZ, MM
    REW, DJ
    AMEND, AM
    KARKAS, JD
    BOSTEDOR, RG
    BANSAL, VS
    DUFRESNE, C
    VANMIDDLESWORTH, FL
    HENSENS, OD
    LIESCH, JM
    ZINK, DL
    WILSON, KE
    ONISHI, J
    MILLIGAN, JA
    BILLS, G
    KAPLAN, L
    OMSTEAD, MN
    JENKINS, RG
    HUANG, L
    MEINZ, MS
    QUINN, L
    BURG, RW
    KONG, YL
    MOCHALES, S
    MOJENA, M
    MARTIN, I
    PELAEZ, F
    DIEZ, MT
    ALBERTS, AW
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1993, 90 (01) : 80 - 84
  • [2] THE SQUALESTATINS - C-3 DECARBOXYLATION STUDIES AND REARRANGEMENT TO THE 6,8-DIOXABICYCLO[3.2.1]OCTANE RING-SYSTEM
    CHAN, C
    INGLIS, GGA
    PROCOPIOU, PA
    ROSS, BC
    SRIKANTHA, ARP
    WATSON, NS
    [J]. TETRAHEDRON LETTERS, 1993, 34 (38) : 6143 - 6146
  • [3] THE SQUALESTATINS, NOVEL INHIBITORS OF SQUALENE SYNTHASE PRODUCED BY A SPECIES OF PHOMA .1. TAXONOMY, FERMENTATION, ISOLATION, PHYSICOCHEMICAL PROPERTIES AND BIOLOGICAL-ACTIVITY
    DAWSON, MJ
    FARTHING, JE
    MARSHALL, PS
    MIDDLETON, RF
    ONEILL, MJ
    SHUTTLEWORTH, A
    STYLLI, C
    TAIT, RM
    TAYLOR, PM
    WILDMAN, HG
    BUSS, AD
    LANGLEY, D
    HAYES, MV
    [J]. JOURNAL OF ANTIBIOTICS, 1992, 45 (05) : 639 - 647
  • [4] NOTIZ UBER DIE SELEKTIVITAT DER SPALTUNG VON CARBONSAURE-METHYLESTERN MIT LITHIUMJODID
    ELSINGER, F
    SCHREIBER, J
    ESCHENMOSER, A
    [J]. HELVETICA CHIMICA ACTA, 1960, 43 (01) : 113 - 118
  • [5] SEMISYNTHETIC SQUALESTATINS - SQUALENE SYNTHASE INHIBITION AND ANTIFUNGAL ACTIVITY - THE SAR OF C6 AND C7 MODIFICATIONS
    GIBLIN, GMP
    BELL, R
    HANCOCK, AP
    HARTLEY, CD
    INGLIS, GGA
    PAYNE, JJ
    PROCOPIOU, PA
    SHINGLER, AH
    SMITH, C
    SPOONER, SJ
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1993, 3 (12) : 2605 - 2610
  • [6] THE ZARAGOZIC ACIDS - STRUCTURE ELUCIDATION OF A NEW CLASS OF SQUALENE SYNTHASE INHIBITORS
    HENSENS, OD
    DUFRESNE, C
    LIESCH, JM
    ZINK, DL
    REAMER, RA
    VANMIDDLESWORTH, F
    [J]. TETRAHEDRON LETTERS, 1993, 34 (03) : 399 - 402
  • [7] THE SYNTHESIS OF C3-METHYL, C3-DECARBOXY-ZARAGOZIC ACID-A - A POTENT SQUALENE SYNTHASE INHIBITOR
    KUO, CH
    PLEVYAK, SP
    BIFTU, T
    PARSONS, WH
    BERGER, GD
    [J]. TETRAHEDRON LETTERS, 1993, 34 (43) : 6863 - 6866
  • [8] STRUCTURALLY SIMPLIFIED SQUALESTATINS - A CONVENIENT ROUTE TO A 6,7-UNSUBSTITUTED DERIVATIVE
    LESTER, MG
    GIBLIN, GMP
    INGLIS, GGA
    PROCOPIOU, PA
    ROSS, BC
    WATSON, NS
    [J]. TETRAHEDRON LETTERS, 1993, 34 (27) : 4357 - 4360
  • [9] SELECTIVE HYDRIDE-MEDIATED CONJUGATE REDUCTION OF ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS USING [(PH3P)CUH]6
    MAHONEY, WS
    BRESTENSKY, DM
    STRYKER, JM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (01) : 291 - 293
  • [10] REDUCTION OF CARBOXYLIC-ACIDS TO ALCOHOLS THROUGH 1-SUCCINIMIDYL ESTERS WITH NABH4
    NIKAWA, J
    SHIBA, T
    [J]. CHEMISTRY LETTERS, 1979, (08) : 981 - 982