Enantioselective Synthesis of PPAR (Peroxisome Proliferator-Activated Receptors) Agonists and Antagonists

被引:1
|
作者
Goya, Pilar [1 ]
Perez-Fernandez, Ruth [1 ]
Gonzalez-Muniz, Rosario [1 ]
Elguero, Jose [1 ]
机构
[1] CSIC, Inst Quim Med, E-28006 Madrid, Spain
关键词
PPAR; enantioselective separation; enantioselective synthesis; Evans' chiral auxiliary; asymmetric hydrogenation; chiral HPLC; chiral salts; PHENYLPROPANOIC ACID-DERIVATIVES; EFFICIENT ASYMMETRIC-SYNTHESIS; ALPHA/GAMMA DUAL AGONISTS; LIGAND-BINDING DOMAIN; BIOLOGICAL EVALUATION; ALPHA AGONIST; DESIGN; POTENCY; AGENTS;
D O I
10.2174/1568026614666140423112822
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
This review deals with stereoselective issues in PPAR ligands some of which are in clinical use for treating certain metabolic disorders. After a short introduction of these nuclear receptor and their agonists, some cases of enantioselective separations are reported. The main part concerns stereoselective synthesis first starting with asymmetric synthesis from chiral precursors followed by what we refer to as "true" enantioselective methods. Some examples are discussed in detail for each particular heading.
引用
收藏
页码:1283 / 1293
页数:11
相关论文
共 50 条
  • [41] Peroxisome proliferator-activated receptors for hypertension
    Usuda, Daisuke
    Kanda, Tsugiyasu
    WORLD JOURNAL OF CARDIOLOGY, 2014, 6 (08): : 744 - 754
  • [42] Design, synthesis, and evaluation of potent, structurally novel peroxisome proliferator-activated receptor (PPAR) δ-selective agonists
    Kasuga, Jun-ichi
    Nakagome, Izumi
    Aoyama, Atsushi
    Sako, Kumiko
    Ishizawa, Michiyasu
    Ogura, Michitaka
    Makishima, Makoto
    Hirono, Shuichi
    Hashimoto, Yuichi
    Miyachi, Hiroyuki
    BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (15) : 5177 - 5190
  • [43] Peroxisome proliferator-activated receptors.
    Ziouzenkova O.
    Perrey S.
    Marx N.
    Bacqueville D.
    Plutzky J.
    Current Atherosclerosis Reports, 2002, 4 (1) : 59 - 64
  • [44] Peroxisome Proliferator-Activated Receptors and Atherosclerosis
    Soskic, Sanja S.
    Dobutovic, Branislava D.
    Sudar, Emina M.
    Obradovic, Milan M.
    Nikolic, Dragana M.
    Zaric, Bozidarka L.
    Stojanovic, Srdan D.
    Stokic, Edita J.
    Mikhailidis, Dimitri P.
    Isenovic, Esma R.
    ANGIOLOGY, 2011, 62 (07) : 523 - 534
  • [45] Signalling by peroxisome proliferator-activated receptors
    Wahli, W
    Krey, G
    Devchand, P
    Keller, H
    Ijpenberg, A
    Jeannin, E
    Braissant, O
    Desvergne, A
    BRITISH JOURNAL OF PHARMACOLOGY, 1998, 124 : U79 - U79
  • [46] Peroxisome proliferator-activated receptors and angiogenesis
    Biscetti, F.
    Straface, G.
    Pitocco, D.
    Zaccardi, F.
    Ghirlanda, G.
    Flex, A.
    NUTRITION METABOLISM AND CARDIOVASCULAR DISEASES, 2009, 19 (11) : 751 - 759
  • [47] Regulation of peroxisome proliferator-activated receptors
    Sorensen, HN
    Treuter, E
    Gustafsson, JA
    VITAMINS AND HORMONES - ADVANCES IN RESEARCH AND APPLICATIONS, VOL 54, 1998, 54 : 121 - 166
  • [48] Novel selective small molecule agonists for peroxisome proliferator-activated receptor δ (PPARδ) -: Synthesis and biological activity
    Sznaidman, ML
    Haffner, CD
    Maloney, PR
    Fivush, A
    Chao, E
    Goreham, D
    Sierra, ML
    LeGrumelec, C
    Xu, HE
    Montana, VG
    Lambert, MH
    Willson, TM
    Oliver, WR
    Sternbach, DD
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (09) : 1517 - 1521
  • [49] Inflammatory Pathways Are Activated during Cardiomyocyte Hypertrophy and Attenuated by Peroxisome Proliferator-activated Receptors PPARα and PPARδ
    Smeets, Pascal J. H.
    Teunissen, Birgit E. J.
    Planavila, Anna
    de Vogel-van den Bosch, Heleen
    Willemsen, Peter H. M.
    van der Vusse, Ger J.
    van Bilsen, Marc
    JOURNAL OF BIOLOGICAL CHEMISTRY, 2008, 283 (43) : 29109 - 29118
  • [50] Evolution of peroxisome proliferator-activated receptor agonists
    Chang, Feng
    Jaber, Linda A.
    Berlie, Helen D.
    O'Connell, Mary Beth
    ANNALS OF PHARMACOTHERAPY, 2007, 41 (06) : 973 - 983