Synthesis of nicotinamide adenine dinucleotide (NAD) analogues with a sugar modified nicotinamide moiety

被引:6
|
作者
Goulioukina, Natasha
Wehbe, Johny
Marchand, Damien
Busson, Roger
Lescrinier, Eveline
Heindl, Dieter
Herdewijn, Piet
机构
[1] Katholieke Univ Leuven, Rega Inst Med Res, Med Chem Lab, B-3000 Louvain, Belgium
[2] Roche Diagnost GmbH, D-82372 Penzberg, Germany
关键词
D O I
10.1002/hlca.200790127
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of nicotinamide adenine dinucleotide (NAD) analogues in which the ribose unit of the nicotinamide moiety is replaced by a hexitol, altritol, and cyclohexenyl sugar mimic is described.
引用
收藏
页码:1266 / 1278
页数:13
相关论文
共 50 条
  • [1] SUBSTITUTED NICOTINAMIDE ANALOGUES OF NICOTINAMIDE ADENINE DINUCLEOTIDE
    WALTER, P
    KAPLAN, NO
    JOURNAL OF BIOLOGICAL CHEMISTRY, 1963, 238 (08) : 2823 - &
  • [2] A chemical synthesis of nicotinamide adenine dinucleotide (NAD+)
    Lee, J
    Churchil, H
    Choi, WB
    Lynch, JE
    Roberts, FE
    Volante, RP
    Reider, PJ
    CHEMICAL COMMUNICATIONS, 1999, (08) : 729 - 730
  • [3] β-Nicotinamide Adenine Dinucleotide (β-Nad) Is A Bronchodilator
    Jurastow, I. G.
    Krasteva-Christ, G.
    Von der Beck, D.
    Klepetko, W.
    Guenther, A.
    Kummer, W.
    AMERICAN JOURNAL OF RESPIRATORY AND CRITICAL CARE MEDICINE, 2014, 189
  • [4] The chemistry of nicotinamide adenine dinucleotide (NAD) analogues containing C-nucleosides related to nicotinamide riboside
    Pankiewicz, KW
    Watanabe, KA
    Lesiak-Watanabe, K
    Goldstein, BM
    Jayaram, HN
    CURRENT MEDICINAL CHEMISTRY, 2002, 9 (07) : 733 - 741
  • [5] Synthesis of methylene-bridged analogues of nicotinamide riboside, nicotinamide mononucleotide and nicotinamide adenine dinucleotide.
    Lipka, P
    Zatorski, A
    Watanabe, KA
    Pankiewicz, KW
    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 1996, 15 (1-3): : 149 - 167
  • [6] Therapeutic potential of nicotinamide adenine dinucleotide (NAD)
    Arenas-Jal, Marta
    Sune-Negre, J. M.
    Garcia-Montoya, Encarna
    EUROPEAN JOURNAL OF PHARMACOLOGY, 2020, 879
  • [7] β-Nicotinamide Adenine Dinucleotide (β-Nad): A New Bronchodilator
    Jurastow, I. G.
    Schlenz, H.
    Krasteva-Christ, G.
    Kummer, W.
    AMERICAN JOURNAL OF RESPIRATORY AND CRITICAL CARE MEDICINE, 2013, 187
  • [8] Selective inhibition of nicotinamide adenine dinucleotide kinases by dinucleoside disulfide mimics of nicotinamide adenine dinucleotide analogues
    Petrelli, Riccardo
    Sham, Yuk Yin
    Chen, Liqiang
    Felczak, Krzysztof
    Bennett, Eric
    Wilson, Daniel
    Aldrich, Courtney
    Yu, Jose S.
    Cappellacci, Loredana
    Franchetti, Palmarisa
    Grifantini, Mario
    Mazzola, Francesca
    Di Stefano, Michele
    Magni, Giulio
    Pankiewicz, Krzysztof W.
    BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (15) : 5656 - 5664
  • [9] Metabolism and biochemical properties of nicotinamide adenine dinucleotide (NAD) analogs, nicotinamide guanine dinucleotide (NGD) and nicotinamide hypoxanthine dinucleotide (NHD)
    Keisuke Yaku
    Keisuke Okabe
    Maryam Gulshan
    Kiyoshi Takatsu
    Hiroshi Okamoto
    Takashi Nakagawa
    Scientific Reports, 9
  • [10] Metabolism and biochemical properties of nicotinamide adenine dinucleotide (NAD) analogs, nicotinamide guanine dinucleotide (NGD) and nicotinamide hypoxanthine dinucleotide (NHD)
    Yaku, Keisuke
    Okabe, Keisuke
    Gulshan, Maryam
    Takatsu, Kiyoshi
    Okamoto, Hiroshi
    Nakagawa, Takashi
    SCIENTIFIC REPORTS, 2019, 9 (1)