Hydrogen bonding interaction of ascorbic acid with nicotinamide: Experimental and theoretical study

被引:13
|
作者
Zhai, Cuiping [1 ]
Hou, Bingbing [1 ]
Peng, Peng [1 ]
Zhang, Ping [1 ]
Li, Lina [1 ]
Chen, Xin [1 ]
机构
[1] Henan Univ, Inst Fine Chem & Engn, Henan Engn Res Ctr Resource & Energy Recovery Was, Kaifeng 475004, Peoples R China
基金
中国国家自然科学基金;
关键词
Nicotinamide; Ascorbic acid; Interaction; Hydrogen bonding; VITAMIN-C; IN-VITRO; COMPLEXES; ELECTRODE; BEHAVIOR; CANCER; CELLS;
D O I
10.1016/j.molliq.2017.11.034
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The interactions of ascorbic acid (AA) with nicotinamide (NA) were investigated by cyclic voltammetry (CV), H-1 nuclear magnetic resonance (H-1 NMR), density functional theory (DFT) and atoms in molecules (AIM) analysis. Changes in the anodic peak potential of AA and the H-1 NMR chemical shifts of NA indicated the formation of hydrogen bonding between AA and NA. The OFF and AIM results confirmed the mainly interaction sites are the hydrogen atoms on enediol of AA, and the nitrogen atom on the pyridine ring and the carbonyl oxygen atom on the amide group of NA. (C) 2017 Elsevier B.V. All rights reserved.
引用
收藏
页码:9 / 15
页数:7
相关论文
共 50 条
  • [11] A THEORETICAL AND EXPERIMENTAL STUDY ON HYDROGEN-BONDING INTERACTIONS BETWEEN GUANAZOLE AND DMSO/WATER
    Bilkan, Mustafa Tugfan
    MACEDONIAN JOURNAL OF CHEMISTRY AND CHEMICAL ENGINEERING, 2020, 39 (01) : 65 - 76
  • [12] Study and Application of the Interaction Between Asymmetrical Porphyrin and Ascorbic Acid
    Sun, Shuting
    Wu, Dan
    Wei, Qin
    Han, Yanyan
    Chen, Xin
    Shen, Yunxia
    Zhu, Peihua
    Du, Bin
    JOURNAL OF FLUORESCENCE, 2009, 19 (05) : 809 - 815
  • [13] Ascorbic acid as a multifunctional hydrogen bonding catalyst for Paal-Knorr synthesis of N-substituted mono- and bis-pyrroles: experimental and theoretical aspects
    Ghaemi, Amin
    Darabi, Hossein Reza
    Aghapoor, Kioumars
    Mohsenzadeh, Farshid
    Sayahi, Hani
    Taherzadeh, Hossein
    Mojdehi, Maryam Farajpour
    Balavar, Yadollah
    Farhangian, Hossein
    RESEARCH ON CHEMICAL INTERMEDIATES, 2023, 49 (09) : 4087 - 4102
  • [14] An experimental and theoretical,study of the preferred hydrogen bonding site of methyl isothiocyanate
    Illien, B
    Evain, K
    Berthelot, M
    Laurence, C
    JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2003, 16 (09) : 608 - 614
  • [15] Hydrogen bonding and π-π stacking in nicotinamide/H2O mixtures
    Zhai, Cuiping
    Zhang, Ping
    Peng, Peng
    Hou, Bingbing
    Li, Lina
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2017, 184 : 294 - 298
  • [16] A theoretical study on ascorbic acid dissociation in water clusters
    Demianenko, Eugeniy
    Ilchenko, Mykola
    Grebenyuk, Anatoliy
    Lobanov, Victor
    Tsendra, Oksana
    JOURNAL OF MOLECULAR MODELING, 2014, 20 (03)
  • [17] Experimental and Theoretical Studies in Hydrogen-Bonding Organocatalysis
    Zabka, Matej
    Sebesta, Radovan
    MOLECULES, 2015, 20 (09) : 15500 - 15524
  • [18] Ascorbic acid as a multifunctional hydrogen bonding catalyst for Paal–Knorr synthesis of N-substituted mono- and bis-pyrroles: experimental and theoretical aspects
    Amin Ghaemi
    Hossein Reza Darabi
    Kioumars Aghapoor
    Farshid Mohsenzadeh
    Hani Sayahi
    Hossein Taherzadeh
    Maryam Farajpour Mojdehi
    Yadollah Balavar
    Hossein Farhangian
    Research on Chemical Intermediates, 2023, 49 : 4087 - 4102
  • [19] Theoretical study of hydrogen bonded clusters of water and cyanic acid: Hydrogen bonding in terms of the molecular structure
    Zabardasti, Abedien
    Kakanejadifard, Ali
    POLYHEDRON, 2008, 27 (13) : 2973 - 2977
  • [20] Molecular Structure, Hydrogen Bonding Interactions and Docking Simulations of Nicotinamide (Monomeric and Trimeric Models) by Using Spectroscopy and Theoretical Approach
    Verma, Priya
    Srivastava, Anubha
    Prajapati, Preeti
    Tandon, Poonam
    Shimpi, Manishkumar R. R.
    POLYCYCLIC AROMATIC COMPOUNDS, 2024, 44 (03) : 1537 - 1555