Synthesis, characterization and bioactivity evaluation of diallyl disulfide

被引:6
|
作者
Yuan Xin-ke
Chen Xiao-qing [1 ]
Jiang Xin-yu
Nie Ya-li
机构
[1] Cent S Univ, Sch Chem & Chem Engn, Changsha 410083, Peoples R China
[2] Cent S Univ, Res Inst Mol Pharmacol & Therapeut, Changsha 410083, Peoples R China
来源
基金
中国国家自然科学基金;
关键词
diallyl disulfide; microwave irradiation; phase transfer catalyst; bioactivity;
D O I
10.1007/s11771-006-0079-4
中图分类号
TF [冶金工业];
学科分类号
0806 ;
摘要
Diallyl disulfide was synthesized by phase transfer catalyst (PTC) during microwave irradiation. The effects of different factors, such as the power of microwave irradiation, the time of microwave irradiation, PTC reagents amount and the mole ratio of reactants, on the yield of product were investigated. The structure of diallyl disulfide was characterized by infrared spectra, mass spectra and H-1 nuclear. magnetic resonance. The bioactivity of diallyl disulfide was evaluated by cell viability assay on HepG2 hepatoma cells. The results show that the optimal reaction conditions are as follows: tetrabutylammonium bromide(TBAB) selected as a PTC, the mass ratio of TBAB to sodium disulfide of 0.021 : 1, the power of irradiation of 195 W, the reaction time of 12 ming and the mole ratio of sodium disulfide to allyl chloride of 0.65 : 1. The yield of diallyl disulfide is 82.2%. The synthetical diallyl disulfide appears to be cytotoxic to HepG2 hepatoma cells in a dose-dependent manner.
引用
收藏
页码:515 / 518
页数:4
相关论文
共 50 条
  • [11] Metabolites of diallyl disulfide and diallyl sulfide in primary rat hepatocytes
    Sheen, LY
    Wu, CC
    Lii, CK
    Tsai, SJ
    FOOD AND CHEMICAL TOXICOLOGY, 1999, 37 (12) : 1139 - 1146
  • [12] Development, characterization and efficacy of niosomal diallyl disulfide in treatment of disseminated murine candidiasis
    Alam, Maroof
    Zubair, Swaleha
    Farazuddin, Mohammad
    Ahmad, Ejaj
    Khan, Arbab
    Zia, Qamar
    Malik, Abida
    Mohammad, Owais
    NANOMEDICINE-NANOTECHNOLOGY BIOLOGY AND MEDICINE, 2013, 9 (02) : 247 - 256
  • [13] Synthesis and characterization of cerium-doped glasses and in vitro evaluation of bioactivity
    Leonelli, C
    Lusvardi, G
    Malavasi, G
    Menabue, L
    Tonelli, M
    JOURNAL OF NON-CRYSTALLINE SOLIDS, 2003, 316 (2-3) : 198 - 216
  • [14] Sensitivity to diallyl disulfide in a Spanish population
    Bordel-Gomez, M. Teresa
    Miranda-Romero, Alberto
    CONTACT DERMATITIS, 2008, 59 (02) : 125 - U10
  • [15] The molecular mechanisms of diallyl disulfide and diallyl sulfide induced hepatocyte cytotoxicity
    Truong, D.
    Hindmarsh, W.
    O'Brien, P. J.
    CHEMICO-BIOLOGICAL INTERACTIONS, 2009, 180 (01) : 79 - 88
  • [16] β-Lactoglobulin as nanotransporter - Part II: Characterization of the covalent protein modification by allicin and diallyl disulfide
    Wilde, Sandra Catharina
    Treitz, Christian
    Keppler, Julia Katharina
    Koudelka, Tomas
    Palani, Kalpana
    Tholey, Andreas
    Rawel, Harshadrai M.
    Schwarz, Karin
    FOOD CHEMISTRY, 2016, 197 : 1022 - 1029
  • [17] Silicon-substituted calcium phosphate compounds: Synthesis, characterization, and bioactivity evaluation
    Seet, Suphasinee L.
    SCIENCEASIA, 2009, 35 (03): : 255 - 260
  • [18] SYNTHESIS AND CHARACTERIZATION OF DIALLYL TELLURIDE AND ALLYL METHYL TELLURIDE
    HIGA, KT
    HARRIS, DC
    ORGANOMETALLICS, 1989, 8 (07) : 1674 - 1678
  • [19] Synthesis, characterization and bioactivity of glycomimetic polymers
    Kasko, Andrea
    Lin, Ken
    Liau, Walter
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
  • [20] Systemic contact dermatitis from diallyl disulfide
    Pereira, F
    Hatia, M
    Cardoso, J
    CONTACT DERMATITIS, 2002, 46 (02) : 124 - 124