New compounds of Siolmatra brasiliensis and inhibition of in vitro protein glycation damage

被引:8
作者
Correa dos Santos, Carlos Henrique [1 ]
Talpo, Tassiana Cristina [2 ]
Motta, Bruno Pereira [2 ]
Kaga, Anderson Kiyoshi [2 ]
Baviera, Amanda Martins [2 ]
Castro, Rosane Nora [1 ]
da Silva, Virginia Claudia [3 ]
de Sousa-Junior, Paulo Teixeira [3 ]
Wessjohann, Ludger [4 ]
de Carvalho, Mario Geraldo [1 ]
机构
[1] Univ Fed Rural Rio de Janeiro, Inst Quim, Programa Posgrad Quim, BR-23897000 Seropedica, RJ, Brazil
[2] Univ Estadual Paulista, UNESP, Fac Ciencias Farmaceut, Dept Anal Clin, BR-14800903 Araraquara, SP, Brazil
[3] Univ Fed Mato Grosso, Dept Quim, BR-78060900 Cuiaba, MT, Brazil
[4] Leibniz Inst Plant Biochem, Dept Bioorgan Chem, D-06120 Halle, Saale, Germany
关键词
Siolmatra brasiliensis; Cucurbitaceae; Triterpenoids; Phenolic compounds; Antiglycation activity; Diabetes melittus; BOVINE SERUM-ALBUMIN; END-PRODUCTS; GLYCOXIDATION; POLYPHENOLS; MACROMOLECULES; CONSTITUENTS; FRUCTOSAMINE; GLUCOSIDES; MECHANISMS; FLAVONOIDS;
D O I
10.1016/j.fitote.2018.12.023
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Twenty compounds were isolated from the hydroethanolic extract of the stems of Siolmatra brasiliensis, five flavonoids, two lignans, one glucosyl phytosterol, seven nor-cucurbitacins, one new phenolic derivative named siolmatrin (1) and four new dammarane-type saponins named siolmatrosides II-V (2-5), the structures of the compounds were assigned by means of 1D and 2D NMR experiments and HRESIMS of the natural compounds and some acetyl derivatives. The effects of the crude hydroethanolic extract (SbExt) and the ethyl acetate fraction (SbEtAc) of Siolmatra brasiliensis stems on the formation of advanced glycation end-products (AGEs) were also investigated. In the in vitro model system of protein glycation using bovine serum albumin (BSA) and glucose, addition of SbExt or SbEtAc inhibited the formation of fluorescent AGEs, in parallel to minor levels of fructosamine (SbEtAc) and markers of tyrosine and tryptophan oxidation (SbExt and SbEtAc). Protein cross-linking, which represents changes of late stages of protein glycation, was reduced in the presence of SbExt and SbEtAc. Siolmatra brasiliensis stems seem to be a promising source of compounds having ability to prevent glycoxidation changes, arising as an interesting option to be studied as a complementary therapy for complications of diabetes.
引用
收藏
页码:109 / 119
页数:11
相关论文
共 42 条
  • [1] Glycoxidation of biological macromolecules: A critical approach to halt the menace of glycation
    Ahmad, Saheem
    Khan, M. Salman
    Akhter, Firoz
    Khan, Mohd Sajid
    Khan, Amir
    Ashraf, J. M.
    Pandey, Ramendra Pati
    Shahab, Uzma
    [J]. GLYCOBIOLOGY, 2014, 24 (11) : 979 - 990
  • [2] Glycated albumin: An overview of the In Vitro models of an In Vivo potential disease marker
    Arasteh A.
    Farahi S.
    Habibi-Rezaei M.
    Moosavi-Movahedi A.A.
    [J]. Journal of Diabetes & Metabolic Disorders, 13 (1)
  • [3] LIGNANS FROM THE WOOD OF ABIES PINSAPO
    BARRERO, AF
    HAIDOUR, A
    DORADO, MM
    GRAVALOS, DG
    QUESADA, TG
    [J]. JOURNAL OF NATURAL PRODUCTS, 1994, 57 (06): : 713 - 719
  • [4] INTERFERENCE IN THE FRUCTOSAMINE ASSAY ON THE TECHNICON RA-1000 ANALYZER
    BLAIR, SC
    SCHIER, GM
    GAN, IET
    MOSES, RG
    [J]. ANNALS OF CLINICAL BIOCHEMISTRY, 1987, 24 : 635 - 636
  • [5] Propagation of protein glycation damage involves modification of tryptophan residues via reactive oxygen species: inhibition by pyridoxamine
    Chetyrkin, Sergei V.
    Mathis, Missy E.
    Ham, Amy-Joan L.
    Hachey, David L.
    Hudson, Billy G.
    Voziyan, Paul A.
    [J]. FREE RADICAL BIOLOGY AND MEDICINE, 2008, 44 (07) : 1276 - 1285
  • [6] Physicochemical Characterization and NMR Assignments of Ginsenosides Rb1, Rb2, Rc, and Rd Isolated from Panax ginseng
    Cho, Jin-Gyeong
    Lee, Min-Kyung
    Lee, Jae-Woong
    Park, Hee-Jung
    Lee, Dae-Young
    Lee, Youn-Hyung
    Yang, Deok-Chun
    Baek, Nam-In
    [J]. JOURNAL OF GINSENG RESEARCH, 2010, 34 (02) : 113 - 121
  • [7] A new dammarane saponin and other triterpenoids from Siolmatra brasiliensis and evaluation of the antidiabetic activity of its extract
    Correa dos Santos, Carlos Henrique
    Borges, Izabeau Pontes
    da Silva, Virginia Claudia
    de Sousa, Paulo Teixeira, Jr.
    Kawashita, Nair Honda
    Baviera, Amanda Martins
    de Carvalho, Mario Geraldo
    [J]. PHARMACEUTICAL BIOLOGY, 2016, 54 (09) : 1539 - 1547
  • [8] Ethnopharmacology of Medicinal Plants of the Pantanal Region (Mato Grosso, Brazil)
    Costa Bieski, Isanete Geraldini
    Santos, Fabricio Rios
    de Oliveira, Rafael Melo
    Espinosa, Mariano Martinez
    Macedo, Miramy
    Albuquerque, Ulysses Paulino
    de Oliveira Martins, Domingos Tabajara
    [J]. EVIDENCE-BASED COMPLEMENTARY AND ALTERNATIVE MEDICINE, 2012, 2012
  • [9] Studies on the constituents of Cyclanthera pedata (Caigua) seeds: Isolation and characterization of six new cucurbitacin glycosides
    DeTommasi, N
    DeSimone, F
    Speranza, G
    Pizza, C
    [J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1996, 44 (08) : 2020 - 2025
  • [10] Glycation, antiglycation, and deglycation: Their role in aging mechanisms and geroprotective effects (literature review)
    Emel’yanov V.V.
    [J]. Advances in Gerontology, 2017, 7 (1) : 1 - 9