Synthesis of 13C-labeled patulin [4-hydroxy-4H-furo[3,2-c]pyran-2(6H)-one] to be used as internal standard in a stable isotope dilution assay

被引:24
|
作者
Rychlik, M [1 ]
Schieberle, P [1 ]
机构
[1] Tech Univ Munich, Inst Lebensmittelchem, D-85748 Garching, Germany
关键词
atmospheric pressure chemical ionization (APCI); electrospray ionization (ESI); patulin; stable isotope dilution assay;
D O I
10.1021/jf980506p
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
A synthetic route was established for the preparation of [C-13(2)]-4-hydroxy-4H-furo[3,2-c]pyran-2(6H)- one (patulin) to be used in a stable isotope dilution assay. Mass spectral analyses were performed using electron impact ionization (EI), negative electrospray ionization (ESI), collision-induced dissociation (CID), and atmospheric pressure ionization. Fragmentation routes in the EI mode and in CID were concluded and compared with each other.
引用
收藏
页码:5163 / 5169
页数:7
相关论文
共 50 条
  • [21] Novel Approach to Synthesis of the Tetracyclic Condensed System Furo[2′,3′;3,4]cyclopenta[1,2-c]isoquinolin-8(6H)-one
    A. S. Dmitriev
    V. T. Abaev
    A. V. Butin
    Chemistry of Heterocyclic Compounds, 2005, 41 (9) : 1197 - 1198
  • [22] Synthesis of 1H-pyrano[4,3-b]benzofuran-1-one derivatives via photochemical cyclization of substituted 4H-furo[3,2-c]pyran-4-ones
    Milyutin, Constantine, V
    Lichitsky, Boris, V
    Melekhina, Valeriya G.
    Komogortsev, Andrey N.
    Fakhrutdinov, Artem N.
    Minyaev, Mikhail E.
    Krayushkin, Michail M.
    TETRAHEDRON LETTERS, 2020, 61 (44)
  • [23] One-pot synthesis and the biological activities of 4-methylpyrano[3,2-C]-quinolin-2,5-[6H]-diones
    Kumar, NV
    Rajendran, SR
    ASIAN JOURNAL OF CHEMISTRY, 2004, 16 (3-4) : 1911 - 1914
  • [24] Synthesis of novel heterocyclic compounds from 6H-[2]-benzopyrano[4,3-c]quinolin-6-one and 2,3-diphenyl furo-[3,2-c]-quinolin-4-(5H)-one
    Mulwad, VV
    Lohar, MV
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2003, 42 (10): : 2567 - 2572
  • [25] SYNTHESIS OF 4-H-FURO-[3,2,-C]-BENZOPYRAN-4-ONE A FUROCOUMARIN DERIVED FROM 4-HYDROXYCOUMARIN
    DHOLAKIA, VN
    TRIVEDI, KN
    CHEMISTRY & INDUSTRY, 1966, (04) : 160 - &
  • [26] New approach to the synthesis of substituted 7H-furo[3,2-b]pyran-7-ones based on 5-hydroxy-2-methyl-4H-pyran-4-one derivatives
    Komogortsev, Andrey N.
    Lichitsky, Boris V.
    Tretyakov, Alexander D.
    Fakhrutdinov, Artem N.
    Dudinov, Arkady A.
    Krayushkin, Michail M.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (11) : 3081 - 3087
  • [27] New palladium catalytic system for the one-pot selective synthesis of 2,3-dihydro-4H-furo[3,2-c]coumarins
    Uchiyama, Chihiro
    Miyadera, Yukari
    Haramo, Masako
    Taguchi, Akihiro
    Takayama, Kentaro
    Hayashi, Yoshio
    Yakushiji, Fumika
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 252
  • [28] New approach to the synthesis of tetracyclic condensed system -: furo[2',3':3,4]cyclohepta[1,2-c]iso-quinolin-8(6H)-one
    Dmitriev, AS
    Abaev, VT
    Butin, AV
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2005, (09): : 1402 - 1404
  • [29] Design and synthesis of novel tetrahydro-2H-Pyrano[3,2-c]Pyridazin-3(6H)-one derivatives as potential anticancer agents
    Al-Tel, Taleb H.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (12) : 5724 - 5731
  • [30] STUDIES IN SYNTHESIS OF COUMARINO-A-PYRONES AND FUROCOUMARINS .9. SYNTHESIS OF 2-METHYL-4-OXO-4H-FURO (3,2-C) BENZOPYRANS
    DHOLAKIA, VN
    TRIVEDI, KM
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1971, 48 (04) : 344 - &