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
  • [41] A NEW REGIOSELECTIVE SYNTHESIS OF 2,3,4,5-TETRAHYDRO-6H-OXEPINO[3,2-C]PYRAN-6-ONES, AND [1]BENZOPYRAN-6-ONES
    BRAVO, P
    FRIGERIO, M
    TICOZZI, C
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1988, 25 (02) : 647 - 649
  • [42] STRUCTURE OF 2,7,7-TRIMETHYL-5,6,7,8-TETRAHYDRO-4H-FURO[3,2-C]AZEPINE-4-THIONE
    SORIANOGARCIA, M
    CORTES, E
    CORTES, E
    AVILA, JG
    DOMINGUEZ, A
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1993, 49 : 1637 - 1638
  • [43] Synthesis of substituted pyrido[3′,2′:4,5] thieno[3,2-c] isoquinolin-5(6H)-ones and their sulfinyl and sulfonyl derivatives
    Kalugin, V. E.
    Shestopalov, A. M.
    RUSSIAN CHEMICAL BULLETIN, 2017, 66 (03) : 523 - 530
  • [44] AN EFFICIENT ONE POT SYNTHESIS OF 2,3-DIPHENYL-4(H)OXOFURO(3,2-C)(1)BENZOPYRANS
    AHLUWALIA, VK
    ADHIKARI, R
    SINGH, RP
    SYNTHETIC COMMUNICATIONS, 1985, 15 (13) : 1191 - 1196
  • [45] Antitumor agents 270. Novel substituted 6-phenyl-4H-furo[3,2-c]pyran-4-one derivatives as potent and highly selective anti-breast cancer agents
    Dong, Yizhou
    Shi, Qian
    Nakagawa-Goto, Kyoko
    Wu, Pei-Chi
    Morris-Natschke, Susan L.
    Brossi, Arnold
    Bastow, Kenneth F.
    Lang, Jing-Yu
    Hung, Mien-Chie
    Lee, Kuo-Hsiung
    BIOORGANIC & MEDICINAL CHEMISTRY, 2010, 18 (02) : 803 - 808
  • [46] SYNTHESIS OF 3-(1,2-DIHYDRO-4-HYDROXY-2-OXO-3-QUINOLYL)FURO[3,2-C]QUINOLIN-4(5H)-ONES AND THEIR PHYSIOLOGICAL-PROPERTIES
    REDDY, GK
    JAYASHREE, A
    DARBARWAR, M
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1995, 209 : 254 - ORGN
  • [47] An efficient strategy for synthesis of new functionalized furo[3,2-c]pyridin-4(5H)-one derivatives under mild conditions
    Tao, Jiahao
    Li, Chunmei
    Zhou, Kaini
    Huan, Yongcan
    Yuan, Yongjie
    Liu, Ali
    Zhang, Furen
    Qi, Chenze
    Shen, Zhenlu
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2022, 59 (10) : 1742 - 1751
  • [48] An efficient one-pot synthesis of 2-amino-3-cyano-4-aryl-4H,5H-pyrano[3,2-c]benzo[b]pyran-5-one under microwave irradiation
    Jiang, H
    Tu, SJ
    Fang, F
    Zhu, SL
    Li, TJ
    Zhang, XJ
    Shi, DQ
    Wang, XS
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2004, 24 (11) : 1458 - 1460
  • [49] SYNTHESIS OF 4-HYDROXYFURO[2',3' - 7,8]COUMARINS AND 5H-BENZOFURO[3,2-C]FURO[2,3-H][1]BENZOPYRAN-5-ONE
    KAWASE, Y
    NANBU, M
    YANAGIHARA, H
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1968, 41 (05) : 1201 - +