Characterisation of new pyridazinofurocoumarins by electron ionisation and multiple stage tandem mass spectrometry using an ion trap mass spectrometer

被引:3
作者
Begala, M
González-Gómez, JC
Podda, G
Santana, L
Tocco, G
Uriarte, E
机构
[1] Univ Cagliari, Dipartimento Farm Chim Tecnol, I-09124 Cagliari, Italy
[2] Univ Santiago de Compostela, Dept Quim Organ, Santiago De Compostela 15782, Spain
关键词
D O I
10.1002/rcm.1363
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
The inverse electron-demand Diels-Alder reaction between furocoumarinones and 3,6-bis(methoxycarbonyl)-1,2,4,5-tetrazine was used to give pyridazinofurocoumarins in good yields. The structural characterisation of the synthesised compounds was achieved by NMR spectroscopy. The mass spectrometric behaviour was studied under electron ionisation conditions via sequential product ion fragmentation experiments (MSn). This study allowed the evaluation of the role played by the methyl substituent on the benzene ring of pyridazinofurocoumarins in their fragmentation pathways. Copyright (C) 2004 John Wiley Sons, Ltd.
引用
收藏
页码:564 / 570
页数:7
相关论文
共 19 条
[1]  
[Anonymous], COMPREHENSIVE HETERO
[2]   Electrospray ionisation tandem mass spectrometry in the characterisation of isomeric benzofurocoumarins [J].
Begala, M ;
Delogu, G ;
Maccioni, E ;
Podda, G ;
Tocco, G ;
Quezada, E ;
Uriarte, E ;
Fedrigo, MA ;
Favretto, D ;
Traldi, P .
RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2001, 15 (12) :1000-1010
[3]   Psoralen photobiology and photochemotherapy: 50 years of science and medicine [J].
Bethea, D ;
Fullmer, B ;
Syed, S ;
Seltzer, G ;
Tiano, J ;
Rischko, C ;
Gillespie, L ;
Brown, D ;
Gasparro, FP .
JOURNAL OF DERMATOLOGICAL SCIENCE, 1999, 19 (02) :78-88
[4]   DIELS-ALDER REACTIONS OF HETEROCYCLIC AZADIENES - SCOPE AND APPLICATIONS [J].
BOGER, DL .
CHEMICAL REVIEWS, 1986, 86 (05) :781-793
[5]   Heterocyclic and acyclic azadiene Diels-Alder reactions: Total synthesis of nothapodytine B [J].
Boger, DL .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1998, 35 (05) :1003-1011
[6]   Azadiene Diels-Alder reactions: Scope and applications. Total synthesis of natural and ent-fredericamycin A [J].
Boger, DL .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1996, 33 (05) :1519-1531
[7]  
BOGER DL, 1991, ORG SYNTH, V70, P79
[8]  
Dall'Acqua F., 1995, CRC HDB ORGANIC PHOT, P1341
[9]   Direct conversion of heteroaromatic esters to methyl ketones with trimethylaluminum: Nonsymmetrically disubstituted 1,2,4,5-tetrazines [J].
Girardot, M ;
Nomak, R ;
Snyder, JK .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (26) :10063-10068
[10]   Inverse electron demand Diels-Alder reactions of psoralens.: Synthesis and mass spectra of novel pyridazinocoumarins [J].
González, JC ;
Dedola, T ;
Santana, L ;
Uriarte, E ;
Begala, M ;
Copez, D ;
Podda, G .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2000, 37 (04) :907-910