Reactions involving the formation of five-membered mesoionic heterocycles (review)

1981 ◽  
Vol 17 (3) ◽  
pp. 203-213 ◽  
Author(s):  
V. G. Yashunskii ◽  
V. V. Ogorodnikova
Keyword(s):  
Mesoionic Heterocycles

Six-membered Mesoionic Heterocycles of the m-Quinodimethane Dianion Type

Heterocycles ◽  
1982 ◽  
Vol 19 (6) ◽  
pp. 1083 ◽  
Author(s):  
Willy Friedrichsen ◽  
Thomas Kappe ◽  
Andreas B嗾tcher
Keyword(s):  
Mesoionic Heterocycles

Reaktionen mesoionischer Fünfringheterocyclen mit o-chinoiden Verbindungen, VI [1] Thermische Umlagerung eines [π4+π4]-Cycloaddukts / Reactions of Five-Membered Mesoionic Heterocycles with o-Quinonoid Compounds, VI [1] Thermal Rearrangement of a [π4+π4]-Cycloadduct

1982 ◽  
Vol 37 (5) ◽  
pp. 663-668 ◽  
Author(s):  
Willy Friedrichsen ◽  
Ingo Schwarz ◽  
Tony Debaerdemaeker
Keyword(s):  
Thermal Conditions ◽  
Thermal Rearrangement ◽  
X Ray ◽  
Tert Butyl ◽  
X Ray Crystallography ◽  
Mesoionic Heterocycles

3,5-Di-tert-butyl-o-benzoquinone (1) reacts with 3-methyl-2,4-diphenyl-l,3-oxazolium- 5-olat (2) to give a [π4 + π4] adduct (3). Under thermal conditions compound 3 rearranges to give 5 and 6. The structure of 5 has been clarified by X-ray crystallography

ChemInform Abstract: FUSED MESOIONIC HETEROCYCLES: SYNTHESIS OF 1,3,4-TRIAZOLO(3,2-A)PYRIDINE DERIVATIVES

1984 ◽  
Vol 15 (48) ◽  
Author(s):  
P. MOLINA ◽  
M. ALAJARIN ◽  
A. ARQUES ◽  
R. BENZAL ◽  
H. HERNANDEZ
Keyword(s):  
Pyridine Derivatives ◽  
Mesoionic Heterocycles

Mesoionic Heterocyclic Compounds as Candidate Messenger RNA Cap Analogue Inhibitors of the Influenza Virus RNA Polymerase Cap-Binding Activity

2009 ◽  
Vol 19 (5) ◽  
pp. 213-218 ◽  
Author(s):  
Ian Mickleburgh ◽  
Feng Geng ◽  
Laurence Tiley
Keyword(s):  
Influenza Virus ◽  
Rna Polymerase ◽  
Messenger Rna ◽  
Binding Activity ◽  
Endonucleolytic Cleavage ◽  
Virus Rna ◽  
Fused Ring ◽  
Mesoionic Heterocycles ◽  
Potential Inhibitors

Background: An unusual feature of influenza viral messenger RNA (mRNA) synthesis is its dependence upon host cell mRNAs as a source of capped RNA primers. A crucial activity of the influenza polymerase is to steal these primers by binding and cleaving the caps from host mRNAs. The recent structural analysis of the cap-binding fragment of the influenza virus PB2 protein has highlighted the importance of the mesoionic properties of the N7-methylguanine (N7mG) component of the mRNA cap in this interaction. Methods: A series of mesoionic heterocycles with 5,6-fused ring systems analogous to the N7mG component of mRNA cap structures were synthesized and examined for the ability to inhibit the cap-binding activity of the influenza virus RNA polymerase complex using a bead-based in vitro cap-binding assay. Results: None of the compounds tested were able to significantly inhibit binding and subsequent endonucleolytic cleavage of a synthetic radiolabelled capped mRNA substrate by recombinant influenza virus polymerase in vitro. Conclusions: Compounds analogous to the mesoionic N7mG component of mRNA cap structures comprise a large class of potential inhibitors of the influenza virus polymerase. Although this preliminary assessment of a small group of related analogues was unsuccessful, further screening of this class of compounds is warranted.

Fused Mesoionic Heterocycles: Synthesis of 1,3,4-Triazolo[3,2-c]quinazoline Derivatives

Synthesis ◽  
1984 ◽  
Vol 1984 (10) ◽  
pp. 881-884 ◽  
Author(s):  
P. Molina ◽  
A. Arques ◽  
I. Cartagena ◽  
M. V. Valcarcel
Keyword(s):  
Quinazoline Derivatives ◽  
Mesoionic Heterocycles
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