scholarly journals Synthesis and Antimicrobial Activity of Methoxy- Substituted γ-Oxa-ε-lactones Derived from Flavanones

Molecules ◽  
2019 ◽  
Vol 24 (22) ◽  
pp. 4151 ◽  
Author(s):  
Witold Gładkowski ◽  
Monika Siepka ◽  
Tomasz Janeczko ◽  
Edyta Kostrzewa-Susłow ◽  
Jarosław Popłoński ◽  
...  
Keyword(s):  
Filamentous Fungi ◽  
Nmr Spectra ◽  
Pathogenic Bacteria ◽  
Spectroscopic Analysis ◽  
Inhibitory Effect ◽  
13C Nmr Spectra ◽  
1H And 13C Nmr ◽  
Methoxy Groups ◽  
Alternaria Sp ◽  
And Staphylococcus Aureus

Six γ-oxa-ε-lactones, 4-phenyl-3,4-dihydro-2H-1,5-benzodioxepin-2-one (5a) and its five derivatives with methoxy groups in different positions of A and B rings (5b–f), were synthesized from corresponding flavanones. Three of the obtained lactones (5b,c,f) have not been previously described in the literature. Structures of all synthesized compounds were confirmed by complete spectroscopic analysis with the assignments of signals on 1H and 13C-NMR spectra to the corresponding atoms. In most cases, lactones 5a–f exerted an inhibitory effect on the growth of selected pathogenic bacteria (Escherichia coli, Bacillus subtilis, and Staphylococcus aureus), filamentous fungi (Fusarium graminearum, Aspergillus niger, and Alternaria sp.), and yeast (Candida albicans). The broadest spectrum of activity was observed for unsubstituted lactone 5a, which was particularly active against filamentous fungi and yeast. Lactones with methoxy groups in the 3′ (5c) and 4′ (5d) position of B ring were more active towards bacteria whereas lactone substituted in the 7 position of the A ring (5e) exhibited higher antifungal activity. In most cases, the introduction of lactone function increased the activity of the compound compared to its flavonoid precursors, chalcones 3a–e, and flavanones 4a–f.

Some Considerations Regarding the 1H and 13C Spectra of 4-(1-azulenyl)-2,6-bis(2-heteroaryl-vinyl)- pyrylium and Pyridinium and their Corresponding Pyridines

2018 ◽  
Vol 69 (1) ◽  
pp. 64-69
Author(s):  
Liviu Birzan ◽  
Mihaela Cristea ◽  
Constantin C. Draghici ◽  
Alexandru C. Razus
Keyword(s):  
Double Bond ◽  
13C Nmr ◽  
Nmr Spectra ◽  
Chemical Shifts ◽  
Pyridinium Salts ◽  
13C Nmr Spectra ◽  
1H And 13C Nmr ◽  
Pyrylium Salts

The 1H and 13C NMR spectra of several 2,6-diheteroarylvinyl heterocycles containing 4-azulenyl moiety were recorded and their proton and carbon chemical shifts were compared with those of the compounds without double bond between the heterocycles. The influence of the nature of central and side heterocycles, molecule polarization and anisotropic effects were revealed. The highest chemical shifts were recorded for the pyrylium salts and the lowest at pyridines, but in the case of the pyridinium salts, the protons chemical shifts at the central heterocycle are more shielded due to a peculiar anisotropy of the attached vinyl groups.

Proximity and conformation effects in 29Si and 13C NMR spectra of di-ortho substituted trimethylsiloxybenzenes

1990 ◽  
Vol 55 (8) ◽  
pp. 2027-2032 ◽  
Author(s):  
Jan Schraml ◽  
Robert Brežný ◽  
Jan Čermák
Keyword(s):  
Benzene Ring ◽  
13C Nmr ◽  
Proximity Effect ◽  
Nmr Spectra ◽  
Methoxy Group ◽  
Chemical Shifts ◽  
Proximity Effects ◽  
13C Nmr Spectra ◽  
Methoxy Groups ◽  
C Nmr

29Si and 13C NMR spectra of five 4-substituted 2,6-dimethoxytrimethylsiloxybenzenes were studied with the aim to elucidate the nature of the deshielding proximity effects observed in the spectra of ortho substituted trimethylsiloxybenzenes. The sensitivity of 29Si chemical shifts to para substitution is in the studied compounds essentially the same as in mono ortho methoxytrimethylsiloxybenzenes. The deshielding proximity effect of the ìsecondî methoxy group is somewhat smaller than that of the ìfirstî group. The present results indicate that the two methoxy groups assume coplanar conformations with the benzene ring and are turned away from the trimethylsiloxy group which is not in the benzene plane. It is argued that in mono ortho methoxytrimethylsiloxybenzenes the two substituent groups adopt the same conformations as in the compounds studied here.

Studies of the neutral trisaccharides of goat (Capra hircus) colostrum and of the one- and two-dimensional 1H and 13C NMR spectra of 6′-N-acetylglucosaminyllactose

1994 ◽  
Vol 262 (2) ◽  
pp. 173-184 ◽  
Author(s):  
Tadasu Urashima ◽  
William A. Bubb ◽  
Michael Messer ◽  
Yuhnagi Tsuji ◽  
Yasuko Taneda
Keyword(s):  
13C Nmr ◽  
Nmr Spectra ◽  
Capra Hircus ◽  
13C Nmr Spectra ◽  
Two Dimensional ◽  
1H And 13C Nmr ◽  
The One

ChemInform Abstract: Diels-Alder Adducts of a Spirocyclopentenotriazoloazodienophile. Assignment of Their 1H and 13C NMR Spectra.

ChemInform ◽  
2010 ◽  
Vol 27 (50) ◽  
pp. no-no
Author(s):  
N. E. ALEXANDROU ◽  
G. E. MERTZANOS ◽  
J. STEPHANIDOU-STEPHANATOU ◽  
C. A. TSOLERIDIS
Keyword(s):  
13C Nmr ◽  
Nmr Spectra ◽  
Diels Alder ◽  
13C Nmr Spectra ◽  
1H And 13C Nmr

scholarly journals Influence of molecular structure on helicoidal structure and NMR spectra of chiral liquid crystalline esters

2017 ◽  
Vol 66 (2) ◽  
pp. 25-35
Author(s):  
Anna Drzewicz ◽  
Marzena Tykarska ◽  
Mateusz Szala ◽  
Magdalena Żurowska
Keyword(s):  
Molecular Structure ◽  
Nmr Spectra ◽  
Liquid Crystalline ◽  
Room Temperature ◽  
Alkyl Chain ◽  
Light Reflection ◽  
13C Nmr Spectra ◽  
1H And 13C Nmr ◽  
Antiferroelectric Phase ◽  
Helicoidal Structure

Three-ring chiral liquid crystalline compounds, forming antiferroelectric phase, differing in the structure of alkyl chain and in the substitution of benzene ring by fluorine atoms were studied. The measurements of helical pitch, based on the selective light reflection phenomenon, were performed as well as 1H and 13C NMR spectra at room temperature were registered. The influence of molecular structure as well as the type of helicoidal structure on the chemical shift of signals coming from chiral center was observed. Keywords: liquid crystals, helicoidal structure, nuclear magnetic resonance, antiferroelectric phase

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