- Synthesis and antimicrobial activity of nitrobenzyl-oxy-phenol derivatives
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Two hydroquinone derivatives were prepared and their antimicrobial activity evaluated. Their minimum inhibitory concentrations (MICs) were determined using a broth dilution method. Gentamycin and ciprofloxacin were used as reference antibiotics. The antimicrobial activity of 4-(benzyloxy)phenol (monobenzone) was also evaluated based on its structural similarity to the new compounds; activity was comparable to that of 3,5-dimethyl-4-((4-nitrobenzyl)oxy)phenol (4a). 2,3,5-Trimethyl-4-((4-nitrobenzyl)oxy)phenol (4b) exhibited the best antibacterial activity against both clinical isolates and type strain of Moraxella catarrhalis (M. catarrhalis), with a MIC value of 11 μM, comparable to ciprofloxacin 9 μM.
- Mohamed, Malik Suliman,Maki, Toshihide,Shah, Mohammad Monir,Ichinose, Yoshio
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p. 1888 - 1892
(2016/11/16)
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- Hydroxylated analogs of mexiletine as tools for structural-requirements investigation of the sodium channel blocking activity
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[2-(2-Aminopropoxy)-1,3-phenylene]dimethanol 1 and 4-(2-aminopropoxy)-3- (hydroxymethyl)-5-methylphenol 2, two dihydroxylated analogs of mexiletine - a well known class IB anti-arrhythmic drug - were synthesized and used as pharmacological tools to investigate the blockingactivity requirements of human skeletal muscle, voltage-gated sodium channel. The very low blocking activity shown by newly synthesized compounds corroborates the hypothesis that the presence of a phenolic group in the para-position to the aromatic moiety and/or benzylic hydroxyl groups on the aromatic moiety of local anesthetic-like drugs impairs either the transport to or the interaction with the binding site in the pore of Na+ channels.
- Catalano, Alessia,Carocci, Alessia,Cavalluzzi, Maria M.,Di Mola, Antonia,Lentini, Giovanni,Lovece, Angelo,Dipalma, Antonella,Costanza, Teresa,Desaphy, Jean-Francois,Camerino, Diana Conte,Franchini, Carlo
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scheme or table
p. 325 - 332
(2011/07/29)
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- Choice of Manganese(III) Complexes for the Synthesis of 4,4'-Biphenyldiols and 4,4'-Diphenoquinones
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2,6-Disubstituted phenols are oxidized with tris(2,4-pentanedionato)manganese(III), , in glacial acetic acid to give the corresponding 4,4'-biphenyldiols in high yields, whereas similar reactions using manganase(III) acetate, , instead of quantitatively yield the corresponding 4,4'-diphenoquinones.Cross-coupling reactions of 2,6-di-t-butylphenol and other substituted phenols afford the corresponding cross-coupled 4,4'-biphenyldiols and 4,4'-diphenoquinones together with oxidation products derived from them starting phenols themselves.The advantageous use of and Mn(OAc)3> in the ubiqitous phenol coupling reaction is discussed.
- Nishino, Hiroshi,Nobuyuki, Itoh,Nagashima, Makiko,Kurosawa, Kazu
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p. 620 - 622
(2007/10/02)
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- Experiments Directed Towards the Synthesis of Anthracyclinones. VII. Model Studies with Allyl Naphthalenyl Ethers
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The Claisen rearrangement of some allyl naphthalen-1-yl ethers has been examined, together with methods for modification of the resulting 2-allyl side chain.Isomerisation of the C-allyl substituent to a prop-1-enyl group followed by ozonolysis gives a formyl derivative, while ozonolysis of a 2-(2-methylprop-2-enyl) moiety or mercuriation of a 2-(-2-chloroprop-2-enyl) substituent leads to an acetonyl derivative.Treatment of phenols with iodine(I) acetate and an excess of silver(I) acetate gives 4-hydroxyaryl acetates, probably via dienone intermediates.
- Boddy, Ian K.,Cambie, Richard C.,Dixon, Graham,Rutledge, Peter S.,Woodgate, Paul D.
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p. 803 - 813
(2007/10/02)
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