4‘-磺酰腙苯并-15-冠-5系列化合物的合成及生物活性研究-豆柴文库

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4‘-磺酰腙苯并-15-冠-5系列化合物的合成及生物活性研究
Abstract
Aseriesof4'-sulfonylhydrazonesbenzenefusedwith15-crown-5derivativesweresynthesizedandevaluatedfortheirbiologicalactivities.Theresultsshowedthatthesecompoundscouldactaspotentialantifungalagents,withseveralderivativesexhibitingsignificantantifungalactivityagainstCandidaalbicans.Thestructuresofthesynthesizedcompoundswereconfirmedbynuclearmagneticresonancespectroscopyandmassspectrometry.
Introduction
Inrecentyears,thepopularityofcrownethershassurgedduetotheiruniqueandversatileproperties.Crownetherspossessselectivecomplexationproperties,highionophoricactivity,andgoodselectivityforspecificcations.Amongvariouscrownetherderivatives,15-crown-5isawidelyusedcrownetherduetoitsabilitytocoordinatemetalionswithhigherselectivity.Thefusedbenzenederivativesofferanopportunitytoimprovethebiologicalactivityof15-crown-5derivativesbymodifyingthestructureoftheanionreceptor.Hydrazones,ontheotherhand,haveattractedattentionduetotheirbiologicalactivityandstructuralsimilaritytothebioactivehydrazonemoietypresentinmanynaturalproductsandsyntheticcompounds.
Inthisstudy,weaimedtosynthesizeaseriesof4'-sulfonylhydrazonesbenzenefusedwith15-crown-5derivativesandevaluatetheirantifungalandantibacterialactivities.
MaterialsandMethods
Allreagentswerepurchasedfromstandardvendorsandusedwithoutfurtherpurification.15-crown-5wassynthesizedfollowingliteraturemethods.Meltingpointsweredeterminedusinganopencapillarymethod.Nuclearmagneticresonance(NMR)spectrawereobtainedusinga600MHzBrukerspectrometer.MassspectrometrywascarriedoutusingaShimadzuLCMS-2020massspectrometer.Antifungalactivityscreeningwasconductedbytheagardiffusionmethod.
Synthesisof4'-sulfonylhydrazonesofbenzenefusedwith15-crown-5derivatives
The4'-sulfonylhydrazonesofbenzenefusedwith15-crown-5derivativesweresynthesizedfollowingtheproceduredetailedbelow:
Toasolutionof15-crown-5(1equiv)inmethanol(10mL)wasaddedbenzaldehyde(1equiv)andmethanesulfonylhydrazide(1equiv)atroomtemperature.Thereactionmixturewasstirredfor12hfoll