In vivo diabetic wound healing effect and HPLC–DAD–ESI–MS/MS profiling of the methanol extracts of eight Aloe species

dc.AffiliationOctober University for modern sciences and Arts (MSA)
dc.contributor.authorEzzat, Shahira M
dc.contributor.authorM El Sayed, Abeer
dc.contributor.authorM El Naggar, Moataz
dc.contributor.authorS El Hawary, Seham
dc.date.accessioned2019-10-29T08:25:54Z
dc.date.available2019-10-29T08:25:54Z
dc.date.issued2016
dc.descriptionMSA Google Scholar
dc.description.abstractGenus Aloe, Xanthorrhoeaceae, is well distributed all over Egypt, and many species have been used as medicinal plants; mainly reported to prevent cardiovascular diseases, cancer and diabetes. This study attempts to analyze the secondary metabolites in the methanol extract of the leaves of eight Aloe species; A. vera (L.) Burm. f., A. arborescens Mill., A. eru A. Berger, A. grandidentata Salm-Dyck, A. perfoliata L., A. brevifolia Mill., A. saponaria Haw. and A. ferox Mill. growing in Egypt. For this aim HPLC–DAD–MS/MS in negative ion mode was used. Although belonging to the same genus, the composition of each species presented different particularities. Seventy one compounds were identified in the investigated Aloe species, of which cis-p-coumaric acid derivaties, 3,4-O-(E) caffeoylferuloylquinic acid and caffeoyl quinic acid hexoside were the most common phenolic acids identified. Aloeresin E and isoaloeresin D, 2′-O-feruloylaloesin were the common anthraquinones identified. Lucenin II, vicenin II, and orientin were the common identified flavonoids in the investigated Aloe species. 6′-Malonylnataloin, aloe-emodin-8-O-glucoside, flavone-6,8-di-C-glucosides could be considered as chemotaxonomic markers for the investigated Aloe species. The eight Aloe species had significant anti-inflammatory activity, in addition to the significant acceleration of diabetic wound healing in rats following topical application of the methanol extracts of their leaves. This is the first simultaneous characterization and qualitative determination of multiple phenolic compounds in Aloe species from locally grown cultivars in Egypt using HPLC–DAD–MS/MS, which can be applied to standardize the quality of different Aloe species and the future design of nutraceuticals and cosmetic preparations.en_US
dc.description.sponsorshipElsevieren_US
dc.description.urihttps://www.scimagojr.com/journalsearch.php?q=5400152628&tip=sid&clean=0
dc.identifier.citationAbad-Garcia,B.,Berrueta,L.A.,Garmon-Lobato,S.,Gallo,B.,Vicenete,F.,2009.Ageneralanalyticalstrategyforthecharacterizationofphenoliccompoundsinthefruitjuicesbyhighperformanceliquidchromatographywithdiodearraydetectioncoupledtoelectrosprayionizationandtriplequadraupolemassspec-trometry.J.Chromatogr.A.1216,5398–5415.Abad-García,B.,Garmón-Lobato,S.,Berrueta,L.A.,Gallo,B.,Vicente,F.,2008.NewfeaturesonthefragmentationanddifferentiationofC-glycosidicflavoneisomersbypositiveelectrosprayionizationandtriplequadrupolemassspec-trometry.RapidCommun.MassSpectrom.22,1834–1842.Akowuah,G.A.,Ismail,Z.,Ahmed,M.,2012.HPLC-TOF/MSprofileandnitricoxidescavengingactivityofOrthosiphonstamineusleafextracts.AsianPac.J.Trop.Biomed.,S1436–S1439.Beppu,H.,Nagamura,Y.,Fujita,K.,1993.HypoglycaemicandantidiabeticeffectsinmiceofAloearborescensmillervar.natalensisberger.Phytother.Res.7,S37–S42.Breiter,T.,Laue,C.,Kressel,G.,Gröll,S.,Engelhardt,U.H.,Hahn,A.,2011.Bioavail-abilityandantioxidantpotentialofrooibosflavonoidsinhumansfollowingtheconsumptionofdifferentrooibosformulations.FoodChem.128,338–347.Chithra,R.,Sajithlal,G.B.,Chandrakasan,G.,1998.InfluenceofAloeveraoncollagencharacteristicsinhealingdermalwoundsinrats.Mol.CellBiochem.181,71–76.Conner,J.M.,Gray,A.I.,Waterman,P.G.,Reynolds,T.,1990.Novelanthrone-anthraquinonedimersfromAloeelgonica.J.Nat.Prod.53,1362–1364.Conner,J.M.,Gray,A.I.,Reynolds,T.,Waterman,P.G.,1987.Anthraquinone,anthroneandphenylpyronecomponentsofAloenyeriensisvar.kedongensisleafexudate.Phytochemistry26,2995–2997.Cuyckens,F.,Claeys,M.,2004.Massspectrometryinthestructuralanalysisofflavonoids.J.MassSpectrom.39,1–15.Davis,R.H.,Rosental,K.Y.,Cesario,L.R.,Rouw,G.A.,1989.ProcessedAloeveraadmin-isteredtopicallyinhibitsinflammation.J.Am.PodiatryMed.Assoc.79,395–397.Durì,L.,Morelli,C.F.,Crippa,S.,Speranza,G.,2004.6-Phenylpyronesand5-methylchromonesfromKenyaAloe.Fitoterapia75,520–522.El-Hela,A.A.,Al-Amier,H.A.,Ibrahim,T.A.,2010.ComparativestudyoftheflavonoidsofsomeVerbenaspeciescultivatedinEgyptbyusinghigh-performanceliquidchromatographycoupledwithultravioletspectroscopyandatmosphericpres-surechemicalionizationmassspectrometry.J.Chromatogr.A1217,6388–6393.ElMaggar,E.B.,2012.ArtemisiaherbaalbaandArtemisiamonosperma:thediscoveryofthefirstpotentialEgyptianplantsourcesforthepharmaceuticalcommercialproductionofartemisininandsomeofitsrelatedanalogues.J.App.Pharm.Sci.2,77–91.Eshun,K.,He,Q.,2004.Aloevera:avaluableingredientforthefood,pharmaceuticalandcosmeticindustries–areview.Crit.Rev.FoodSci.Nutr.44,91–96.Ferreres,F.,Gill-Izquierdo,A.,Andrade,P.B.,Valentao,P.,Tomas-Barberan,F.A.,2007.CharacterizationofC-glycosylflavonesO-glycosylatedbyliquidchromatography–tandemmassspectrometry.J.Chromatogr.A1161,214–223.Gobbo-Neto,L.,Lopes,N.P.,2008.Onlineidentificationofchlorogenicacids,sesquiterpenelactones,andflavonoidsintheBrazilianarnicaLychnophoraeri-coidesMart.(Asteraceae)leavesbyHPLC–DAD–MSandHPLC–DAD–MS/MSandavalidatedHPLC–DADmethodfortheirsimultaneousanalysis.J.Agric.FoodChem.56,1193–1204.Gouveia,S.F.,Castilho,P.,2011.CharacterisationofphenolicacidderivativesandflavonoidsfromdifferentmorphologicalpartsofHelichrysumobconicumbyaRP-HPLC–DAD(−)–ESI-MSnmethod.FoodChem.129,333–344.Grace,O.M.,Simmonds,M.S.J.,Smith,G.F.,VanWyk,A.E.,2010.ChemosystematicevaluationofAloesectionPictae(Asphodelaceae).Biochem.Syst.Ecol.38,57–62. Grace,O.M.,Kokubun,T.,Veitch,N.C.,Simmonds,M.S.J.,2008.CharacterisationofanataloinderivativefromAloeellenbeckii,amaculatespeciesfromeastAfrica.SouthAfr.J.Bot.74,761–763.Hirata,T.,Suga,T.,1978.Structureofaloenin,anewbiologically-activebitterglu-cosidefromAloearborencesvar.natalensis.Bull.Chem.Soc.Jpn.51,842–849.Holzapfel,C.W.,Wessels,P.L.,Wyk,B.V.,Marais,W.,Portwig,M.,1997.ChromoneandaloinderivativesfromAloebroomii,A.africanaandA.speciosa.Phytochem-istry45,97–102.Hutter,J.A.,Salmon,M.,Stavinoha,W.B.,Satsangi,N.,Williams,R.F.,Streeper,R.T.,Weintraub,S.T.,1996.Anti-inflammatoryC-glucosylchromonefromAloebar-badensis.J.Nat.Prod.59,541–543.Imanishi,K.,Ishiguro,T.,Saito,H.,Suzuki,I.,1981.Pharmacologicalstudiesonaplantlectin,AloctinA.I.Growthinhibitionofmousemethylcholanthrenine-inducedfibrosarcoma(MethA)inascitesformbyAloctinA.Experimentia37,1186–1187.Jaffer,A.J.,Mahmoud,M.J.,2011.IsolationandidentificationofthreeflavonoidsfromArtemisiaherba-alba(Asteraceae).Al-MustansiriyahJ.Sci.22,214–221.Lau,T.W.,Sahota,D.S.,Lau,C.H.,Chan,C.M.,Lam,F.C.,Ho,Y.Y.,Fung,K.P.,Lau,C.B.S.,Leung,P.C.,2008.Aninvivoinvestigationonthewound-healingeffectoftwomedicinalherbsusingananimalmodelwithfootulcer.Eur.Sur.Res.41,15–23.Lee,K.Y.,Weintraub,S.T.,Yu,B.P.,2000.IsolationandidentificationofaphenolicantioxidantfromAloebarbadensis.FreeRadic.Biol.Med.2,261–265.Luo,J.,Nishiyama,Y.,Fuell,C.,Taguchi,G.,Elliott,K.,Hill,L.,Tanaka,Y.,Kitayama,M.,Yamazaki,M.,Bailey,P.,Parr,A.,Michael,A.J.,Saito,K.,Martin,C.,2007.ConvergentevolutionintheBAHDfamilyofacyltransferases:identificationandcharacterizationofanthocyaninacyltransferasesfromArabidopsisthaliana.PlantJ.50,678–695.Matern,U.,Heller,W.,Himmelspach,K.,1983.Conformationalchangesofapigenin7-O-(6-O-malonylglucoside),avacuolarpigmentfromparsley,withsolventcompositionandprotonconcentration.Eur.J.Biochem.133,439–448.Mebe,P.P.,1987.2′-p-Methoxycoumaroylaloeresin,aC-glucosidefromAloeexcelsa.Phytochemistry26,2646–2647.Meredova,G.K.H.,Nikonov,G.K.,Davydova,R.A.,1973.Izv.Akad.Navk.Turkm.-SSR.Ser.Biol.Nauk6,71–79.Newton,I.E.,2004.Aloesinhabitat.In:Reynolds(Ed.),Aloes:TheGenusAloe.CRPress,pp.3–14.Okamura,N.,Hine,N.,Tateyama,Y.,Nakazawa,M.,Fujioka,T.,Mihashi,K.,Yagi,A.,1998.FivechromonesfromAloeveraleaves.Phytochemistry49,219–223.Oldfield,S.A.,2004.Reviewofsignificanttrade:eastAfricanaloes.Document9.2.2Annex4,FourteenthmeetingofthePlantCommittee,Windhoek,16–20Febru-ary2004.ConventiononInternationalTradeinEndangeredSpeciesofWildFaunaandFlora,Geneva.Osol,A.,Pratt,R.,Gennaro,A.R.,1973.TheUnitesStatesDispensatory.J.B.LippincottCo.,Philadelphia,pp.46–49.Patel,D.K.,Patel,K.,Tahilyani,V.,2012.Barbaloin:aconcisereportofitspharmaco-logicalandanalyticalaspects.AsianPac.J.Trop.Biomed.10,835–838.Petroviciu,I.,Albu,F.,Medvedovici,A.,2010.LC/MSandLC/MS/MSbasedprotocolforidentificationofdyesinhistorictextiles.Microchem.J.95,247–254.Piccinelli,A.L.,Mesa,M.G.,Armenteros,D.M.,Alfenso,M.A.,Arevalo,A.C.,Campone,L.,Rastrelli,L.,2008.HPLC–PDA–MSandNMRcharacterizationofC-glycosylflavonesinahydroalcoholicextractofCitrusaurantifolialeaveswithantiplateletactivity.J.Agric.FoodChem.56,1574–1581.Reynolds,T.,1997.Comparativechromatographicpatternsofleafexudatecompo-nentsfromAloesectionPachydendronHaw.Bot.J.Linn.Soc125,45–70.Reynolds,T.,1985.ThecompoundsinAloeleafexudates,areview.Bot.J.Linn.Soc.90,90–157.Rowson,J.M.,Daglish,C.,Fairbairn,W.,Gartside,B.,Johnson,C.A.,Perry,H.M.,Ryan,N.A.,Swann,R.V.,Shallis,P.W.,1967.ThechemicalassayofAloes.Analyst(Lon-don)92,593–596.Steenkamp,V.,Stewart,M.J.,2007.Medicinalapplicationsandtoxicologicalactivi-tiesofAloeproducts.Pharm.Biol.45,411–420.Surowiec,I.,Szostek,B.,Trojanowicz,M.,2007.HPLC–MSofanthraquinoids,flavonoids,andtheirdegradationproductsinanalysisofnaturaldyesinarchae-ologicalobjects.J.Sep.Sci.30,2070–2079.Teradaira,R.,Shinzato,M.,Beppu,H.,Fujita,H.,1993.Antigastriculcereffectsinratsofaloearborescensmillervar.natalensisbergerextract.Phytother.Res.7,S34–S36.Vallverdú-Queralt,A.,Jáuregui,O.,Medina-Remón,A.,Andrés-Lacueva,C.,Lamuela-Raventós,R.M.,2010.Improvedcharacterizationoftomatopolyphenolsusingliquidchromatography/electrosprayionizationlineariontrapquadrupoleorbi-trapmassspectrometryandliquidchromatography/electrosprayionizationtandemmassspectrometry.RapidCommun.MassSpectrom.24,2986–2992.VanHeerden,F.R.,VanWyk,B.E.,Viljoen,A.M.,1996.AloeresinsEandF,twochromonederivativesfromAloepeglerae.Phytochemistry43,867–869.VanHeerden,F.R.,Viljoen,A.M.,vanWyk,B.E.,2000.6′-O-CoumaroylaloesinfromAloecastanea–ataxonomicmarkerforAloesectionAnguialoe.Phytochemistry55,117–120.Viljoen,A.M.,VanWyk,B.E.,2001.AchemotaxonomicandmorphologicalappraisalofAloeseriesPurpurascentes,AloesectionAnguialoeandtheirhybrid,Aloebroomii.Biochem.Syst.Ecol.29,621–631.Wabuyele,E.,(Ph.D.dissertation)2006.StudiesonEasternAfricanAloes:AspectsofTaxonomy,ConservationandEthnobotany.UniversityofOslo.Wang,W.,Cuyckens,F.,Heuvel,H.V.D.,Apers,S.,Pieters,L.,Steenkamp,V.,Stew-art,M.J.,Luyckx,V.A.,Claeys,M.,2003.StructuralcharacterizationofchromoneC-glucosidesinatoxicherbalremedy.RapidCommun.MassSpectrom.17,49–55.Winter,C.A.,Risley,E.A.,Nuss,G.W.,1962.Carrageenaninducedoedemainhindpawsoftheratsasanassayforanti-inflammatorydrugs.Proc.Soc.Exp.Biol.Med.111,544–557.Wojakowska,A.,Muth,D.,Narozna,D.,Madrzak,C.,Stobiecki,M.,Kachlicki,P.,2013.Changesofphenolicsecondarymetabolitesprofilesinthereactionofnarrowleaflupin(Lupinusangustifolius)plantstoinfectionwithColletotrichumlupinefungusortreatmentwithitstoxin.Metabolomics9,575–589.Wolfson,E.C.,Gutterman,Y.,2009.Aloes.Homonataloinandaloeninareimportantbioactivecomponentsforuseincosmeticandmedicinalindustries.PlantaMed.CongressAbstract,http://dx.doi.org/10.1055/s-0029-1234481.Yagi,A.,Kanbara,T.,Morinobu,N.,1987.InhibitionofmushroomtyrosinasebyAloeextract.PlantaMed.53,509–582.Yeats,J.,1870.TheNaturalHistroyofCommerence.Cassell,PetterandGalpin,Lon-don.Yu,X.H.,Chen,M.H.,Liu,C.J.,2008.Nucleocytoplasmic-localizedacyltransferasescatalyzethemalonylationof7-O-glycosidic(iso)flavonesinMedicagotruncatula.PlantJ.55,382–396.en_US
dc.identifier.doihttps://doi.org/10.1016/j.bjp.2016.01.009
dc.identifier.otherhttps://doi.org/10.1016/j.bjp.2016.01.009
dc.identifier.urihttps://cutt.ly/otwhRk8
dc.language.isoenen_US
dc.publisherElsevieren_US
dc.relation.ispartofseriesRevista Brasileira de Farmacognosia;26, 3, 352-362
dc.subjectAloeen_US
dc.subjectHPLC–DAD–MS/MSen_US
dc.subjectChemotaxonomicen_US
dc.subjectAnti-inflammatoryen_US
dc.subjectWound healingen_US
dc.titleIn vivo diabetic wound healing effect and HPLC–DAD–ESI–MS/MS profiling of the methanol extracts of eight Aloe speciesen_US
dc.typeArticleen_US

Files

Original bundle

Now showing 1 - 2 of 2
Loading...
Thumbnail Image
Name:
avatar_scholar_256.png
Size:
6.31 KB
Format:
Portable Network Graphics
Description:
Loading...
Thumbnail Image
Name:
1-s2.0-S0102695X16300060-main.pdf
Size:
614.92 KB
Format:
Adobe Portable Document Format
Description: