A coumarin with an unusual structure from Cuphea ignea, its cytotoxicity and antioxidant activities

dc.AffiliationOctober University for modern sciences and Arts (MSA)
dc.contributor.authorMoustafa E.S.
dc.contributor.authorSwilam N.F.
dc.contributor.authorGhanem O.B.
dc.contributor.authorHashim A.N.
dc.contributor.authorNawwar M.A.
dc.contributor.authorLindequist U.
dc.contributor.authorLinscheid M.W.
dc.contributor.otherOctober University for Modern Sciences and Arts
dc.contributor.other6th October City
dc.contributor.otherEgypt; Pharmacognosy Department
dc.contributor.otherFaculty of Pharmacy
dc.contributor.otherBritish University
dc.contributor.otherEgypt; Under Graduate Research Trainee
dc.contributor.otherFaculty of Pharmacy
dc.contributor.otherGerman University
dc.contributor.otherCairo
dc.contributor.otherEgypt; Department of Phytochemistry and Plant Systematics
dc.contributor.otherNational Research Center
dc.contributor.other14 El Tahrier Str.
dc.contributor.otherDokki
dc.contributor.otherCairo
dc.contributor.other1361
dc.contributor.otherEgypt; Pharmaceutical Biology
dc.contributor.otherInstitute of Pharmacy
dc.contributor.otherErnst-Moritz-Arndt-University
dc.contributor.otherGreifswald
dc.contributor.otherGermany; Laboratory of Applied Analytical and Environmental Chemistry
dc.contributor.otherHumboldt-University
dc.contributor.otherBerlin
dc.contributor.otherGermany
dc.date.accessioned2020-01-09T20:41:10Z
dc.date.available2020-01-09T20:41:10Z
dc.date.issued2018
dc.descriptionScopus
dc.description.abstractPhenolic metabolite profiling using two dimensional paper chromatographic analysis (2 DPC) was used for assaying the complex mixture of phenolics of an aqueous ethanol aerial part extract of Cuphea ignea (Lytheraceae). A coumarin with a rare structure, namely, 7-hydroxy 3-methoxy coumarin 5-O-?-glucopyranoside was isolated from the investigated extract. The structure was elucidated by conventional methods and spectral analysis, including one and two dimensional NMR (1D and 2D NMR), as well as by interpretation of the spectra obtained by high resolution electrospray ionization mass technique (HRESIMS). The rare coumarin significantly inhibited reactive oxygen species production with an ED50 value of 6.31�1.64 ?g/ml and 5.78�0.66 ?g/ml as determined by the the free radical 2,2-diphenyl-1-picrylhydrazyl (DPPH) and the oxygen radical absorption capacity (ORAC) assay respectively. The isolated coumarin presented a cytotoxic activity assessed by using the neutral red assay (NRU) against lung cancer cell line (H23) with IC50 of 40.38�2.75 ?g/ml. � 2018 Govi-Verlag Pharmazeutischer Verlag GmbH. All rights reserved.en_US
dc.description.urihttps://www.scimagojr.com/journalsearch.php?q=21717&tip=sid&clean=0
dc.identifier.doihttps://doi.org/10.1691/ph.2018.7946
dc.identifier.doiPubMed ID 29609693
dc.identifier.issn317144
dc.identifier.otherhttps://doi.org/10.1691/ph.2018.7946
dc.identifier.otherPubMed ID 29609693
dc.identifier.urihttps://t.ly/ZvH2
dc.language.isoEnglishen_US
dc.publisherGovi-Verlag Pharmazeutischer Verlag GmbHen_US
dc.relation.ispartofseriesPharmazie
dc.relation.ispartofseries73
dc.subject7 hydroxy 3 methoxycoumarin 5 o beta glucopyranosideen_US
dc.subjectcoumarin derivativeen_US
dc.subjectCuphea ignea extracten_US
dc.subjectetoposideen_US
dc.subjectplant extracten_US
dc.subjectreactive oxygen metaboliteen_US
dc.subjectunclassified drugen_US
dc.subject1,1-diphenyl-2-picrylhydrazylen_US
dc.subjectantineoplastic agenten_US
dc.subjectantioxidanten_US
dc.subjectbiphenyl derivativeen_US
dc.subjectcoumarin derivativeen_US
dc.subjectpicric aciden_US
dc.subjectplant extracten_US
dc.subjectreactive oxygen metaboliteen_US
dc.subjectscavengeren_US
dc.subjectantioxidant activityen_US
dc.subjectArticleen_US
dc.subjectcell viabilityen_US
dc.subjectcontrolled studyen_US
dc.subjectCupheaen_US
dc.subjectCuphea igneaen_US
dc.subjectDPPH radical scavenging assayen_US
dc.subjectdrug cytotoxicityen_US
dc.subjectdrug identificationen_US
dc.subjectdrug isolationen_US
dc.subjectdrug structureen_US
dc.subjectED50en_US
dc.subjectHaCat cell lineen_US
dc.subjectHCT 116 cell lineen_US
dc.subjectHuh-7 cell lineen_US
dc.subjecthumanen_US
dc.subjecthuman cellen_US
dc.subjectIC50en_US
dc.subjectNCI-H23 cell lineen_US
dc.subjectNCI-H460 cell lineen_US
dc.subjectORAC assayen_US
dc.subjectcell survivalen_US
dc.subjectchemistryen_US
dc.subjectdrug effecten_US
dc.subjectelectrospray mass spectrometryen_US
dc.subjectfloweren_US
dc.subjectmetabolismen_US
dc.subjectnuclear magnetic resonance spectroscopyen_US
dc.subjecttumor cell lineen_US
dc.subjectAntineoplastic Agents, Phytogenicen_US
dc.subjectAntioxidantsen_US
dc.subjectBiphenyl Compoundsen_US
dc.subjectCell Line, Tumoren_US
dc.subjectCell Survivalen_US
dc.subjectCoumarinsen_US
dc.subjectCupheaen_US
dc.subjectFlowersen_US
dc.subjectFree Radical Scavengersen_US
dc.subjectHumansen_US
dc.subjectMagnetic Resonance Spectroscopyen_US
dc.subjectPicratesen_US
dc.subjectPlant Extractsen_US
dc.subjectReactive Oxygen Speciesen_US
dc.subjectSpectrometry, Mass, Electrospray Ionizationen_US
dc.titleA coumarin with an unusual structure from Cuphea ignea, its cytotoxicity and antioxidant activitiesen_US
dc.typeArticleen_US
dcterms.isReferencedByBrand-Williams, W., Cuvelier, M., Use of a free radical method to evaluate antioxidant activity (1995) Food Sci and Technol, 28, pp. 25-30; (2013) Cuphea Ignea, , Royal Horticultural Society, Retrieved 22 July; Garcia-Granados, A., Buruage, J.M.S., The 13C NMR spectrum of 5-O-?-D-primeverosyl genkwanine (1980) Org Magn Reson, 13, p. 462; Hussein, S., Hashim, A.N., Barakat, H.H., Jose, J., Lindequist, U., Mam, N., Phenolics from extracts of Brahea armata with inhibitory effect against 5?-reductase type-II (2006) Pharmazie, 61, pp. 1034-1037; Lindl, T., Bauer, J., (1989) Zell- und Gewebekultur, p. 181. , Gustav-Fischer-Verlag Jena; Lucas-Abellan, C., Mercader-Ros, T., Zafrila, M.P., Fortea, M.I., Gabaldon, J.A., Nunez-Delicado, E., ORAC-fluorescein assay to determine the oxygen radical absorbance capacity of resveratrol complexed in cyclodextrins (2008) J Agricult Food Chem, 56, pp. 2254-2259; Nawwar, M.A.M., Marzouk, M.S., Nigge, W., Linscheid, M., High-performance liquid chromatographic/electrospray ionization mass spectrometric screening for polyphenolic compounds of Epilobium hirsutum-The structure of the unique ellagitannin epilobamide-A (1997) J Mass Spectrom, 32, pp. 645-654; Nawwar, M.A.M., Ayoub, N.A., El-Rai, M.A., Bassyouny, F., Mostafa, E.M., Al-Abd, A., Harms, M., Linscheid, W.M., Cytotoxic ellagitannins from Reaumuria vermiculata (2012) Fitoterapia, 83, pp. 1256-1266; Rafie, H.A., El-Tawil, B.A., The electronic absorption spectra of some coumarins. A molecular orbital treatment (1985) Can J Chem, 63, pp. 1173-1179; Venugopala, K.N., Rashmi, V., Odhav, B., (2013) BioMed Research International Review on Natural Coumarin Lead Compounds for Their Pharmacological Activity, , Article ID 963248; Wagner, H., Biochemistry of plant phenolics (1979) Recent Advances in Phytochemistry, 12. , In: Swain T, Harborne JB, Van Sumere CF (eds) , Plenum Press, London
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