Nawwar M.A.Youb N.A.El-Raey M.A.Zaghloul S.S.Hashem A.M.Mostafa E.S.Eldahshan O.Werner V.Becker A.Haertel B.Lindequist U.Linscheid M.W.Department of Phytochemistry and Plant SystematicsNational Research CenterDokki CairoEgypt; Department of PharmacognosyFaculty of PharmacyAin-Shams UniversityCairoEgypt; October University for Modern Sciences and Arts6th October CityEgypt; Institute of PharmacyPharmaceutical BiologyErnst-Moritz-Arndt-Universit�tGreifswaldMecklenburg-VorpommernGermany; Department of ChemistryLaboratory of Applied Analytical and Environmental ChemistryHumboldt -UniversityBerlinGermany2020-01-092020-01-092014317144https://doi.org/10.1691/ph.2014.4635PubMed ID 25985585https://t.ly/b2j5GScopusChemical and biological investigations of the extract of Ammania auriculata (Lytheraceae) resulted in the identification of eight polyphenols (1 - 8) for the first time from this plant, including the gallotannin, 2,3,6-tri-O-galloyl-(?,?)-4C<inf>1</inf>-glucopyranose (8), for which 1D and 2D-NMR spectra were recorded and assigned for the first time. The structures of all isolates (1 - 8) were elucidated by conventional methods, spectroscopic analysis, including 1D and 2D NMR, and by HR-ESIMS as well. All of the isolated compounds were evaluated for their antioxidant activities, determined by the DPPH and ORAC methods and for their cytotoxicity against the keratinocyte cell line HaCaT using the neutral red assay (NRU) and cell cycle analysis. Compounds 1, 3, 4, 5, and 6 significantly inhibited reactive oxygen species production with ED<inf>50</inf> values between 3.22 and 9.79 ?g/ml. Compounds 1, 3, 4, and 5 showed cytotoxic activity against HaCaT cells with IC<inf>50</inf> values between 30.7 and 84.1 ?g/ml. The new galloyl glucose (8) was found not cytotoxic. Ellagitannins, 2,3-hexahydroxy-(?/?)-glucopyranose (1) and 1-O-galloyl 2,3-hexahydroxy-(?)-glucopyranose (5) possess remarkable antioxidative and comparably weak cytotoxic activity.English1,1 diphenyl 2 picrylhydrazylAmmania auriculata extractantioxidantneutral redplant extractpolyphenol derivativereactive oxygen metaboliteunclassified drug2,2-diphenyl-1-picrylhydrazylantineoplastic agentantioxidantbiphenyl derivativepicric acidpolyphenolscavengerAmmania auriculataantioxidant activityArticlecell cyclecell cycle progressioncontrolled studycytotoxicitycytotoxicity assayDPPH radical scavenging assaydrug dosedrug structureheteronuclear single quantum coherenceIC50keratinocytemedicinal plantORAC assaychemistrydrug effectsEgypthumanLythraceaemetabolismtumor cell lineAntineoplastic Agents, PhytogenicAntioxidantsBiphenyl CompoundsCell CycleCell Line, TumorEgyptFree Radical ScavengersHumansKeratinocytesLythraceaePicratesPolyphenolsReactive Oxygen SpeciesArticlehttps://doi.org/10.1691/ph.2014.4635PubMed ID 25985585