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dc.creatorNovaković, Miroslav M.
dc.creatorStanković, Miroslava
dc.creatorVučković, Ivan M.
dc.creatorTodorović, Nina
dc.creatorTrifunović, Snežana S.
dc.creatorTešević, Vele
dc.creatorVajs, Vlatka
dc.creatorMilosavljević, Slobodan M.
dc.date.accessioned2018-11-22T00:25:57Z
dc.date.available2018-11-22T00:25:57Z
dc.date.issued2013
dc.identifier.issn0032-0943
dc.identifier.urihttp://cherry.chem.bg.ac.rs/handle/123456789/1630
dc.description.abstractA study of secondary metabolites from the bark of Alnus glutinosa led to the isolation of fourteen diarylheptanoids: oregonin (1), platyphylloside (2), rubranoside A (3), rubranoside B (4), hirsutanonol (5), hirsutenone (6), hirsutanonol-5-O-β-D-glucopyranoside (7), platyphyllonol-5-O-β-D- xylopyranoside (8), aceroside VII (9), alnuside A (10), alnuside B (11), 1,7-bis-(3,4-dihydoxyphenyl)-5-hydroxy-heptane-3-O-β-D-xylopyranoside (12), (5S)-1-(4-hydroxyphenyl)-7-(3,4-dihydroxyphenyl)-5-O-β-D-glucopyranosyl- heptan-3-one (13), and (5S)-1,7-bis-(3,4-dihydroxyphenyl)-5-O-β-D-[6-(3,4- dimethoxycinnamoylglucopyranosyl)]-heptan-3-one (14). All of the diarylheptanoids, except 1 and 5, were found in A. glutinosa for the first time, while 13 and 14 were new compounds. The structures were determined by spectroscopic techniques: 1D and 2D NMR, HR-ESI-MS, FTIR, UV, and CD. All isolated compounds were analyzed for an in vitro protective effect on chromosome aberrations in peripheral human lymphocytes using the cytokinesis-block micronucleus assay. The majority of them, including the new compounds 13 and 14, exerted a pronounced effect in decreasing DNA damage in human lymphocytes. Diarylheptanoids 1, 2, 5, 13, and 14 at a concentration of 1 g/mL decreased the frequency of micronuclei by 52.8 %, 43.8 %, 63.6 %, 44.4 %, and 56.0 %, respectively, exerting a much stronger effect than the synthetic protector amifostine (17.2 %, c = 1 g/mL).en
dc.publisherGeorg Thieme Verlag Kg, Stuttgart
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172053/RS//
dc.relationinfo:eu-repo/grantAgreement/EC/FP7/256716/EU//
dc.rightsrestrictedAccess
dc.sourcePlanta Medica
dc.subjectAlnus glutinosaen
dc.subjectBetulaceaeen
dc.subjectdiarylheptanoidsen
dc.subjectHPLC-DADen
dc.subjectNMR analysisen
dc.subjectprotective effecten
dc.subjectCBMN assayen
dc.titleDiarylheptanoids from Alnus glutinosa Bark and Their Chemoprotective Effect on Human Lymphocytes DNAen
dc.typearticle
dc.rights.licenseARR
dcterms.abstractНоваковиц, Мирослав; Трифуновић, Снежана; Тешевић, Веле; Милосављевиц, Слободан; Станковиц, Мирослава; Вуцковиц, Иван; Тодоровиц, Нина; Вајс, Влатка;
dc.citation.volume79
dc.citation.issue6
dc.citation.spage499
dc.citation.epage505
dc.identifier.wos000317814300012
dc.identifier.doi10.1055/s-0032-1328301
dc.citation.other79(6): 499-505
dc.citation.rankM22
dc.identifier.pmid23512500
dc.description.otherSupplementary material: [http://cherry.chem.bg.ac.rs/handle/123456789/3484]
dc.type.versionpublishedVersion
dc.identifier.scopus2-s2.0-84876680636
dc.identifier.rcubKon_2461


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