{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,28]],"date-time":"2025-10-28T00:32:08Z","timestamp":1761611528477,"version":"build-2065373602"},"reference-count":36,"publisher":"Wiley","issue":"9","license":[{"start":{"date-parts":[[2021,3,30]],"date-time":"2021-03-30T00:00:00Z","timestamp":1617062400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"}],"content-domain":{"domain":["analyticalsciencejournals.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["J of Separation Science"],"published-print":{"date-parts":[[2021,5]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Alkylresorcinols (5\u2010alkyl\u20101,3\u2010dihydroxybenzenes) are amphiphilic phenolic lipid compounds that are abundant in cereals with highest contents in rye. Alkylresorcinols are suspected to show a wide range of favourable biological activities. For such and further testing, highly pure alkylresorcinol standards are required. Especially, purities\u00a0&gt;&gt;\u00a098% were partly difficult to obtain in the past. Here, we aimed to isolate the most abundant (saturated) alkylresorcinols from rye using countercurrent chromatography. To achieve very high purity, alkylresorcinol\u2010containing extract (\u223c7.14\u00a0g) of rye grains (cold extracts with cyclohexane\/ethyl acetate (46\/54, w\/w)) were preparatively transesterified followed by a preparative hydrogenation. Countercurrent chromatography separation of \u223c1\u00a0g hydrogenated and transesterified rye grain extract using the solvent system <jats:italic>n<\/jats:italic>\u2010hexane\u2013ethyl acetate\u2013methanol\u2013water (9:1:9:1, v\/v\/v\/v) yielded 51.8\u00a0mg AR17:0, 77.4\u00a0mg AR19:0, 57.2\u00a0mg AR21:0, 28.8\u00a0mg AR23:0 and 11.5\u00a0mg AR25:0 with purities\u00a0&gt;99% in either case. The isolated alkylresorcinol homologues can be used for subsequent bioassays.<\/jats:p>","DOI":"10.1002\/jssc.202001230","type":"journal-article","created":{"date-parts":[[2021,3,3]],"date-time":"2021-03-03T04:16:58Z","timestamp":1614745018000},"page":"1904-1912","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["Isolation of saturated alkylresorcinols from rye grains by countercurrent chromatography"],"prefix":"10.1002","volume":"44","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-1478-6062","authenticated-orcid":false,"given":"Tim","family":"Hammerschick","sequence":"first","affiliation":[{"name":"Department of Food Chemistry (170b) Institute of Food Chemistry University of Hohenheim  Stuttgart Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Tim","family":"Wagner","sequence":"additional","affiliation":[{"name":"Department of Food Chemistry (170b) Institute of Food Chemistry University of Hohenheim  Stuttgart Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5592-4265","authenticated-orcid":false,"given":"Walter","family":"Vetter","sequence":"additional","affiliation":[{"name":"Department of Food Chemistry (170b) Institute of Food Chemistry University of Hohenheim  Stuttgart Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2021,3,30]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/jf0340456"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00216-020-02980-3"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/1097-0010(200102)81:3<353::AID-JSFA826>3.0.CO;2-X"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2011.05.025"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/jf052486e"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00217-017-2890-6"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jff.2013.09.004"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr970464o"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.5586\/asbp.1978.018"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1002\/jsfa.956"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0031-9422(99)00196-X"},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1021\/jf00021a014"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2017.05.032"},{"key":"e_1_2_8_15_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2016.01.057"},{"key":"e_1_2_8_16_1","doi-asserted-by":"publisher","DOI":"10.1016\/0889-1575(91)90039-9"},{"key":"e_1_2_8_17_1","article-title":"Isolation of 5\u2010n\u2010alkyl, 5\u2010n\u2010alkenyl\u2010 and 5\u2010n\u2010alkdienyl\u2010 resorcinol homologs from rye grains","volume":"11","author":"Kozubek A","year":"1985","journal-title":"Acta Aliment"},{"key":"e_1_2_8_18_1","first-page":"223","article-title":"Application of CPC and related methods for the isolation of natural substances\u2014A review","volume":"71","author":"Kedzierski B","year":"2014","journal-title":"Acta Pol Pharm."},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2004.12.044"},{"key":"e_1_2_8_20_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2005.10.018"},{"key":"e_1_2_8_21_1","doi-asserted-by":"publisher","DOI":"10.1021\/np501065h"},{"key":"e_1_2_8_22_1","doi-asserted-by":"publisher","DOI":"10.1351\/PAC-REP-08-06-05"},{"key":"e_1_2_8_23_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9673(03)00879-3"},{"key":"e_1_2_8_24_1","doi-asserted-by":"publisher","DOI":"10.1021\/jf502975b"},{"key":"e_1_2_8_25_1","doi-asserted-by":"publisher","DOI":"10.1007\/s11746-017-3007-x"},{"key":"e_1_2_8_26_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00217-007-0619-7"},{"key":"e_1_2_8_27_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2010.10.088"},{"key":"e_1_2_8_28_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.analchem.5b02859"},{"key":"e_1_2_8_29_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00216-015-9068-5"},{"key":"e_1_2_8_30_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2019.03.012"},{"key":"e_1_2_8_31_1","doi-asserted-by":"publisher","DOI":"10.1007\/BF02640738"},{"key":"e_1_2_8_32_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jcs.2012.07.012"},{"key":"e_1_2_8_33_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2007.01.126"},{"key":"e_1_2_8_34_1","doi-asserted-by":"publisher","DOI":"10.1080\/10826070500225234"},{"key":"e_1_2_8_35_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.foodchem.2011.07.023"},{"key":"e_1_2_8_36_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2005.03.064"},{"key":"e_1_2_8_37_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2008.11.097"}],"container-title":["Journal of Separation Science"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/jssc.202001230","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/jssc.202001230","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/analyticalsciencejournals.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/jssc.202001230","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,19]],"date-time":"2025-10-19T09:09:31Z","timestamp":1760864971000},"score":1,"resource":{"primary":{"URL":"https:\/\/analyticalsciencejournals.onlinelibrary.wiley.com\/doi\/10.1002\/jssc.202001230"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021,3,30]]},"references-count":36,"journal-issue":{"issue":"9","published-print":{"date-parts":[[2021,5]]}},"alternative-id":["10.1002\/jssc.202001230"],"URL":"https:\/\/doi.org\/10.1002\/jssc.202001230","archive":["Portico"],"relation":{},"ISSN":["1615-9306","1615-9314"],"issn-type":[{"type":"print","value":"1615-9306"},{"type":"electronic","value":"1615-9314"}],"subject":[],"published":{"date-parts":[[2021,3,30]]},"assertion":[{"value":"2020-12-11","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2021-02-26","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2021-03-30","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}