{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2022,4,3]],"date-time":"2022-04-03T22:06:20Z","timestamp":1649023580332},"reference-count":20,"publisher":"Bentham Science Publishers Ltd.","issue":"8","content-domain":{"domain":["eurekaselect.com"],"crossmark-restriction":true},"short-container-title":["CAR"],"published-print":{"date-parts":[[2019,10,11]]},"abstract":"<jats:sec>\n<jats:title>Background:<\/jats:title>\n<jats:p>Curcumin has been of interest in the field of Alzheimer\u2019s disease. Early studies\non transgenic mice showed promising results in the reduction of amyloid plaques.However, curcumin is\nvery poorly soluble in aqueous solutions and not easily accessible to coupling as it contains only phenolic\ngroups as potential coupling sites. For these reasons only few imaging studies using curcumin bound\nas an ester were performed and curcumin is mainly used as nutritional supplement.<\/jats:p>\n<\/jats:sec>\n<jats:sec>\n<jats:title>Methods:<\/jats:title>\n<jats:p>In the present study we produced an aminoethyl ether derivative of curcumin using a nucleophilic\nsubstitution reaction. This is a small modification and should not impact the properties of curcumin\nwhile introducing an easily accessible reactive amino group. This novel compound could be used to\ncouple curcumin to other molecules using the standard methods of peptide synthesis. We studied the\naminoethyl-curcumin compound and a tripeptide carrying this aminoethyl-curcumin and the fluorescent\ndye fluorescein (FITC-curcumin) in vitro on cell culture using confocal laser scanning microscopy and\nflow cytometry. Then these two substances were tested ex vivo on brain sections prepared from transgenic\nmice depicting Alzheimer-like \u03b2-amyloid plaques.<\/jats:p>\n<\/jats:sec>\n<jats:sec>\n<jats:title>Results:<\/jats:title>\n<jats:p> In the in vitro CLSM microscopy and flow cytometry experiments we found dot-like unspecific\nuptake and only slight cytotoxicity correlating with this uptake. As these measurements were optimized\nfor the use of fluorescein as dye we found that the curcumin at 488nm fluorescence excitation was not\nstrong enough to use it as a fluorescence marker in these applications. In the ex vivo sections CLSM\nexperiments both the aminoethyl-curcumin and the FITC-curcumin peptide bound specifically to \u03b2-\namyloid plaques.<\/jats:p>\n<\/jats:sec>\n<jats:sec>\n<jats:title>Conclusion:<\/jats:title>\n<jats:p>In conclusion we successfully produced a novel curcumin derivative which could easily be\ncoupled to other imaging or therapeutic molecules as a sensor for amyloid plaques.<\/jats:p>\n<\/jats:sec>","DOI":"10.2174\/1567205016666190816130516","type":"journal-article","created":{"date-parts":[[2019,8,16]],"date-time":"2019-08-16T13:26:13Z","timestamp":1565961973000},"page":"723-731","update-policy":"http:\/\/dx.doi.org\/10.2174\/bsp_crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Synthesis of a Novel Curcumin Derivative as a Potential Imaging Probe in Alzheimer\u2019s Disease Imaging"],"prefix":"10.2174","volume":"16","author":[{"given":"Alexander","family":"Sturzu","sequence":"first","affiliation":[{"name":"Department of Neuroradiology, University of Tubingen, Hoppe-Seyler-Str. 3, 72076 Tubingen, Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Sumbla","family":"Sheikh","sequence":"additional","affiliation":[{"name":"Department of Neuroradiology, University of Tubingen, Hoppe-Seyler-Str. 3, 72076 Tubingen, Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hubert","family":"Kalbacher","sequence":"additional","affiliation":[{"name":"Interfaculty Institute of Biochemistry, University of Tubingen, Hoppe-Seyler-Str. 4, 72076 Tubingen, Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Thomas","family":"N\u00e4gele","sequence":"additional","affiliation":[{"name":"Department of Neuroradiology, University of Tubingen, Hoppe-Seyler-Str. 3, 72076 Tubingen, Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Christopher","family":"Weidenmaier","sequence":"additional","affiliation":[{"name":"Interfakultaeres Institut fuer Mikrobiologie und Infektionsmedizin, University of Tubingen, Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Bettina M.","family":"Wegenast-Braun","sequence":"additional","affiliation":[{"name":"DZNE-German Center for Neurodegenerative Diseases, Otfried-M\u00fcller-Stra\u00dfe 23, 72076 Tubingen, Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Nadine","family":"Schilling","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry, University of Tubingen, Auf der Morgenstelle 18, 72076 Tubingen, Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ulrike","family":"Ernemann","sequence":"additional","affiliation":[{"name":"Department of Neuroradiology, University of Tubingen, Hoppe-Seyler-Str. 3, 72076 Tubingen, Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Stefan","family":"Heckl","sequence":"additional","affiliation":[{"name":"Department of Neuroradiology, University of Tubingen, Hoppe-Seyler-Str. 3, 72076 Tubingen, Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"965","reference":[{"key":"ref=1","doi-asserted-by":"publisher","first-page":"8370","DOI":"10.1523\/JNEUROSCI.21-21-08370.2001","volume":"21","author":"Lim G.P.","unstructured":"Lim G.P.; Chu T.; Yang F.; Beech W.; Frautschy S.A.; Cole G.M.; The curry spice curcumin reduces oxidative damage and amyloid pathology in an Alzheimer transgenic mouse. 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