{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,1]],"date-time":"2026-09-01T15:20:23Z","timestamp":1788276023345,"version":"build-2803163510"},"reference-count":32,"publisher":"American Chemical Society (ACS)","issue":"11","license":[{"start":{"date-parts":[[2015,10,24]],"date-time":"2015-10-24T00:00:00Z","timestamp":1445644800000},"content-version":"vor","delay-in-days":365,"URL":"https:\/\/pubs.acs.org\/page\/policy\/authorchoice_termsofuse.html"}],"funder":[{"DOI":"10.13039\/100000065","name":"National Institute of Neurological Disorders and Stroke","doi-asserted-by":"publisher","award":["2R01NS0533398-11"],"award-info":[{"award-number":["2R01NS0533398-11"]}],"id":[{"id":"10.13039\/100000065","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2014,11,26]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>A small library of synthetic (\u2212)-palmyrolide A diastereomers, analogues, and acyclic precursors have been examined with respect to their interaction with voltage-gated sodium channels (VGSCs). Toward this goal, the ability of (\u2212)-palmyrolide A and analogues to antagonize veratridine-stimulated Na+ influx in primary cultures of mouse cerebrocortical neurons was assessed. We found that synthetic (\u2212)-palmyrolide A and its enantiomer functioned as VGSC antagonists to block veratridine-induced sodium influx. A detailed NMR and computational analysis of four diastereomers revealed that none had the same combination of shape and electrostatic potential as exhibited by natural (\u2212)-palmyrolide A. These data indicate that the relative configuration about the tert-butyl and methyl substituents appears to be a prerequisite for biological function. Additional testing revealed that the enamide double bond was not necessary for blocking veratridine-induced sodium influx, whereas the acyclic analogues and other macrolide diastereomers tested were inactive as inhibitors of VGSCs, suggesting that the intact macrolide was required.<\/jats:p>","DOI":"10.1021\/np500644k","type":"journal-article","created":{"date-parts":[[2014,10,24]],"date-time":"2014-10-24T15:34:18Z","timestamp":1414164858000},"page":"2553-2560","source":"Crossref","is-referenced-by-count":14,"title":["Detailed\nAnalysis of (\u2212)-Palmyrolide A and\nSome Synthetic Derivatives as Voltage-Gated Sodium Channel Antagonists"],"prefix":"10.1021","volume":"77","author":[{"given":"Suneet","family":"Mehrotra","sequence":"first","affiliation":[{"name":"Creighton University School of Medicine , , , ,","place":["Omaha, Nebraska, United States, 68178"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Brendan M.","family":"Duggan","sequence":"additional","affiliation":[{"name":"University of California, San Diego , , , ,","place":["La Jolla, California, United States, 92037"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rodolfo","family":"Tello-Aburto","sequence":"additional","affiliation":[{"name":"New Mexico State University , , , ,","place":["Las Cruces, New Mexico, United States, 88003"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tara D.","family":"Newar","sequence":"additional","affiliation":[{"name":"New Mexico State University , , , ,","place":["Las Cruces, New Mexico, United States, 88003"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"William H.","family":"Gerwick","sequence":"additional","affiliation":[{"name":"University of California, San Diego , , , ,","place":["La Jolla, California, United States, 92037"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Thomas F.","family":"Murray","sequence":"additional","affiliation":[{"name":"Creighton University School of Medicine , , , ,","place":["Omaha, Nebraska, United States, 68178"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"William A.","family":"Maio","sequence":"additional","affiliation":[{"name":"New Mexico State University , , , ,","place":["Las Cruces, New Mexico, United States, 88003"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2014,10,24]]},"reference":[{"key":"2026090110273134000_cit1","doi-asserted-by":"crossref","first-page":"4490","DOI":"10.1021\/ol101752n","volume":"12","author":"Pereira","year":"2010","journal-title":"Org. 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