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Penetration through the blood\u2013brain barrier (BBB) to reach the therapeutic target is a major obstacle in development. The rapid CNS penetration of salvinorin A has suggested that the neoclerodane nucleus offers an excellent scaffold for developing antiproliferative compounds that enter the CNS. The Liebeskind\u2013Srogl reaction was used as the main carbon\u2013carbon bond-forming step toward the synthesis of quinone-containing salvinorin A analogues. Quinone-containing salvinorin A analogues were shown to have antiproliferative activity against the MCF7 breast cancer cell line, but show no significant activity at the \u03ba-opioid receptors. In an in vitro model of BBB penetration, quinone-containing salvinorin A analogues were shown to passively diffuse across the cell monolayer. The analogues, however, are substrates of P-glycoprotein, and thus further modification of the molecules is needed to reduce the affinity for the efflux transporter.<\/jats:p>","DOI":"10.1021\/np5002048","type":"journal-article","created":{"date-parts":[[2014,7,30]],"date-time":"2014-07-30T08:54:30Z","timestamp":1406710470000},"page":"1817-1824","source":"Crossref","is-referenced-by-count":10,"title":["Studies\ntoward the Development of Antiproliferative\nNeoclerodanes from Salvinorin A"],"prefix":"10.1021","volume":"77","author":[{"given":"Tamara","family":"Vasiljevik","sequence":"first","affiliation":[{"name":"The University of Kansas , , , ,","place":["Lawrence, Kansas, United States, 66045"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Chad E.","family":"Groer","sequence":"additional","affiliation":[{"name":"The University of Kansas , , , ,","place":["Lawrence, Kansas, United States, 66045"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kurt","family":"Lehner","sequence":"additional","affiliation":[{"name":"The University of Kansas , , , ,","place":["Lawrence, Kansas, United States, 66045"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hernan","family":"Navarro","sequence":"additional","affiliation":[{"name":"Research Triangle Institute , , , ,","place":["Research Triangle Park, North Carolina, United States, 27709"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Thomas E.","family":"Prisinzano","sequence":"additional","affiliation":[{"name":"The University of Kansas , , , ,","place":["Lawrence, Kansas, United States, 66045"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2014,7,30]]},"reference":[{"issue":"6","key":"2026090404265279900_cit1","doi-asserted-by":"crossref","first-page":"520","DOI":"10.1093\/neuonc\/nop066","volume":"12","author":"Porter","year":"2010","journal-title":"Neuro-Oncology\n(Durham, NC, U. 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