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A synthesis of the bicyclic GH-system, and the design and synthesis of a PTX2-analogue, is presented. While maintaining critical features for actin binding, and lacking the Achilles\u2019 heel for the natural product\u2019s anticancer activity (the AB-spiroketal), this first-generation analogue did not possess the anticancer properties of PTX2, an observation that indicates the molecular significance of features present in the natural product\u2019s CDEF-tetracycle.<\/jats:p>","DOI":"10.1021\/acs.orglett.7b02435","type":"journal-article","created":{"date-parts":[[2017,9,13]],"date-time":"2017-09-13T08:00:47Z","timestamp":1505289647000},"page":"5154-5157","source":"Crossref","is-referenced-by-count":15,"title":["Function-Oriented Studies Targeting Pectenotoxin 2:\nSynthesis of the GH-Ring System and a Structurally Simplified Macrolactone"],"prefix":"10.1021","volume":"19","author":[{"given":"Natasha F.","family":"O\u2019Rourke","sequence":"first","affiliation":[{"name":"Dartmouth College, Burke Laboratory , , , ,","place":["Hanover, New Hampshire, United States, 03755"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mu","family":"A","sequence":"additional","affiliation":[{"name":"Geisel School of Medicine, Dartmouth College , , ,","place":["Hanover, New Hampshire, United States, 03755"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Henry N.","family":"Higgs","sequence":"additional","affiliation":[{"name":"Geisel School of Medicine, Dartmouth College , , ,","place":["Hanover, New Hampshire, United States, 03755"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Alan","family":"Eastman","sequence":"additional","affiliation":[{"name":"Geisel School of Medicine, Dartmouth College , , ,","place":["Hanover, New Hampshire, United States, 03755"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3408-5570","authenticated-orcid":true,"given":"Glenn C.","family":"Micalizio","sequence":"additional","affiliation":[{"name":"Dartmouth College, Burke Laboratory , , , ,","place":["Hanover, New Hampshire, United States, 03755"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2017,9,13]]},"reference":[{"key":"2026090405181978700_cit1a","doi-asserted-by":"publisher","first-page":"2176","DOI":"10.3390\/md9112176","volume":"9","author":"Kim","year":"2011","journal-title":"Mar. 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