{"id":152,"date":"2021-11-25T15:44:02","date_gmt":"2021-11-25T06:44:02","guid":{"rendered":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/WordPress\/?p=152"},"modified":"2021-11-25T15:54:35","modified_gmt":"2021-11-25T06:54:35","slug":"discovery-of-o6-benzyl-glaziovianin-a-a-potent-cytotoxic-substance-and-a-potent-inhibitor-of-%ce%b1%ce%b2-tubulin-polymerization","status":"publish","type":"post","link":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/archives\/152","title":{"rendered":"Discovery of O6-benzyl glaziovianin A, a potent cytotoxic substance and a potent inhibitor of \u03b1,\u03b2-tubulin polymerization"},"content":{"rendered":"\n<p>Ichiro Hayakawa,* Shuya Shioda, Takumi Chinen, Taisei Hatanaka, Haruna Ebisu, Akira Sakakura, Takeo Usui,* Hideo Kigoshi*&nbsp;<br><em>Bioorg. Med. Chem.<\/em><strong>2016<\/strong>,&nbsp;<em>24<\/em>&nbsp;(21), 5639\u20135645. &nbsp;(Published online: Oct 11, 2016)&nbsp;<br><a href=\"https:\/\/doi.org\/10.1016\/j.bmc.2016.09.026\">DOI: 10.1016\/j.bmc.2016.09.026&nbsp;<img decoding=\"async\" src=\"http:\/\/www.cc.okayama-u.ac.jp\/~sakakura\/bioorgchem\/_src\/9143\/img20180629093542651479.png\" alt=\"LinkIcon\"><\/a><\/p>\n\n\n\n<figure class=\"wp-block-image size-full\"><img loading=\"lazy\" decoding=\"async\" width=\"500\" height=\"123\" src=\"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/WordPress\/wp-content\/uploads\/2021\/07\/glaziovianin.jpg\" alt=\"\" class=\"wp-image-153\" srcset=\"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/WordPress\/wp-content\/uploads\/2021\/07\/glaziovianin.jpg 500w, http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/WordPress\/wp-content\/uploads\/2021\/07\/glaziovianin-300x74.jpg 300w\" sizes=\"auto, (max-width: 500px) 100vw, 500px\" \/><\/figure>\n\n\n\n<p>We have discovered O6-benzyl glaziovianin A, which showed stronger inhibition of microtubule polymerization (&nbsp;IC50&nbsp;= 2.1 \u03bcM) than known \u03b1,\u03b2-tubulin inhibitors, such as colchicine and glaziovianin A. &nbsp;Also, we performed competition binding experiments of O6-benzyl glaziovianin A and revealed that O6-benzyl glaziovianin A binds to the colchicine binding site with high affinity. &nbsp;It is interesting that glaziovianin A derivatives change their mode of action in benzylation at the O6 (\u03b1,\u03b2-tubulin inhibitor) or O7 (\u03b3-tubulin-specific inhibitor) position.<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Ichiro Hayakawa,* Shuya Shioda, Takumi Chinen, Taisei Hatanaka, Haruna Ebisu, Akira Sakakura, Takeo Usui,* Hid [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":153,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"vkexunit_cta_each_option":"","footnotes":""},"categories":[6],"tags":[],"class_list":["post-152","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-publications"],"_links":{"self":[{"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/posts\/152","targetHints":{"allow":["GET"]}}],"collection":[{"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/comments?post=152"}],"version-history":[{"count":2,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/posts\/152\/revisions"}],"predecessor-version":[{"id":253,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/posts\/152\/revisions\/253"}],"wp:featuredmedia":[{"embeddable":true,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/media\/153"}],"wp:attachment":[{"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/media?parent=152"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/categories?post=152"},{"taxonomy":"post_tag","embeddable":true,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/tags?post=152"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}