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タイトル: Synthesis and biological evaluation of the [d-MeAla(11)]-epimer of coibamide A.
著者: Nabika, Ryota
Suyama, Takashi L
Hau, Andrew M
Misu, Ryosuke
Ohno, Hiroaki  kyouindb  KAKEN_id  orcid https://orcid.org/0000-0002-3246-4809 (unconfirmed)
Ishmael, Jane E
McPhail, Kerry L
Oishi, Shinya  KAKEN_id  orcid https://orcid.org/0000-0002-2833-2539 (unconfirmed)
Fujii, Nobutaka
著者名の別形: 大石, 真也
藤井, 信孝
キーワード: Antiproliferative peptide
Coibamide A
Depsipeptide
N-Methylamino acid
発行日: 15-Jan-2015
出版者: Elsevier BV
誌名: Bioorganic & medicinal chemistry letters
巻: 25
号: 2
開始ページ: 302
終了ページ: 306
抄録: Coibamide A is a highly potent antiproliferative cyclic depsipeptide, which was originally isolated from a Panamanian marine cyanobacterium. In this study, the synthesis of coibamide A has been investigated using Fmoc-based solid-phase peptide synthesis followed by the cleavage of the resulting linear peptide from the resin and its subsequent macrolactonization. The peptide sequence of the linear coibamide A precursor was constructed on a solid-support following the optimization of the coupling conditions, where numerous coupling agents were evaluated. The macrocyclization of the resulting linear peptide provided the [d-MeAla(11)]-epimer of coibamide A, which exhibited nanomolar cytotoxic activity towards a number of human cancer cell lines.
著作権等: © 2014 Elsevier Ltd. NOTICE: this is the author's version of a work that was accepted for publication in Bioorganic & Medicinal Chemistry Letters. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Bioorganic & Medicinal Chemistry Letters, 25(2), 2015, doi:10.1016/j.bmcl.2014.11.044
この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。
This is not the published version. Please cite only the published version.
URI: http://hdl.handle.net/2433/196041
DOI(出版社版): 10.1016/j.bmcl.2014.11.044
PubMed ID: 25488840
出現コレクション:学術雑誌掲載論文等

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