ダウンロード数: 635
このアイテムのファイル:
ファイル | 記述 | サイズ | フォーマット | |
---|---|---|---|---|
j.bmc.2014.08.036.pdf | 341.46 kB | Adobe PDF | 見る/開く |
完全メタデータレコード
DCフィールド | 値 | 言語 |
---|---|---|
dc.contributor.author | Nabika, Ryota | en |
dc.contributor.author | Oishi, Shinya | en |
dc.contributor.author | Misu, Ryosuke | en |
dc.contributor.author | Ohno, Hiroaki | en |
dc.contributor.author | Fujii, Nobutaka | en |
dc.contributor.alternative | 大石, 真也 | ja |
dc.date.accessioned | 2014-11-27T00:20:33Z | - |
dc.date.available | 2014-11-27T00:20:33Z | - |
dc.date.issued | 2014-09-08 | - |
dc.identifier.issn | 0968-0896 | - |
dc.identifier.uri | http://hdl.handle.net/2433/191267 | - |
dc.description.abstract | There are many natural peptides with multiple N-methylamino acids that exhibit potent attractive biological activities. N-methylation of a peptide bond(s) is also one of the standard approaches in medicinal chemistry of bioactive peptides, to improve the potency and physicochemical properties, especially membrane permeability. In this study, we investigated a facile synthesis process of N-methylated peptides via simultaneous N-methylation of several peptide bonds in the presence of peptide bonds that were not to be methylated. As a model study, we investigated the synthesis of the antiproliferative depsipeptide, IB-01212. We used a pseudoproline to protect the non-methylated peptide bond during a simultaneous N-methylation with MeI-Ag[2]O. Using further manipulations including a dimerization/cyclization process, IB-01212 and its derivatives were successfully synthesized. A preliminary structure-activity relationship study demonstrated that the symmetric structure contributed to the potent cytotoxic activity of IB-01212. | en |
dc.format.mimetype | application/pdf | - |
dc.language.iso | eng | - |
dc.publisher | Elsevier BV | en |
dc.rights | © 2014 Elsevier Ltd. | en |
dc.rights | This is not the published version. Please cite only the published version. | en |
dc.rights | 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。 | ja |
dc.subject | Depsipeptide | en |
dc.subject | Macrolactonization | en |
dc.subject | N-Methylamino acid | en |
dc.subject | N-methylation | en |
dc.title | Synthesis of IB-01212 by multiple N-methylations of peptide bonds. | en |
dc.type | journal article | - |
dc.type.niitype | Journal Article | - |
dc.identifier.ncid | AA10938083 | - |
dc.identifier.jtitle | Bioorganic & medicinal chemistry | en |
dc.identifier.volume | 22 | - |
dc.identifier.issue | 21 | - |
dc.identifier.spage | 6156 | - |
dc.identifier.epage | 6162 | - |
dc.relation.doi | 10.1016/j.bmc.2014.08.036 | - |
dc.textversion | author | - |
dc.identifier.pmid | 25261926 | - |
dcterms.accessRights | open access | - |
dc.identifier.pissn | 0968-0896 | - |
出現コレクション: | 学術雑誌掲載論文等 |
このリポジトリに保管されているアイテムはすべて著作権により保護されています。