Natural Product Synthesis Special Feature: Synthesis of antimicrofilament marine macrolides: Synthesis and configurational assignment of a C5–C16 degradation fragment of reidispongiolide A

机译：天然产物合成特殊功能：抗微丝海洋大环内酯类化合物：芥子油苷A的C5–C16降解片段的合成和构型分配

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Reidispongiolide A is a representative member of the sphinxolide/reidispongiolide group of cytotoxic 26-membered macrolides of marine origin. By interacting with actin in the cell cytoskeleton, the reidispongiolides and sphinxolides are potent microfilament destabilizing agents that represent a promising mechanism of action for developing novel anticancer drugs. An aldol-based synthesis of a library of diastereomers of C8–C16 and C5–C16 fragments and detailed NMR comparison with a reported degradation fragment enabled a configurational assignment for a major part of the reidispongiolide macrocyclic core, thus setting a solid foundation for ongoing synthetic efforts.

机译：芥子油苷A是海洋来源的细胞毒性26元大环内酯类的氨苄基内酯/芥子油苷类的代表成员。通过与肌动蛋白在细胞骨架中的相互作用，该雷同皂甙和氨氧磷是有效的微丝去稳定剂，代表了开发新型抗癌药物的有希望的作用机理。基于醇醛的C8–C16和C5–C16片段非对映异构体文库的合成，以及详细的NMR与已报道的降解片段的比较，为主要部位的配子配体分配，从而为正在进行的合成奠定了坚实的基础努力。

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期刊名称 Proceedings of the National Academy of Sciences of the United States of America
作者
Ian Paterson; Robert Britton; Kate Ashton; Henner Knust; Jonathan Stafford;
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年(卷),期 2004(101),33
年度 2004
页码 11986–11991
总页数 6
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专利

1. Synthesis of antimicrofilament marine macrolides: Synthesis and configurational assignment of a C-5-C-16 degradation fragment of reidispongiolide A [J] . Paterson I, Britton R, Ashton K, Proceedings of the National Academy of Sciences of the United States of America . 2004,第33期

机译：抗微丝海洋大环内酯类化合物的合成：芥子油苷A的C-5-C-16降解片段的合成和构型分配
2. Total synthesis and configurational assignment of the marine natural product haliclamide [J] . Pfeiffer B., Speck-Gisler S., Barandun L., The Journal of Organic Chemistry . 2013,第6期

机译：海洋天然产物卤代酰胺的全合成和构型分配
3. Stereochemical assignment of the C-1-C-6 fragment of psymberin by synthesis and natural product degradation [J] . Green ME, Rech JC, Floreancig PE Organic letters . 2005,第19期

机译：合成和天然产物降解的立体化学的Psymberin C-1-C-6片段的立体化学分配。
4. Total Synthesis of Marine Natural Products Rubrolide O and Denigrin B [C] . Milandip Karak, Luiz C. A. Barbosa, Tohru Oishi 日本化学会春季年会講演予稿集 . 2018

机译：海洋天然产物的总合成摩洛德o和denigrin b
5. Part I. One-pot synthesis of secondary alcohols and one-pot asymmetric synthesis of secondary propargylic alcohols. Part II. Redox isomerization of secondary propargylic alcohols to enones. Part III. Synthesis study towards C9-C14 fragment of (+)-discodermolide. Part IV. Asymmetric synthesis of anti, anti-stereotriad building blocks for polypropionate natural products [D] . Xie, Qiuzhe 2007

机译：第一部分：仲醇的一锅法合成和仲炔丙醇的一锅法不对称合成。第二部分仲炔丙醇的氧化还原异构化为烯酮。第三部分（+）-discodermolide C9-C14片段的合成研究。第四部分聚丙烯酸酯天然产物的抗，抗立体三环构建基的不对称合成
6. Natural Product Synthesis Special Feature: A unified approach to polyene macrolides: Synthesis of candidin and nystatin polyols [O] . Isao Kadota, Yueqing Hu, Garrick K. Packard, 2004

机译：天然产物合成特殊功能：多烯大环内酯类化合物的统一方法：candidin和nystatin多元醇的合成
7. Synthesis of antimicrofilament marine macrolides: Synthesis and configurational assignment of a C5–C16 degradation fragment of reidispongiolide A [O] . Paterson, Ian, Britton, Robert, Ashton, Kate, 2004

机译：抗微丝海洋大环内酯类化合物的合成：芥子油苷A的C5–C16降解片段的合成和构型分配

Natural Product Synthesis Special Feature: Synthesis of antimicrofilament marine macrolides: Synthesis and configurational assignment of a C5–C16 degradation fragment of reidispongiolide A

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