Total synthesis of Zoanthamine

佐安他明的全合成

• 批准号: 6657349
• 负责人: Fatima R Rivas
• 金额: $ 2.79万
• 依托单位: UNIVERSITY OF CALIFORNIA, SAN DIEGO
• 依托单位国家: 美国
• 财政年份: 2003
• 资助国家: 美国
• 起止时间: 2003-01-01 至 2006-12-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/6657349
• 关键词: Total; synthesis; Zoanthamine

DESCRIPTION (provided by applicant): Our goal is to develop a feasible synthetic procedure that can yield Zoanthamine and other members of this alkaloid family such as norzoanthamine in a concise manner. Most of these alkaloids possess highly functionalized trans-decalone and heterocyclic aminal ring system along with at least three quaternary chiral centers (C-9, C-12, C-22 for zoanthamine). Zoanthamine and its relatives were found to inhibit phorbol myristate acetate induced inflammation in a model system. Norzoanthamine was found to inhibit the growth of P388 murine leukemia cell cultures. In addition, norzoanthamine inhibits IL-6 production. Recently, it has been reported that zoanthamine-type alkaloids suppress the decrease in bone weight. The construction of the core of zoanthamine will lead us to hopefully develop a library of its analogs to further study their potential as candidates for an osteoporotic drug and/or an anti-inflammatory drug.

描述（由申请人提供）：我们的目标是开发一种可行的合成程序，可以以简洁的方式产生佐黄胺和该生物碱家族的其他成员，例如去甲佐黄胺。这些生物碱中的大多数具有高度功能化的反式十酮和杂环缩胺环系统以及至少三个季手性中心（对于花安他明来说是C-9、C-12、C-22）。在模型系统中，佐安他明及其相关化合物被发现可以抑制佛波醇肉豆蔻酸酯乙酸酯诱导的炎症。 Norzoanthamine 可抑制 P388 小鼠白血病细胞培养物的生长。此外，norzoanthamine 还可抑制 IL-6 的产生。 最近，据报道，Zoanthamamine型生物碱可抑制骨重量的减少。 佐安他明核心的构建将引导我们开发其类似物库，以进一步研究它们作为骨质疏松药物和/或抗炎药物候选者的潜力。