优地斯明U的高效合成及其细胞毒性评估。
Efficient synthesis of eudistomin U and evaluation of its cytotoxicity.
作者信息
Roggero Chad M, Giulietti Jennifer M, Mulcahy Seann P
机构信息
Providence College, Department of Chemistry and Biochemistry, 1 Cunningham Square, Providence, RI 02918, USA.
Providence College, Department of Chemistry and Biochemistry, 1 Cunningham Square, Providence, RI 02918, USA.
出版信息
Bioorg Med Chem Lett. 2014 Aug 1;24(15):3549-51. doi: 10.1016/j.bmcl.2014.05.049. Epub 2014 May 27.
Abstract
Eudistomin U is a member of a subclass of naturally occurring indole alkaloids known as β-carbolines. These molecules are reported to have diverse biological activity and high binding affinity to DNA, which make them attractive targets for total synthesis. We describe an efficient, five-step synthesis of eudistomin U by employing two key reactions: a Bischler-Napieralski cyclization and a Suzuki cross coupling. We also describe the cytotoxicity of eudistomin U against various cancer cell lines and human pathogens, in which we observed potent antibacterial activity against Gram-positive bacteria.
摘要
优地斯明U是一类天然存在的吲哚生物碱（称为β-咔啉）的一个子类的成员。据报道，这些分子具有多种生物活性，并且对DNA具有高结合亲和力，这使得它们成为全合成的有吸引力的目标。我们描述了一种通过采用两个关键反应（比施勒-纳皮耶拉尔斯基环化反应和铃木交叉偶联反应）高效合成优地斯明U的五步合成方法。我们还描述了优地斯明U对各种癌细胞系和人类病原体的细胞毒性，其中我们观察到它对革兰氏阳性菌具有强效抗菌活性。
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