A Facile Synthesis and Enzymatic Resolution of Naturally Occurring Remotely Functionalized Alkylmethylmaleic Anhydrides from<i>Aspergillus wentii</i>: Aspergillus Acids A-D
作者:Narshinha P. Argade、Srinivasan Easwar
DOI:10.1055/s-2006-926326
日期:——
The first synthesis of four new naturallyoccurring remotely functionalized secondary mould metabolite anhydrides lad is described starting from N-p-tolyl citraconimide (5) in three to six steps and 20-65% overall yields. The condensation of triphenylphosphine-maleimide adduct 6 with aldehyde 4 furnished the exoimide 7, which after isomerization, hydrolysis, and acylation gave aspergillus acid A (la)
描述了四种新的天然存在的远程功能化次级霉菌代谢物酸酐 lad 的首次合成,从 Np-甲苯基柠康酰亚胺 (5) 开始,分三到六步,总产率为 20-65%。三苯基膦-马来酰亚胺加合物 6 与醛 4 的缩合提供了外酰亚胺 7,其在异构化、水解和酰化后在四个步骤中以 54% 的总产率得到曲霉酸 A (Ia)。加合物6与醛15的缩合类似地在两个步骤中提供了所需的酰亚胺17。酰亚胺 17 的酸催化水解直接提供曲霉酸 B (1b),暴露出作为末端乙炔存在的潜在甲基酮。硼氢化钠诱导曲霉酸 B (1b) 的化学选择性还原产生曲霉酸 C (1c),在乙酸酐诱导的酰化作用下,提供曲霉酸 D (1d)。曲霉酸 C (1c) 的简便 Amano PS 催化酰化以良好的收率得到所需的 (+)-曲霉酸 C (1e) 在 70% ee 中和 (-)-曲霉酸 D (If) 在 72% ee . 在目前的酶促反应中,酸酐部分
Compositions of phospholipid ether boronic acids and esters and methods for their synthesis and use
申请人:Pinchuk Anatoly
公开号:US20090018357A1
公开(公告)日:2009-01-15
The present invention discloses boronic acids and esters of phospholipid ether analogs and methods for their synthesis and use. The boronic acids and esters of phospholipid ether analogs described herein can be used in treating cancer and in particular can be used in conjunction with radiation therapy, such as external beam radiation therapy and neutron capture therapy to specifically target and kill cancer cells.