کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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1363485 | 981513 | 2005 | 9 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Semisynthesis and biological activity of aminoacyl triesters of squamocin, an annonaceous acetogenin Semisynthesis and biological activity of aminoacyl triesters of squamocin, an annonaceous acetogenin](/preview/png/1363485.png)
A number of aminoacyl triesters of squamocin 1, a cytotoxic acetogenin isolated from the seeds of Annona reticulata, have been synthesized in two to three steps from protected (l)-aminoacids and squamocin 1 using standard coupling/deprotection procedures. These semisynthetic analogs were tested on submitochondrial particles (SMP) for their complex I inhibitory activities, and against KB 3-1 cells in vitro. All triesters derivatives exhibited a complete extinction of activity at the enzymatic level, correlated to a reduced though modulated cytotoxicity in comparison with squamocin 1. This activity can apparently be considered as a function of the amphipathy of the analogs, the more amphiphilic ones being the more cytotoxic.
Aminoacyl triesters of squamocin have been synthesized in two to three steps from protected (l)-aminoacids and squamocin, and evaluated for their inhibitory activity of mitochondrial complex I and cytotoxicity against KB 3-1 cells in vitro. All triesters derivatives exhibited an extinction of activity at the enzymatic level, correlated to a reduced though modulated cytotoxicity relatively to squamocin.Figure optionsDownload as PowerPoint slide
Journal: Bioorganic & Medicinal Chemistry - Volume 13, Issue 11, 1 June 2005, Pages 3773–3781