کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1399298 | 1501156 | 2013 | 9 صفحه PDF | دانلود رایگان |
The asymmetric synthesis of 8,4′-oxyneolignans (−)-virolin, (−)-surinamensin and a number of analogues has been achieved. A divergent synthesis was used, with all compounds being elaborated from a single chiral aldehyde derived from ethyl lactate. In the 15 compounds that were tested, the level of substitution on the A-ring was found to directly influence the activity against Leishmania donovani whilst the activity against Plasmodium falciparum was influenced by numerous substitution and stereochemical factors.
Figure optionsDownload as PowerPoint slideHighlights
► Asymmetric synthesis of 8,4′-oxyneolignans achieved from lactate derived precursor.
► Synthesis allows easy variation of two key motifs.
► Anti-leishmanial activity dependant on level of A-ring substitution.
► Anti-malarial activity dependant on both substitution and stereochemical factors.
Journal: European Journal of Medicinal Chemistry - Volume 60, February 2013, Pages 240–248