کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1394383 | 1501157 | 2013 | 6 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Addition of thiols to o-quinone methide: New 2-hydroxy-3-phenylsulfanylmethyl[1,4]naphthoquinones and their activity against the human malaria parasite Plasmodium falciparum (3D7) Addition of thiols to o-quinone methide: New 2-hydroxy-3-phenylsulfanylmethyl[1,4]naphthoquinones and their activity against the human malaria parasite Plasmodium falciparum (3D7)](/preview/png/1394383.png)
A series of 36 new phenylsulfanylmethyl[1,4]naphthoquinones (7–42) were synthesized by a three-component reaction that involves lawsone, the appropriate aldehyde and thiols with variable substitution patterns. These reactions involve the in situ generation of o-quinone methides (o-QM) via Knoevenagel condensation and 1,4-nucleophilic addition under conventional heating or microwave irradiation. The new naphthoquinones obtained by this methodology were shown to have moderate to good in vitro antimalarial activity against Plasmodium falciparum (3D7).
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► We synthesized a series of 36 new phenylsulfanylmethyl-[1,4]-naphthoquinones by a three-component reaction.
► These reactions involve the in situ generation of o-quinone methides (o-QM) via Knoevenagel condensation.
► The naphthoquinones prepared shown to have moderate to good in vitro antimalarial activity.
Journal: European Journal of Medicinal Chemistry - Volume 59, January 2013, Pages 48–53