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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).

Abstract：

: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).

journal_name

Eur J Med Chem

journal_title

European journal of medicinal chemistry

authors

Sharma A,Santos IO,Gaur P,Ferreira VF,Garcia CR,da Rocha DR

doi

10.1016/j.ejmech.2012.10.052

subject

Has Abstract

pub_date

2013-01-01 00:00:00

pages

48-53

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(12)00656-3

journal_volume

59

pub_type

杂志文章

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