72520-63-9Relevant academic research and scientific papers
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)
Sharma, Abhinay,Santos, Isabela O.,Gaur, Pratibha,Ferreira, Vitor F.,Garcia, Celia R.S.,Da Rocha, David R.
supporting information, p. 48 - 53 (2013/03/13)
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).
