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)
Abhinay Sharma
1
,
Isabela O Santos
2
,
Pratibha Gaur
1
,
VITOR GÓIS FERREIRA
2
,
Celia R. S. Garcia
1
,
David Rodrigues da Rocha
2
Publication type: Journal Article
Publication date: 2013-01-01
scimago Q1
wos Q1
SJR: 1.142
CiteScore: 11.3
Impact factor: 5.9
ISSN: 02235234, 17683254
PubMed ID:
23202850
Organic Chemistry
Drug Discovery
General Medicine
Pharmacology
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).
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71
Total citations:
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Citations from 2024:
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(8.46%)
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Sharma A. et al. 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) // European Journal of Medicinal Chemistry. 2013. Vol. 59. pp. 48-53.
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Sharma A., Santos I. O., Gaur P., FERREIRA V. G., Garcia C. R. S., Rodrigues da Rocha D. 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) // European Journal of Medicinal Chemistry. 2013. Vol. 59. pp. 48-53.
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TY - JOUR
DO - 10.1016/j.ejmech.2012.10.052
UR - https://doi.org/10.1016/j.ejmech.2012.10.052
TI - 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)
T2 - European Journal of Medicinal Chemistry
AU - Sharma, Abhinay
AU - Santos, Isabela O
AU - Gaur, Pratibha
AU - FERREIRA, VITOR GÓIS
AU - Garcia, Celia R. S.
AU - Rodrigues da Rocha, David
PY - 2013
DA - 2013/01/01
PB - Elsevier
SP - 48-53
VL - 59
PMID - 23202850
SN - 0223-5234
SN - 1768-3254
ER -
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@article{2013_Sharma,
author = {Abhinay Sharma and Isabela O Santos and Pratibha Gaur and VITOR GÓIS FERREIRA and Celia R. S. Garcia and David Rodrigues da Rocha},
title = {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)},
journal = {European Journal of Medicinal Chemistry},
year = {2013},
volume = {59},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/j.ejmech.2012.10.052},
pages = {48--53},
doi = {10.1016/j.ejmech.2012.10.052}
}