Synthesis, SAR, and Docking Studies Disclose 2-Arylfuran-1,4-naphthoquinones as In Vitro Antiplasmodial Hits

Joint Authors

Oliveira, Alaíde Braga
Borgati, Tatiane Freitas
Nascimento, Maria Fernanda Alves do
Bernardino, Juma Fortunato
Martins, Lunamaura Claudia Oliveira
Taranto, Alex Gutterres

Source

Journal of Tropical Medicine

Issue

Vol. 2017, Issue 2017 (31 Dec. 2017), pp.1-11, 11 p.

Publisher

Hindawi Publishing Corporation

Publication Date

2017-10-31

Country of Publication

Egypt

No. of Pages

11

Main Subjects

Medicine

Abstract EN

A total of 28 lapachol-related naphthoquinones with four different scaffolds were synthesized and spectroscopically characterized.

In vitro antiplasmodial activity was assayed against the chloroquine-resistant Plasmodium falciparum W2 strain by the parasite lactate dehydrogenase (pLDH) method.

Cytotoxicity against Hep G2A16 cell was determined by the MTT assay.

All compounds disclosed higher in vitro antiplasmodial activity than lapachol.

Ortho- and para-naphthoquinones with a furan ring fused to the quinonoid moiety were more potent than 2-hydroxy-3-(1′-alkenyl)-1,4-naphthoquinones, while ortho-furanonaphthoquinones were more cytotoxic.

Molecular docking to Plasmodium targets Pfcyt bc1 complex and PfDHOD enzyme showed that five out of the 28 naphthoquinones disclosed favorable binding energies.

Furanonaphthoquinones endowed with an aryl moiety linked to the furan ring are highlighted as new in vitro antiplasmodial lead compounds and warrant further investigation.

American Psychological Association (APA)

Borgati, Tatiane Freitas& Nascimento, Maria Fernanda Alves do& Bernardino, Juma Fortunato& Martins, Lunamaura Claudia Oliveira& Taranto, Alex Gutterres& Oliveira, Alaíde Braga. 2017. Synthesis, SAR, and Docking Studies Disclose 2-Arylfuran-1,4-naphthoquinones as In Vitro Antiplasmodial Hits. Journal of Tropical Medicine،Vol. 2017, no. 2017, pp.1-11.
https://search.emarefa.net/detail/BIM-1187947

Modern Language Association (MLA)

Borgati, Tatiane Freitas…[et al.]. Synthesis, SAR, and Docking Studies Disclose 2-Arylfuran-1,4-naphthoquinones as In Vitro Antiplasmodial Hits. Journal of Tropical Medicine No. 2017 (2017), pp.1-11.
https://search.emarefa.net/detail/BIM-1187947

American Medical Association (AMA)

Borgati, Tatiane Freitas& Nascimento, Maria Fernanda Alves do& Bernardino, Juma Fortunato& Martins, Lunamaura Claudia Oliveira& Taranto, Alex Gutterres& Oliveira, Alaíde Braga. Synthesis, SAR, and Docking Studies Disclose 2-Arylfuran-1,4-naphthoquinones as In Vitro Antiplasmodial Hits. Journal of Tropical Medicine. 2017. Vol. 2017, no. 2017, pp.1-11.
https://search.emarefa.net/detail/BIM-1187947

Data Type

Journal Articles

Language

English

Notes

Includes bibliographical references

Record ID

BIM-1187947