Naphthoquinones: biological properties and synthesis of lawsone and derivates - a structured review

Background: Naphthoquinones are natural pigments that are widely distributed in nature and have important biological activities. Lawsone (2-hydroxy-1,4-naphthoquinone) and its synthetic derivatives, and especially those containing nitrogen, have promising potential for the treatment of different di...

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Autores principales: Lluvia Itzel LÓPEZ LÓPEZ, Sendar Daniel NERY FLORES, Sonia Yesenia SILVA BELMARES, Aidé SÁENZ GALINDO
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Publicado: Universidad de Antioquia 2014
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Acceso en línea:https://doaj.org/article/2311bc149054481b97e9aab1c4abcd96
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spelling oai:doaj.org-article:2311bc149054481b97e9aab1c4abcd962021-11-19T04:10:35ZNaphthoquinones: biological properties and synthesis of lawsone and derivates - a structured review0121-40042145-2660https://doaj.org/article/2311bc149054481b97e9aab1c4abcd962014-12-01T00:00:00Zhttps://revistas.udea.edu.co/index.php/vitae/article/view/17322https://doaj.org/toc/0121-4004https://doaj.org/toc/2145-2660 Background: Naphthoquinones are natural pigments that are widely distributed in nature and have important biological activities. Lawsone (2-hydroxy-1,4-naphthoquinone) and its synthetic derivatives, and especially those containing nitrogen, have promising potential for the treatment of different diseases due to their antibacterial, antifungal, antiviral, antitumor and antiparasitic effects, and for pest control via their molluscicidal and insecticidal activities. Their pharmacological activities and mechanisms of action are related to their oxide/reduction and acid/base properties, and can be modulated by directly adding a substituted to the 1,4-naphthoquinone ring. Due to this, naphthoquinones and their derivatives are at the center of multiple areas of research. In this manuscript, we present a structured review of lawsone, a hydroxyl derivative of naphthoquinone, and discuss relevant reports about the chemistry and synthesis of derivatives. Finally, we present the pharmacological activities and mechanism of action reported. Objective: The purpose of this review is to present recent reports from the literature about the chemistry, synthesis and pharmacological properties of lawsone and its amine derivatives. Methods: This structured review presents a discussion about lawsone literature over the last ten years. The most representative studies including those about the chemistry of lawsone, the synthesis of its derivatives, and pharmacological properties were identified and selected. The information has been compiled, organized and presented into logical topics in order to provide a current review for the field of lawsone chemistry. Results: A general overview of the principal aspects of lawsone chemistry, the synthesis of its derivatives and their pharmacological activities and mechanism of action has been obtained. This provides researchers in the area with a framework from which to investigate further. Conclusions: Lawsone and its derivatives have promising potential for treating several diseases due to their antibacterial, antifungal, antiviral, antitumor and antiparasitic effects and have the potential to control pests via their molluscicidal and insecticidal properties. For this reason, it would be of interest to evaluate the synthetic derivatives of this compound for their pharmacologic actions; in the future, synthetic derivatives of lawsone could potentially be used to treat disease and be used as pesticides. Lluvia Itzel LÓPEZ LÓPEZSendar Daniel NERY FLORESSonia Yesenia SILVA BELMARESAidé SÁENZ GALINDOUniversidad de AntioquiaarticleNaphthoquinonelawsonechemical synthesispharmacological actionsFood processing and manufactureTP368-456Pharmaceutical industryHD9665-9675ENVitae, Vol 21, Iss 3 (2014)
institution DOAJ
collection DOAJ
language EN
topic Naphthoquinone
lawsone
chemical synthesis
pharmacological actions
Food processing and manufacture
TP368-456
Pharmaceutical industry
HD9665-9675
spellingShingle Naphthoquinone
lawsone
chemical synthesis
pharmacological actions
Food processing and manufacture
TP368-456
Pharmaceutical industry
HD9665-9675
Lluvia Itzel LÓPEZ LÓPEZ
Sendar Daniel NERY FLORES
Sonia Yesenia SILVA BELMARES
Aidé SÁENZ GALINDO
Naphthoquinones: biological properties and synthesis of lawsone and derivates - a structured review
description Background: Naphthoquinones are natural pigments that are widely distributed in nature and have important biological activities. Lawsone (2-hydroxy-1,4-naphthoquinone) and its synthetic derivatives, and especially those containing nitrogen, have promising potential for the treatment of different diseases due to their antibacterial, antifungal, antiviral, antitumor and antiparasitic effects, and for pest control via their molluscicidal and insecticidal activities. Their pharmacological activities and mechanisms of action are related to their oxide/reduction and acid/base properties, and can be modulated by directly adding a substituted to the 1,4-naphthoquinone ring. Due to this, naphthoquinones and their derivatives are at the center of multiple areas of research. In this manuscript, we present a structured review of lawsone, a hydroxyl derivative of naphthoquinone, and discuss relevant reports about the chemistry and synthesis of derivatives. Finally, we present the pharmacological activities and mechanism of action reported. Objective: The purpose of this review is to present recent reports from the literature about the chemistry, synthesis and pharmacological properties of lawsone and its amine derivatives. Methods: This structured review presents a discussion about lawsone literature over the last ten years. The most representative studies including those about the chemistry of lawsone, the synthesis of its derivatives, and pharmacological properties were identified and selected. The information has been compiled, organized and presented into logical topics in order to provide a current review for the field of lawsone chemistry. Results: A general overview of the principal aspects of lawsone chemistry, the synthesis of its derivatives and their pharmacological activities and mechanism of action has been obtained. This provides researchers in the area with a framework from which to investigate further. Conclusions: Lawsone and its derivatives have promising potential for treating several diseases due to their antibacterial, antifungal, antiviral, antitumor and antiparasitic effects and have the potential to control pests via their molluscicidal and insecticidal properties. For this reason, it would be of interest to evaluate the synthetic derivatives of this compound for their pharmacologic actions; in the future, synthetic derivatives of lawsone could potentially be used to treat disease and be used as pesticides.
format article
author Lluvia Itzel LÓPEZ LÓPEZ
Sendar Daniel NERY FLORES
Sonia Yesenia SILVA BELMARES
Aidé SÁENZ GALINDO
author_facet Lluvia Itzel LÓPEZ LÓPEZ
Sendar Daniel NERY FLORES
Sonia Yesenia SILVA BELMARES
Aidé SÁENZ GALINDO
author_sort Lluvia Itzel LÓPEZ LÓPEZ
title Naphthoquinones: biological properties and synthesis of lawsone and derivates - a structured review
title_short Naphthoquinones: biological properties and synthesis of lawsone and derivates - a structured review
title_full Naphthoquinones: biological properties and synthesis of lawsone and derivates - a structured review
title_fullStr Naphthoquinones: biological properties and synthesis of lawsone and derivates - a structured review
title_full_unstemmed Naphthoquinones: biological properties and synthesis of lawsone and derivates - a structured review
title_sort naphthoquinones: biological properties and synthesis of lawsone and derivates - a structured review
publisher Universidad de Antioquia
publishDate 2014
url https://doaj.org/article/2311bc149054481b97e9aab1c4abcd96
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AT soniayeseniasilvabelmares naphthoquinonesbiologicalpropertiesandsynthesisoflawsoneandderivatesastructuredreview
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