Acridones as antiviral agents: Synthesis, chemical and biological properties

Acridones are a class of compounds that have attracted attention in recent years for their wide range of biological properties, including selective inhibition of diverse human pathogenic viruses. The wide spectrum of antiviral activity includes DNA and RNA viruses, such as herpes simplex virus, cyto...

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Autores principales: Sepúlveda, Claudia Soledad, Fascio, Mirta Liliana, García, Cybele Carina, D'Accorso, Norma Beatriz, Damonte, Elsa Beatriz
Publicado: 2013
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Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09298673_v20_n19_p2402_Sepulveda
http://hdl.handle.net/20.500.12110/paper_09298673_v20_n19_p2402_Sepulveda
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spelling paper:paper_09298673_v20_n19_p2402_Sepulveda2023-06-08T15:52:27Z Acridones as antiviral agents: Synthesis, chemical and biological properties Sepúlveda, Claudia Soledad Fascio, Mirta Liliana García, Cybele Carina D'Accorso, Norma Beatriz Damonte, Elsa Beatriz Acridones Antiviral activity Arenavirus Cellular target Flavivirus Herpes simplex virus 1 hydroxy 10 methyl 9(10h) acridone 1,3 dihydroxy 5 methoxyacridone 10 allyl 6 chloro 4 methoxy 9(10h) acridone 10 allyl 6 chloro 9(10h) acridone 2 fluoro 5 methoxy n (pyridine 3 yl)acridone 4 carboxamide 3 allyloxy 7 methoxy 1 hydroxyacridone 3,7 dimethoxy 1 hydroxyacridone 5 chloro 1,3 dihydroxyacridone 7 amino 1,3 dihydroxy 10 methyl 6 [4 (2 pyridinyl) 1 piperazinyl] 9(10h) acridone 7 amino 1,3 dimethoxy 10 methyl 6 [4 (4 thiazol) 1 piperazinyl] 9(10h) acridone 7 chloro 1,3 dihydroxyacridone 7 nitro 6 chloro 1,3 dimethoxy 10 methyl 9(10h) acridone aciclovir acridone derivative antivirus agent citrusinine 1 cridanimod cycloferon didanosine glycofolinine n (3 methyl 2 butenyl) 9(10h) acridone derivative n (pyridin 2 yl)acridone 4 carboxamide n (pyridin 4yl)acridone 4 carboxamide n cyclopropyl acridone 2 thioacetic acid n cyclopropyl acridone derivative nevirapine s deoxydihydroglyparvin temacrazine unclassified drug unindexed drug zidovudine antiviral activity article Bovine diarrhea virus chemical reaction cyclization cytotoxicity Dengue virus DNA virus drug mechanism drug structure drug synthesis drug targeting enzyme inhibition Hepatitis C virus Herpes simplex virus 1 Herpes simplex virus 2 Human adenovirus Human cytomegalovirus Human immunodeficiency virus 1 Junin virus Lymphocytic choriomeningitis virus nonhuman substitution reaction virus replication Acridones Animals Antiviral Agents DNA Virus Infections DNA Viruses Humans RNA Virus Infections RNA Viruses Acridones are a class of compounds that have attracted attention in recent years for their wide range of biological properties, including selective inhibition of diverse human pathogenic viruses. The wide spectrum of antiviral activity includes DNA and RNA viruses, such as herpes simplex virus, cytomegalovirus, adenovirus, hepatitis C virus, dengue virus, and Junin virus, among others, indicative of the involvement of cellular factors as potential targets of acridone derivatives. At the present, their precise mode of action is not clearly determined, although the predominant action seems to be centered on the synthesis of nucleic acids. Regarding this point, inhibitory activity against cellular and viral enzymes and the ability to intercalate into nucleic acid molecules was demonstrated for some acridone compounds. Then, the possibility of a multiple effect on different targets renewed interest in these agents for virus chemotherapy allowing a potent inhibitory effectiveness associated to less feasibility of generating antiviral resistance. This review summarizes the current knowledge regarding the methods of synthesis, the antiviral properties of acridone derivatives, their mechanism of action, and structural characteristics related to antiviral activity as well as the perspectives of this class of compounds for clinical application against human viral infections. © 2013 Bentham Science Publishers. Fil:Sepúlveda, C.S. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Fascio, M.L. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:García, C.C. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:D'Accorso, N.B. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Damonte, E.B. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2013 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09298673_v20_n19_p2402_Sepulveda http://hdl.handle.net/20.500.12110/paper_09298673_v20_n19_p2402_Sepulveda
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic Acridones
Antiviral activity
Arenavirus
Cellular target
Flavivirus
Herpes simplex virus
1 hydroxy 10 methyl 9(10h) acridone
1,3 dihydroxy 5 methoxyacridone
10 allyl 6 chloro 4 methoxy 9(10h) acridone
10 allyl 6 chloro 9(10h) acridone
2 fluoro 5 methoxy n (pyridine 3 yl)acridone 4 carboxamide
3 allyloxy 7 methoxy 1 hydroxyacridone
3,7 dimethoxy 1 hydroxyacridone
5 chloro 1,3 dihydroxyacridone
7 amino 1,3 dihydroxy 10 methyl 6 [4 (2 pyridinyl) 1 piperazinyl] 9(10h) acridone
7 amino 1,3 dimethoxy 10 methyl 6 [4 (4 thiazol) 1 piperazinyl] 9(10h) acridone
7 chloro 1,3 dihydroxyacridone
7 nitro 6 chloro 1,3 dimethoxy 10 methyl 9(10h) acridone
aciclovir
acridone derivative
antivirus agent
citrusinine 1
cridanimod
cycloferon
didanosine
glycofolinine
n (3 methyl 2 butenyl) 9(10h) acridone derivative
n (pyridin 2 yl)acridone 4 carboxamide
n (pyridin 4yl)acridone 4 carboxamide
n cyclopropyl acridone 2 thioacetic acid
n cyclopropyl acridone derivative
nevirapine
s deoxydihydroglyparvin
temacrazine
unclassified drug
unindexed drug
zidovudine
antiviral activity
article
Bovine diarrhea virus
chemical reaction
cyclization
cytotoxicity
Dengue virus
DNA virus
drug mechanism
drug structure
drug synthesis
drug targeting
enzyme inhibition
Hepatitis C virus
Herpes simplex virus 1
Herpes simplex virus 2
Human adenovirus
Human cytomegalovirus
Human immunodeficiency virus 1
Junin virus
Lymphocytic choriomeningitis virus
nonhuman
substitution reaction
virus replication
Acridones
Animals
Antiviral Agents
DNA Virus Infections
DNA Viruses
Humans
RNA Virus Infections
RNA Viruses
spellingShingle Acridones
Antiviral activity
Arenavirus
Cellular target
Flavivirus
Herpes simplex virus
1 hydroxy 10 methyl 9(10h) acridone
1,3 dihydroxy 5 methoxyacridone
10 allyl 6 chloro 4 methoxy 9(10h) acridone
10 allyl 6 chloro 9(10h) acridone
2 fluoro 5 methoxy n (pyridine 3 yl)acridone 4 carboxamide
3 allyloxy 7 methoxy 1 hydroxyacridone
3,7 dimethoxy 1 hydroxyacridone
5 chloro 1,3 dihydroxyacridone
7 amino 1,3 dihydroxy 10 methyl 6 [4 (2 pyridinyl) 1 piperazinyl] 9(10h) acridone
7 amino 1,3 dimethoxy 10 methyl 6 [4 (4 thiazol) 1 piperazinyl] 9(10h) acridone
7 chloro 1,3 dihydroxyacridone
7 nitro 6 chloro 1,3 dimethoxy 10 methyl 9(10h) acridone
aciclovir
acridone derivative
antivirus agent
citrusinine 1
cridanimod
cycloferon
didanosine
glycofolinine
n (3 methyl 2 butenyl) 9(10h) acridone derivative
n (pyridin 2 yl)acridone 4 carboxamide
n (pyridin 4yl)acridone 4 carboxamide
n cyclopropyl acridone 2 thioacetic acid
n cyclopropyl acridone derivative
nevirapine
s deoxydihydroglyparvin
temacrazine
unclassified drug
unindexed drug
zidovudine
antiviral activity
article
Bovine diarrhea virus
chemical reaction
cyclization
cytotoxicity
Dengue virus
DNA virus
drug mechanism
drug structure
drug synthesis
drug targeting
enzyme inhibition
Hepatitis C virus
Herpes simplex virus 1
Herpes simplex virus 2
Human adenovirus
Human cytomegalovirus
Human immunodeficiency virus 1
Junin virus
Lymphocytic choriomeningitis virus
nonhuman
substitution reaction
virus replication
Acridones
Animals
Antiviral Agents
DNA Virus Infections
DNA Viruses
Humans
RNA Virus Infections
RNA Viruses
Sepúlveda, Claudia Soledad
Fascio, Mirta Liliana
García, Cybele Carina
D'Accorso, Norma Beatriz
Damonte, Elsa Beatriz
Acridones as antiviral agents: Synthesis, chemical and biological properties
topic_facet Acridones
Antiviral activity
Arenavirus
Cellular target
Flavivirus
Herpes simplex virus
1 hydroxy 10 methyl 9(10h) acridone
1,3 dihydroxy 5 methoxyacridone
10 allyl 6 chloro 4 methoxy 9(10h) acridone
10 allyl 6 chloro 9(10h) acridone
2 fluoro 5 methoxy n (pyridine 3 yl)acridone 4 carboxamide
3 allyloxy 7 methoxy 1 hydroxyacridone
3,7 dimethoxy 1 hydroxyacridone
5 chloro 1,3 dihydroxyacridone
7 amino 1,3 dihydroxy 10 methyl 6 [4 (2 pyridinyl) 1 piperazinyl] 9(10h) acridone
7 amino 1,3 dimethoxy 10 methyl 6 [4 (4 thiazol) 1 piperazinyl] 9(10h) acridone
7 chloro 1,3 dihydroxyacridone
7 nitro 6 chloro 1,3 dimethoxy 10 methyl 9(10h) acridone
aciclovir
acridone derivative
antivirus agent
citrusinine 1
cridanimod
cycloferon
didanosine
glycofolinine
n (3 methyl 2 butenyl) 9(10h) acridone derivative
n (pyridin 2 yl)acridone 4 carboxamide
n (pyridin 4yl)acridone 4 carboxamide
n cyclopropyl acridone 2 thioacetic acid
n cyclopropyl acridone derivative
nevirapine
s deoxydihydroglyparvin
temacrazine
unclassified drug
unindexed drug
zidovudine
antiviral activity
article
Bovine diarrhea virus
chemical reaction
cyclization
cytotoxicity
Dengue virus
DNA virus
drug mechanism
drug structure
drug synthesis
drug targeting
enzyme inhibition
Hepatitis C virus
Herpes simplex virus 1
Herpes simplex virus 2
Human adenovirus
Human cytomegalovirus
Human immunodeficiency virus 1
Junin virus
Lymphocytic choriomeningitis virus
nonhuman
substitution reaction
virus replication
Acridones
Animals
Antiviral Agents
DNA Virus Infections
DNA Viruses
Humans
RNA Virus Infections
RNA Viruses
description Acridones are a class of compounds that have attracted attention in recent years for their wide range of biological properties, including selective inhibition of diverse human pathogenic viruses. The wide spectrum of antiviral activity includes DNA and RNA viruses, such as herpes simplex virus, cytomegalovirus, adenovirus, hepatitis C virus, dengue virus, and Junin virus, among others, indicative of the involvement of cellular factors as potential targets of acridone derivatives. At the present, their precise mode of action is not clearly determined, although the predominant action seems to be centered on the synthesis of nucleic acids. Regarding this point, inhibitory activity against cellular and viral enzymes and the ability to intercalate into nucleic acid molecules was demonstrated for some acridone compounds. Then, the possibility of a multiple effect on different targets renewed interest in these agents for virus chemotherapy allowing a potent inhibitory effectiveness associated to less feasibility of generating antiviral resistance. This review summarizes the current knowledge regarding the methods of synthesis, the antiviral properties of acridone derivatives, their mechanism of action, and structural characteristics related to antiviral activity as well as the perspectives of this class of compounds for clinical application against human viral infections. © 2013 Bentham Science Publishers.
author Sepúlveda, Claudia Soledad
Fascio, Mirta Liliana
García, Cybele Carina
D'Accorso, Norma Beatriz
Damonte, Elsa Beatriz
author_facet Sepúlveda, Claudia Soledad
Fascio, Mirta Liliana
García, Cybele Carina
D'Accorso, Norma Beatriz
Damonte, Elsa Beatriz
author_sort Sepúlveda, Claudia Soledad
title Acridones as antiviral agents: Synthesis, chemical and biological properties
title_short Acridones as antiviral agents: Synthesis, chemical and biological properties
title_full Acridones as antiviral agents: Synthesis, chemical and biological properties
title_fullStr Acridones as antiviral agents: Synthesis, chemical and biological properties
title_full_unstemmed Acridones as antiviral agents: Synthesis, chemical and biological properties
title_sort acridones as antiviral agents: synthesis, chemical and biological properties
publishDate 2013
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09298673_v20_n19_p2402_Sepulveda
http://hdl.handle.net/20.500.12110/paper_09298673_v20_n19_p2402_Sepulveda
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