Inactivation of Dengue and Yellow Fever viruses by heme, cobalt-protoporphyrin IX and tin-protoporphyrin IX

Assunção‐Miranda, Iranaia; Cruz-Oliveira, Christine; Neris, Rômulo L. S.; Figueiredo, C.; Pereira, Luzimar Paulo; Rodrigues, Danielle A. S.; Araujo, Daniel; Poian, Andrea T. Da; Bozza, Marcelo T.

doi:10.1111/jam.13038

Cited by 43 publications

(33 citation statements)

References 44 publications

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“…[ ][ ] Clinical and experimental evidences point out that hepatocytes are target for DENV replication and are involved in the pathogenesis during infection . Some hepatocyte‐derived cell lines have been used as targets for in vitro DENV infection models . Continuing our search, the antiviral and immunomodulatory effects in DENV‐2‐infected hepatocyte cell line (Huh‐7) of the species U .…”

Section: Introductionmentioning

confidence: 99%

Antiviral Activity of Faramea hyacinthina and Faramea truncata Leaves on Dengue Virus Type‐2 and Their Major Compounds

Barboza

Valente

Wolff

et al. 2018

Chemistry & Biodiversity

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The defatted fractions of the Faramea hyacinthina and F. truncata (Rubiaceae) leaf MeOH extracts showed in vitro non-cytotoxic and anti-dengue virus serotype 2 (DENV2) activity in human hepatocarcinoma cell lineage (HepG2). Submitting these fractions to the developed RP-SPE method allowed isolating the antiviral flavanone (2S)-isosakuranetin-7-O-β-d-apiofuranosyl-(1→6)-β-d-glucopyranoside (1) from both species and yielded less active sub-fractions. The new diastereoisomeric epimer pair (2S) + (2R) of 5,3',5'-trihydroxyflavanone-7-O-β-d-apiofuranosyl-(1→6)-β-d-glucopyranoside (2a/2b) from F. hyacinthina; the known narigenin-7-O-β-d-apiofuranosyl-(1→6)-β-d-glucopyranoside (3) from both species; rutin (4) and quercetin-4'-β-d-O-glucopyranosyl-3-O-rutinoside (5) from F. hyacinthina, and kaempferol-3-O-rutinoside (6), erythroxyloside A (7) and asperuloside (8) from F. truncata have been isolated from these sub-fractions. Compounds 4 - 8 are reported for the first time in Faramea spp.

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Section: Introductionmentioning

confidence: 99%

Antiviral Activity of Faramea hyacinthina and Faramea truncata Leaves on Dengue Virus Type‐2 and Their Major Compounds

Barboza

Valente

Wolff

et al. 2018

Chemistry & Biodiversity

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“…Hepatitis A virus and HIV are examples of viruses efficiently inactivated by the use of porphyrins as photosensitizers in PDT (22,23). Also, several enveloped viruses belonging to different families were strongly inactivated by phthalocyanines, molecules closely related to porphyrins (10,(24)(25)(26)(27)(28). The ability of porphyrins to act as photosensitizers is related to their property of catalyzing ROS generation.…”

mentioning

confidence: 99%

“…Many viruses of different families have been inactivated by porphyrins or porphyrin derivatives, including enveloped viruses, such as HIV-1 (3,4), poxvirus (5), hepatitis B virus (6,7), hepatitis C virus (7,8), Marburg, Tacaribe, and Junin viruses (7), bovine herpesvirus (9), and dengue and yellow fever viruses (7,10), as well as nonenveloped viruses, such as poliovirus (9). Porphyrins and their derivatives were also used as enhancers of the effects of other antiviral drugs, as was observed for the combination of heme (or its analogues) with zidovudine for the treatment of HIV-1 infection (11,12), and some porphyrins were conjugated with the neuraminidase inhibitor zanamivir for the treatment of influenza virus infections (13).…”

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confidence: 99%

Mechanisms of Vesicular Stomatitis Virus Inactivation by Protoporphyrin IX, Zinc-Protoporphyrin IX, and Mesoporphyrin IX

Cruz-Oliveira

Almeida

Freire

et al. 2017

Antimicrob Agents Chemother

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Virus resistance to antiviral therapies is an increasing concern that makes the development of broad-spectrum antiviral drugs urgent. Targeting of the viral envelope, a component shared by a large number of viruses, emerges as a promising strategy to overcome this problem. Natural and synthetic porphyrins are good candidates for antiviral development due to their relative hydrophobicity and pro-oxidant character. In the present work, we characterized the antiviral activities of protoprophyrin IX (PPIX), Znprotoporphyrin IX (ZnPPIX), and mesoporphyrin IX (MPIX) against vesicular stomatitis virus (VSV) and evaluated the mechanisms involved in this activity. Treatment of VSV with PPIX, ZnPPIX, and MPIX promoted dose-dependent virus inactivation, which was potentiated by porphyrin photoactivation. All three porphyrins inserted into lipid vesicles and disturbed the viral membrane organization. In addition, the porphyrins also affected viral proteins, inducing VSV glycoprotein cross-linking, which was enhanced by porphyrin photoactivation. Virus incubation with sodium azide and ␣-tocopherol partially protected VSV from inactivation by porphyrins, suggesting that singlet oxygen ( 1 O 2 ) was the main reactive oxygen species produced by photoactivation of these molecules. Furthermore, 1 O 2 was detected by 9,10-dimethylanthracene oxidation in photoactivated porphyrin samples, reinforcing this hypothesis. These results reveal the potential therapeutic application of PPIX, ZnPPIX, and MPIX as good models for broad antiviral drug design.KEYWORDS photoactivation, porphyrin, singlet oxygen, vesicular stomatitis virus, viral inactivation D espite the increasing number of antiviral drugs available nowadays, therapeutics for viral diseases often fail due to drug resistance development by the target viruses. In the search for antiviral agents with a broad spectrum of activity against viruses, antiviral agents targeting the viral envelope, a component shared by a large number of viruses, emerge as promising compounds able to overcome the drug resistance problem. Porphyrins, amphipathic molecules able to interact with membranes, appear to be good candidates for the development of such antivirals. Porphyrins are formed by four pyrrole rings linked by methine bonds. The nitrogen atoms in the center of the ring form a pocket able to coordinate metallic ions, conferring to porphyrin the ability to absorb light at additional wavelengths and act in catalytic transformations (1). These activities allow porphyrins to be involved in important biological processes, such as respiration (heme) and photosynthesis (chlorophyll and bacteriochlorophyll) (2).

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“…This in vitro studies indicate a potential therapeutic use porphyrins in the treatment of flavivirus infection. 4 Figure 2 shows the structure of Morin. Morin has hydroxyl groups at C-2′ and C-4′ (meta position).…”

Section: Antiviral Activity Of Cobalt(ii)-morinmentioning

confidence: 99%

“…3 However, there is no drug commercially available yet with antiviral activity for DENV. 4 M o r i n o r 2 -( 2 , 4 -d i h y d r o x y p h e n y l ) -3 , 5 , 7 -trihydroxychromen-4-one is a flavonoid that exhibits various biological activities, such as anti-Bacillus cereus and anti-Salmonella enteritidis, 5 antioxidant, 6 antiinflammatory, 7 and antiviral for equid herpesvirus 1. 8 However, the antiviral activity for DENV has not been reported yet.…”

Section: Kata Kunci: Kobalt(ii) Morin Senyawa Kompleks Aktivitas Pmentioning

confidence: 99%

Inhibitory Activity of Cobalt(ii)–morin Complex Against the Replication of Dengue Virus Type 2

Sucipto¹,

Churrotin²,

Setyawati

et al. 2017

IJTID

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Inactivation of Dengue and Yellow Fever viruses by heme, cobalt-protoporphyrin IX and tin-protoporphyrin IX

Abstract: These results open the possibility of therapeutic application of porphyrins or their use as models to design new antiviral drugs against DENV and YFV.

Cited by 43 publications

References 44 publications

Antiviral Activity of Faramea hyacinthina and Faramea truncata Leaves on Dengue Virus Type‐2 and Their Major Compounds

Antiviral Activity of Faramea hyacinthina and Faramea truncata Leaves on Dengue Virus Type‐2 and Their Major Compounds

Mechanisms of Vesicular Stomatitis Virus Inactivation by Protoporphyrin IX, Zinc-Protoporphyrin IX, and Mesoporphyrin IX

Inhibitory Activity of Cobalt(ii)–morin Complex Against the Replication of Dengue Virus Type 2

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