Evaluation of the Antiviral Activity Against Junin Virus of Macrocyclic Trichothecenes Produced by the Hypocrealean Epibiont of Baccharis coridifolia

Rosso, Marie-Laure; Bertoni, M. D.; Maier, Marta S.; Damonte, Elsa B.

doi:10.1055/s-2002-23134

Cited by 26 publications

(26 citation statements)

References 19 publications

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“…Several Baccharis species have been reported to have antiviral activity: B. genistelloides [21], B. teindalensis [22], B. trinervis [23], B. coridifolia [24] and B. articulata [25] but this is the first report on the antiviral activity of B. gaudichaudiana and B. spicata . Although the virucidal activity of T. absinthioides essential oil was reported previously against HSV-1 and Junín virus [13], this is the first report of the antiviral activity of the OE and AE obtained from this plant.…”

Section: Discussionmentioning

confidence: 99%

In vitro antiviral activity of plant extracts from Asteraceae medicinal plants

Jaime

Redko

Muschietti

et al. 2013

Virol J

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BackgroundDue to the high prevalence of viral infections having no specific treatment and the constant appearance of resistant viral strains, the development of novel antiviral agents is essential. The aim of this study was to evaluate the antiviral activity against bovine viral diarrhea virus, herpes simplex virus type 1 (HSV-1), poliovirus type 2 (PV-2) and vesicular stomatitis virus of organic (OE) and aqueous extracts (AE) from: Baccharis gaudichaudiana, B. spicata, Bidens subalternans, Pluchea sagittalis, Tagetes minuta and Tessaria absinthioides. A characterization of the antiviral activity of B. gaudichaudiana OE and AE and the bioassay-guided fractionation of the former and isolation of one active compound is also reported.MethodsThe antiviral activity of the OE and AE of the selected plants was evaluated by reduction of the viral cytopathic effect. Active extracts were then assessed by plaque reduction assays. The antiviral activity of the most active extracts was characterized by evaluating their effect on the pretreatment, the virucidal activity and the effect on the adsorption or post-adsorption period of the viral cycle. The bioassay-guided fractionation of B. gaudichaudiana OE was carried out by column chromatography followed by semipreparative high performance liquid chromatography fractionation of the most active fraction and isolation of an active compound. The antiviral activity of this compound was also evaluated by plaque assay.ResultsB. gaudichaudiana and B. spicata OE were active against PV-2 and VSV. T. absinthioides OE was only active against PV-2. The corresponding three AE were active against HSV-1. B. gaudichaudiana extracts (OE and AE) were the most selective ones with selectivity index (SI) values of 10.9 (PV-2) and >117 (HSV-1). For this reason, both extracts of B. gaudichaudiana were selected to characterize their antiviral effects. Further bioassay-guided fractionation of B. gaudichaudiana OE led to an active fraction, FC (EC50=3.1 μg/ml; SI= 37.9), which showed antiviral activity during the first 4 h of the viral replication cycle of PV-2 and from which the flavonoid apigenin (EC50 = 12.2 ± 3.3 μM) was isolated as a major compound.ConclusionsThe results showed that, among the species studied, B. gaudichaudiana seemed to be the most promising species as a source of antiviral agents.

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Section: Discussionmentioning

confidence: 99%

In vitro antiviral activity of plant extracts from Asteraceae medicinal plants

Jaime

Redko

Muschietti

et al. 2013

Virol J

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“…Biologically, macrocyclic trichothecenes were reported to be antimalarial (Zhang et al. 2002), antiviral (Garcia et al. 2002), antibacterial and antifungal (Wagenaar and Clardy 2001), phytotoxic and cytotoxic (Yang et al.…”

Section: Discussionmentioning

confidence: 99%

Antifungal and new metabolites of Myrothecium sp. Z16, a fungus associated with white croaker Argyrosomus argentatus

Liu

Huang

et al. 2006

J Appl Microbiol

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Aims: Fungal infection is still a life-threatening risk for the immunocompromised population such as AIDS patients and those who receive treatments with immunosuppressors and/or frequent administrations of wide-spectrum antibiotics, which inevitably lead to the drug resistance and unbalanced microflora populations. The present work was accordingly performed to characterize more potent antifungal metabolites from various cultures of marine fungi residing in white croaker Argyrosomus argentatus. Methods and Results: The three most common opportunistic human pathogens Candida albicans (CCCCM ID 00148), Aspergillus niger (CCCCM ACCC 30005) and Trichophyton rubrum (CCCCM ID 00001) were selected as test fungi. A total of 16 cultivable fungal strains were isolated from the variant tissues of Ar. argentatus collected from the Yellow Sea, followed by preliminary antifungal screenings of the EtOAc extracts of the corresponding cultures. As a result, the inhibition of the three target fungi, plus being allergic to isolators' skin, were discerned with the EtOAc extract of the fungus under the isolation number Z16 that was identified subsequently as Myrothecium sp. by a combination of morphological and 18S rDNA finger-typing characteristics. A followup bioassay fractionation of the EtOAc extract, in conjunction with spectral analyses [MS, 1 H-NMR, 13 C-NMR, distortionless enhancement by polarization transfer (DEPT), heteronuclear multiple quantum coherence (HMQC) and heteronuclear multiple bond resonance (HMBC)] wherever required, afforded eventually the characterization of a new acid (compound 1: 4,5-ditridecyl-octanedioic acid), three macrocyclic trichothecenes including roridin A (compound 2), verrucarin A (compound 3) and 8b-acetoxy-roridin H (compound 4), (22E,24R)-cerevisterol (compound 5) and N-phenyl-b-amino-naphthalene (compound 6). In vitro antifungal tests showed that the three trichothecenes were active against A. niger, T. rubrum and C. albicans with MICs of 31AE25, 62AE5 and 125 lg ml )1 for compound 2, 250, 125 and 31AE25 lg ml )1 for compound 3 as well as 125, 62AE5 and 125 lg ml )1 for compound 4 respectively.The MICs of ketoconazole (co-assayed herewith as a positive reference) against A. niger, T. rubrum and C. albicans were 31AE25, 250, 31AE25 lg ml )1 respectively.A preliminary structure-activity relationship of the antifungal trichothecenes was highlighted in brief.Conclusions: The present investigation demonstrated that marine fungus Myrothecium sp. Z16 associated with white croaker (Ar. argentatus), was an efficient producer of a new acid and antifungal trichothecenes, the latter presumably being also the allergic substances in the culture.

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“…Macrocyclic trichothecenes (MTs) are a class of sesquiterpene lactones that are reported to have a wide array of biological activities, including: antimalarial,1,2,3 antileukemic,4 antibiotic,5 antifungal,6 antiviral,7 and anticancer 8,9,10,11. According to Grove,12 they were first described in 1946 and isolated in pure form in 1962, and their potent biological activity and interesting chemistry stimulated a large amount of research throughout the 1970s and 1980s.…”

Section: Introductionmentioning

confidence: 99%

Dereplication of macrocyclic trichothecenes from extracts of filamentous fungi through UV and NMR profiles

et al. 2010

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Macrocyclic trichothecenes, which have potent cytotoxicity, have been isolated from many different fungal species. These compounds were evaluated clinically by the U.S. National Cancer Institute in the 1970's and 1980's. However, they have yet to be advanced into viable drugs due to severe side effects. Our team is investigating a diverse library of filamentous fungi for new anticancer leads. To avoid re-isolating macrocyclic trichothecenes via bioactivity-directed fractionation studies, a protocol for their facile dereplication was developed. The method uses readily available photodiode array detectors to identify one of two types of characteristic UV spectra for these compounds. Also, diagnostic signals can be observed in the 1H-NMR spectra, particularly for the epoxide and conjugated diene moieties, even at the level of a crude extract. Using these techniques in a complementary fashion, macrocyclic trichothecenes can be dereplicated rapidly.

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Evaluation of the Antiviral Activity Against Junin Virus of Macrocyclic Trichothecenes Produced by the Hypocrealean Epibiont of Baccharis coridifolia

Cited by 26 publications

References 19 publications

In vitro antiviral activity of plant extracts from Asteraceae medicinal plants

In vitro antiviral activity of plant extracts from Asteraceae medicinal plants

Antifungal and new metabolites of Myrothecium sp. Z16, a fungus associated with white croaker Argyrosomus argentatus

Dereplication of macrocyclic trichothecenes from extracts of filamentous fungi through UV and NMR profiles

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