Antiviral activity of seed extract from Citrus bergamia towards human retroviruses

Balestrieri, Emanuela; Pizzimenti, Francesco; Ferlazzo, Angelo; Giofrè, Salvatore V.; Iannazzo, Daniela; Piperno, Anna; Romeo, Roberto; Chiacchio, Maria Assunta; Mastino, Antonio; Macchi, Beatrice

doi:10.1016/j.bmc.2011.01.024

Cited by 62 publications

(34 citation statements)

References 32 publications

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“…Compounds 1-4 are the major CLs and 2 has also recently been found in the barks of Citrus genus [7,25] and in root bark of Dictamnus angustifolius [122,123]. When biological activities are considered, 2 shares the same profile of 1 ( Table 2) displaying comparable potencies in a range from five-fold lower to five-fold higher values than the ones shown by 1 [46,67,77]. Since 2 has higher MW, HA, and cLog P values than 1, the latter seems to be preferable as a lead compound (Figure 8).…”

Section: Nomilin (2mentioning

confidence: 80%

“…The unbalanced solubility profile of the latter may explain the relatively low number of studies on their respective biological activities which are hampered by difficult isolation from natural sources and poor pharmacokinetics. Analgesic [45], anticancer [46][47][48][49][50][51][52][53][54][55][56][57][58][59], anti-inflammatory [45,[60][61][62], antibacterial [63,64], antioxidant [4,65,66], antiviral [67], larvicidal [68,69] Anticancer [46,47,58,59,70], anti-hyperglycemic [71], anti-inflammatory [25,62], antioxidant [4,65,66], antiviral [67], larvicidal [68,69] …”

Section: Chemistry and Classificationsmentioning

confidence: 99%

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The Chemistry and Pharmacology of Citrus Limonoids

et al. 2016

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Citrus limonoids (CLs) are a group of highly oxygenated terpenoid secondary metabolites found mostly in the seeds, fruits and peel tissues of citrus fruits such as lemons, limes, oranges, pumellos, grapefruits, bergamots, and mandarins. Represented by limonin, the aglycones and glycosides of CLs have shown to display numerous pharmacological activities including anticancer, antimicrobial, antioxidant, antidiabetic and insecticidal among others. In this review, the chemistry and pharmacology of CLs are systematically scrutinised through the use of medicinal chemistry tools and structure-activity relationship approach. Synthetic derivatives and other structurally-related limonoids from other sources are include in the analysis. With the focus on literature in the past decade, the chemical classification of CLs, their physico-chemical properties as drugs, their biosynthesis and enzymatic modifications, possible ways of enhancing their biological activities through structural modifications, their ligand efficiency metrics and systematic graphical radar plot analysis to assess their developability as drugs are among those discussed in detail.

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Section: Nomilin (2mentioning

confidence: 80%

Section: Chemistry and Classificationsmentioning

confidence: 99%

The Chemistry and Pharmacology of Citrus Limonoids

et al. 2016

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“…27 Infection was carried on as previouslyb shown with some modification. 28 Briefly, 5 Â 10 5 CEM-GFP were infected with a volume of supernatant from HIV chronically infected H9 cells equivalent to 20 ng/mL of HIV p24, for 2 h in 100 ll CM in presence of 1000, 100, 10 and 1 lM concentration of compounds. Then medium was added and the cultures were incubaterd for 72 h. The inhibition was assessed on the basis of GFP expression in the different culture conditions.…”

Section: Biological Assaymentioning

confidence: 99%

Truncated phosphonated C-1′-branched N,O-nucleosides: A new class of antiviral agents

Romeo

Carnovale

Giofrè

et al. 2012

Bioorganic & Medicinal Chemistry

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a b s t r a c tTruncated phosphonated C-1 0 -branched N,O-nucleosides have been synthesized in good yields by 1,3-dipolar cycloaddition methodology, starting from N-methyl-C-(diethoxyphosphoryl)nitrone 7. Preliminary biological assays show that b-anomers are able to inhibit HIV in vitro infection at concentrations in the micromolar range. Higher SI values with respect to AZT indicated that the compounds were endowed with low cytotoxicity.

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“…Toxicity of the drugs was evaluated by inhibition of cell metabolic activity, measured by reduction of MTS (3-(4,5-dimethylthiazol-2-yl)-5-(3-carboxymethoxyphenyl)-2-(4-sulfophenyl)-2H tetrazolium) to formazan, using a commercial colorimetric as previously described. [9] The results were expressed as the drug concentration required to inhibit 50 % of the metabolic activity (CC50).Apoptosis was expressed as percentage of hypodiploid nuclei following staining with Propidium iodide (PI), and evaluation through cytofluorimetric analysis. [1][0] The results in Table 1, show that the compounds used at the concentration of 250 µM, variably induced in vitro cell death by apoptosis in U937 cells.…”

Section: Biological Assaysmentioning

confidence: 99%

Simple and efficient synthesis of benzofuran derivatives from tyrosol

Bovicelli

Bottaro

Sappino

et al. 2015

Synthetic Communications

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A convenient strategy for the preparation of compounds bearing the benzofuran skeleton starting from tyrosol, a phenol largely present in olive oil production waste, with no biological importance, is reported. A bromination/methoxylation sequence, already described for the synthetic transformation of natural occurring compounds, was exploited. Depending on the solvent used for the methoxylation reaction together with the presence of a 4-phenol moiety respect to the side chain, benzodihydrofurans or a benzofurans derivative can be obtained.

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Antiviral activity of seed extract from Citrus bergamia towards human retroviruses

Cited by 62 publications

References 32 publications

The Chemistry and Pharmacology of Citrus Limonoids

The Chemistry and Pharmacology of Citrus Limonoids

Truncated phosphonated C-1′-branched N,O-nucleosides: A new class of antiviral agents

Simple and efficient synthesis of benzofuran derivatives from tyrosol

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