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  • Comparative study on the antioxidant and anti-Toxoplasma activities of vanillin and its resorcinarene derivative.

Comparative study on the antioxidant and anti-Toxoplasma activities of vanillin and its resorcinarene derivative.

Molecules (Basel, Switzerland) (2014-05-09)
Claudio B S Oliveira, Ywlliane S R Meurer, Marianne G Oliveira, Wendy M T Q Medeiros, Francisco O N Silva, Ana C F Brito, Daniel de L Pontes, Valter F Andrade-Neto
ABSTRACT

A resorcinarene derivative of vanillin, resvan, was synthesized and characterized by spectroscopic techniques. We measured the cytotoxicity (in vivo and in vitro), antioxidant and anti-Toxoplasma activities of vanillin and the resorcinarene compound. Here we show that vanillin has a dose-dependent behavior with IC50 of 645 µg/mL through an in vitro cytotoxicity assay. However, we could not observe any cytotoxic response at higher concentrations of resvan (IC50 > 2,000 µg/mL). The in vivo acute toxicity assays of vanillin and resvan exhibited a significant safety margin indicated by a lack of systemic and behavioral toxicity up to 300 mg/kg during the first 30 min, 24 h or 14 days after administration. The obtained derivative showed greater antioxidative activity (84.9%) when comparing to vanillin (19.4%) at 1,000 μg/mL. In addition, vanillin presents anti-Toxoplasma activity, while resvan does not show that feature. Our findings suggest that this particular derivative has an efficient antioxidant activity and a negligible cytotoxic effect, making it a potential target for further biological investigations.

MATERIALS
Product Number
Brand
Product Description

USP
Vanillin Melting Point Standard, United States Pharmacopeia (USP) Reference Standard
Supelco
Vanillin melting point standard, Pharmaceutical Secondary Standard; Certified Reference Material
Supelco
Mettler-Toledo Calibration substance ME 51143093, Vanillin, traceable to primary standards (LGC)
Supelco
Resorcinol, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
Sigma-Aldrich
Vanillin, tested according to Ph. Eur.
Sigma-Aldrich
Resorcinol, ≥98%, FG
Sigma-Aldrich
Resorcinol, ReagentPlus®, 99%
Sigma-Aldrich
Vanillin, ≥97%, FCC, FG
Sigma-Aldrich
Vanillin, ReagentPlus®, 99%
Sigma-Aldrich
Resorcinol, meets analytical specification of Ph. Eur., BP, 98.5-100.5% (calc. to the dried substance)
Sigma-Aldrich
Resorcinol, ACS reagent, ≥99.0%
Sigma-Aldrich
Vanillin, natural, ≥97%, FCC, FG
Sigma-Aldrich
Resorcinol, BioXtra, ≥99%
Vanillin, European Pharmacopoeia (EP) Reference Standard
Hymecromone impurity A, European Pharmacopoeia (EP) Reference Standard
Resorcinol, European Pharmacopoeia (EP) Reference Standard
Supelco
Vanillin, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
Supelco
Vanillin, Pharmaceutical Secondary Standard; Certified Reference Material
Sigma-Aldrich
1,1-Diphenyl-2-picrylhydrazine, 97%
Sigma-Aldrich
2,2-Diphenyl-1-picrylhydrazyl