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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

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