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  • Synthesis and antioxidant activity of thymol and carvacrol based Schiff bases.

Synthesis and antioxidant activity of thymol and carvacrol based Schiff bases.

Bioorganic & medicinal chemistry letters (2013-01-01)
Beena, Deepak Kumar, Diwan S Rawat
ABSTRACT

Thymol and carvacrol are well known antioxidants found in the extract of the plants of thyme species. The Schiff bases of 2-iso-propyl-5-methyl-phenol (thymol/1a), 2-tert-butyl-5-methyl-phenol (1b) and 5-iso-propyl-2-methyl-phenol (carvacrol/1c) exhibited much better antioxidant activity than thymol and carvacrol in DPPH assay. Ten compounds (4k, 4l, 4r, 5k, 5l, 5q, 5r, 6k, 6l and 6r) showed better or similar activity as compared to the reference compound ascorbic acid. Twenty-four most active compounds were also screened by ABTS method and showed 60-90% inhibition at 5 μg/mL concentration.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Carvacrol, 98%
Sigma-Aldrich
Carvacrol, natural, 99%, FG
Sigma-Aldrich
Carvacrol, ≥98%, FCC, FG
Supelco
Carvacrol, analytical standard
Supelco
Thymol, analytical standard
Supelco
Thymol, Pharmaceutical Secondary Standard; Certified Reference Material
Thymol, European Pharmacopoeia (EP) Reference Standard
Sigma-Aldrich
Thymol, FCC, FG
Sigma-Aldrich
Thymol, ≥98.5%
Sigma-Aldrich
Thymol, meets analytical specification of Ph. Eur., BP, NF, 99-101%