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Synthesis and cytotoxic activity of N-substituted thiosemicarbazones of 3-(3,4-methylenedioxy)phenylpropanal
Ist Teil von
Farmaco (Società chimica italiana : 1989), 1998-03, Vol.53 (3), p.241-243
Ort / Verlag
Lausanne: Elsevier SAS
Erscheinungsjahr
1998
Quelle
MEDLINE
Beschreibungen/Notizen
Five new
N-substituted thiosemicarbazones of 3-(3,4-methylenedioxy)phenylpropanal were synthesized. Safrole, a natural product obtained from sassafras oil (
Ocotea pretiosa), was oxidized to alcohol using BH
3-THF and H
2O
2, followed by oxidation to aldehyde using pyridinium dichromate (PDC) and condensation with five
N-substituted derivatives of thiosemicarbazide. Tests were performed to evaluate the cytotoxic activity with continuous chain KB cells (epidermoide carcinoma of the floor of the mouth). Compounds
5 and
6 showed IC
50 values of 1.5 and 4.6 μg/ml, respectively.