Synthesis and anticancer properties of mono Mannich bases containing vanillin moiety

In this study, Mannich bases 2 – 8 , 2-(3-or-5-aminomethyl-4-hydroxy-3-or-5-methoxybenzylidene)indan-1-one, were designed and synthesized starting from 2-(4-hydroxy-3-methoxybenzylidene)indan-1-one, 1 . Synthesized compounds were tested against several tumor cell lines and non-tumor cells to evaluat...

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Bibliographic Details
Published in:Medicinal chemistry research 2017-07, Vol.26 (7), p.1528-1534
Main Authors: Tugrak, Mehtap, Gul, Halise Inci, Sakagami, Hiroshi, Mete, Ebru
Format: Article
Language:English
Subjects:
Anticancer properties
Biochemistry
Biomedical and Life Sciences
Biomedicine
Cell Biology
Cytotoxicity
Hypotheses
Original Research
Pharmacology/Toxicology
Selectivity
Synthesis
Toxicity testing
Tumor cell lines
Tumor cells
Vanillin
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Summary:In this study, Mannich bases 2 – 8 , 2-(3-or-5-aminomethyl-4-hydroxy-3-or-5-methoxybenzylidene)indan-1-one, were designed and synthesized starting from 2-(4-hydroxy-3-methoxybenzylidene)indan-1-one, 1 . Synthesized compounds were tested against several tumor cell lines and non-tumor cells to evaluate the cytotoxicities of the compounds and to test whether the sequential cytotoxicity hypothesis works on the studied compounds. The data obtained from cytotoxicity tests pointed out that sequential cytotoxicity hypothesis worked on compounds 3 and 4 since they had higher potency selectivity expression values. The leader compound of the present study is compound 4 , 2-(3-dipropylaminomethyl-4-hydroxy-5-methoxy-benzylidene)-indan-1-one, since it has the highest potency selectivity expression value among the compounds studied. This molecule can be the leader compound for further studies and designes.
ISSN:1054-2523
1554-8120
DOI:10.1007/s00044-017-1833-x