Synthesis and anticancer properties of mono Mannich bases containing vanillin moiety
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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.
KeywordsMannich bases Cytotoxicity Vanillin Methoxy group Selectivity
This research work was supported by Ataturk University Research Found (Project No. BAP: 2011/289, 2012/75), Turkey.
Compliance with ethical standards
Conflict of interest
The authors declare that they have no competing interests.
- Gul HI, Gul M, Hanninen O (2002) Cytotoxic activities of some mono and bis Mannich bases derived from acetophenone in brine shrimp bioassay. Arzneimittelforschung Drug Res 52:840–843Google Scholar
- Gul M, Gul HI, Das U, Hanninen O (2005c) Biological evaluation and structure-activity relationships of bis-(3-aryl-3-oxo-propyl)-methylamine hydrochlorides and 4-aryl-3-arylcarbonyl-1-methyl-4-piperidinol hydrochlorides as potential cytotoxic agents and their alkylating ability towards cellular glutathione in human leukemic T cells. Arzneimittelforschung 55:332–337PubMedGoogle Scholar
- Motohashi N, Wakabayashi H, Kurihara T, Fukushima H, Yamada T, Kawase M, Sohara Y, Tani S, Shirataki Y, Sakagami H, Satoh K, Nakashima H, Molnar A, Spengler G, Gyemant N, Ugocsai K, Molnar J (2004) Biological activity of barbados cherry (acerola fruits, fruit of Malpighia emarginata DC) extracts and fractions. Phytother Res 18:212–223CrossRefPubMedGoogle Scholar
- Pradeep PS, Shrungesh Kumar TO, Prashantha N, Mahadevan KM (2015) Synthesis, in vitro antibacterial, toxicity and molecular docking anticancer activity of novel N-[(2-chloroquinolin-3-yl) methylidene]-2-aniline Schiff Bases. Int J Curr Pharm Res 7:37–46Google Scholar