Medicinal Chemistry Research

, Volume 26, Issue 7, pp 1528–1534 | Cite as

Synthesis and anticancer properties of mono Mannich bases containing vanillin moiety

  • Mehtap Tugrak
  • Halise Inci Gul
  • Hiroshi Sakagami
  • Ebru Mete
Original Research


In this study, Mannich bases 28, 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.


Mannich 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.


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Copyright information

© Springer Science+Business Media New York 2017

Authors and Affiliations

  • Mehtap Tugrak
    • 1
  • Halise Inci Gul
    • 1
  • Hiroshi Sakagami
    • 2
  • Ebru Mete
    • 3
  1. 1.Department of Pharmaceutical ChemistryFaculty of Pharmacy, Ataturk UniversityErzurumTurkey
  2. 2.School of Dentistry, Division of PharmacologyMeikai UniversitySakadoJapan
  3. 3.Department of Organic ChemistryFaculty of Science, Ataturk UniversityErzurumTurkey

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