., Pudjono
Faculty of Pharmacy, Universitas Gajdah Mada. Yogyakarta, Indonesia.

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Synthesis of 2,5-bis-(4’-hydroxybenzylidene) cyclopentanone and 2,5-bis-(4’-chlorobenzylidene) cyclopentanone compounds and antiproliferative tests to HeLa cells ., Pudjono; ., Sismindari; Widada, Hari
Indonesian Journal of Pharmacy Vol 19 No 1, 2008
Publisher : Faculty of Pharmacy Universitas Gadjah Mada, Yogyakarta, Skip Utara, 55281, Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (415.139 KB) | DOI: 10.14499/indonesianjpharm0iss0pp48-55

Abstract

2,5- bis - ( 4’-hydroxy-3’- methoxybenzylidene ) cyclopentanone com- pound was know have cytotoxic activity to Mieloma , Raji and HeLa cells better than curcumin. In effort to discovered new compound which have cytotoxic activity, it necessery to modify this compound by changing some group on it with lossing methoxy group, so was yielded two compounds, there were 2,5- bis - ( 4’-hydroxy benzylidene) cyclopentanone and 2,5-bis – ( 4-chlorobenzylidene ) cyclopentanone. The synthesis was done by reaction between 4-hydroxyand 4-chlorobenzaldehydes and cyclopentanone through Claisen-Schmidt condensation reaction catalyzed by sulfuric acid with methanol and 2-butanol as solven. The structure of product was characterized by spectra of Infrared and Massspectroscopy, then anti proliferation activity to HeLa cells counted base on IC50 values The results showed that 2,5- bis -(4’-hydroxy benzylidene) cyclopentanone (IC50 value : 0.656 mM) have higher toxicity than 2,5- bis -(4’-chlorobenzylidene) cyclopentanone (IC50value : 5.376 mM).Key words : Claisen-Schmidt condensation; 2,5- bis -(4’-hydroxy benzylidene) cyclopentanone; 2,5- bis -(4’-chloro-benzylidene) cyclopentanone; anti proliferative; HeLa cell.