title: Synthesis and In vitro cytotoxic activity evaluation of (E)-16-(substituted benzylidene) derivatives of dehydroepiandrosterone.
abstract: OBJECTIVE
  Modified androsterone derivatives are class of steroidal compounds with potential anticancer properties. Various steroidal derivatives containing substitution at position 16 have shown diversified pharmacological activities. In the present study, a new series of cytotoxic 16-(substituted benzylidene) derivatives of dehydroepiandrosterone (DHEA) were synthesized and evaluated against three different cancer cell lines.
  
  
  METHODS
  The cytotoxic 16-(substituted benzylidene) derivatives of DHEA were synthesized via aldol condensation of DHEA with corresponding benzaldehyde derivatives. The cytotoxic activity of synthesized derivatives was evaluated against three different cancer cells including KB, T47D and SK-N-MC cell lines by MTT reduction colorimetric assay.
  
  
  RESULTS
  The results indicated that 16-(substituted benzylidene) derivatives of DHEA could be served as a potent anti-cancer agent. The 3-cholro benzylidene derivatives of DHEA was the most potent synthesized derivative especially against KB and T47D cell lines (IC50 values were 0.6 and 1.7 μM; respectively).
  
  
  CONCLUSIONS
  The cytotoxic potential of novel benzylidene derivatives of DHEA is mainly attributed to the position and nature of the substituted group on the benzylidene pendant.
authors: Department of Medicinal Chemistry, Faculty of Pharmacy & Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, Iran. aforoumadi@yahoo.com.
authors: Mohsen
authors: M
authors: Vosooghi
authors: Hoda
authors: H
authors: Yahyavi
authors: Kouros
authors: K
authors: Divsalar
authors: Hashem
authors: H
authors: Shamsa
authors: Asma
authors: A
authors: Kheirollahi
authors: Maliheh
authors: M
authors: Safavi
authors: Sussan Kabudanian
authors: SK
authors: Ardestani
authors: Sareh
authors: S
authors: Sadeghi-Neshat
authors: Negar
authors: N
authors: Mohammadhosseini
authors: Najmeh
authors: N
authors: Edraki
authors: Mehdi
authors: M
authors: Khoshneviszadeh
authors: Abbas
authors: A
authors: Shafiee
authors: Alireza
authors: A
authors: Foroumadi
references: Cardiovasc Res. 2002 Feb 15;53(3):688-708
references: 11861040
references: Steroids. 2007 Jun;72(6-7):573-9
references: 17485104
references: Life Sci. 2002 Mar 15;70(17):1979-88
references: 12148690
references: Bioorg Chem. 2012 Dec;45:36-40
references: 23064126
references: Steroids. 2002 Nov;67(12):953-66
references: 12398992
references: Daru. 2013 Apr 12;21(1):31
references: 23587260
references: Psychoneuroendocrinology. 2009 Dec;34 Suppl 1:S169-77
references: 19577851
references: Steroids. 2011 Dec 20;76(14):1615-20
references: 22027219
references: Pharm Biol. 2012 Dec;50(12):1551-60
references: 22984888
references: Daru. 2012 Oct 22;20(1):64
references: 23351306
references: Cancer Res. 2005 May 1;65(9):3911-9
references: 15867391
references: Cancer Res. 2006 Feb 15;66(4):2476-82
references: 16489055
references: Steroids. 2012 Sep;77(11):1113-22
references: 22801351
references: Steroids. 2008 Mar;73(3):370-4
references: 18166206
references: Steroids. 2012 Oct;77(12):1267-90
references: 22910289
references: Arch Pharm Res. 2012 Dec;35(12):2117-25
references: 23263805
references: Daru. 2012 Dec 26;20(1):100
references: 23351304
references: J Steroid Biochem Mol Biol. 2000 Jul-Aug;73(5):225-35
references: 11070351
references: Chem Pharm Bull (Tokyo). 2011;59(3):327-31
references: 21372413
references: Eur J Med Chem. 2012 Dec;58:573-80
references: 23174316
references: Steroids. 2010 Dec;75(12):859-69
references: 20493894
references: Arch Pharm Res. 2012 Sep;35(9):1573-82
references: 23054714
references: J Immunol Methods. 1983 Dec 16;65(1-2):55-63
references: 6606682
references: Steroids. 2007 Jan;72(1):71-84
references: 17157339
references: Autoimmun Rev. 2009 Mar;8(5):369-72
references: 19071234
references: Steroids. 2012 May;77(6):621-9
references: 22366075
references: Arzneimittelforschung. 2004;54(9):551-6
references: 15500202
references: J Steroid Biochem Mol Biol. 2006 Apr;99(1):50-8
references: 16524719
references: J Steroid Biochem Mol Biol. 2012 Oct;132(1-2):93-104
references: 22449547
references: Bioorg Med Chem Lett. 2010 Dec 15;20(24):7372-5
references: 21036611
references: Steroids. 2011 Nov;76(12):1358-62
references: 21771607
references: Steroids. 2007 Jun;72(6-7):475-508
references: 17499322
references: Daru. 2013 Feb 27;21(1):15
references: 23445881
references: Eur J Med Chem. 2012 Apr;50:113-23
references: 22341788
references: Steroids. 2012 Apr;77(5):558-65
references: 22342468