Synthesis, chemical characterization and biological screening for cytotoxicity and antitumor activity of organotin (IV) derivatives of 3,4-methylenedioxy 6-nitrophenylpropenoic acid.
A series of mono-, di- and triorganotin compounds with general formulae [RSnL(2)Cl], R = Bu (compound 3), [R(2)SnL(2)], where R = Me, Et, Bu, Oct (compounds 1, 2, 4 and 6) and [R(3)SnL], where R = Bu, Cy and Ph (compounds 5, 7 and 8) and where L = 3,4-methylenedioxy-6-nitrophenylpropenoic acid have been prepared and characterized by elemental analysis, multinuclear ((1)H-, (13)C- and (119)Sn-) NMR and mass spectrometry. The ligand and its respective organotin complexes were screened for cytotoxicity using the brine shrimp lethality assay and for antitumor activity using the crown gall tumor inhibition (potato disc) assay. The bioassay results support the conclusion that the biological activities of these synthetic compounds are in the following order: [RSnL(2)Cl] < [R(2)SnL(2)] < [R(3)SnL].
Ahmad
Muhammad Sheeraz
MS
Department of Biochemistry, Faculty of Biological Sciences, Quaid-i-Azam University, Islamabad, Pakistan. sheeraz_qau@yahoo.com
Hussain
Mukhtiar
M
Hanif
Muhammad
M
Ali
Saqib
S
Mirza
Bushra
B
D000818:Animals; D001156:Artemia / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor / Q000379:methods*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D009574:Nitro Compounds / Q000737:chemistry*; D009578:Nitrobenzenes; D009947:Organotin Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D010941:Plant Tumors; D011422:Propionates / Q000737:chemistry*; D013329:Structure-Activity Relationship
C525001:3,4-methylenedioxy 6-nitrophenylpropenoic acid; D009574:Nitro Compounds; D009578:Nitrobenzenes; D009947:Organotin Compounds; D011422:Propionates