Diorganotin (IV) derivative of 2-thiophene acetic acid: characterizations and biological activities of {[n-Bu2SnO2C–CH2–C4H3S]2O}2

New organotin (IV) derivatives of thiophene acetic acid have been prepared and characterized by IR, 1 H- and 13 C-NMR spectroscopic techniques. A single crystal of {[ n -Bu 2 SnO 2 C–CH 2 –C 4 H 3 S] 2 O} 2 has been synthesized and its cell parameters were measured. It crystallizes in the monoclinic...

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Veröffentlicht in:Medicinal chemistry research 2012-11, Vol.21 (11), p.3607-3614
Hauptverfasser: Ettouhami, Abdelkader, Yahyi, Abderrahman, El Mejdoubi, Abdellah, El Bali, Brahim, Siddiq, Sadia, Noureen, Sagufta, Marasini, Bishnu P., Khan, Ajmal, Rasheed, Saima, Choudhary, M. Iqbal
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Sprache:eng
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Zusammenfassung:New organotin (IV) derivatives of thiophene acetic acid have been prepared and characterized by IR, 1 H- and 13 C-NMR spectroscopic techniques. A single crystal of {[ n -Bu 2 SnO 2 C–CH 2 –C 4 H 3 S] 2 O} 2 has been synthesized and its cell parameters were measured. It crystallizes in the monoclinic system ( P 2 1 ) [ a  = 15.1337(7), b  = 12.2587(5), c  = 18.8766(9), and β = 105.811(5)°]. The compound showed selective inhibitory effect against β-glucuronidase enzyme (IC 50 3.1 ± 0.1 μM), which is more potent than our standard, d -saccharic acid 1,4-lactone (IC 50 48.4 ± 1.3 μM). Also, it exhibited immunomodulatory activity, and cytotoxicity against PC-3 cell line (IC 50  = 16.9 ± 1.3 μM, and 1.2 ± 0.1 μM, respectively), which are close to the standards ibuprofen (IC 50 11.8 ± 1.8 μM), and doxorubicin (IC 50 0.9 ± 0.1 μM), respectively. This compound did not show any significant inhibition for other biological test such as α-chymotrypsin, urease, phosphodiesterase enzymes, and antiglycation activity.
ISSN:1054-2523
1554-8120
DOI:10.1007/s00044-011-9916-6