Synthesis and binding behaviour of new isomers of bis-thiourea

The two new symmetrical bis-thiourea compounds, 2,2’-[{(terephthaloylbis(azanediyl)bis (carbonothioyl)bis(azanediyl)}bis(4-methylpentanoicacid)] 1A and 2,2’-[{(isophthaloylbis (azanediyl)bis(carbonothioyl)bis(azanediyl)}bis(4-methylpentanoic acid)] 1B have been synthesized by reacting terephthaloyl/...

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Main Authors: Imran Fakhar, Bohari Muhammad Yamin, Sahilah Abdul Mutalib, Siti Aishah Hasbullah
Format: Article
Language:English
Published: Penerbit Universiti Kebangsaan Malaysia 2018
Online Access:http://journalarticle.ukm.my/12124/
http://journalarticle.ukm.my/12124/
http://journalarticle.ukm.my/12124/1/15%20Imran%20Fakhar.pdf
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spelling ukm-121242018-09-28T22:38:29Z http://journalarticle.ukm.my/12124/ Synthesis and binding behaviour of new isomers of bis-thiourea Imran Fakhar, Bohari Muhammad Yamin, Sahilah Abdul Mutalib, Siti Aishah Hasbullah, The two new symmetrical bis-thiourea compounds, 2,2’-[{(terephthaloylbis(azanediyl)bis (carbonothioyl)bis(azanediyl)}bis(4-methylpentanoicacid)] 1A and 2,2’-[{(isophthaloylbis (azanediyl)bis(carbonothioyl)bis(azanediyl)}bis(4-methylpentanoic acid)] 1B have been synthesized by reacting terephthaloyl/isophthaloyl chloride and L-leucine in high yields. Newly synthesized bis-thiourea derivatives were characterized using FTIR, 1D NMR, 2D NMR, MS spectrometry and Elemental analysis. Their binding properties with various cations were also carried out using UV-vis titration experiments. Both isomers exhibited effective binding against Ag+, Cu2+, Ni2+, Hg2+, Pb2+, Fe2+, and Fe3+ in the presence of other cations, such as Na+, Co2+, Cd2+, Zn2+, Mn2+, Mg2+, Ca2+, Sn2+, and Al3+. Stoichiometries of the host-guest complexation for both isomers were found to be 1:4 by plotting molar-ratio curves. Pearson Product moment correlation coefficient was in the range of 0.83-0.99 and nonlinear regression equation was used to calculate dissociation constant (Kd). Both compounds displayed weak antibacterial activities against gram-positive and gram negative bacteria. Cytotoxicity testing on CCD841 Normal human colon epithelial cell line showed that both compounds are non-toxic, with an IC50 value of 1.50 mg/mL. Penerbit Universiti Kebangsaan Malaysia 2018-06 Article PeerReviewed application/pdf en http://journalarticle.ukm.my/12124/1/15%20Imran%20Fakhar.pdf Imran Fakhar, and Bohari Muhammad Yamin, and Sahilah Abdul Mutalib, and Siti Aishah Hasbullah, (2018) Synthesis and binding behaviour of new isomers of bis-thiourea. Sains Malaysiana, 47 (6). pp. 1199-1208. ISSN 0126-6039 http://www.ukm.my/jsm/malay_journals/jilid47bil6_2018/KandunganJilid47Bil6_2018.html
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language English
description The two new symmetrical bis-thiourea compounds, 2,2’-[{(terephthaloylbis(azanediyl)bis (carbonothioyl)bis(azanediyl)}bis(4-methylpentanoicacid)] 1A and 2,2’-[{(isophthaloylbis (azanediyl)bis(carbonothioyl)bis(azanediyl)}bis(4-methylpentanoic acid)] 1B have been synthesized by reacting terephthaloyl/isophthaloyl chloride and L-leucine in high yields. Newly synthesized bis-thiourea derivatives were characterized using FTIR, 1D NMR, 2D NMR, MS spectrometry and Elemental analysis. Their binding properties with various cations were also carried out using UV-vis titration experiments. Both isomers exhibited effective binding against Ag+, Cu2+, Ni2+, Hg2+, Pb2+, Fe2+, and Fe3+ in the presence of other cations, such as Na+, Co2+, Cd2+, Zn2+, Mn2+, Mg2+, Ca2+, Sn2+, and Al3+. Stoichiometries of the host-guest complexation for both isomers were found to be 1:4 by plotting molar-ratio curves. Pearson Product moment correlation coefficient was in the range of 0.83-0.99 and nonlinear regression equation was used to calculate dissociation constant (Kd). Both compounds displayed weak antibacterial activities against gram-positive and gram negative bacteria. Cytotoxicity testing on CCD841 Normal human colon epithelial cell line showed that both compounds are non-toxic, with an IC50 value of 1.50 mg/mL.
format Article
author Imran Fakhar,
Bohari Muhammad Yamin,
Sahilah Abdul Mutalib,
Siti Aishah Hasbullah,
spellingShingle Imran Fakhar,
Bohari Muhammad Yamin,
Sahilah Abdul Mutalib,
Siti Aishah Hasbullah,
Synthesis and binding behaviour of new isomers of bis-thiourea
author_facet Imran Fakhar,
Bohari Muhammad Yamin,
Sahilah Abdul Mutalib,
Siti Aishah Hasbullah,
author_sort Imran Fakhar,
title Synthesis and binding behaviour of new isomers of bis-thiourea
title_short Synthesis and binding behaviour of new isomers of bis-thiourea
title_full Synthesis and binding behaviour of new isomers of bis-thiourea
title_fullStr Synthesis and binding behaviour of new isomers of bis-thiourea
title_full_unstemmed Synthesis and binding behaviour of new isomers of bis-thiourea
title_sort synthesis and binding behaviour of new isomers of bis-thiourea
publisher Penerbit Universiti Kebangsaan Malaysia
publishDate 2018
url http://journalarticle.ukm.my/12124/
http://journalarticle.ukm.my/12124/
http://journalarticle.ukm.my/12124/1/15%20Imran%20Fakhar.pdf
first_indexed 2023-09-18T20:01:54Z
last_indexed 2023-09-18T20:01:54Z
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