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/...

Full description

Bibliographic Details
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/12124/1/15%20Imran%20Fakhar.pdf
_version_ 1796931620076257280
author Imran Fakhar,
Bohari Muhammad Yamin,
Sahilah Abdul Mutalib,
Siti Aishah Hasbullah,
author_facet Imran Fakhar,
Bohari Muhammad Yamin,
Sahilah Abdul Mutalib,
Siti Aishah Hasbullah,
author_sort Imran Fakhar,
collection UKM
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.
first_indexed 2024-03-06T04:20:39Z
format Article
id ukm.eprints-12124
institution Universiti Kebangsaan Malaysia
language English
last_indexed 2024-03-06T04:20:39Z
publishDate 2018
publisher Penerbit Universiti Kebangsaan Malaysia
record_format dspace
spelling ukm.eprints-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
spellingShingle Imran Fakhar,
Bohari Muhammad Yamin,
Sahilah Abdul Mutalib,
Siti Aishah Hasbullah,
Synthesis and binding behaviour of new isomers of bis-thiourea
title 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_short Synthesis and binding behaviour of new isomers of bis-thiourea
title_sort synthesis and binding behaviour of new isomers of bis thiourea
url http://journalarticle.ukm.my/12124/1/15%20Imran%20Fakhar.pdf
work_keys_str_mv AT imranfakhar synthesisandbindingbehaviourofnewisomersofbisthiourea
AT boharimuhammadyamin synthesisandbindingbehaviourofnewisomersofbisthiourea
AT sahilahabdulmutalib synthesisandbindingbehaviourofnewisomersofbisthiourea
AT sitiaishahhasbullah synthesisandbindingbehaviourofnewisomersofbisthiourea