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/...
Main Authors: | , , , |
---|---|
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 |