Synthesis and molecular docking of 2,4,5-trisubstituted- 1,3-thiazole derivatives as antibacterial agents = Sintesis dan penyatuan molekul terbitan 1,3-tiazol berpenggantian-2,4,5 sebagai agen antibakteria
The emergence of antibiotic resistance against bacterial strains has attracted great interest in the discovery and development of new antibacterial agents. Thiazole derivatives have been widely used in the biological as well as pharmacological fields and their efficiency as pharmaceutical drugs are...
| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
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Malaysian Analytical Sciences Society
2019
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| Subjects: | |
| Online Access: | http://irep.iium.edu.my/78067/ http://irep.iium.edu.my/78067/ http://irep.iium.edu.my/78067/1/Iswatun%20et%20al.pdf |
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iium-78067 |
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| recordtype |
eprints |
| repository_type |
Digital Repository |
| institution_category |
Local University |
| institution |
International Islamic University Malaysia |
| building |
IIUM Repository |
| collection |
Online Access |
| language |
English |
| topic |
QD Chemistry |
| spellingShingle |
QD Chemistry Abdullah Ripain, Iswatun Hasanah Roslan, Norashikin Norshahimi, Nurul Shazana Mohamed Salleh, Siti Salwa Ngah, Nurziana Muhamad Bunnori, Noraslinda Synthesis and molecular docking of 2,4,5-trisubstituted- 1,3-thiazole derivatives as antibacterial agents = Sintesis dan penyatuan molekul terbitan 1,3-tiazol berpenggantian-2,4,5 sebagai agen antibakteria |
| description |
The emergence of antibiotic resistance against bacterial strains has attracted great interest in the discovery and development of new antibacterial agents. Thiazole derivatives have been widely used in the biological as well as pharmacological fields and their efficiency as pharmaceutical drugs are well established. In this study, a series of thiazole derivatives were synthesized in reaction between 3-chloroacetyl acetone and ammonium thiocyanate followed by incorporating selected amines in one-pot synthesis manner. The compounds were structurally characterized by Fourier Transform Infrared (FTIR), Proton Nuclear Magnetic Resonance (1H NMR), Ultraviolet-Visible (UV-Vis) and Gas Chromatography-Mass Spectrometry (GC-MS). Their antibacterial properties were screened using disc diffusion technique against selected Gram-positive (Bacillus cereus and Staphylococcus epidermidis) as well as Gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa) with T3 exhibited the most potent antibacterial activity. Molecular docking studies were also performed against Glucosamine-6-phosphate (GlcN-6-P) synthase which is known as the essential building block of most bacteria. The docking result displayed that T3 exhibited the minimum binding energy of -7.09 kcal mol-1 as compared to T1 and T2 with -6.49 and -6.76 kcal mol-1, respectively which is in agreement with antibacterial result. The output of this preliminary study will contribute in structural enhancement in drug discovery.
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Kewujudan rintangan terhadap bakteria telah menarik minat dalam penemuan dan perkembangan agen antibakteria yang terkini.
Terbitan tiazol telah digunakan dengan meluas dalam bidang biologi dan farmakologi di mana keberkesanannya sebagai ubat
farmaseutikal telah ditemui. Dalam kajian ini, terbitan tiazol telah disintesis dengan menindakbalaskan α-haloketon (3-kloroasetil
aseton), ammonium tiosianat dan beberapa sebatian amina terpilih secara sintesis satu pot. Produk tindak balas yang terhasil
telah dicirikan dengan Transformasi Fourier-Inframerah (FTIR), Proton Resonans Magnet Nukleus (1H NMR), UltralembayungSinar Nampak (UV-Vis) serta Kromatografi Gas-Spektrometer Jisim (GC-MS). Sifat antibakteria sebatian ini telah disaring
menggunakan teknik serapan cakera terhadap bakteria Gram-positif (Bacillus cereus dan Staphylococcus epidermidis) dan
Gram-negatif (Escherichia coli dan Pseudomonas aeruginosa) dengan T3 menunjukkan aktiviti antibakteria yang paling
berkesan. Penyatuan molekul telah dilakukan terhadap enzim Glukosamina-6-fosfat sintase (GlcN-6-P) yang merupakan unsur
binaan penting bagi kebanyakan bakteria. Merujuk kepada keputusan penyatuan molekul, T3 menunjukkan tenaga pengikatan
yang paling minima iaitu -7.09 kcal mol-1
berbanding T1 dan T2 masing-masing pada -6.49 dan -6.76 kcal mol-1
, menunjukkan
nilai-nilai ini bersetuju dengan keputusan saringan antibakteria. Keputusan kajian awal ini akan menyumbang kepada
penambahbaikan struktur untuk penghasilan ubat. |
| format |
Article |
| author |
Abdullah Ripain, Iswatun Hasanah Roslan, Norashikin Norshahimi, Nurul Shazana Mohamed Salleh, Siti Salwa Ngah, Nurziana Muhamad Bunnori, Noraslinda |
| author_facet |
Abdullah Ripain, Iswatun Hasanah Roslan, Norashikin Norshahimi, Nurul Shazana Mohamed Salleh, Siti Salwa Ngah, Nurziana Muhamad Bunnori, Noraslinda |
| author_sort |
Abdullah Ripain, Iswatun Hasanah |
| title |
Synthesis and molecular docking of 2,4,5-trisubstituted- 1,3-thiazole derivatives as antibacterial agents = Sintesis dan penyatuan molekul terbitan 1,3-tiazol berpenggantian-2,4,5 sebagai agen antibakteria |
| title_short |
Synthesis and molecular docking of 2,4,5-trisubstituted- 1,3-thiazole derivatives as antibacterial agents = Sintesis dan penyatuan molekul terbitan 1,3-tiazol berpenggantian-2,4,5 sebagai agen antibakteria |
| title_full |
Synthesis and molecular docking of 2,4,5-trisubstituted- 1,3-thiazole derivatives as antibacterial agents = Sintesis dan penyatuan molekul terbitan 1,3-tiazol berpenggantian-2,4,5 sebagai agen antibakteria |
| title_fullStr |
Synthesis and molecular docking of 2,4,5-trisubstituted- 1,3-thiazole derivatives as antibacterial agents = Sintesis dan penyatuan molekul terbitan 1,3-tiazol berpenggantian-2,4,5 sebagai agen antibakteria |
| title_full_unstemmed |
Synthesis and molecular docking of 2,4,5-trisubstituted- 1,3-thiazole derivatives as antibacterial agents = Sintesis dan penyatuan molekul terbitan 1,3-tiazol berpenggantian-2,4,5 sebagai agen antibakteria |
| title_sort |
synthesis and molecular docking of 2,4,5-trisubstituted- 1,3-thiazole derivatives as antibacterial agents = sintesis dan penyatuan molekul terbitan 1,3-tiazol berpenggantian-2,4,5 sebagai agen antibakteria |
| publisher |
Malaysian Analytical Sciences Society |
| publishDate |
2019 |
| url |
http://irep.iium.edu.my/78067/ http://irep.iium.edu.my/78067/ http://irep.iium.edu.my/78067/1/Iswatun%20et%20al.pdf |
| first_indexed |
2023-09-18T21:50:02Z |
| last_indexed |
2023-09-18T21:50:02Z |
| _version_ |
1777413707423285248 |
| spelling |
iium-780672020-01-29T03:13:44Z http://irep.iium.edu.my/78067/ Synthesis and molecular docking of 2,4,5-trisubstituted- 1,3-thiazole derivatives as antibacterial agents = Sintesis dan penyatuan molekul terbitan 1,3-tiazol berpenggantian-2,4,5 sebagai agen antibakteria Abdullah Ripain, Iswatun Hasanah Roslan, Norashikin Norshahimi, Nurul Shazana Mohamed Salleh, Siti Salwa Ngah, Nurziana Muhamad Bunnori, Noraslinda QD Chemistry The emergence of antibiotic resistance against bacterial strains has attracted great interest in the discovery and development of new antibacterial agents. Thiazole derivatives have been widely used in the biological as well as pharmacological fields and their efficiency as pharmaceutical drugs are well established. In this study, a series of thiazole derivatives were synthesized in reaction between 3-chloroacetyl acetone and ammonium thiocyanate followed by incorporating selected amines in one-pot synthesis manner. The compounds were structurally characterized by Fourier Transform Infrared (FTIR), Proton Nuclear Magnetic Resonance (1H NMR), Ultraviolet-Visible (UV-Vis) and Gas Chromatography-Mass Spectrometry (GC-MS). Their antibacterial properties were screened using disc diffusion technique against selected Gram-positive (Bacillus cereus and Staphylococcus epidermidis) as well as Gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa) with T3 exhibited the most potent antibacterial activity. Molecular docking studies were also performed against Glucosamine-6-phosphate (GlcN-6-P) synthase which is known as the essential building block of most bacteria. The docking result displayed that T3 exhibited the minimum binding energy of -7.09 kcal mol-1 as compared to T1 and T2 with -6.49 and -6.76 kcal mol-1, respectively which is in agreement with antibacterial result. The output of this preliminary study will contribute in structural enhancement in drug discovery. *********************************************************************************************************************************** Kewujudan rintangan terhadap bakteria telah menarik minat dalam penemuan dan perkembangan agen antibakteria yang terkini. Terbitan tiazol telah digunakan dengan meluas dalam bidang biologi dan farmakologi di mana keberkesanannya sebagai ubat farmaseutikal telah ditemui. Dalam kajian ini, terbitan tiazol telah disintesis dengan menindakbalaskan α-haloketon (3-kloroasetil aseton), ammonium tiosianat dan beberapa sebatian amina terpilih secara sintesis satu pot. Produk tindak balas yang terhasil telah dicirikan dengan Transformasi Fourier-Inframerah (FTIR), Proton Resonans Magnet Nukleus (1H NMR), UltralembayungSinar Nampak (UV-Vis) serta Kromatografi Gas-Spektrometer Jisim (GC-MS). Sifat antibakteria sebatian ini telah disaring menggunakan teknik serapan cakera terhadap bakteria Gram-positif (Bacillus cereus dan Staphylococcus epidermidis) dan Gram-negatif (Escherichia coli dan Pseudomonas aeruginosa) dengan T3 menunjukkan aktiviti antibakteria yang paling berkesan. Penyatuan molekul telah dilakukan terhadap enzim Glukosamina-6-fosfat sintase (GlcN-6-P) yang merupakan unsur binaan penting bagi kebanyakan bakteria. Merujuk kepada keputusan penyatuan molekul, T3 menunjukkan tenaga pengikatan yang paling minima iaitu -7.09 kcal mol-1 berbanding T1 dan T2 masing-masing pada -6.49 dan -6.76 kcal mol-1 , menunjukkan nilai-nilai ini bersetuju dengan keputusan saringan antibakteria. Keputusan kajian awal ini akan menyumbang kepada penambahbaikan struktur untuk penghasilan ubat. Malaysian Analytical Sciences Society 2019-04 Article PeerReviewed application/pdf en http://irep.iium.edu.my/78067/1/Iswatun%20et%20al.pdf Abdullah Ripain, Iswatun Hasanah and Roslan, Norashikin and Norshahimi, Nurul Shazana and Mohamed Salleh, Siti Salwa and Ngah, Nurziana and Muhamad Bunnori, Noraslinda (2019) Synthesis and molecular docking of 2,4,5-trisubstituted- 1,3-thiazole derivatives as antibacterial agents = Sintesis dan penyatuan molekul terbitan 1,3-tiazol berpenggantian-2,4,5 sebagai agen antibakteria. Malaysian Journal of Analytical Sciences, 23 (2). pp. 237-246. ISSN 1394-2507 http://www.ukm.my/mjas/v23_n2/pdf/Iswatun_23_2_8.pdf |