Synthesis, characterization and bio-activity of S-2-picolyldithiocarbazate (S2PDTC), some of its Schiff bases and their Ni(II) complexes and X-ray structure of S-2-picolyl-β-N-(2-acetylpyrrole)dithiocarbazate
A new dithiocarbazate ligand, S-2-picolyldithiocarbazate (S2PDTC) was synthesized using 2-picolylchloride hydrochloride. Tridentate Schiff bases were prepared by condensation of S-2-picolyldithiocarbazate (S2PDTC) with pyridine-2-carboxaldehyde (NNS′), 2-acetylpyrrole (NNS″) and 2-acetylthiophene (N...
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| Format: | Article |
| Language: | English |
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Elsevier
2004
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| Online Access: | http://psasir.upm.edu.my/id/eprint/24972/ http://psasir.upm.edu.my/id/eprint/24972/1/Synthesis%2C%20characterization%20and%20bio-activity%20of%20S-2-picolyldithiocarbazate%20%28S2PDTC%29%2C%20some%20of%20its%20Schiff%20bases%20and%20their%20Ni%28II%29%20complexes%20and%20X-ray%20structure%20of%20S-2-picolyl-%CE%B2-N-%282-acetylpyrrole%29dithiocarbazate.pdf |
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| author | Crouse, Karen Anne Chew, Kar Beng Tarafder, Md. Tofazzal Hossain Kasbollah, Azahari Ali, Abdul Manaf Mohd Yamin, Bohari Fun, Hoong Kun |
| author_facet | Crouse, Karen Anne Chew, Kar Beng Tarafder, Md. Tofazzal Hossain Kasbollah, Azahari Ali, Abdul Manaf Mohd Yamin, Bohari Fun, Hoong Kun |
| author_sort | Crouse, Karen Anne |
| building | UPM Institutional Repository |
| collection | Online Access |
| description | A new dithiocarbazate ligand, S-2-picolyldithiocarbazate (S2PDTC) was synthesized using 2-picolylchloride hydrochloride. Tridentate Schiff bases were prepared by condensation of S-2-picolyldithiocarbazate (S2PDTC) with pyridine-2-carboxaldehyde (NNS′), 2-acetylpyrrole (NNS″) and 2-acetylthiophene (NSS), while a bidentate Schiff base (NS) was prepared by condensing the S2PDTC with 2-acetylfuran. Complexes of S2PDTC and its Schiff bases with Ni(II) salts were synthesized and characterized by elemental analyses and various physico-chemical techniques. A square-planar structure has been proposed for the diamagnetic [Ni(S2PDTC)2] and [Ni(NNS″) · Cl] complexes while [Ni(NS) · Cl] complex was dimeric. Complexes of [Ni(NNS′)2] and [Ni(NSS)2] were paramagnetic with octahedral stereochemistry. S2PDTC showed activity against bacteria and fungi (inhibitory zones above 15 mm). The NS and NSS Schiff bases showed activity toward a number of the bacteria assayed, while the NS and NSS Schiff bases, and the [Ni(NNS″) · Cl] and [Ni(NS) · Cl] complexes were found to be active only against C. lypolytica (2075). S2PDTC proved moderately active against HT-29 and weakly active toward CEM-SS with CD50 values of 9.5 and 24.0 μg cm−3, respectively, while among its Schiff bases reported herein, only the NNS′ Schiff base showed strong activity toward CEM-SS (Human cell T-lymphoblastic leukemia) and HT-29 (Human colon adenocarcinoma cells) with CD50 values of 2.3 μg cm−3. All of the Ni(II) complexes were inactive against CEM-SS cancer cells. |
| first_indexed | 2025-11-15T08:42:45Z |
| format | Article |
| id | upm-24972 |
| institution | Universiti Putra Malaysia |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-15T08:42:45Z |
| publishDate | 2004 |
| publisher | Elsevier |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | upm-249722015-08-25T07:07:57Z http://psasir.upm.edu.my/id/eprint/24972/ Synthesis, characterization and bio-activity of S-2-picolyldithiocarbazate (S2PDTC), some of its Schiff bases and their Ni(II) complexes and X-ray structure of S-2-picolyl-β-N-(2-acetylpyrrole)dithiocarbazate Crouse, Karen Anne Chew, Kar Beng Tarafder, Md. Tofazzal Hossain Kasbollah, Azahari Ali, Abdul Manaf Mohd Yamin, Bohari Fun, Hoong Kun A new dithiocarbazate ligand, S-2-picolyldithiocarbazate (S2PDTC) was synthesized using 2-picolylchloride hydrochloride. Tridentate Schiff bases were prepared by condensation of S-2-picolyldithiocarbazate (S2PDTC) with pyridine-2-carboxaldehyde (NNS′), 2-acetylpyrrole (NNS″) and 2-acetylthiophene (NSS), while a bidentate Schiff base (NS) was prepared by condensing the S2PDTC with 2-acetylfuran. Complexes of S2PDTC and its Schiff bases with Ni(II) salts were synthesized and characterized by elemental analyses and various physico-chemical techniques. A square-planar structure has been proposed for the diamagnetic [Ni(S2PDTC)2] and [Ni(NNS″) · Cl] complexes while [Ni(NS) · Cl] complex was dimeric. Complexes of [Ni(NNS′)2] and [Ni(NSS)2] were paramagnetic with octahedral stereochemistry. S2PDTC showed activity against bacteria and fungi (inhibitory zones above 15 mm). The NS and NSS Schiff bases showed activity toward a number of the bacteria assayed, while the NS and NSS Schiff bases, and the [Ni(NNS″) · Cl] and [Ni(NS) · Cl] complexes were found to be active only against C. lypolytica (2075). S2PDTC proved moderately active against HT-29 and weakly active toward CEM-SS with CD50 values of 9.5 and 24.0 μg cm−3, respectively, while among its Schiff bases reported herein, only the NNS′ Schiff base showed strong activity toward CEM-SS (Human cell T-lymphoblastic leukemia) and HT-29 (Human colon adenocarcinoma cells) with CD50 values of 2.3 μg cm−3. All of the Ni(II) complexes were inactive against CEM-SS cancer cells. Elsevier 2004-01 Article PeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/24972/1/Synthesis%2C%20characterization%20and%20bio-activity%20of%20S-2-picolyldithiocarbazate%20%28S2PDTC%29%2C%20some%20of%20its%20Schiff%20bases%20and%20their%20Ni%28II%29%20complexes%20and%20X-ray%20structure%20of%20S-2-picolyl-%CE%B2-N-%282-acetylpyrrole%29dithiocarbazate.pdf Crouse, Karen Anne and Chew, Kar Beng and Tarafder, Md. Tofazzal Hossain and Kasbollah, Azahari and Ali, Abdul Manaf and Mohd Yamin, Bohari and Fun, Hoong Kun (2004) Synthesis, characterization and bio-activity of S-2-picolyldithiocarbazate (S2PDTC), some of its Schiff bases and their Ni(II) complexes and X-ray structure of S-2-picolyl-β-N-(2-acetylpyrrole)dithiocarbazate. Polyhedron, 23 (1). pp. 161-168. ISSN 0277-5387; ESSN: 1873-3719 10.1016/j.poly.2003.09.025 |
| spellingShingle | Crouse, Karen Anne Chew, Kar Beng Tarafder, Md. Tofazzal Hossain Kasbollah, Azahari Ali, Abdul Manaf Mohd Yamin, Bohari Fun, Hoong Kun Synthesis, characterization and bio-activity of S-2-picolyldithiocarbazate (S2PDTC), some of its Schiff bases and their Ni(II) complexes and X-ray structure of S-2-picolyl-β-N-(2-acetylpyrrole)dithiocarbazate |
| title | Synthesis, characterization and bio-activity of S-2-picolyldithiocarbazate (S2PDTC), some of its Schiff bases and their Ni(II) complexes and X-ray structure of S-2-picolyl-β-N-(2-acetylpyrrole)dithiocarbazate |
| title_full | Synthesis, characterization and bio-activity of S-2-picolyldithiocarbazate (S2PDTC), some of its Schiff bases and their Ni(II) complexes and X-ray structure of S-2-picolyl-β-N-(2-acetylpyrrole)dithiocarbazate |
| title_fullStr | Synthesis, characterization and bio-activity of S-2-picolyldithiocarbazate (S2PDTC), some of its Schiff bases and their Ni(II) complexes and X-ray structure of S-2-picolyl-β-N-(2-acetylpyrrole)dithiocarbazate |
| title_full_unstemmed | Synthesis, characterization and bio-activity of S-2-picolyldithiocarbazate (S2PDTC), some of its Schiff bases and their Ni(II) complexes and X-ray structure of S-2-picolyl-β-N-(2-acetylpyrrole)dithiocarbazate |
| title_short | Synthesis, characterization and bio-activity of S-2-picolyldithiocarbazate (S2PDTC), some of its Schiff bases and their Ni(II) complexes and X-ray structure of S-2-picolyl-β-N-(2-acetylpyrrole)dithiocarbazate |
| title_sort | synthesis, characterization and bio-activity of s-2-picolyldithiocarbazate (s2pdtc), some of its schiff bases and their ni(ii) complexes and x-ray structure of s-2-picolyl-β-n-(2-acetylpyrrole)dithiocarbazate |
| url | http://psasir.upm.edu.my/id/eprint/24972/ http://psasir.upm.edu.my/id/eprint/24972/ http://psasir.upm.edu.my/id/eprint/24972/1/Synthesis%2C%20characterization%20and%20bio-activity%20of%20S-2-picolyldithiocarbazate%20%28S2PDTC%29%2C%20some%20of%20its%20Schiff%20bases%20and%20their%20Ni%28II%29%20complexes%20and%20X-ray%20structure%20of%20S-2-picolyl-%CE%B2-N-%282-acetylpyrrole%29dithiocarbazate.pdf |