Synthesis and evaluation of novel ureido/thioureido derivatives of amino acid conjugated 2,3-dichlorophenyl piperazine as highly potent antiglycating agents
We report the synthesis and in vitro antiglycation activity of more than 80 amino acid–heterocycle conjugate derived ureas and thioureas. They were characterized by physical and spectroscopical methods. Many of the analogues synthesized showed activity at the sub-micro molar level. Introduction of d...
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| Format: | Article |
| Language: | English |
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Elsevier
2017-01-01
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| Series: | Journal of Saudi Chemical Society |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S1319610314000404 |
| _version_ | 1818348944320626688 |
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| author | D.M. Suyoga Vardhan C.S. Shantharam R. Suhas D. Channe Gowda |
| author_facet | D.M. Suyoga Vardhan C.S. Shantharam R. Suhas D. Channe Gowda |
| author_sort | D.M. Suyoga Vardhan |
| collection | DOAJ |
| description | We report the synthesis and in vitro antiglycation activity of more than 80 amino acid–heterocycle conjugate derived ureas and thioureas. They were characterized by physical and spectroscopical methods. Many of the analogues synthesized showed activity at the sub-micro molar level. Introduction of different amino acids as linker and systematic variation of the substituents on the aromatic ring revealed promising leads. In particular, compounds containing Glu and Tyr as the linkers exhibited high antiglycating potency with IC50 1–4 μM as against the reference, rutin with IC50 41.9 μM.
Conclusions: Compounds bearing halogen atoms emerged as the most active analogues and serve as lead for future studies. |
| first_indexed | 2024-12-13T17:58:06Z |
| format | Article |
| id | doaj.art-de9cc224e47645dbba7765b7b8b22156 |
| institution | Directory Open Access Journal |
| issn | 1319-6103 |
| language | English |
| last_indexed | 2024-12-13T17:58:06Z |
| publishDate | 2017-01-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Journal of Saudi Chemical Society |
| spelling | doaj.art-de9cc224e47645dbba7765b7b8b221562022-12-21T23:36:20ZengElsevierJournal of Saudi Chemical Society1319-61032017-01-0121S1S248S25710.1016/j.jscs.2014.02.006Synthesis and evaluation of novel ureido/thioureido derivatives of amino acid conjugated 2,3-dichlorophenyl piperazine as highly potent antiglycating agentsD.M. Suyoga VardhanC.S. ShantharamR. SuhasD. Channe GowdaWe report the synthesis and in vitro antiglycation activity of more than 80 amino acid–heterocycle conjugate derived ureas and thioureas. They were characterized by physical and spectroscopical methods. Many of the analogues synthesized showed activity at the sub-micro molar level. Introduction of different amino acids as linker and systematic variation of the substituents on the aromatic ring revealed promising leads. In particular, compounds containing Glu and Tyr as the linkers exhibited high antiglycating potency with IC50 1–4 μM as against the reference, rutin with IC50 41.9 μM. Conclusions: Compounds bearing halogen atoms emerged as the most active analogues and serve as lead for future studies.http://www.sciencedirect.com/science/article/pii/S1319610314000404Amino acidsPiperazineConjugationUrea/thioureaAntiglycation |
| spellingShingle | D.M. Suyoga Vardhan C.S. Shantharam R. Suhas D. Channe Gowda Synthesis and evaluation of novel ureido/thioureido derivatives of amino acid conjugated 2,3-dichlorophenyl piperazine as highly potent antiglycating agents Journal of Saudi Chemical Society Amino acids Piperazine Conjugation Urea/thiourea Antiglycation |
| title | Synthesis and evaluation of novel ureido/thioureido derivatives of amino acid conjugated 2,3-dichlorophenyl piperazine as highly potent antiglycating agents |
| title_full | Synthesis and evaluation of novel ureido/thioureido derivatives of amino acid conjugated 2,3-dichlorophenyl piperazine as highly potent antiglycating agents |
| title_fullStr | Synthesis and evaluation of novel ureido/thioureido derivatives of amino acid conjugated 2,3-dichlorophenyl piperazine as highly potent antiglycating agents |
| title_full_unstemmed | Synthesis and evaluation of novel ureido/thioureido derivatives of amino acid conjugated 2,3-dichlorophenyl piperazine as highly potent antiglycating agents |
| title_short | Synthesis and evaluation of novel ureido/thioureido derivatives of amino acid conjugated 2,3-dichlorophenyl piperazine as highly potent antiglycating agents |
| title_sort | synthesis and evaluation of novel ureido thioureido derivatives of amino acid conjugated 2 3 dichlorophenyl piperazine as highly potent antiglycating agents |
| topic | Amino acids Piperazine Conjugation Urea/thiourea Antiglycation |
| url | http://www.sciencedirect.com/science/article/pii/S1319610314000404 |
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