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Further Investigation of Synaptic Vesicle Protein 2A (SV2A) Ligands Designed for Positron Emission Tomography and Single-Photon Emission Computed Tomography Imaging: Synthesis and Structure–Activity Relationship of Substituted Pyridinylmethyl-4-(3,5-difluorophenyl)pyrrolidin-2-ones
[Image: see text] A series of synaptic vesicle protein 2A (SV2A) ligands were synthesized to explore the structure–activity relationship and to help further investigate a hydrogen bonding pharmacophore hypothesis. Racemic SynVesT-1 was used as a lead compound to explore the replacement of the 3-meth...
| Autores principales: | , , , , , , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
American Chemical Society
2021
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| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8552234/ https://www.ncbi.nlm.nih.gov/pubmed/34722967 http://dx.doi.org/10.1021/acsomega.1c02433 |
| _version_ | 1784591333291196416 |
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| author | Pracitto, Richard Wilcox, Kyle C. Lindemann, Marcel Tong, Jie Zheng, Chao Li, Songye Finnema, Sjoerd J. Huang, Yiyun Cai, Zhengxin |
| author_facet | Pracitto, Richard Wilcox, Kyle C. Lindemann, Marcel Tong, Jie Zheng, Chao Li, Songye Finnema, Sjoerd J. Huang, Yiyun Cai, Zhengxin |
| author_sort | Pracitto, Richard |
| collection | PubMed |
| description | [Image: see text] A series of synaptic vesicle protein 2A (SV2A) ligands were synthesized to explore the structure–activity relationship and to help further investigate a hydrogen bonding pharmacophore hypothesis. Racemic SynVesT-1 was used as a lead compound to explore the replacement of the 3-methyl group on the pyridinyl moiety with halogens and hydrocarbons. Pyridinyl isomers of racemic SynVesT-1 were also investigated. Highly potent analogs were discovered including a 3-iodo pyridinyl ligand amenable to investigation as a PET or SPECT imaging agent. |
| format | Online Article Text |
| id | pubmed-8552234 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2021 |
| publisher | American Chemical Society |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-85522342021-10-29 Further Investigation of Synaptic Vesicle Protein 2A (SV2A) Ligands Designed for Positron Emission Tomography and Single-Photon Emission Computed Tomography Imaging: Synthesis and Structure–Activity Relationship of Substituted Pyridinylmethyl-4-(3,5-difluorophenyl)pyrrolidin-2-ones Pracitto, Richard Wilcox, Kyle C. Lindemann, Marcel Tong, Jie Zheng, Chao Li, Songye Finnema, Sjoerd J. Huang, Yiyun Cai, Zhengxin ACS Omega [Image: see text] A series of synaptic vesicle protein 2A (SV2A) ligands were synthesized to explore the structure–activity relationship and to help further investigate a hydrogen bonding pharmacophore hypothesis. Racemic SynVesT-1 was used as a lead compound to explore the replacement of the 3-methyl group on the pyridinyl moiety with halogens and hydrocarbons. Pyridinyl isomers of racemic SynVesT-1 were also investigated. Highly potent analogs were discovered including a 3-iodo pyridinyl ligand amenable to investigation as a PET or SPECT imaging agent. American Chemical Society 2021-10-08 /pmc/articles/PMC8552234/ /pubmed/34722967 http://dx.doi.org/10.1021/acsomega.1c02433 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/). |
| spellingShingle | Pracitto, Richard Wilcox, Kyle C. Lindemann, Marcel Tong, Jie Zheng, Chao Li, Songye Finnema, Sjoerd J. Huang, Yiyun Cai, Zhengxin Further Investigation of Synaptic Vesicle Protein 2A (SV2A) Ligands Designed for Positron Emission Tomography and Single-Photon Emission Computed Tomography Imaging: Synthesis and Structure–Activity Relationship of Substituted Pyridinylmethyl-4-(3,5-difluorophenyl)pyrrolidin-2-ones |
| title | Further Investigation of Synaptic Vesicle Protein
2A (SV2A) Ligands Designed for Positron Emission Tomography and Single-Photon
Emission Computed Tomography Imaging: Synthesis and Structure–Activity
Relationship of Substituted Pyridinylmethyl-4-(3,5-difluorophenyl)pyrrolidin-2-ones |
| title_full | Further Investigation of Synaptic Vesicle Protein
2A (SV2A) Ligands Designed for Positron Emission Tomography and Single-Photon
Emission Computed Tomography Imaging: Synthesis and Structure–Activity
Relationship of Substituted Pyridinylmethyl-4-(3,5-difluorophenyl)pyrrolidin-2-ones |
| title_fullStr | Further Investigation of Synaptic Vesicle Protein
2A (SV2A) Ligands Designed for Positron Emission Tomography and Single-Photon
Emission Computed Tomography Imaging: Synthesis and Structure–Activity
Relationship of Substituted Pyridinylmethyl-4-(3,5-difluorophenyl)pyrrolidin-2-ones |
| title_full_unstemmed | Further Investigation of Synaptic Vesicle Protein
2A (SV2A) Ligands Designed for Positron Emission Tomography and Single-Photon
Emission Computed Tomography Imaging: Synthesis and Structure–Activity
Relationship of Substituted Pyridinylmethyl-4-(3,5-difluorophenyl)pyrrolidin-2-ones |
| title_short | Further Investigation of Synaptic Vesicle Protein
2A (SV2A) Ligands Designed for Positron Emission Tomography and Single-Photon
Emission Computed Tomography Imaging: Synthesis and Structure–Activity
Relationship of Substituted Pyridinylmethyl-4-(3,5-difluorophenyl)pyrrolidin-2-ones |
| title_sort | further investigation of synaptic vesicle protein
2a (sv2a) ligands designed for positron emission tomography and single-photon
emission computed tomography imaging: synthesis and structure–activity
relationship of substituted pyridinylmethyl-4-(3,5-difluorophenyl)pyrrolidin-2-ones |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8552234/ https://www.ncbi.nlm.nih.gov/pubmed/34722967 http://dx.doi.org/10.1021/acsomega.1c02433 |
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