The eight structures of caffeic acid: a jet-cooled laser ablated rotational study
This work reports a complete conformational analysis of caffeic acid, an exceptionally versatile pharmacophore, using laser ablation chirped-pulse Fourier transform microwave spectroscopy. The whole conformational space consisting of eight distinct species has been fully deciphered based on the tren...
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| Veröffentlicht in: | RSC advances 2022-12, Vol.13 (1), p.212-219 |
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| creator | Juárez, G Sanz-Novo, M Aguado, R Alonso, J. L León, I Alonso, E. R |
| description | This work reports a complete conformational analysis of caffeic acid, an exceptionally versatile pharmacophore, using laser ablation chirped-pulse Fourier transform microwave spectroscopy. The whole conformational space consisting of eight distinct species has been fully deciphered based on the trend of the rotational constants supported by theoretical computations. We show how rotational spectroscopy can be confidently used to distinguish between conformers even when the structural differences are minimal, such as those involved in the conformational panorama of caffeic acid. Additionally, the structural information here provided, such as the planarity observed in all the conformers, could help to elucidate the mechanisms underlying the biological and pharmacological activity of hydroxycinnamic acids.
This work reports a complete conformational analysis of caffeic acid, an exceptionally versatile pharmacophore, using laser ablation chirped-pulse Fourier transform microwave spectroscopy. |
| doi_str_mv | 10.1039/d2ra07124j |
| format | Article |
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This work reports a complete conformational analysis of caffeic acid, an exceptionally versatile pharmacophore, using laser ablation chirped-pulse Fourier transform microwave spectroscopy.</description><subject>Biological activity</subject><subject>Chemistry</subject><subject>Conformational analysis</subject><subject>Fourier transforms</subject><subject>Hydroxycinnamic acid</subject><subject>Laser ablation</subject><subject>Laser cooling</subject><subject>Pharmacology</subject><subject>Rotational spectra</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNpdkcFLHTEQxkNRqqgX75WAlyKsnWR3k42HgmhbLUJpsecwm5317WPfiyZZwf_e2Kev6lxmhvnx8Q0fY_sCjgWU5ksnA4IWspp_YNsSKlVIUGbj1bzF9mKcQy5VC6nER7ZVKgW1qsw2-309I07DzSzxmMLk0hQoct9zh31Pg-Pohu6EI59TKpz3I3V8xEiBYztiylvwCdPglzhmhal72GWbPY6R9p77Dvv7_dv12UVx9evH5dnpVeFKoVNRCkei6StCQFLQamhk7dqqh06WqHutWmpbcKIEosYhOBCyNbWrkCqtsNxhX1e6t1O7oM7RMgUc7W0YFhgerMfBvr0sh5m98ffWaNXUWmSBz88Cwd9NFJNdDNHROOKS_BSt1EoYbXRTZ_TwHTr3U8gvr6hGVWBMpo5WlAs-xkD92owA-xSWPZd_Tv-F9TPDB6_tr9GXaDLwaQWE6NbX_2mXjwFimeE</recordid><startdate>20221219</startdate><enddate>20221219</enddate><creator>Juárez, G</creator><creator>Sanz-Novo, M</creator><creator>Aguado, R</creator><creator>Alonso, J. L</creator><creator>León, I</creator><creator>Alonso, E. R</creator><general>Royal Society of Chemistry</general><general>The Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0002-3146-8250</orcidid><orcidid>https://orcid.org/0000-0001-5816-4102</orcidid><orcidid>https://orcid.org/0000-0002-1992-935X</orcidid><orcidid>https://orcid.org/0000-0002-9900-4305</orcidid><orcidid>https://orcid.org/0000-0001-9629-0257</orcidid></search><sort><creationdate>20221219</creationdate><title>The eight structures of caffeic acid: a jet-cooled laser ablated rotational study</title><author>Juárez, G ; Sanz-Novo, M ; Aguado, R ; Alonso, J. L ; León, I ; Alonso, E. R</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c317t-31ce18f4ea0ae60b70825cb4f0d23a7f76bebb0c130ee8ca0c012b95c4ae476a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Biological activity</topic><topic>Chemistry</topic><topic>Conformational analysis</topic><topic>Fourier transforms</topic><topic>Hydroxycinnamic acid</topic><topic>Laser ablation</topic><topic>Laser cooling</topic><topic>Pharmacology</topic><topic>Rotational spectra</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Juárez, G</creatorcontrib><creatorcontrib>Sanz-Novo, M</creatorcontrib><creatorcontrib>Aguado, R</creatorcontrib><creatorcontrib>Alonso, J. L</creatorcontrib><creatorcontrib>León, I</creatorcontrib><creatorcontrib>Alonso, E. R</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Juárez, G</au><au>Sanz-Novo, M</au><au>Aguado, R</au><au>Alonso, J. L</au><au>León, I</au><au>Alonso, E. R</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The eight structures of caffeic acid: a jet-cooled laser ablated rotational study</atitle><jtitle>RSC advances</jtitle><addtitle>RSC Adv</addtitle><date>2022-12-19</date><risdate>2022</risdate><volume>13</volume><issue>1</issue><spage>212</spage><epage>219</epage><pages>212-219</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>This work reports a complete conformational analysis of caffeic acid, an exceptionally versatile pharmacophore, using laser ablation chirped-pulse Fourier transform microwave spectroscopy. The whole conformational space consisting of eight distinct species has been fully deciphered based on the trend of the rotational constants supported by theoretical computations. We show how rotational spectroscopy can be confidently used to distinguish between conformers even when the structural differences are minimal, such as those involved in the conformational panorama of caffeic acid. Additionally, the structural information here provided, such as the planarity observed in all the conformers, could help to elucidate the mechanisms underlying the biological and pharmacological activity of hydroxycinnamic acids.
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| source | DOAJ Directory of Open Access Journals; PubMed Central Open Access; EZB-FREE-00999 freely available EZB journals; PubMed Central |
| subjects | Biological activity Chemistry Conformational analysis Fourier transforms Hydroxycinnamic acid Laser ablation Laser cooling Pharmacology Rotational spectra |
| title | The eight structures of caffeic acid: a jet-cooled laser ablated rotational study |
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