{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Johnson JL"],"funding":["Division of Chemistry","Department of Science and Technology, Ministry of Science and Technology"],"pagination":["6154-6164"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC6648312"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["4(4)"],"pubmed_abstract":["(1<i>R</i>,10<i>bR</i>)-1'-((<i>R</i>)-1,2-Dihydroxyethyl)-1-hydroxy-8,9-dimethoxy1,5,6,10<i>b</i>-tetrahydropyrrolo [2,1-<i>a</i>]isoquinolin-3(2<i>H</i>)-one, an analogue of (-)-crispine A, with three stereogenic centers is synthesized and its absolute configuration (AC) established using the combined information derived from the synthetic scheme and single crystal X-ray diffraction data. The experimental chiroptical spectra (namely, optical rotatory dispersion (ORD), electronic circular dichroism (ECD), and vibrational circular dichroism (VCD)) and the corresponding quantum chemical (QC) predicted spectra for all diastereomers are used to evaluate the AC. The AC of the synthesized compound could be correctly established using any one of the three chiroptical spectroscopic methods (ORD, "],"journal":["ACS omega"],"pubmed_title":["Dissymmetry Factor Spectral Analysis Can Provide Useful Diastereomer Discrimination: Chiral Molecular Structure of an Analogue of (-)-Crispine A."],"pmcid":["PMC6648312"],"funding_grant_id":["SR/S1/OC-98/2012","CHE-1464874"],"pubmed_authors":["Johnson JL","Kallingathodi Z","Pillai SM","Polavarapu PL","Nair DS","Johnson D","Ibnusaud I"],"additional_accession":[]},"is_claimable":false,"name":"Dissymmetry Factor Spectral Analysis Can Provide Useful Diastereomer Discrimination: Chiral Molecular Structure of an Analogue of (-)-Crispine A.","description":"(1<i>R</i>,10<i>bR</i>)-1'-((<i>R</i>)-1,2-Dihydroxyethyl)-1-hydroxy-8,9-dimethoxy1,5,6,10<i>b</i>-tetrahydropyrrolo [2,1-<i>a</i>]isoquinolin-3(2<i>H</i>)-one, an analogue of (-)-crispine A, with three stereogenic centers is synthesized and its absolute configuration (AC) established using the combined information derived from the synthetic scheme and single crystal X-ray diffraction data. The experimental chiroptical spectra (namely, optical rotatory dispersion (ORD), electronic circular dichroism (ECD), and vibrational circular dichroism (VCD)) and the corresponding quantum chemical (QC) predicted spectra for all diastereomers are used to evaluate the AC. The AC of the synthesized compound could be correctly established using any one of the three chiroptical spectroscopic methods (ORD, ","dates":{"release":"2019-01-01T00:00:00Z","publication":"2019 Apr","modification":"2025-04-21T22:11:12.97Z","creation":"2019-08-31T07:04:49Z"},"accession":"S-EPMC6648312","cross_references":{"pubmed":["31459760"],"doi":["10.1021/acsomega.8b03678"]}}