{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Wang L"],"funding":["Natural Science Foundation of Beijing Municipality","Fundamental Research Funds for the Central Universities","National Natural Science Foundation of China"],"pagination":["754-764"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9979263"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["13(2)"],"pubmed_abstract":["A chemical investigation on the aqueous extract of <i>Corydalis yanhusuo</i> tubers led to the isolation and structural elucidation of three pairs of trace enantiomeric hetero-dimeric alkaloids, (+)/(-)-yanhusamides A-C (<b>1</b>-<b>3</b>), featuring an unprecedented 3,8-diazatricylco[5.2.2.0<sup>2,6</sup>]undecane-8,10-diene bridged system. Their structures were exhaustively characterized by X-ray diffraction, comprehensive spectroscopic data analysis, and computational methods. Guided by the hypothetical biosynthetic pathway for <b>1</b>-<b>3</b>, a gram-scale biomimetic synthesis of (±)-<b>1</b> was achieved in 3 steps using photoenolization/Diels-Alder (PEDA) [4+2] cycloaddition. Compounds <b>1‒3</b> exhibited potent inhibition of NO production induced by LPS in RAW264.7 macrophages. The <i>in vivo</i> assay showed that oral administration of 30 mg/kg of (±)-<b>1</b> attenuated the severity of rat adjuvant-induced arthritis (AIA). Additionally, (±)-<b>1</b> induced a dose-dependent antinociceptive effect in the acetic acid-induced mice writhing assay."],"journal":["Acta pharmaceutica Sinica. B"],"pubmed_title":["(+)/(-)-Yanhusamides A-C, three pairs of unprecedented benzylisoquinoline-pyrrole hetero-dimeric alkaloid enantiomers from <i>Corydalis yanhusuo</i>."],"pmcid":["PMC9979263"],"funding_grant_id":["JQ18026","82073978","2022-JYB-JBZR-015"],"pubmed_authors":["Xia H","Lin S","Wei X","Wang Y","Xia G","Wang L"],"additional_accession":[]},"is_claimable":false,"name":"(+)/(-)-Yanhusamides A-C, three pairs of unprecedented benzylisoquinoline-pyrrole hetero-dimeric alkaloid enantiomers from <i>Corydalis yanhusuo</i>.","description":"A chemical investigation on the aqueous extract of <i>Corydalis yanhusuo</i> tubers led to the isolation and structural elucidation of three pairs of trace enantiomeric hetero-dimeric alkaloids, (+)/(-)-yanhusamides A-C (<b>1</b>-<b>3</b>), featuring an unprecedented 3,8-diazatricylco[5.2.2.0<sup>2,6</sup>]undecane-8,10-diene bridged system. Their structures were exhaustively characterized by X-ray diffraction, comprehensive spectroscopic data analysis, and computational methods. Guided by the hypothetical biosynthetic pathway for <b>1</b>-<b>3</b>, a gram-scale biomimetic synthesis of (±)-<b>1</b> was achieved in 3 steps using photoenolization/Diels-Alder (PEDA) [4+2] cycloaddition. Compounds <b>1‒3</b> exhibited potent inhibition of NO production induced by LPS in RAW264.7 macrophages. The <i>in vivo</i> assay showed that oral administration of 30 mg/kg of (±)-<b>1</b> attenuated the severity of rat adjuvant-induced arthritis (AIA). Additionally, (±)-<b>1</b> induced a dose-dependent antinociceptive effect in the acetic acid-induced mice writhing assay.","dates":{"release":"2023-01-01T00:00:00Z","publication":"2023 Feb","modification":"2026-03-17T15:25:02.462Z","creation":"2025-08-16T03:06:24.081Z"},"accession":"S-EPMC9979263","cross_references":{"pubmed":["36873186"],"doi":["10.1016/j.apsb.2022.10.025"]}}