title: Enantiomeric separation of angular-type pyranocoumarins from Peucedani Radix using AD-RH chiral column.
abstract: Enantiomers and diastereoisomers of angular-type pyranocoumarins (APs) are abundant in Peucedani Radix (Chinese name: Qian-hu), eliciting distinct activities in vitro and in vivo. Our ongoing investigation on APs yielded eight pairs of enantiomers (1a and 1b, 2a and 2b, 3a and 3b, 4a and 4b, 5a and 5b, 6a and 6b, 7a and 7b and 8a and 8b) via enantiomeric separation of trans-3'-angeloylkhellactone (1), trans-3'-acetyl-4'-isobutyrylkhellactone (2), trans-3'-acetyl-4'-angeloyl-khellactone (3), 3'-angeloyloxy-4'-oxo-3',4'-dihydroseselin (4), cis-3'-acetyl-4'-angeloylkhellactone (5), cis-3'-isovaleryl-4'-acetylkhellactone (6), cis-3'-angeloyl-4'-isovalerylkhellactone (7) and cis-3',4'-diisovalerylkhellactone (8), respectively, using semi-preparative AD-RH chiral column. All the compounds (1-8) were enantioseparated for the first time, while the absolute configurations of 2a, 2b, 6a and 8b were reported first.
authors: a State Key Laboratory of Quality Research in Chinese Medicine , Institute of Chinese Medical Sciences, University of Macau , Macao , SAR , P.R. China.
authors: Yue-Lin
authors: YL
authors: Song
authors: Wang-Hui
authors: WH
authors: Jing
authors: Peng-Fei
authors: PF
authors: Tu
authors: Yi-Tao
authors: YT
authors: Wang
mesh_terms: D000465:Algorithms; D019661:Apiaceae / Q000737:chemistry*; D003374:Coumarins; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification*; D019906:Nuclear Magnetic Resonance, Biomolecular; D018517:Plant Roots; D039681:Pyranocoumarins / Q000737:chemistry / Q000302:isolation & purification*; D013237:Stereoisomerism
chemical_list: D003374:Coumarins; D004365:Drugs, Chinese Herbal; D039681:Pyranocoumarins; C036455:praeruptorin E; C520900:khellactone