title: Heterocyclic compounds from Chrysanthemum coronarium L. and their inhibitory activity on hACAT-1, hACAT-2, and LDL-oxidation.
abstract: The aerial parts of Chrysanthemum coronarium L. were extracted with MeOH, and the concentrated extract was partitioned using EtOAc, n-BuOH, and H(2)O, successively. Repeated column chromatography of the EtOAc and n-BuOH fractions gave a new heterocycle, 5,5'-dibuthoxy-2,2'-bifuran (1) along with five known compounds: methyl trans-ferulate (2), prunasin (3), sambunigrin (4), pterolactam (5), and adenosine (6), which were identified by several spectroscopic methods including NMR and MS. This paper is the first report on the isolation of these compounds from C. coronarium L. The IC(50) values of compound 1 for human Acyl-CoA:cholesterol acyltransferase (hACAT)-1 and hACAT-2 were 0.16 mM and 0.19 mM, respectively. Compound 2 inhibited low-density lipoprotein (LDL) oxidation with an IC(50) value of 7.7 microM.
authors.affiliation: Graduate School of Biotechnology & Plant Metabolism Research Center, Kyung Hee University, Suwon, 446-701, Korea.
authors.forename: Myoung-Chong
authors.initials: MC
authors.lastname: Song
authors.forename: Hye-Joung
authors.initials: HJ
authors.lastname: Yang
authors.forename: Tae-Sook
authors.initials: TS
authors.lastname: Jeong
authors.forename: Kyong-Tai
authors.initials: KT
authors.lastname: Kim
authors.forename: Nam-In
authors.initials: NI
authors.lastname: Baek
mesh_terms: D000241:Adenosine / Q000737:chemistry / Q000302:isolation & purification; D000818:Animals; D002109:Caffeic Acids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002460:Cell Line; D031202:Chrysanthemum / Q000737:chemistry*; D003373:Coumaric Acids / Q000737:chemistry / Q000302:isolation & purification; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D006801:Humans; D007769:Lactams / Q000737:chemistry / Q000302:isolation & purification; D008077:Lipoproteins, LDL / Q000737:chemistry*; D008861:Microsomes / Q000187:drug effects / Q000201:enzymology; D009570:Nitriles / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D010084:Oxidation-Reduction; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification; D051381:Rats; D002785:Sterol O-Acyltransferase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D000097587:Sterol O-Acyltransferase 2
chemical_list: D000241:Adenosine; D002109:Caffeic Acids; D003373:Coumaric Acids; D005663:Furans; D006027:Glycosides; D007769:Lactams; D008077:Lipoproteins, LDL; D009570:Nitriles; D010936:Plant Extracts; D002785:Sterol O-Acyltransferase; D000097587:Sterol O-Acyltransferase 2; C530807:5,5'-dibutoxy-2,2'-bifuran; C019063:prunasin; C432348:sambunigrin; C493492:sterol O-acyltransferase 1; C530806:methyl ferulate