title: Profile and characterization of the chlorogenic acids in green Robusta coffee beans by LC-MS(n): identification of seven new classes of compounds.
abstract: LC-MS(n) (n = 2-4) has been used to detect and characterize in green Robusta coffee beans 15 quantitatively minor sinapic acid and trimethoxycinnamoylquinic acid-containing chlorogenic acids, all reported for the first time from this source, with 13 of them not previously reported in nature. These comprise 3-sinapoylquinic acid, 4-sinapoylquinic acid, and 5-sinapoylquinic acid (M(r) 398); 3-sinapoyl-5-caffeoylquinic acid, 3-sinapoyl-4-caffeoylquinic acid, and 4-sinapoyl-3-caffeoylquinic acid (M(r) 560); 3-(3,5-dihydroxy-4-methoxy)cinnamoyl-4-feruloylquinic acid (M(r) 560); 3-sinapoyl-5-feruloylquinic acid, 3-feruloyl-4-sinapoylquinic acid, and 4-sinapoyl-5-feruloylquinic acid (M(r) 574); 4-trimethoxycinnamoyl-5-caffeoylquinic acid, 3-trimethoxycinnamoyl-5-caffeoylquinic acid (M(r) 574); and 5-feruloyl-3-trimethoxycinnamoylquinic acid, 3-trimethoxycinnamoyl-4-feruloylquinic acid, and 4-trimethoxycinnamoyl-5-feruloylquinic acid (M(r) 588). Furthermore, a series of structures including nine new triacyl quinic acids have been assigned on the basis of LC-MS(n) patterns of fragmentation, relative hydrophobicity, and analogy of fragmentation patterns if compared to feruloyl, caffeoyl, and dimethoxycinnamoyl quinic acids. Sixty-nine chlorogenic acids have now been characterized in green Robusta coffee beans.
authors.affiliation: School of Engineering and Science, Chemistry, Jacobs University Bremen, 28759 Bremen, Germany.
authors.forename: Rakesh
authors.initials: R
authors.lastname: Jaiswal
authors.forename: Maria Alexandra
authors.initials: MA
authors.lastname: Patras
authors.forename: Pinkie Jacob
authors.initials: PJ
authors.lastname: Eravuchira
authors.forename: Nikolai
authors.initials: N
authors.lastname: Kuhnert
mesh_terms: D002726:Chlorogenic Acid / Q000032:analysis*; D002853:Chromatography, Liquid / Q000379:methods*; D040503:Coffea / Q000737:chemistry*; D013058:Mass Spectrometry / Q000379:methods*; D010936:Plant Extracts / Q000032:analysis*; D012639:Seeds / Q000737:chemistry
chemical_list: D010936:Plant Extracts; D002726:Chlorogenic Acid