title: Bioactive and marker compounds from two edible dark-colored Myrciaria fruits and the synthesis of jaboticabin.
abstract: Jaboticaba (Myrciaria cauliflora) and false jaboticaba (Myrciaria vexator) fruits are two pleasant-tasting, dark-colored fruits, native to Brazil. They are rich sources of phenolic compounds, including anthocyanins, flavonoids, phenolic acids, and tannins, as well as less well known polyphenols such as depsides. These two fruits are very similar in morphology, but their taste profiles differ markedly. This study was focused on identifying the marker compounds between them using HPLC-PDA and LC-TOF-MS, combined with principal component analysis. As a result, cyanidin-3-O-glucoside was found as the major anthocyanin in Myrciaria fruits. Delphinidin-3-O-glucoside was found to be the marker compound for jaboticaba, while cyanidin-3-O-galactoside and cyanidin-3-O-arabinose were two marker compounds distinguishing false jaboticaba. In addition, two ellagitannins, iso-oenothein C and oenothein C, were isolated and identified from both of these fruits for the first time. Jaboticabin, a minor bioactive depside, occurred in both fruits and, because of its potential to treat chronic obstructive pulmonary disease, was successfully synthesized in the laboratory.
authors.affiliation: Department of Biological Sciences, Lehman College, and The Graduate Center, The City University of New York , 250 Bedford Park Boulevard West, Bronx, New York, United States 10468.
authors.forename: Shi-Biao
authors.initials: SB
authors.lastname: Wu
authors.forename: Jing
authors.initials: J
authors.lastname: Wu
authors.forename: Zhiwei
authors.initials: Z
authors.lastname: Yin
authors.forename: Jinzhu
authors.initials: J
authors.lastname: Zhang
authors.forename: Chunlin
authors.initials: C
authors.lastname: Long
authors.forename: Edward J
authors.initials: EJ
authors.lastname: Kennelly
authors.forename: Shengping
authors.initials: S
authors.lastname: Zheng
mesh_terms: D000872:Anthocyanins / Q000032:analysis; D001938:Brazil; D002851:Chromatography, High Pressure Liquid; D053630:Depsides / Q000032:analysis; D005638:Fruit / Q000737:chemistry*; D005960:Glucosides / Q000032:analysis; D047348:Hydrolyzable Tannins / Q000032:analysis; D062385:Hydroxybenzoates / Q000032:analysis* / Q000138:chemical synthesis; D027822:Myrtaceae / Q000737:chemistry*; D010936:Plant Extracts / Q000032:analysis; D059808:Polyphenols / Q000032:analysis; D025341:Principal Component Analysis; D021241:Spectrometry, Mass, Electrospray Ionization; D013634:Tannins / Q000032:analysis
chemical_list: D000872:Anthocyanins; D053630:Depsides; D005960:Glucosides; D047348:Hydrolyzable Tannins; D062385:Hydroxybenzoates; D010936:Plant Extracts; D059808:Polyphenols; D013634:Tannins; C462279:cyanidin-3-O-beta-glucopyranoside; C576132:iso-oenothein C; C513712:jaboticabin