title: Isolation and Identification of an Antiproliferative Compound from Fructose-Tryptophan Maillard Reaction Products.
abstract: This study was performed to isolate and identify a compound with antiproliferative activity against human stomach cancer cell lines, from fructose-tryptophan Maillard reaction products (MRPs). The MRPs, prepared from a fructose-tryptophan solution heated at 130 °C for 2 h, were fractionated into five solvent fractions: n-hexane, chloroform, ethyl acetate, butanol, and water. The highest antiproliferative activity was found in the chloroform fraction (85.93% at 200 μg/mL), and the active compound from this chloroform fraction was purified by silica gel column chromatography, TLC, and preparative HPLC. The antiproliferative activity (IC50) of the active compound was 42.24 μg/mL, and the active compound was identified as perlolyrine (C16H10N2O2) by (1)H/(13)C NMR, DEPT, HMBC, and LC-ESI-MS. Therefore, this research may be useful in developing perlolyrine as a functional therapeutic agent.
authors.affiliation: Department of Food Science and Biotechnology, Chungbuk National University , Cheongju 361-763, Republic of Korea.
authors.forename: Sang Hoon
authors.initials: SH
authors.lastname: Lee
authors.affiliation: Department of Food Science and Biotechnology, Chungbuk National University , Cheongju 361-763, Republic of Korea.
authors.forename: Su Jeong
authors.initials: SJ
authors.lastname: Jeong
authors.affiliation: Department of Food Science and Biotechnology, Chungbuk National University , Cheongju 361-763, Republic of Korea.
authors.forename: Gwi Yeong
authors.initials: GY
authors.lastname: Jang
authors.affiliation: Department of Food Science and Biotechnology, Chungbuk National University , Cheongju 361-763, Republic of Korea.
authors.forename: Min Young
authors.initials: MY
authors.lastname: Kim
authors.affiliation: National Academy of Agricultural Sciences, Rural Development Administration ,Wanju 865-851, Republic of Korea.
authors.forename: In Guk
authors.initials: IG
authors.lastname: Hwang
authors.affiliation: National Institute of Crop Science, Rural Development Administration , Wanju 865-851, Republic of Korea.
authors.forename: Hyun Young
authors.initials: HY
authors.lastname: Kim
authors.affiliation: National Institute of Crop Science, Rural Development Administration , Wanju 865-851, Republic of Korea.
authors.forename: Koan Sik
authors.initials: KS
authors.lastname: Woo
authors.affiliation: College of Pharmacy, Chungbuk National University , Cheongju 361-763, Republic of Korea.
authors.forename: Bang Yeon
authors.initials: BY
authors.lastname: Hwang
authors.affiliation: National Academy of Agricultural Sciences, Rural Development Administration ,Wanju 865-851, Republic of Korea.
authors.forename: Jin
authors.initials: J
authors.lastname: Song
authors.affiliation: Department of Food Science and Biotechnology, Chungbuk National University , Cheongju 361-763, Republic of Korea.
authors.forename: Junsoo
authors.initials: J
authors.lastname: Lee
authors.affiliation: Department of Food Science and Biotechnology, Chungbuk National University , Cheongju 361-763, Republic of Korea.
authors.forename: Heon Sang
authors.initials: HS
authors.lastname: Jeong
mesh_terms: D002243:Carbolines / Q000737:chemistry / Q000494:pharmacology; D048708:Cell Growth Processes / Q000187:drug effects*; D002851:Chromatography, High Pressure Liquid; D005632:Fructose / Q000737:chemistry* / Q000494:pharmacology; D005663:Furans / Q000737:chemistry / Q000494:pharmacology; D006586:Hexanes; D006358:Hot Temperature; D006801:Humans; D015416:Maillard Reaction; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D012997:Solvents / Q000737:chemistry; D013274:Stomach Neoplasms / Q000188:drug therapy*; D014364:Tryptophan / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D002243:Carbolines; D005663:Furans; D006586:Hexanes; D012997:Solvents; C055781:perlolyrine; C026385:n-hexane; D005632:Fructose; D014364:Tryptophan
keywords: Maillard reaction; antiproliferative effect; fructose−tryptophan MRPs; perlolyrine