title: Bromophenols coupled with derivatives of amino acids and nucleosides from the red alga Rhodomela confervoides.
abstract: Three new bromophenols coupled with pyroglutamic acid derivatives and one bromophenol coupled with deoxyguanosine were obtained from the red alga Rhodomela confervoides. By spectroscopic methods including 2D NMR and single-crystal X-ray structure analysis their structures were elucidated as N-(2,3-dibromo-4,5-dihydroxybenzyl)methyl pyroglutamate (1), N-(2,3-dibromo-4,5-dihydroxybenzyl)pyroglutamic acid (2), N-[3-bromo-2-(2,3-dibromo-4,5-dihydroxybenzyl)-4,5-dihydroxybenzyl]methyl pyroglutamate (3), and 2-N-(2,3-dibromo-4,5-dihydroxybenzylamino)deoxyguanosine (4), respectively. Compounds 1-4 were evaluated against several microorganisms and human cancer cell lines, but found inactive. To our knowledge this is the first report of bromophenols coupled with amino acid or nucleoside derivatives through the C-N bond.
authors.affiliation: Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Bejing 100050, People's Republic of China.
authors.forename: Jielu
authors.initials: J
authors.lastname: Zhao
authors.forename: Ming
authors.initials: M
authors.lastname: Ma
authors.forename: Sujuan
authors.initials: S
authors.lastname: Wang
authors.forename: Shuai
authors.initials: S
authors.lastname: Li
authors.forename: Peng
authors.initials: P
authors.lastname: Cao
authors.forename: Yongchun
authors.initials: Y
authors.lastname: Yang
authors.forename: Yang
authors.initials: Y
authors.lastname: Lü
authors.forename: Jiangong
authors.initials: J
authors.lastname: Shi
authors.forename: Nianjun
authors.initials: N
authors.lastname: Xu
authors.forename: Xiao
authors.initials: X
authors.lastname: Fan
authors.forename: Lan
authors.initials: L
authors.lastname: He
mesh_terms: D000596:Amino Acids; D002681:China; D003849:Deoxyguanosine / Q000737:chemistry; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D006842:Hydrocarbons, Brominated / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011761:Pyrrolidonecarboxylic Acid / Q000737:chemistry; D000461:Rhodophyta / Q000737:chemistry*; D014407:Tumor Cells, Cultured
chemical_list: D000596:Amino Acids; D006842:Hydrocarbons, Brominated; D003849:Deoxyguanosine; D011761:Pyrrolidonecarboxylic Acid