title: Phenolic compounds and their anti-oxidative properties and protein kinase inhibition from the Chinese mangrove plant Laguncularia racemosa.
abstract: Phenolic compounds, named integracin D (1), (7'R, 8'S, 8S)-8-hydroxyisoguaiacin (3), (2R, 3R) pinobanksin-3-caffeoylate (5) and threo-8S-7-methoxysyringylglycerol (6), respectively, were isolated from the Chinese mangrove plant Laguncularia racemosa (L) Gaertn. f. (Combretaceae), together with 23 known phenolic metabolites. Their structures were elucidated on the basis of extensive spectroscopic analyses including that of IR, UV, MS, CD, 1D and 2D NMR spectra as well as by comparison with literature data. Compound 5 showed significant anti-oxidative activity in the DPPH and TEAC free-radical-scavenging assays, while several of the phenolic compounds were tested for protein kinase inhibitory activity in an assay involving 24 different human tumor related protein kinases. Compounds 5, 7, and 23 showed potential inhibition with IC(50) values between 2.2 and 3.6microg/mL toward individual kinases. The ellagic acid derivatives were tested for insecticidal activity.
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100083, PR China.
authors.forename: Cui
authors.initials: C
authors.lastname: Shi
authors.forename: Min-Juan
authors.initials: MJ
authors.lastname: Xu
authors.forename: Mirko
authors.initials: M
authors.lastname: Bayer
authors.forename: Zhi-Wei
authors.initials: ZW
authors.lastname: Deng
authors.forename: Michael H G
authors.initials: MH
authors.lastname: Kubbutat
authors.forename: Wim
authors.initials: W
authors.lastname: Wätjen
authors.forename: Wim
authors.initials: W
authors.lastname: Waejen
authors.forename: Peter
authors.initials: P
authors.lastname: Proksch
authors.forename: Wen-Han
authors.initials: WH
authors.lastname: Lin
mesh_terms: D000818:Animals; D000975:Antioxidants / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D001713:Biphenyl Compounds / Q000737:chemistry; D045744:Cell Line, Tumor; D029764:Combretaceae / Q000737:chemistry*; D006801:Humans; D008958:Models, Molecular; D008968:Molecular Conformation; D009369:Neoplasms / Q000201:enzymology; D019800:Phenol / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D010851:Picrates / Q000737:chemistry; D047428:Protein Kinase Inhibitors / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D051381:Rats; D018411:Spodoptera / Q000187:drug effects
chemical_list: D000975:Antioxidants; D001713:Biphenyl Compounds; D010851:Picrates; D047428:Protein Kinase Inhibitors; D019800:Phenol; C004931:1,1-diphenyl-2-picrylhydrazyl