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Phenolic compounds and their anti-oxidative properties and protein kinase inhibition from the Chinese mangrove plant Laguncularia racemosa
Authors:Cui Shi  Mirko Bayer  Michael HG Kubbutat  Peter Proksch
Institution:a State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100083, PR China
b Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine University, Duesseldorf D-40225, Germany
c Analytical and Testing Center, Beijing Normal University, Beijing 100875, PR China
d ProQinase GmbH, Breisacher Strasse 117, 79106 Freiburg, Germany
e Institute of Toxicology, Heinrich-Heine University, Duesseldorf D-40225, Germany
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 IC50 values between 2.2 and 3.6 μg/mL toward individual kinases. The ellagic acid derivatives were tested for insecticidal activity.
Keywords:Laguncularia racemosa  Combretaceae  White mangrove  Phenolic compounds  Structure elucidation  Anti-oxidative activity  Protein kinase inhibitors  Insecticidal activity
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