Anthochlor Pigments of Cosmos sulphureus, Coreopsis lanceolata and C. saxicola

Journal of the American Chemical Society (Impact Factor: 11.44). 04/2002; 75(8). DOI: 10.1021/ja01104a036
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    ABSTRACT: The methanol extract of Coreopsis lanceolata L. petals was acid-hydrolysed, and 7,3',4'-trihydroxy-8-methoxyflavanone (1) and 6,3',4'-trihydroxy-7-methoxyaurone (leptosidin) (2) were successfully isolated. The structure of compound 1 is designated to flavanone based on X-ray crystallographic analysis and NMR spectroscopic analysis. Compound 1 showed high-antioxidant effects based on diphenylpicrylhydrazyl radical scavenging assay (94.3% scavenging rate) and superoxide dismutase-like activity assay (23.9% inhibition rate).
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    ABSTRACT: Butein (2′,3,4,4′-tetrahydroxychalcone), a simple chalcone derivative, occurs in many unrelated genera including Butea, Dahlia, Coreopsis and Searsia. It is a reputed food additive and a common ingredient of botanicals used in herbal medicine formulations, particularly in Asian countries. Although a simple polyphenol, this molecule exhibits a range of pharmacological properties, most notably acting as a potent protein tyrosine kinase inhibitor and as an antineoplastic agent. Researchers have convincingly demonstrated that butein inhibits the epidermal growth factor receptor in HepG2 cells and the tyrosine-specific protein kinase activities of the epidermal growth factor receptor. In addition, it also exhibits promising anti-inflammatory, antidiabetic, antinephritic, antithrombin, anti-angiogenic and hepatoprotective activities in various animal models. Although this molecule is endowed with an impressive list of biological properties, which have acted as scientific support for its commercialization, there are no review articles that coherently discuss various aspects of this chalcanoid. This review aims to explore the pharmacological relevance of butein, together with its structure–activity relationships and mechanisms of action. In addition, the occurrence, chemical synthesis and biosynthesis of butein are discussed.
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