专利号:US-7705188-B2 优先权日:2002-04-10 标 题:Structural modification of resveratrol: sodium resverastatin phosphate 发明人:PETTIT GEORGE R; GREALISH MATTHEW P 权利人:UNIV ARIZONA 摘要:Described herein are novel compounds having antineoplastic and antimicrobial activity, obtained via structural modifications of resveratrol and combretastatin A-4, methods for synthesis of these compounds, and their use in pharmaceutical composition and for use in the treatment of mammals having cancer. Examples of the novel compounds are: (Z)- and (E)-3,4′,5-trimethoxystilbene (4a, 4b); (Z)- and (E)-3,5-dimethoxy-4′-hydroxystilbene (14c, 14d); (Z)- and (E)-3-hydroxy-4′,5-dimethoxystilbene (14g, 14h); (Z)- and (E)-3,5-dihydroxy-4′-methoxy-stilbene (14k, 14l); sodium resverastatin dibenzyl phosphate ((Z)-3,5-dimethoxy-4-[O-bis(benzyl)phosphoryl]-stilbene) (14m); and sodium resverastatin phosphate (14n).
专利号:US-9981895-B1 优先权日:2015-03-30 标题:Compositions and methods of synthesizing arachidin-3 from resveratrol 发明人:CLAYTON BENJAMIN; BANDY JEREMY 权利人:PARNATIVE INC; PARNATIVE INC 摘要:Composition, methods of synthesizing trans-arachidin-3; and, methods of use as a dietary supplement, food additive, pharmaceutical, nutraceutical, cosmeceutical, and antioxidant. The methods of production entail organic syntheses using primary alkylamines or primary hydroxyalkyl amines, or carboxy amines (amino acids) with natural carboxylic acids (acetic acid) as catalysts to react isovaleraldehye with trans-resveratrol. The synthesis is carried out in organic solvent, which is composed of an azeotropic mixture comprising toluene with pyridine, n-butanol, n-propanol, 2-propanol, 2-methyl-1-propanol, or other alcohols that form an azeotrope with toluene. The final product is purified and analyzed for the amount of trans-arachidin-3, such as via HPLC, IR, column chromatography, and high-performance counter-current chromatography. All solvent and catalysts used in the reaction are approved by the FDA as either food additives, secondary direct food additives, and/or indirect food additives, and thus this synthetic trans-arachidin-3 may be used in the food and cosmetic industry.
1: Iguchi K, Toyama T, Ito T, Shakui T, Usui S, Oyama M, Iinuma M, Hirano K. Antiandrogenic activity of resveratrol analogs in prostate cancer LNCaP cells. J Androl. 2012 Nov-Dec;33(6):1208-15. doi: 10.2164/jandrol.112.016782. Epub 2012 Jun 14.
合成参考文献
摘要:Herter, S.; Turner, N. J., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 3, 67.