专利号:US-7247752-B2 优先权日:2004-10-01 标 题 :Methods for the synthesis of astaxanthin 发明人:LOCKWOOD SAMUEL F; TANG PENG CHO; NADOLSKI GEOFF; JACKSON HENRY L; FANG ZHIQIANG; DU YISHU; YANG MIN; GEISS WILLIAM; WILLIAMS RICHARD; BURDICK DAVID 权利人:CARDAX PHARMACEUTICALS INC 摘要:A method used for synthesizing intermediates for use in the synthesis of carotenoids and carotenoid analogs, and/or carotenoid derivatives. In some embodiments, the invention includes methods for synthesizing optically active intermediates useful for the synthesis of optically active carotenoids. Synthesis of optically active carotenoids, in one embodiment, may be accomplished by forming an optically active dihydroxy intermediate from ketoisopherone. The optically active dihydroxy intermediate may be converted into optically active astaxanthin derivatives.
专利号:US-8222458-B2 优先权日:2008-06-13 标题 :Process or synthesis of (3S)- and (3R)-3-hydroxy-beta-ionone, and their transformation to zeaxanthin and beta-cryptoxanthin 发明人:KHACHIK FREDERICK; CHANG AN-NI 权利人:KHACHIK FREDERICK; CHANG AN-NI; UNIV MARYLAND 摘要:Disclosed is a process for the synthesis of (3R)-3-hydroxy-β-ionone and its (3S)-enantiomer in high optical purity from commercially available (rac)-α-ionone. The key intermediate for the synthesis of these hydroxyionones is 3-keto-α-ionone ketal that was prepared from (rac)-α-ionone after protection of this ketone as a 1,3-dioxolane. Reduction of 3-keto-α-ionone ketal followed by deprotection, lead to 3-hydroxy-α-ionone that was transformed into (rac)-3-hydrox-β-ionone by base-catalyzed double bond isomerization in 46% overall yield from (rac)-α-ionone. The racemic mixture of these hydroxyionones was then resolved by enzyme-mediated acylation in 96% ee. (3R)-3-Hydroxy-β-ionone and its (3S)-enantiomer were respectively transformed to (3R)-3-hydroxy-(β-ionylideneethyl)triphenylphosphonium chloride [(3R)-C 15 -Wittig salt] and its (3S)-enantiomer [(3S)-C 15 -Wittig salt] according to known procedures. Double Wittig condensation of these Wittig salts with commercial available 2,5- dimethtylocta-2,4,6-triene-1,8-dial provided all 3 stereoisomers of zeaxanthin. Similarly, (3R)-C 15 -Wittig and its (3S)-enantiomer were each coupled with β-apo-12′-carotenal.
专利号:US-7858828-B2 优先权日:2008-03-26 标 题 :Process for synthesis of (3R,3'R,6'R)-lutein and its stereoisomers 发明人:KHACHIK FREDERICK; CHANG AN-NI 权利人:UNIV MARYLAND 摘要:(3R,3′R,6′R)-Lutein and (3R,3′R)-zeaxanthin are two dietary carotenoids that are present in most fruits and vegetables commonly consumed in the US. These carotenoids accumulate in the human plasma, major organs, and ocular tissues. In the past decade, numerous epidemiological and experimental studies have shown that lutein and zeaxanthin play an important role in the prevention of age-related macular degeneration (AMD) that is the leading cause of blindness in the U.S. and Western World. The invention provides a process for the synthesis of (3R,3′R,6′R)-lutein and its stereoisomers from commercially available (rac)-α-ionone by a C 15 +C 10 +C 15 coupling strategy. In addition, the present invention also provides access to the precursors of optically active carotenoids with 3-hydroxy-ε-end group that are otherwise difficult to synthesize. The process developed for the synthesis of lutein and its stereoisomers is straightforward and has potential for commercialization.
专利号:US-9040742-B2 优先权日:2011-12-27 标题:Catalytic synthesis of vitamin A intermediate 发明人:BONRATH WERNER; WUESTENBERG BETTINA; NETSCHER THOMAS; SCHUETZ JAN 权利人:DSM IP ASSETS BV 摘要:The present invention relates to a process of production of a compound, which is useful as an intermediate (building block) in organic synthesis, especially in the synthesis of vitamin A or β-carotene and derivatives thereof, e.g. canthaxanthin, astaxanthin or zeaxanthin.
专利号:US-9943544-B2 优先权日:2015-03-18 标 题:Process for bio synthesis of nano arsenic trioxide and its use in treatment of diseases including cancer 发明人:BENDALE YOGESH NARAYAN; BENDALE VINEETA YOGESH 权利人:BENDALE YOGESH NARAYAN; BENDALE VINEETA YOGESH 摘要:The present invention is a process for bio synthesis of nano arsenic trioxide defined by its low toxicity, higher bio availability and nano particle size with the aid of buttermilk, goat urine, dolichos biflorous and other plant materials such as ginger, momordica charantia and musa paradisiaca . The invention is carried out in different steps involving purification of crude form of arsenic trioxide by boiling it with buttermilk, goat urine and extract of dolichos biflorous in subsequent steps, followed by the trituration of the bio purified arsenic trioxide with extracts of ginger and momordica charantia in subsequent steps and heating of the dry product obtained after trituration with musa paradisiaca resulting in the production of novel nano arsenic trioxide. The product is effective in the treatment of various diseases including different types of cancer in animals and humans. The product obtained through the process is less toxic with higher bio availability.
专利号:US-6150130-A 优先权日:1993-12-27 标题 :DNA strands useful for the synthesis of xanthophylls and the process for producing the xanthophylls 发明人:MISAWA NORIHIKO; KONDO KEIJI; KAJIWARA SUSUMU; YOKOYAMA AKIHIRO 权利人:KIRIN BREWERY; MARINE BIOTECH INST CO LTD 摘要:Disclosed are the following DNA strands relating to the synthesis of keto group-containing xanthophylls such as astaxanthin and the like, and the techniques relating to the production of xanthophylls by genetic engineering: A DNA strand having a nucleotide sequence which encodes a polypeptide having an enzyme activity for converting a methylene group at the 4-position of a beta -ionone ring into a keto group. A DNA strand having a nucleotide sequence which encodes a polypeptide having an enzyme activity for converting a methylene group at the 4-position of a 3-hydroxy- beta -ionone ring into a keto group. A DNA strand having a nucleotide sequence which encodes a polypeptide having an enzyme activity for adding a hydroxyl group to the 3-carbon of a 4-keto- beta -ionone ring. It is possible to produce a variety of xanthophylls such as canthaxanthin, astaxanthin and the like by introducing the DNA strands into an appropriate microorganism such as Escherichia coli and the like.
1: Kumar P, Banik SP, Ohia SE, Moriyama H, Chakraborty S, Wang CK, Song YS, Goel A, Bagchi M, Bagchi D. Current Insights on the Photoprotective Mechanism of the Macular Carotenoids, Lutein and Zeaxanthin: Safety, Efficacy and Bio-Delivery. J Am Nutr Assoc. 2024 Feb 23:1-14. doi: 10.1080/27697061.2024.2319090. Epub ahead of print. 171:112013. doi: 10.1016/j.exger.2022.112013. Epub 2022 Nov 3. 81(6):670-683. doi: 10.1093/nutrit/nuac076. 87(3):1079-1087. doi: 10.3233/JAD-215736. 14(4):827. doi: 10.3390/nu14040827.
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