CAS: 552-66-9; 3-(4-Hydroxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-2-yl)Oxy)-4H-Chromen-4-One

该化合物是来自各种豆类的异索拉夫内化合物,具有抗氧化剂和雌激素特性.这种自然产生的化合物被发现具有抗炎和抗病毒活动,有可能用于发展用于心血管健康和癌症预防支助的营养素和药品.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

CAS号602329-60-2 4'-O-hexanoylda... | CAS号1105697-68-4 4'-O-hexanoylda... | CAS号486-66-8 大豆苷元 | CAS号602329-51-1 4'-O-己酰基黄豆苷元 | CAS号124590-31-4 6''-O-丙二酰基大豆苷 | CAS号17720-60-4 1-(2,4-二羟基苯基)-2... | CAS号572-09-8 2,3,4,6-四乙酰氧基-a... | CAS号3682-01-7 Daidzein Diacetate | CAS号486-66-8 大豆苷元 | CAS号2280-44-6 D-glucopyranose

合成工艺路线路线简述

    大豆甙元置于吡啶,咪唑,4-二甲氨基吡啶,三氟化硼乙醚,Potassium Carbonate,苯硫酚体系中,用 四氢呋喃,N-甲基吡咯烷酮,甲醇,二氯甲烷,氯仿 作为反应溶剂,化学反应 4.0H,反应生成 豆苷
    参考文献:Facile Synthesis Of Flavonoid 7-O-Glycosides
    标题:Facile Synthesis Of Flavonoid 7-O-Glycosides
    摘要:Highly Regioselective Removal Of The 7-O-Acylgroups Of The Peracyated Flavones,Isoflavones,And Flavonolsyl(Phsh,Imidazole,Nmp) Followed By Effective Glycosylation With Glycosyl Trifluoroacetimidates (Bf3.Et2O) And Cautious Deprotection Of The Acyl Groups Under Basic Conditions Afforded The Desired 7-O-Flavonoid Glycosides In Satisfactory Yields.
    DOI:10.1021/jo034553E

    海关参考信息

    专利信息


    专利号:US-7598291-B2
    优先权日:2004-09-02
    标题 :Methods and compositions for enhancing collagen and proteoglycan synthesis in the skin
    发明人:NIMNI MARCEL; HAN BO
    权利人:NIMNI MARCEL; HAN BO
    摘要:A composition for application to the skin can stimulate the in vivo synthesis of collagen and proteoglycans and improve the appearance of the skin, increasing its elasticity and fullness. In general, a composition according to the present invention comprises: (1) an antioxidant compound in a quantity sufficient to enhance collagen synthesis in the skin; (2) an organic penetrant in which the antioxidant compound is soluble in a sufficient quantity that a concentration of the antioxidant compound sufficient to enhance collagen synthesis can be applied topically and penetrate the skin; (3) a mixture of essential amino acids; (4) a supplemental source of sulfur; and (5) a topical pharmaceutically acceptable carrier. The antioxidant compound can be lipoic acid, a lipoic acid analogue or derivative, a bioflavonoid, a constituent of ginkgo, or an isoflavone. The organic penetrant is preferably benzyl alcohol. Other ingredients, such as esters of tocopherol and ascorbic acid, can be included.

    专利号:US-2010160244-A1
    优先权日:2004-09-02
    标 题 :Methods and compositions for enhancing collagen, proteoglycan, and glutathione synthesis in the skin
    发明人:NIMNI MARCEL; HAN BO
    权利人:NIMNI MARCEL; HAN BO
    摘要:A composition for application to the skin can stimulate the in vivo synthesis of collagen and proteoglycans and improve the appearance of the skin, increasing its elasticity and fullness. In general, a composition according to the present invention comprises: (1) an antioxidant compound in a quantity sufficient to enhance collagen synthesis in the skin; (2) an organic penetrant in which the antioxidant compound is soluble in a sufficient quantity that a concentration of the antioxidant compound sufficient to enhance collagen synthesis can be applied topically and penetrate the skin; (3) a mixture of essential amino acids or hydrolyzed whey protein; (4) a supplemental source of sulfur; and (5) a topical pharmaceutically acceptable carrier. The antioxidant compound can be lipoic acid or a lipoic acid analogue or derivative. The organic penetrant is preferably benzyl alcohol. Other ingredients, such as esters of tocopherol and ascorbic acid, can be included.

    专利号:US-2009062555-A1
    优先权日:2007-08-28
    标 题 :Synthesis of Isoflavone
    发明人:HARMS ARTHUR E
    权利人:HARMS ARTHUR E
    摘要:The invention provides a process of manufacturing an isoflavone of the general formula 7 n n n n n n n n n n wherein R 1 , R 2 , R 3 , and R 4 each independently are H, OH, or an alkoxy, provided at least one of R 1 , R 2 , R 3 , and R 4 being OH, and one being alkoxy, or at least 2 groups being OH, comprising providing ketone (3) n n n n n n n n n n wherein R 1 , R 2 , R 3 , and R 4 are as stated above, combining (3) with trialkylortho formate, and a Lewis or Bronsted acid to produce the isoflavone, precipitating the isoflavone.

    专利号:US-8969596-B2
    优先权日:2008-08-14
    标题:Synthesis of equol
    发明人:STEFFAN BERT
    权利人:STEFFAN BERT
    摘要:Subject of the invention is a method for the production of isoflavanes from isoflavones, whereby in a first reaction step (a) the 4-keto group of the isoflavone is reduced in a enantioselective manner, whilst the 2,3-double bond is maintained, to the 4-hydroxy compound.

    专利号:US-6849701-B2
    优先权日:2001-03-02
    标 题:Droplet polymerization method for synthesis of molecularly imprinted polymers
    发明人:NORTON TUCKER
    权利人:DU PONT
    摘要:A droplet polymerization process is provided to create efficacious molecularly imprinted polymers (MIPs). Such imprinted polymers have increased surface area for adsorptive or catalytic reactions. This method provides for monomer-template interactions in the absence of a suspending medium, thereby permitting formation of MIPs with increased template selectivity and substantial processing advantages. The process is particularly useful for separating isoflavones from soy whey.

    专利号:US-7202398-B2
    优先权日:2002-08-16
    标 题 :Chalcone isomerase
    发明人:MCGONIGLE BRIAN
    权利人:DU PONT
    摘要:An isolated nucleic acid fragment encoding a chalcone isomerase is disclosed. Also of concern is the synthesis of a recombinant DNA construct encoding all or a portion of the chalcone isomerase, in sense or antisense orientation, wherein expression of the recombinant DNA construct results in production of altered levels of the chalcone isomerase in a transformed host cell.
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    主要参考文献


    1: Chen F, Wen Q, Jiang J, Li HL, Tan YF, Li YH, Zeng NK. Could the gut microbiota reconcile the oral bioavailability conundrum of traditional herbs? J Ethnopharmacol. 2016 Feb 17;179:253-64. doi: 10.1016/j.jep.2015.12.031. Epub 2015 Dec 23. Review. doi: 10.3390/metabo5010056. Review.
    3: Mattison DR, Karyakina N, Goodman M, LaKind JS. Pharmaco- and toxicokinetics of selected exogenous and endogenous estrogens: a review of the data and identification of knowledge gaps. Crit Rev Toxicol. 2014 Sep;44(8):696-724. doi: 10.3109/10408444.2014.930813. Epub 2014 Aug 6. Review. Review. Polish. doi: 10.3945/jn.109.119776. Epub 2010 Jun 2. Review.
    6: Bolaños R, Del Castillo A, Francia J. Soy isoflavones versus placebo in the treatment of climacteric vasomotor symptoms: systematic review and meta-analysis. Menopause. 2010 May-Jun;17(3):660-6. Review. doi: 10.1080/00952990802455469. Review. Review. Review. Review. Review. Review. Review. Russian. Review. Japanese. Review. Review. Review.

    合成参考文献


    摘要:S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
    参考文献:10.1021/np960057s
    摘要:Lale A, Herbert JM, Augereau JM, Billon M, Leconte M, Gleye J. Ability of different flavonoids to inhibit the procoagulant activity of adherent human monocytes. J Nat Prod. 1996 Mar;59(3):273–6. doi: 10.1021/np960057s.
    参考文献:10.1021/np980566p
    摘要:Hosny M, Rosazza JP. Novel isoflavone, cinnamic acid, and triterpenoid glycosides in soybean molasses. J Nat Prod. 1999 Jun;62(6):853–8. doi: 10.1021/np980566p.
    参考文献:10.1016/s0960-0760(02)00021-3
    摘要:Ohno S, Shinoda S, Toyoshima S, Nakazawa H, Makino T, Nakajin S. Effects of flavonoid phytochemicals on cortisol production and on activities of steroidogenic enzymes in human adrenocortical H295R cells. The Journal of Steroid Biochemistry and Molecular Biology. 2002 Mar;80(3):355–63. doi: 10.1016/s0960-0760(02)00021-3.
    参考文献:10.1007/s12272-001-1144-z
    摘要:Oh SM, Kim HR, Chung KH. Effects of ginkgo biloba on in vitro osteoblast cells and ovariectomized rat osteoclast cells. Archives of Pharmacal Research. 2008 Feb;31(2):216–24. doi: 10.1007/s12272-001-1144-z.
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