CAS: 6754-58-1; (E)-1-(2,4-Dihydroxy-6-Methoxy-3-(3-Methylbut-2-En-1-yl)Phenyl)-3-(4-Hydroxyphenyl)Prop-2-En-1-One

该化合物是一种主要在跳跃(Humululs lupulus)中发现的先发制人叶片,它展示了值得注意的生物活动,包括抗氧化剂,抗炎和潜在的化学预防特性.研究表明,它可能调节氧化性压力和炎症的细胞路径,使其对营养和药物应用感兴趣. Xanthohumool 也研究其在新陈代谢健康中的潜在作用,包括脂质代谢和葡萄糖管制.它的稳定性和生物利用率是正在进行的调查领域,重点是优化提取和配方技术.它作为一种天然衍生化合物,它与健康行业对植物生物活性成分日益增长的需求相一致.

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上下游产品

isoxanthohumol 1-{2,4-bis(methoxymethoxy)-6-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethanone 1-[6-hydroxy-2,4-bis(methoxymethoxy)-3-(3-methylbut-2-en-1-yl)phenyl]ethanone 3,5-dihydroxyphenolisoxanthohumol Tetrahydroxanthohumol 7,4'-di-triisopropylsilyloxy-isoxanthohumol 7,4'-di-triisopropylsilyloxy-8-prenylnaringenin

合成工艺路线路线简述

    📜Xanthohumol 4'-Sulfate置于盐酸体系中,用 甲醇,水 作为反应溶剂,化学反应生成 黄腐酚
    参考文献:Microbial Conjugation Studies Of Licochalcones And Xanthohumol
    标题:Microbial Conjugation Studies Of Licochalcones And Xanthohumol
    摘要:使用真菌mucor Hiemalis和absidia Coerulea进行了对甘草黄酮(1-4)和黄花酮(5)的微生物共轭研究.结果,M. Hiemalis产生了一种新的葡萄糖化代谢产物,而通过a. Coerulea转化获得了四种新的和三种已知的硫酸化代谢产物.所有代谢产物的化学结构均基于1D-,2D-NMR和质谱数据分析得出.这些结果有助于更好地理解甘草黄酮和黄花酮在哺乳动物系统中的代谢命运.尽管甘草黄酮a 4'-硫酸酯(7)对人类癌细胞系的细胞毒性活性比其底物甘草黄酮a低,但其活性仍然相当稳定,Ic50值在27.35-43.07 μm范围内.
    DOI:10.3390/ijms22136893

    海关参考信息

    专利信息


    专利号:US-7435861-B2
    优先权日:2005-04-29
    标 题 :Methods for synthesis of carotenoids, including analogs, derivatives, and synthetic and biological intermediates
    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 for synthesizing intermediates for use in the synthesis of carotenoid synthetic intermediates, carotenoid analogs, and/or carotenoid derivatives. The carotenoid analog, derivative, or intermediate may be administered to a subject for the inhibition and/or amelioration of any disease that involves production of reactive oxygen species, reactive nitrogen species, radicals and/or non-radicals. In some embodiments, the invention may include methods for synthesizing chemical compounds including an analog or derivative of a carotenoid. Carotenoid analogs or derivatives may include acyclic end groups. In some embodiments, a carotenoid analog or derivative may include at least one substituent. The substituent may enhance the solubility of the carotenoid analog or derivative such that the carotenoid analog or derivative at least partially dissolves in water.

    专利号:US-2008221377-A1
    优先权日:2006-06-16
    标题 :Methods for synthesis of carotenoids, including analogs, derivatives, and synthetic and biological intermediates
    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; BRAUN CRISTI L
    权利人:LOCKWOOD SAMUEL F; TANG PENG CHO; NADOLSKI GEOFF; JACKSON HENRY L; FANG ZHIQIANG; DU YISHU; YANG MIN; GEISS WILLIAM; WILLIAMS RICHARD; BURDICK DAVID; BRAUN CRISTI L
    摘要:A method for synthesizing intermediates for use in the synthesis of carotenoid synthetic intermediates, carotenoid analogs, and/or carotenoid derivatives. The carotenoid analog, derivative, or intermediate may be administered to a subject for the inhibition and/or amelioration of any disease that involves production of reactive oxygen species, reactive nitrogen species, radicals and/or non-radicals. In some embodiments, the invention may include methods for synthesizing chemical compounds including an analog or derivative of a carotenoid. Carotenoid analogs or derivatives may include acyclic end groups. In some embodiments, a carotenoid analog or derivative may include at least one substituent. The substituent may enhance the solubility of the carotenoid analog or derivative such that the carotenoid analog or derivative at least partially dissolves in water.

    专利号:US-2009099061-A1
    优先权日:2006-01-27
    标 题:Synthesis of carotenoid analogs or derivatives with improved antioxidant characteristics
    发明人:FOSS BENTE J; NADOLSKI GEOFFRY T; LOCKWOOD SAMUEL F
    权利人:FOSS BENTE J; NADOLSKI GEOFFRY T; LOCKWOOD SAMUEL F
    摘要:A method is described for synthesizing and administering carotenoid compounds with improved antioxidant characteristics. In some embodiments, extension or improvement of conjugation may be employed in structural modification of carotenoids. In other embodiments, reduction of ring/chain steric hindrance may improve the lambda max, and hence, the overall antioxidant capability, of particular compounds. In other embodiments, introduction and/or increase in synthetic handles for conjugation may improve the stoichiometric ratios of conjugating moieties to the polyene backbone. The methods may be used to improve natural and/or synthetic compounds for medicinal application in the treatment of disease.

    专利号:US-2007036742-A1
    优先权日:2005-08-09
    标题 :Methods and compositions for modulating hair growth or regrowth
    发明人:ROUFS JAMES B; DUVEL LANE A; FAST DAVID J; GLYNN KELLY M
    权利人:ACCESS BUSINESS GROUP INT LLC
    摘要:The present invention relates to compositions and methods for modulating hair growth or regrowth. The compositions of the present invention comprise extracts of one or more of the following: Boswellia serrata, Undaria pinnatifida, green tea (e.g., Camellia sinensis ), shiso, Pureraria mirifica, luteolin (e.g. Perilla ocymoides leaf extract), astilbin, vitamin E, amentoflavone, tetrahydropiperine, licochalcone, astaxanthin, red clover, Brassica juncea, unfermented green rooibos, enzyme CoQ10, salvia, ximenynic acid, hops oleoresin, apple, soy, saw palmetto, or ellagic extract, or any derivative thereof. In particular, the compositions and methods of the present invention can be used to stimulate or increase hair growth and/or prevent or slow the loss of hair by having one or more of the following functions: (a) inhibiting synthesis of DHT; (b) inhibiting proteasomal activity; (c) inhibiting IL-1 activity; (d) increasing vascularization; (e) increasing expression of vascular endothelial growth factor; (f) increasing expression of keratinocyte growth factor; (g) inhibiting inflammation; or (h) acting as an antibacterial.

    专利号:US-2025228841-A1
    优先权日:2024-01-12
    标题 :Compositions affecting pigment production and methods for treatment of bacterial diseases
    发明人:Lee Wai Yip Thomas; LO KAI YIP GEORGE
    权利人:APTORUM THERAPEUTICS LTD
    摘要:Provided herein are compounds, derivatives thereof, composition comprising one or more of said compounds and derivatives, and methods for prevention and/or treatment of microbial infections and/or related diseases or conditions. The present compounds and/or derivatives thereof can be represented by Formula (II):The present methods include administering to a subject an effective amount of one or more compounds of Formula (II). In one embodiment, said microbial infections are bacterial infections. More specifically, the bacterial infections are staphylococcal infections. Compositions are provided that include compounds of formula II in combination with one or more antibiotics or one or more staphyloxanthin-synthesis-inhibiting compounds.

    专利号:US-2008031986-A1
    优先权日:2005-12-09
    标题:Protein kinase modulation by hops and acacia products
    发明人:TRIPP MATTHEW L; BABISH JOHN G; BLAND JEFFREY S; HALL AMY J; KONDA VEERA; PACIORETTY LINDA M; DESAI ANU
    权利人:METAPROTEOMICS LLC
    摘要:Botanical compounds to modulate kinase activity are disclosed. The compounds and methods disclosed also inhibit expression of COX-2, inhibit synthesis of prostaglandins selectively in target cells, and inhibit inflammatory response selectively. The compositions contain at least one fraction isolated or derived from hops or Acacia.

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    主要参考文献


    1: Venturelli S, Burkard M, Biendl M, Lauer UM, Frank J, Busch C. Prenylated chalcones and flavonoids for the prevention and treatment of cancer. Nutrition. 2016 Nov-Dec;32(11-12):1171-8. doi: 10.1016/j.nut.2016.03.020. Epub 2016 Apr 8. Review. doi: 10.1080/14786419.2016.1190721. Epub 2016 May 27. Review. doi: 10.1517/14728222.2015.1077226. Epub 2015 Aug 10. Review. doi: 10.3389/fphys.2015.00140. eCollection 2015. Review.
    5: Liu M, Hansen PE, Wang G, Qiu L, Dong J, Yin H, Qian Z, Yang M, Miao J. Pharmacological profile of xanthohumol, a prenylated flavonoid from hops (Humulus lupulus). Molecules. 2015 Jan 7;20(1):754-79. doi: 10.3390/molecules20010754. Review. Epub 2014 Dec 6. Review. doi: 10.1016/j.foodchem.2014.09.139. Epub 2014 Oct 2. Review. doi: 10.1155/2014/301304. Epub 2014 Jul 24. Review.
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    合成参考文献


    参考文献:10.1016/s0278-6915(99)00019-8
    摘要:Miranda CL, Stevens JF, Helmrich A, Henderson MC, Rodriguez RJ, Yang YH, Deinzer ML, Barnes DW, Buhler DR. Antiproliferative and cytotoxic effects of prenylated flavonoids from hops (Humulus lupulus) in human cancer cell lines. Food Chem Toxicol. 1999 Apr;37(4):271–85. doi: 10.1016/s0278-6915(99)00019-8.
    参考文献:10.1093/jn/136.7.1862
    摘要:Possemiers S, Bolca S, Grootaert C, Heyerick A, Decroos K, Dhooge W, De Keukeleire D, Rabot S, Verstraete W, Van de Wiele T. The Prenylflavonoid Isoxanthohumol from Hops (Humulus lupulus L.) Is Activated into the Potent Phytoestrogen 8-Prenylnaringenin In Vitro and in the Human Intestine. The Journal of Nutrition. 2006 Jul;136(7):1862–7. doi: 10.1093/jn/136.7.1862.
    参考文献:10.1038/oby.2008.66
    摘要:Yang JY, Della-Fera MA, Rayalam S, Baile CA. Enhanced effects of xanthohumol plus honokiol on apoptosis in 3T3-L1 adipocytes. Obesity (Silver Spring). 2008 Jun;16(6):1232–8. doi: 10.1038/oby.2008.66.
    参考文献:10.1007/s00299-008-0537-6
    摘要:Batista D, Fonseca S, Serrazina S, Figueiredo A, Pais MS. Efficient and stable transformation of hop (Humulus lupulus L.) var. Eroica by particle bombardment. Plant Cell Rep. 2008 Jul;27(7):1185–96. doi: 10.1007/s00299-008-0537-6.
    参考文献:10.1016/j.bbagen.2012.12.005
    摘要:Kang Y, Park M, Heo S, Park S, Kang KW, Park P, Kim J. The radio-sensitizing effect of xanthohumol is mediated by STAT3 and EGFR suppression in doxorubicin-resistant MCF-7 human breast cancer cells. Biochimica et Biophysica Acta (BBA) - General Subjects. 2013 Mar;1830(3):2638–48. doi: 10.1016/j.bbagen.2012.12.005.
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