CAS: 2035-15-6; (6Ar,12Ar)-6A,12A-Dihydro-6H-[1,3]Dioxolo[4',5':5,6]Benzofuro[3,2-C]Chromen-3-Ol

该化合物是一种自然产生的裂变,特别是一种主要存在于某些植物物种中,特别是豆类家族中的同类类亚素,其特征是,它具有有助于其生物活动的性能结构;该化合物具有抗氧化特性,有助于消除自由基质,并可能促进各种健康惠益;此外,(-)-Maackiain已经研究过其潜在的抗炎和抗癌效应,使其在药理研究中具有意义;其分子公式反映了碳,氢和氧原子的具体安排,典型为氟类,它溶于有机溶剂;该化合物的立体化学特性对于其与生物系统的互动至关重要,影响其功效和药力;作为天然产品,(-)-Maackiain还关注自然产品化学领域,并可能用于饮食补充或功能食品.

结构式图片

上下游产品

(+/-)-3-benzyloxy-8,9-methylenedioxyprer°Carpan 2-(chloromercurio)-4,5-(methylenedioxy)phenol 7-benzyloxy-2H-1-benzopyran 1-(benzyloxy)-3-(prop-2-yn-1-yloxy)benzene 6a-hydroxymaackiain (+)-3[1-S-N(1-methyl)benzyl-carbamoyl]-6aS,11aS-maackiain (-)-3[1-S-N(1-methyl)benzylcarbamoyl]-6aR,11aR-maackiain (-)-sophorol

合成工艺路线路线简述

  • 合成目标产物 (-)-Maackiain 主要起始原料 Sesamol
  • (文献来源)合成步骤主要原料 Sesamol
📜(-)-7,2'-Dihydroxy-4',5'-Methylenedioxyisoflavanol置于proteins From Alfalfa Tissues Elicited With Cucl2体系中,化学反应生成高丽槐素
参考文献:(+)-Pisatin 生物合成:从 (−) 对映体中间体通过非手性 7,2'-二羟基-4',5'-亚甲基二氧基异黄-3-烯
标题:(+)-Pisatin 生物合成:从 (−) 对映体中间体通过非手性 7,2'-二羟基-4',5'-亚甲基二氧基异黄-3-烯
摘要:(+)-Pisatin 由豌豆 (Pisum Sativum L.) 产生,是属于紫檀家族的异黄酮衍生物.这是第一个经过化学鉴定的植物抗毒素,随后的研究表明,大多数豆科植物产生具有相反立体化学的紫檀素.对(+)-Pisatin生物合成的研究表明(-)对映体化合物是(+)-Pisatin合成的中间体.然而,从(-)-7,2'-二羟基-4',5'-亚甲二氧基异黄酮[(-)-槐酚]中间体到(+)-6A-羟基槐素中间体的步骤尚未确定.使用硼氢化钠 (Nabh4) 对 (-)-槐酚进行化学还原,反应生成(-)-7,2'-二羟基-4',5'-亚甲基二氧基异黄醇 [(-)-Dmdi] 的两种异构体,其最佳紫外吸光度为 299.3 和分别为 300.5 Nm.相反,通过豌豆酶槐醇还原酶 (Sor) 酶促还原 (-)-槐酚仅产生 299.3 Nm (-)-Dmdi 异构体. 299.3 Nm (-)-Dmdi
Doi:10.1016/j.Phytochem.2013.10.017

海关参考信息

专利信息


专利号:US-2007232495-A1
优先权日:2006-03-24
标题:Compositions and methods to add value to plant products, increasing the commercial quality, resistance to external factors and polyphenol content thereof
发明人:NAPPA ALVARO O; LORENZINI FELIPE C; SANHUEZA ANDRES L
权利人:NAPPA ALVARO O; LORENZINI FELIPE C; SANHUEZA ANDRES L
摘要:The invention is related to compositions and methods that naturally protect plant tissues against ultraviolet radiation and temperature, thus giving protection against sunburn to plants, plant parts, fruits and/or flowers during their development. The invention is also related to compositions and methods to naturally improve the color of plants, plant parts, fruits and/or flowers by inducing the natural synthesis of flavonoids and anthocyanins present in plants. Likewise, the present invention is directed to improving the nutritional value of plants, plant parts, fruits and/or flowers by increasing the normal levels of polyphenolic compounds, especially flavonoids, present therein. Additionally, the present invention is related to compositions and methods that give more resistance to plants, plant parts, fruits and/or flowers against pathogens as bacteria and fungi. Finally, the present invention is related to plants, plant parts, fruits, flowers and/or propagating material treated with the compositions described in the present document.

专利号:US-9238821-B2
优先权日:2009-04-14
标题 :Metabolic engineering for plant disease resistance
发明人:LI WENSHENG; UPPALAPATI SRINIVASA RAO; MYSORE KIRANKUMAR S; DIXON RICHARD A; SUMNER LLOYD W
权利人:LI WENSHENG; UPPALAPATI SRINIVASA RAO; MYSORE KIRANKUMAR S; DIXON RICHARD A; SUMNER LLOYD W; SAMUEL ROBERTS NOBLE FOUND INC
摘要:The invention provides methods and compositions for making a dicotyledonous plant that is susceptible to Phymatotrichopsis Root Rot (PRR) more resistant to PRR, by metabolic engineering of the plant's flavonoid and isoflavonoid biosynthetic pathways. Thus, methods for increasing the synthesis and accumulation of medicarpin and/or 7,4′-dihydroxyflavone in plants such as alfalfa are provided.

供应商参考报价(招募中)

品牌试剂参考报价(招募中)

📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

主要参考文献


1: Stoessl A. Inermin associated with pisatin in peas inoculated with the fungus Monilinia fructicola. Can J Biochem. 1972 Jan;50(1):107-8. doi: 10.1254/fpj.147.148. Japanese. doi: 10.1016/j.bmcl.2016.08.044. Epub 2016 Aug 18. doi: 10.1016/j.jpba.2016.01.058. Epub 2016 Feb 2. doi: 10.1016/j.exppara.2015.03.018. Epub 2015 Mar 24. doi: 10.1021/jf401241e. Epub 2013 Jun 20. doi: 10.1016/j.jep.2015.06.019. Epub 2015 Jun 20.
8: Jang SM, Bae SH, Choi WK, Park JB, Kim D, Min JS, Yoo H, Kang M, Ryu KH, Bae SK. Pharmacokinetic properties of trifolirhizin, (-)-maackiain, (-)-sophoranone and 2-(2,4-dihydroxyphenyl)-5,6-methylenedioxybenzofuran after intravenous and oral administration of Sophora tonkinensis extract in rats. Xenobiotica. 2015;45(12):1092-104. doi: 10.3109/00498254.2015.1041181. Epub 2015 Jun 11. doi: 10.1074/jbc.M115.657023. Epub 2015 Sep 21.
10: Wang Y, Yao R, Gao S, Wen W, Du Y, Szabo E, Hu M, Lubet RA, You M. Chemopreventive effect of a mixture of Chinese Herbs (antitumor B) on chemically induced oral carcinogenesis. Mol Carcinog. 2013 Jan;52(1):49-56. doi: 10.1002/mc.20877. Epub 2011 Nov 15. Chinese. Chinese. doi: 10.1002/jssc.201400691. Epub 2014 Sep 30. doi: 10.1016/j.jpba.2011.01.015. Epub 2011 Jan 22.

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:10.1007/bf02994750
摘要:Park JA, Kim HJ, Jin C, Lee KT, Lee YS. A new pterocarpan, (-)-maackiain sulfate, from the roots of Sophora subprostrata. Arch Pharm Res. 2003 Dec;26(12):1009–13. doi: 10.1007/bf02994750.
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