Glyceollin IV | 69393-94-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: Glyceollin IV
• 英文别名: 3-methoxy-2-(3-methylbut-2-enyl)-6,11a-dihydro-[1]benzofuro[3,2-c]chromene-6a,9-diol
• CAS: 69393-94-8
• 化学式: C₂₁H₂₂O₅
• 分子量: 354.4
• InChiKey: WOKIXZBYDPTMJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  68.2
• 氢给体数：
  2
• 氢受体数：
  5

文献信息

• 真菌誘発型大豆苗から得られる栄養組成物
  申请人：フルタローム スウィッツァーランド リミテッド

  公开号：JP2013540422A

  公开（公告）日：2013-11-07

  大豆苗およびそこから抽出可能な組成物について記載される。かかる組成物は、プレニル化イソフラボンおよび少なくとも１つのイソフラボノイドを含み、前記イソフラボノイドは、イソフラボン、クメスタンおよびプテリカルパンの化学分類の１つから選択される。かかる組成物は通常、少なくとも５％のプレニル化イソフラボン、特に、プレニル化ダイゼイン、プレニル化ヒドロキシダイゼイン、プレニル化グリシテイン、プレニル化ヒドロキシゲニステイン、およびプレニル化ゲニステインから選択されるプレニル化イソフラボンを含む。かかる組成物は、プテロカルパンも好ましくは少なくとも２０％の量で含み、グリセオリンＩ対グリセオリンＩＩ対グリセオリンＩＩＩ対グリセオリンＩＶの新規の比を有する。ストレス下、特に真菌の培養物の存在中で、好ましくはリゾープス・ミクロスポラス・バー・オリザエの存在中で大豆を発酵させる段階を含む製造方法も記載される。

  描述了大豆秧苗和可从其中提取的成分。这些组合物含有前炔化异黄酮和至少一种异黄酮类化合物，所述异黄酮类化合物选自异黄酮、香豆素和蝶啶中的一种化学类别。此类组合物通常含有至少 5%的前酰化异黄酮，特别是选自前酰化大黄素、前酰化羟基大黄素、前酰化甘草亭、前酰化羟基染料木素和前酰化染料木素的前酰化异黄酮。此类组合物还含有 pterocarpan，其含量最好至少为 20%，其中甘氨三醇苷 I 与甘氨三醇苷 II、甘氨三醇苷 III 与甘氨三醇苷 IV 的比例新颖。还描述了一种生产方法，其中包括大豆在压力下的发酵阶段，特别是在真菌培养物的存在下，最好是在Rhizopus microsporus bar oryzae的存在下。
• Composition for prevention or treatment of metabolic syndrome or for antioxidation containing black bean leaf extracts and flavonol glysosides isolated therefrom as active ingredients
  申请人：KOREA RESEARCH INSTITUTE OF BIOSCIENCE AND BIOTECHNOLOGY

  公开号：US10765128B2

  公开（公告）日：2020-09-08

  A composition for prevention or treatment of metabolic syndrome or for antioxidation includes black soybean leaf extracts and flavonol glycoside compounds isolated thereof as active ingredients. It has been confirmed that the black soybean leaf extracts and the flavonol glycoside compounds isolated thereof effectively inhibit α-glucosidase activity; LDL oxidation and DDP-4; have excellent DPPH radical scavenging activity; inhibitory activity of reactive oxygen species (ROS) accumulation; effectively promote insulin secretion; regulate the expression of major genes; have an excellent ability to reduce a waist/hip circumference ratio; decrease the concentrations of plasma free fatty acid and plasma triglyceride; increase the concentration of plasma HDL-cholesterol; decrease an atherogenic index; increase erythrocyte catalase, SOD and GR activities; decrease erythrocyte lipid peroxide TBARS; decrease the concentrations of inflammatory cytokines MCP-1 and PAI-1, and resistin; and increase the concentration of plasma adiponectin.

  一种用于预防或治疗代谢综合征或抗氧化的组合物包括作为活性成分的黑大豆叶提取物及其分离的黄酮醇苷化合物。经证实，黑豆叶提取物及其分离出的黄酮醇苷化合物能有效抑制α-葡萄糖苷酶活性、低密度脂蛋白氧化和DDP-4；具有极佳的DPPH自由基清除活性；抑制活性氧（ROS）积累；有效促进胰岛素分泌；调节主要基因的表达；具有极佳的降低腰围/臀围比的能力；降低血浆游离脂肪酸和血浆甘油三酯的浓度；提高血浆高密度脂蛋白胆固醇的浓度；降低动脉粥样硬化指数；提高红细胞过氧化氢酶、SOD 和 GR 活性；降低红细胞过氧化脂质 TBARS；降低炎症细胞因子 MCP-1 和 PAI-1 以及抵抗素的浓度；提高血浆脂肪连通素的浓度。
• NUTRACEUTICAL COMPOSITION OBTAINED FROM FUNGUS-CHALLENGED SOY SEEDLINGS
  申请人：Frutarom Switzerland Ltd

  公开号：EP2592951A1

  公开（公告）日：2013-05-22
• Nutraceutical Composition Obtained from Fungus-Challenged Soy Seedlings
  申请人：Verbruggen Maria Anna

  公开号：US20150290271A1

  公开（公告）日：2015-10-15

  Soybean seedlings and therefrom extractable compositions are described. Such compositions comprise prenylated isoflavones and at least one isoflavonoid, said isoflavonoid being selected from one of the chemical classes of isoflavones, coumestans and pterocarpans. Such compositions usually comprise at least 5% prenylated isoflavones, in particular prenylated isoflavones selected from prenylated daidzein, prenylated hydroxydaidzein, prenylated glycitein, prenylated hydroxygenistein, and prenylated genistein. Such compositions also comprise pterocarpans, preferably in amounts of at least 20%, and with a novel ratio of glyceollin I to glyceollin II to glyceollin III to glyceollin IV. Also described is a production method comprising the step of fermenting the soybeans under stress, in particular in the presence of cultures of fungi, preferably in the presence of Rhizopus microsporus Var. oryzae.
• COMPOSITION FOR PREVENTION OR TREATMENT OF METABOLIC SYNDROME OR FOR ANTIOXIDATION CONTAINING BLACK BEAN LEAF EXTRACTS AND FLAVONOL GLYSOSIDES ISOLATED THEREFROM AS ACTIVE INGREDIENTS
  申请人：KOREA RESEARCH INSTITUTE OF BIOSCIENCE AND BIOTECHNOLOGY

  公开号：US20190075823A1

  公开（公告）日：2019-03-14

  The present invention relates to a composition for prevention or treatment of metabolic syndrome or for antioxidation comprising black soybean leaf extracts and flavonol glycoside compounds isolated thereof as active ingredients. It has been confirmed that the black soybean leaf extracts and the flavonol glycoside compounds isolated thereof in the present invention: effectively inhibit α-glucosidase activity; effectively inhibit LDL oxidation and DDP-4; have excellent DPPH radical scavenging activity; have excellent inhibitory activity of reactive oxygen species (ROS) accumulation; effectively promote insulin secretion in pancreatic beta cells; regulate the expression of major genes for diabetes, obesity, insulin resistance, fatty liver, hyperlipidemia, and atherosclerosis caused by a high-fat diet; have an excellent ability to reduce a waist/hip circumference ratio in adult males and females who are overweight or obese; decrease the concentrations of plasma free fatty acid and plasma triglyceride; increase the concentration of plasma HDL-cholesterol; decrease an atherogenic index; increase erythrocyte catalase, SOD and GR activities; decrease erythrocyte lipid peroxide TBARS; decrease the concentrations of inflammatory cytokines MCP-1 and PAI-1, and resistin which is a hormone secreted in adipocytes; and increase the concentration of plasma adiponectin. Thus, the black soybean leaf extracts and the flavonol glycoside compounds isolated thereof can be usefully used for preventing or treating metabolic syndrome, and also can be usefully used as an antioxidant composition due to the excellent antioxidant activity thereof.