curlone | 87440-60-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: curlone
• 英文别名: (-)-Curlone；(6S)-2-methyl-6-[(1S)-4-methylidenecyclohex-2-en-1-yl]hept-2-en-4-one
• CAS: 87440-60-6
• 化学式: C₁₅H₂₂O
• 分子量: 218.339
• InChiKey: JIJQKFPGBBEJNF-KBPBESRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (1'S,4RS,6S)-2-methyl-6-(4'-methylidenecyclohex-2'-en-1'-yl)hept-2-en-4-ol 在 吡啶 、 重铬酸吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 25.0h， 以26%的产率得到curlone
  参考文献：
  名称：

  Stereospecific Synthesis of (−)-β-Turmerone and (−)-Bisacurol

  摘要：

  The structure of (+)-beta-turmerone ((+)-1a), a constituent of the rhizomes of Curcuma longa LINN., and Curcuma xanthorriza, is established as (1'R,6S)-2-methyl-6-(4'-methylenecyclohex-2'-en-1'-yl)hept-2-en-4-one by synthesis of its enantiomer (-)-1a, and of the corresponding (1'S,6S)-diastereoisomer (+)-1b as well. In a stereospecific seventeen-step procedure, the monoterpene diols 2a and 2b of well-established configuration are convened into the target compounds (-)-1a and (+)-1b, respectively. Moreover, (-)-bisacurol (-)-3a(II), the enantiomer of another bisabolane sesquiterpene derived from Curcuma xanthorriza, is obtained as a single stereoisomer and shown to be (1'S,6R)-2-methyl-6-(4'-methylenecyclohex-2'-en-1'-yl)hept-2-en-4-ol, the relative configuration at the remaining OH-substituted chiral center C(4) still being unknown.

  DOI：

  10.1002/(sici)1522-2675(19991006)82:10<1610::aid-hlca1610>3.0.co;2-t

文献信息

• FORMULATIONS FROM NATURAL PRODUCTS, TURMERIC, PACLITAXEL, AND ASPIRIN
  申请人：Jacob James N.

  公开号：US20150250844A1

  公开（公告）日：2015-09-10

  The invention provides novel compounds and formulations of turmeric oil, fish oil, aspirin and anti-cancer drugs (paclitaxel) having anti-inflammatory, analgesic and/or anti-cancer activity.

  本发明提供了具有抗炎、镇痛和/或抗癌活性的姜油、鱼油、阿司匹林和抗癌药物（紫杉醇）的新化合物和配方。
• Transdermal delivery of pharmaceutical agents
  申请人：Russell-Jones J. Gregory

  公开号：US20070243132A1

  公开（公告）日：2007-10-18

  The present invention generally relates to a vehicle useful for delivering a pharmaceutically active compound including a genetic molecule or composition. More particularly, the present invention provides microemulsions for transdermal delivery of pharmaceutically active agents to a subject.

  本发明通常涉及一种用于传递包括遗传分子或组成的药物活性化合物的车辆。更具体地，本发明提供了微乳液，用于经皮途径向受体传递药物活性剂。
• Pest-impervoius packaging material and pest-control composition
  申请人：THE STATE OF ISRAEL-MINISTRY OF AGRICULTURE & RURAL DEVELOPMENT

  公开号：EP1576882A1

  公开（公告）日：2005-09-21

  A composition-of-matter comprising a substance usable in producing packaging material and at least one compound selected from the group consisting of ar-turmerone, a sesquiterpene alcohol and a turmeric oleoresin solid residue.

  一种物质组合物，包含一种可用于生产包装材料的物质和至少一种选自姜黄酮、倍半萜醇和姜黄油脂固体残留物的化合物。
• AGENT FOR PREVENTING/AMELIORATIG LIFE STYLE-RELAETD DISEASES CONTAINING TURMERIC ESSENTIAL OIL COMPONENT
  申请人：Kaneka Corporation

  公开号：EP1752144A1

  公开（公告）日：2007-02-14

  The present invention has its object to provide an agent for preventing and/or ameliorating life style-related diseases which contains, as an active ingredient, a substance derived from a safe food material having a long history of being eaten as a food and which is capable of being utilized as functional foods such as health foods or functional health foods (specific health foods, functional nutritive foods). The agent for preventing and/or ameliorating life style-related diseases according to the invention contains, as an active ingredient, at least one compound selected from the group consisting of ar-turmerone, α-turmerone, β-turmerone, curlone, bisacumol and β-sesquiphellandrene, or at least one compound selected from among the bisabolane type sesquiterpenoids derived from Curcuma longa L., and therefore is useful for preventing and/or ameliorating diabetes, visceral fat obesity, metabolic syndrome and obesity, among others.

  本发明的目的是提供一种用于预防和/或改善与生活方式有关的疾病的制剂，该制剂作为一种活性成分，含有一种从安全食品材料中提取的物质，该食品材料具有作为食品食用的悠久历史，并且能够用作功能性食品，如保健食品或功能性保健食品（特定保健食品、功能性营养食品）。 根据本发明，用于预防和/或改善与生活方式有关的疾病的制剂含有至少一种选自 ar-turmerone、α-turmerone、β-turmerone、curone、bisacumol 和 β-sesquiphellandrene，或至少一种选自姜黄类倍半萜化合物的化合物作为活性成分，因此可用于预防和/或改善与生活方式有关的疾病、因此可用于预防和/或改善糖尿病、内脏脂肪肥胖症、代谢综合征和肥胖症等。
• Microbial bioconversion of curcuminoids to calebin-A
  申请人：Majeed Muhammed

  公开号：US11299706B2

  公开（公告）日：2022-04-12

  The present invention discloses a novel endophytic fungi, Ovatospora brasiliensis MTCC 25236 for the bioconversion of curcuminoids to Calebin-A and a method for its isolation from the rhizomes of Curcuma sp. The invention also discloses a method for the bioconversion of curcuminoids to Calebin-A using an endophytic fungi Ovatospora brasiliensis MTCC 25236 and bacterial species, Acinetobacter johnsonii and Pseudomonas putida.

  本发明公开了一种新型内生真菌 Ovatospora brasiliensis MTCC 25236 用于将姜黄素生物转化为 Calebin-A 以及从姜黄属植物根茎中分离该真菌的方法。本发明还公开了一种利用内生真菌 Ovatospora brasiliensis MTCC 25236 和细菌 Acinetobacter johnsonii 及 Pseudomonas putida 将姜黄素生物转化为 Calebin-A 的方法。