2,3-dibenzylbutyrolactone | 93877-41-9

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 呋喃类木脂素
• 英文名称: 2,3-dibenzylbutyrolactone
• 英文别名: 3,4-dibenzyloxolan-2-one
• CAS: 93877-41-9
• 化学式: C₁₈H₁₈O₂
• 分子量: 266.34
• InChiKey: QELUJSMWHDHUTE-UHFFFAOYSA-N

物化性质

• 沸点：
  220 °C(Press: 0.4 Torr)
• 密度：
  1.143±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  Sodium; 2-iodo-3-phenyl-propionate 在 盐酸 、 copper(l) iodide 、 硼烷 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 65.33h， 生成 2,3-dibenzylbutyrolactone
  参考文献：
  名称：

  Belletire, John L.; Mahmoodi, Nosrat O., Synthetic Communications, 1989, vol. 19, # 19, p. 3371 - 3378

  摘要：

  DOI：

文献信息

• Metallocenes and catalyst compositions derived therefrom
  申请人：Burkhardt John Terry

  公开号：US20050037919A1

  公开（公告）日：2005-02-17

  Metallocenes and catalyst systems for olefin polymerization derived therefrom. The metallocenes may be represented by the formula: wherein M 1 preferably is zirconium or hafnium; and R 5 is different from hydrogen

  茂金属及其衍生的烯烃聚合催化剂体系。该茂金属可由以下公式表示：其中M1最好是锆或铪；而R5不同于氢。
• Identification of the Microbial Transformation Products of Secoisolariciresinol Using an Untargeted Metabolomics Approach and Evaluation of the Osteogenic Activities of the Metabolites
  作者：Wen-Xuan Yu、Hok-Him Tang、Jun-Jie Ye、Hui-Hui Xiao、Chung-Yan Lam、Tim-Fat Shum、Zhi-Kang Sun、Yuan-Zhen Li、Xin-Yu Zang、Wen-Chao Du、Jian-Ping Zhang、Tsz-Hung Kong、Li-Ping Zhou、Jia-Chi Chiou、Chun-Fai Kung、Kam-Wah Mok、Jing Hu、Man-Sau Wong

  DOI：10.3390/molecules28155742

  日期：——

  Secoisolariciresinol (SECO) is one of the major lignans occurring in various grains, seeds, fruits, and vegetables. The gut microbiota plays an important role in the biotransformation of dietary lignans into enterolignans, which might exhibit more potent bioactivities than the precursor lignans. This study aimed to identify, synthesize, and evaluate the microbial metabolites of SECO and to develop efficient lead compounds from the metabolites for the treatment of osteoporosis. SECO was fermented with human gut microbiota in anaerobic or micro-aerobic environments at different time points. Samples derived from microbial transformation were analyzed using an untargeted metabolomics approach for metabolite identification. Nine metabolites were identified and synthesized. Their effects on cell viability, osteoblastic differentiation, and gene expression were examined. The results showed that five of the microbial metabolites exerted potential osteogenic effects similar to those of SECO or better. The results suggested that the enterolignans might account for the osteoporotic effects of SECO in vivo. Thus, the presence of the gut microbiota could offer a good way to form diverse enterolignans with bone-protective effects. The current study improves our understanding of the microbial transformation products of SECO and provides new approaches for new candidate identification in the treatment of osteoporosis.

  Secoisolariciresinol (SECO) 是存在于各种谷物、种子、水果和蔬菜中的主要木质素之一。肠道微生物群在膳食木质素向肠木质素的生物转化过程中发挥着重要作用，而肠木质素可能比前体木质素表现出更强的生物活性。本研究旨在鉴定、合成和评估 SECO 的微生物代谢物，并从代谢物中开发治疗骨质疏松症的高效先导化合物。在不同的时间点，SECO 与人体肠道微生物群在厌氧或微氧环境中进行发酵。利用非靶向代谢组学方法对微生物转化产生的样本进行了代谢物鉴定分析。鉴定并合成了九种代谢物。研究了它们对细胞活力、成骨细胞分化和基因表达的影响。结果表明，其中五种微生物代谢物的潜在成骨作用与 SECO 相似或更好。结果表明，肠木质素可能是 SECO 在体内产生骨质疏松效应的原因。因此，肠道微生物群的存在可能是形成具有骨保护作用的多种肠木质素的良好途径。目前的研究增进了我们对 SECO 微生物转化产物的了解，并为确定治疗骨质疏松症的新候选物质提供了新方法。
• Wirkstoffkombinationen aus Anisfruchtextrakt und einem oder mehreren 2,3-Dibenzylbutyrolactonen
  申请人：Beiersdorf AG

  公开号：EP2072038A3

  公开（公告）日：2015-01-07

  Wirkstoffkombinationen aus einer wirksamen Menge an Anisfruchtextrakt und einem oder mehreren 2,3-Dibenzylbutyrolactonen.

  有效含量的茴香果提取物和一种或多种 2,3-二苄基丁内酯的活性成分组合。
• Cosmetic and/or dermatological preparation comprising 2,3-dibenzylbutyrolactones
  申请人：Stab Franz

  公开号：US20060093633A1

  公开（公告）日：2006-05-04

  Cosmetic and/or dermatological preparation containing one or more 2,3-dibenzylbutyrolactone derivatives and/or their glycosides besides optionally additional cosmetic and/or dermatological active ingredients, auxiliary agents, and additives.

  含有一种或多种 2,3-二苄基丁内酯衍生物和/或其苷的化妆品和/或皮肤病制剂，以及可选的其他化妆品和/或皮肤病活性成分、辅助剂和添加剂。
• MOMOSE, TAKEFUMI;TANABE, GENZOH;TSUJIMORI, HISAYUKI;HIGASHIURA, MIE;IMANI+, HETEROCYCLES, 29,(1989) N, C. 257-262
  作者：MOMOSE, TAKEFUMI、TANABE, GENZOH、TSUJIMORI, HISAYUKI、HIGASHIURA, MIE、IMANI+

  DOI：——

  日期：——