cedrusinin-4-O-α-L-rhamnopyranoside | 1403967-10-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: cedrusinin-4-O-α-L-rhamnopyranoside
• 英文别名: (2S,3R,4R,5R,6S)-2-[4-[(2S,3R)-3-(hydroxymethyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenoxy]-6-methyloxane-3,4,5-triol
• CAS: 1403967-10-1
• 化学式: C₂₅H₃₂O₉
• 分子量: 476.524
• InChiKey: PDQGYVCKZBLBGA-WHFKGHOMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  138
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  cedrusinin-4-O-α-L-rhamnopyranoside 在 sodium hydroxide 作用下， 反应 2.0h， 以0.3 mg的产率得到L-rhamnopyranose
  参考文献：
  名称：

  Terpene and lignan glycosides from the twigs and leaves of an endangered conifer, Cathaya argyrophylla

  摘要：

  Labdane diterpene glycosides cathargyroside A and cathargyroside B. monoterpene glycosides vervenone-10-O-beta-D-glucopyranoside and vervenone-10-O-beta-D-apiofuranosyl-(1 '' -> 6')-beta-D-glucopyranoside, as well as lignan glycosides cedrusinin-4-O-alpha-L-rhamnopyranoside and (+)-cyclo-olivil-9'-O-beta-D-xylopyranoside, along with 39 known compounds, were obtained from the methanol extract of the twigs and leaves of Cathaya argyrophylla. These compounds were identified mainly by analyzing their NMR and MS data. Almost all of these compounds were hitherto unknown in this genus. The isolated compounds were screened against Candida albicans and Staphylococcus aureus for antimicrobial assay, and against 1(562, HT-29, BEL-7402, SGC-7901, B16, BGC-823, U251 and A549 cancer cell lines for cytotoxic activities. One compound showed antimicrobial activity against C. albicans, and four of them displayed cytotoxicity. Similarity analysis on the chemical constituents of the genera Cathaya, Picea and Pinus supported their close phylogenetic relationships. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2012.07.013

文献信息

• Terpene and lignan glycosides from the twigs and leaves of an endangered conifer, Cathaya argyrophylla
  作者：Wen-Jun He、Zhao-Hui Fu、Guang-Zhi Zeng、Yu-Mei Zhang、Hong-Jin Han、He Yan、Chang-Jiu Ji、Hong-Biao Chu、Ning-Hua Tan

  DOI：10.1016/j.phytochem.2012.07.013

  日期：2012.11

  Labdane diterpene glycosides cathargyroside A and cathargyroside B. monoterpene glycosides vervenone-10-O-beta-D-glucopyranoside and vervenone-10-O-beta-D-apiofuranosyl-(1 '' -> 6')-beta-D-glucopyranoside, as well as lignan glycosides cedrusinin-4-O-alpha-L-rhamnopyranoside and (+)-cyclo-olivil-9'-O-beta-D-xylopyranoside, along with 39 known compounds, were obtained from the methanol extract of the twigs and leaves of Cathaya argyrophylla. These compounds were identified mainly by analyzing their NMR and MS data. Almost all of these compounds were hitherto unknown in this genus. The isolated compounds were screened against Candida albicans and Staphylococcus aureus for antimicrobial assay, and against 1(562, HT-29, BEL-7402, SGC-7901, B16, BGC-823, U251 and A549 cancer cell lines for cytotoxic activities. One compound showed antimicrobial activity against C. albicans, and four of them displayed cytotoxicity. Similarity analysis on the chemical constituents of the genera Cathaya, Picea and Pinus supported their close phylogenetic relationships. (C) 2012 Elsevier Ltd. All rights reserved.