pseudolaridimer B | 1403460-33-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: pseudolaridimer B
• 英文别名: (1S,6S)-3-[2-[(1R,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-1-methyl-6-[(3R)-3-[(1S,3R,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-6-oxo-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]butanoyl]cyclohex-3-ene-1-carboxylic acid
• CAS: 1403460-33-2
• 化学式: C₅₀H₇₈O₅
• 分子量: 759.166
• InChiKey: AOUGNCPHJBSCDC-WUUBZBNVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.6
• 重原子数：
  55
• 可旋转键数：
  8
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ent-8α-hydroxy-labda-13(16),14-dien 、 pseudolaroacid A 生成 pseudolaridimer A 、 pseudolaridimer B
  参考文献：
  名称：

  Pseudolaridimers A and B, Hetero-Cycloartane–Labdane Diels–Alder Adducts from the Cone of Pseudolarix amabilis

  摘要：

  Pseudolaridimers A (1) and B (2), two unprecedented heterodimers formed via a [4 + 2] Diels - Alder cycloaddition between a cycloartane triterpenoid unit and a labdane diterpenoid unit, were isolated from the cones of Pseudolarix amabilis. Their structures were established by extensive analysis of HRESIMS and NMR spectra. The absolute configuration of 1 was determined by single crystal X-ray diffraction (Cu K-alpha) of its methyl esterified derivative. Pseudolaridimer A (1) showed strong cytotoxicity against HCT116, ZR-75-30, and HL-60 human tumor cell lines, with IC50 values 9.62, 7.84, 8.29 mu g/mL, respectively. Pseudolaridimer B (2) only exhibited potent inhibition against the HL-60 cell line with an IC50 value of 7.50 mu g/mL.

  DOI：

  10.1021/ol302501a

文献信息

• Pseudolaridimers A and B, Hetero-Cycloartane–Labdane Diels–Alder Adducts from the Cone of <i>Pseudolarix amabilis</i>
  作者：Bo Li、De-Yun Kong、Yun-Heng Shen、Hu Yuan、Rong-Cai Yue、Yi-Ren He、Lu Lu、Lei Shan、Hui-Liang Li、Ji Ye、Xian-Wen Yang、Juan Su、Run-Hui Liu、Wei-Dong Zhang

  DOI：10.1021/ol302501a

  日期：2012.11.2

  Pseudolaridimers A (1) and B (2), two unprecedented heterodimers formed via a [4 + 2] Diels - Alder cycloaddition between a cycloartane triterpenoid unit and a labdane diterpenoid unit, were isolated from the cones of Pseudolarix amabilis. Their structures were established by extensive analysis of HRESIMS and NMR spectra. The absolute configuration of 1 was determined by single crystal X-ray diffraction (Cu K-alpha) of its methyl esterified derivative. Pseudolaridimer A (1) showed strong cytotoxicity against HCT116, ZR-75-30, and HL-60 human tumor cell lines, with IC50 values 9.62, 7.84, 8.29 mu g/mL, respectively. Pseudolaridimer B (2) only exhibited potent inhibition against the HL-60 cell line with an IC50 value of 7.50 mu g/mL.