stelliferin A | 134128-15-7

• 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: stelliferin A
• 英文别名: [(3Z,3aS,5aR,7S,9aR,9bS)-3-[(3E,5E,7S)-7-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-ylidene]-3a,6,6,9a-tetramethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-7-yl] acetate
• CAS: 134128-15-7
• 化学式: C₃₂H₄₈O₄
• 分子量: 496.731
• InChiKey: JQQLGYJOHJVUFP-SOBFQGAKSA-N

物化性质

• 沸点：
  602.5±55.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  stelliferin A 在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 吡啶 、 甲苯 为溶剂， 反应 0.58h， 生成 Jtjdljmvbzzacl-vdbccmmnsa-
  参考文献：
  名称：

  New Isomalabaricane Triterpenes from the Marine Sponge Stelletta globostellata That Induce Morphological Changes in Rat Fibroblasts

  摘要：

  Three new isomalabaricane triterpenes, 29-hydroxystelliferin D (2), 3-epi-29-hydroxystelliferin E (3), and 3-epi-29-hydroxystelliferin A (4), were isolated from the marine sponge Stelletta globostellata. Their structures, including absolute stereochemistry, were determined on the basis of spectral data and chemical methods. Rat fibroblasts treated with 0.2 mu M of 2-4 exhibited unusual morphological characteristics, followed by death in 5 days.

  DOI：

  10.1021/np990333d

文献信息

• Stelliferins A–F, new antineoplastic isomalabaricane triterpenes from the Okinawan marine sponge Jaspis stellifera.
  作者：Masashi Tsuda、Masami Ishibashi、Kaori Agemi、Takuma Sasaki、Jun'ichi Kobayashi

  DOI：10.1016/s0040-4020(01)96129-0

  日期：——

  Six new antineoplastic isomalabaricane-type triterpenes, stelliferins A–F, have been isolated from the Okinawan marine sponge Jaspis stellifera. The structures were established by spectroscopic analyses, espesially 1D and 2D NMR techniques. The stereostructures have been elucidated by NOESY spectra as well as chemical degradation experiments.

  从冲绳海洋海绵Jaspis stellifera中分离出了六种新的抗肿瘤异麦拉巴烷烷型三萜，stelliferins A–F 。通过光谱分析，特别是1D和2D NMR技术确定了结构。立体结构已通过NOESY光谱以及化学降解实验得以阐明。
• MARINE ORGANISM-DERIVED EXTRACT, COMPOUND, AND MEDICAL COMPOSITION HAVING NICHE FORMATION SUPPRESSING ACTIVITY OF LEUKEMIC STEM CELLS
  申请人：Waseda University

  公开号：EP3403661A1

  公开（公告）日：2018-11-21

  Using the cobblestone area (CA) formation inhibitory activity of human leukemic stem cell-like cells as an indicator, a fraction having the activity has been extracted from the fat-soluble fraction of Porifera, then, a compound having the activity has been isolated and purified from the aforementioned fraction, and then, the structure thereof has been determined, so that a Stelliferin compound comprising a novel compound has been identified. Moreover, it has been found that the isolated and purified Stelliferin compound significantly suppresses the niche formation of leukemic stem cell-like cells derived from human chronic myelogenous leukemia (CML) having resistance to existing antitumor agents and enhances the effects of antitumor agents on the cells. The present invention provides a pharmaceutical composition having inhibitory or suppressive activity against the niche formation of leukemic stem cells, a prophylactic agent against the recurrence of malignant tumor, which involves the combined use of other antitumor drugs, and the like.

  以人类白血病干细胞样细胞的鹅卵石区（CA）形成抑制活性为指标，从多孔菌的脂溶性馏分中提取出具有该活性的馏分，然后从上述馏分中分离纯化出具有该活性的化合物，并确定了其结构，从而确定了一种包含新型化合物的Stelliferin化合物。此外，研究还发现，分离纯化的星藻素化合物可显著抑制对现有抗肿瘤药物具有抗药性的人类慢性骨髓性白血病（CML）白血病干细胞样细胞的龛形成，并增强抗肿瘤药物对该细胞的作用。本发明提供了一种对白血病干细胞龛形成具有抑制或抑制活性的药物组合物，一种预防恶性肿瘤复发的药物，其中包括联合使用其他抗肿瘤药物等。
• Marine organism-derived extract, compound, and medical composition having niche formation suppressing activity of leukemic stem cells
  申请人：WASEDA UNIVERSITY

  公开号：US10933044B2

  公开（公告）日：2021-03-02

  Using the cobblestone area (CA) formation inhibitory activity of human leukemic stem cell-like cells as an indicator, a fraction having the activity has been extracted from the fat-soluble fraction of Porifera, then, a compound having the activity has been isolated and purified from the aforementioned fraction, and then, the structure thereof has been determined, so that a Stelliferin compound comprising a novel compound has been identified. Moreover, it has been found that the isolated and purified Stelliferin compound significantly suppresses the niche formation of leukemic stem cell-like cells derived from human chronic myelogenous leukemia (CML) having resistance to existing antitumor agents and enhances the effects of antitumor agents on the cells. The present invention provides a pharmaceutical composition having inhibitory or suppressive activity against the niche formation of leukemic stem cells, a prophylactic agent against the recurrence of malignant tumor, which involves the combined use of other antitumor drugs, and the like.

  以人类白血病干细胞样细胞的鹅卵石区（CA）形成抑制活性为指标，从多孔菌的脂溶性馏分中提取出具有该活性的馏分，然后从上述馏分中分离纯化出具有该活性的化合物，并确定了其结构，从而确定了一种包含新型化合物的Stelliferin化合物。此外，研究还发现，分离纯化的星藻素化合物可显著抑制对现有抗肿瘤药物具有抗药性的人类慢性骨髓性白血病（CML）白血病干细胞样细胞的龛形成，并增强抗肿瘤药物对该细胞的作用。本发明提供了一种对白血病干细胞龛形成具有抑制或抑制活性的药物组合物，一种预防恶性肿瘤复发的药物，其中包括联合使用其他抗肿瘤药物等。