3-α-D-sulfoquinovosyl-sn-glycerol | 84271-27-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 3-α-D-sulfoquinovosyl-sn-glycerol
• 英文别名: sodium;[(2S,3S,4S,5R,6S)-6-[(2R)-2,3-dihydroxypropoxy]-3,4,5-trihydroxyoxan-2-yl]methanesulfonate
• CAS: 84271-27-2
• 化学式: C₉H₁₇O₁₀S*Na
• 分子量: 340.284
• InChiKey: WVJQMTBDUPJZIS-CWWFDSDNSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -7.29
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  185
• 氢给体数：
  5
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  cibotiglycerol 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.17h， 生成 3-α-D-sulfoquinovosyl-sn-glycerol
  参考文献：
  名称：

  Inhibitors of Osteoclast Formation from Rhizomes of Cibotium barometz

  摘要：

  Eight compounds (1-8) were isolated from a methanol extract of Cibotium barometz rhizomes including two new furan derivatives, cibotiumbarosides A (1) and B (2), and a new glycoglycerolipid, cibotiglycerol (4). Their structures were elucidated by chemical and spectroscopic methods. Compounds 2-5 each showed inhibition of osteoclast formation with no affect on BMM cell viability.

  DOI：

  10.1021/np9004097

文献信息

• Studies on glycolipids. Part VIII. Isolation and Identification of Anti-tumor-Promoting Principles from the Fresh-Water Cyanobacterium Phormidium tenue.
  作者：Hideaki SHIRAHASHI、Nobutoshi MURAKAMI、Miyako WATANABE、Akito NAGATSU、Jinsaku SAKAKIBARA、Harukuni TOKUDA、Hoyoku NISHINO、Akio IWASHIMA

  DOI：10.1248/cpb.41.1664

  日期：——

  Bioassay-directed fractionation of the extract of the cyanobacterium P. tenue led to the isolation of the three classes of glycolipids, viz., monogalactosyl diacylglycerol (MGDG), digalactosyl diacylglycerol (DGDG), and sulfo-quinovosyl diacylglycerol (SQDG) as anti-tumor-promoters. In comparing the anti-tumor-promoting effect of the three classes of glycolipids with various acyl residues, MGDG and DGDG inhibited tumor promotion more intensely than SQDG. With respect to MGDG and DGDG, the inhibitory activity of each glycolipid possessing a single pair of acyl residues was also investigated after HPLC separation. Among the 17 tested MGDGs (1a-h) and DGDGs (2a-i), three of the DGDGs (2a, b, e) showed more potent inhibitory activity toward tumor promotion than the others.

  通过生物测定对蓝藻P. tenue的提取物进行分馏，分离出三类糖脂，即单半乳糖二酰基甘油（MGDG）、双半乳糖二酰基甘油（DGDG）和磺基奎诺维糖二酰基甘油（SQDG），作为抗肿瘤促进剂。在比较三类糖脂与各种酰基残基的抗肿瘤促进效果时，发现MGDG和DGDG比SQDG更强烈地抑制肿瘤促进。在HPLC分离后，还研究了每种糖脂（具有一对酰基残基）的抑制活性。在17
• Glycolipids from Gracilaria verrucosa
  作者：Byeng Wha Son

  DOI：10.1016/0031-9422(90)89057-g

  日期：1990.1