methyl 2,6-dideoxy-4-O-methyl-α-D-arabino-hexopyranoside | 85004-11-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,6-dideoxy-4-O-methyl-α-D-arabino-hexopyranoside
• 英文别名: methyl 4-O-methyl-α-D-olivoside；α-methyl oleandroside；(2R,3S,4R,6S)-3,6-dimethoxy-2-methyloxan-4-ol
• CAS: 85004-11-1
• 化学式: C₈H₁₆O₄
• 分子量: 176.213
• InChiKey: WKARRAVJAZXIRO-OOJXKGFFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methyl 2,6-dideoxy-3-O-benzyl-4-O-methyl-α-D-lyxo-hexopyranoside 生成 methyl 2,6-dideoxy-4-O-methyl-α-D-arabino-hexopyranoside
  参考文献：
  名称：

  GURJAR, M. K.;GHOSH, P. K., J. CARBOHYDR. CHEM., 7,(1988) N, C. 799-804

  摘要：

  DOI：

文献信息

• Structure and Biosynthesis of FD-594; a New Antitumor Antibiotic.
  作者：KATSUYA KONDO、TADASHI EGUCHI、KATSUMI KAKINUMA、KAZUTOSHI MIZOUE、YA-FANG QIAO

  DOI：10.7164/antibiotics.51.288

  日期：——

  The structure of a novel antitumor antibiotics FD-594 (1), produced by Streptomyces sp. TA-0256, was determined to have a glycosylated pyrano[4',3':6,7]naphtho[1,2-b]-xanthene skeleton by means of spectral data. The biosynthetic studies of the chromophore of 1 was also carried out by feeding experiments with [1-13C]-, [2-13C]-, and [1,2-13C2]sodium acetate. The labeling pattern was determined by 13C

  链霉菌属的新型抗肿瘤抗生素FD-594（1）的结构。通过光谱数据确定TA-0256具有糖基化吡喃并[4'，3'：6,7]萘并[1,2-b]-吨骨架。1的生色团的生物合成研究也通过进料[1-13C]-，[2-13C]-和[1,2-13C2]乙酸钠进行的实验来进行。通过包括2D INADEQUATE实验的13 C NMR确定标记模式，这使我们能够阐明1的发色团源自14乙酸酯，随后损失了一个碳原子。
• The structure of a novel macrolide antibiotic, notonesomycin A
  作者：Toru Sasaki、Kazuo Furihata、Hiroshi Nakayama、Haruo Seto、Noboru Otake

  DOI：10.1016/s0040-4039(00)84325-7

  日期：——

  Based on mainly NMR spectral data, the structure of notonesomycin A, a novel macrolide antibiotic has been determined as shown in Fig. 1.

  主要基于NMR光谱数据，如图1所示，确定了一种新型大环内酯类抗生素诺诺霉素A的结构。
• UCH9, a New Antitumor Antibiotic Produced byStreptomyces. II. Structure Elucidation of UCH9 by Mass and NMR Spectroscopy.
  作者：RITSUKO KATAHIRA、YOICHI UOSAKI、HARUMI OGAWA、YOSHINORI YAMASHITA、HIROFUMI NAKANO、MAYUMI YOSHIDA

  DOI：10.7164/antibiotics.51.267

  日期：——

  The structure of UCH9, which is a novel antitumor agent, was determined by spectroscopic methods. UCH9 consists of an aglycone and five 2, 6-dideoxy sugars (three D-olivoses, one 4-O-methyl-D-olivose and one D-oliose). Four of the five sugars are sequentially connected through a β1→3 linkage (olivose-1→3-4-O-methyl-olivose-1→3-oliose-1→3-olivose). On the basis of the results of spectroscopic analysis, it was found that UCH9 belongs to the aureolic acid family of antibiotics. The structure of UCH9 is unique in that mono- and tetrasaccharide moieties, and a long hydrophobic side chain (sec-butyl group) are attached to the aglycone, while di- and trisaccharide moieties and a methyl or a hydrogen are attached in the case of the known aureolic acid analogs. It is known that aureolic acid analogs form a dimer in the presence of Mg2+. NMR, FAB-MS and atomic absorption analysis revealed that UCH9 isolated from Streptomyces also forms a dimer, containing one equivalent molar Mg2+

  UCH9的结构是一种新型抗肿瘤剂，通过光谱方法确定。UCH9由一个非糖部分和五种2,6-二脱氧糖组成（包括三个D-橄榄糖、一个4-O-甲基-D-橄榄糖和一个D-橄榄糖）。五种糖中有四种通过β1→3连接依次相连（橄榄糖-1→3-4-O-甲基-橄榄糖-1→3-橄榄糖-1→3-橄榄糖）。根据光谱分析的结果，发现UCH9属于金黄色酸类抗生素。UCH9的结构独特，因为它的非糖部分连接了单糖和四糖基团，以及一个长的疏水性侧链（叔丁基），而已知的金黄色酸类类似物则连接了二糖和三糖基团以及一个甲基或氢。已知金黄色酸类类似物在存在Mg2+的情况下会形成二聚体。NMR、FAB-MS和原子吸收分析显示，从放线菌中分离的UCH9也形成了一个含有一个当量摩尔的Mg2+的二聚体。