5-羟基-2-(4-羟基苯基)-4-氧代-4H-苯并吡喃-7-基alpha-D-吡喃葡萄糖苷 | 94159-34-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 中文名称: 5-羟基-2-(4-羟基苯基)-4-氧代-4H-苯并吡喃-7-基alpha-D-吡喃葡萄糖苷
• 中文别名: 2-丁氧基乙基4-(4-氯-2-甲基苯氧基)丁酸酯
• 英文名称: apigenin-7-O-glucoside
• 英文别名: 7-(alpha-D-Glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one；5-hydroxy-2-(4-hydroxyphenyl)-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• CAS: 94159-34-9
• 化学式: C₂₁H₂₀O₁₀
• 分子量: 432.384
• InChiKey: KMOUJOKENFFTPU-RQXATKFSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  166
• 氢给体数：
  6
• 氢受体数：
  10

上下游信息

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  德国春黄菊油	5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one	520-36-5	C15H10O5	270.241

反应信息

• 作为反应物：
  描述：

  5-羟基-2-(4-羟基苯基)-4-氧代-4H-苯并吡喃-7-基alpha-D-吡喃葡萄糖苷 在 盐酸 、 水 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 葡萄糖 、 德国春黄菊油
  参考文献：
  名称：

  Hepatoprotective, cytotoxic, antimicrobial and antioxidant activities of Dioon spinulosum leaves Dyer Ex Eichler and its isolated secondary metabolites

  摘要：

  Given the lack of adequate research on Dioon spinulosum (D. spinulosum) Dyer Ex Eichler, this study was conducted focusing on different biological activities and phytochemical investigation of D. spinulosum for the first time. D. spinulosum showed strong protective activity against DNA damage and potent activity against VERO cell line. It also presented antimicrobial and hepatoprotective activity. Phytochemical investigation of the leaves resulted in isolation of two new flavonoids, apigenin 7-O-alpha-D-glucopyranoside (15) and amentoflavone 4'-O-alpha-L-rhamnopyranoside (16), in addition to fifteen known compounds: phytone (1), trans-phytol (2), beta-sitosterol (3), stigmasterol (4), oliveriflavone (5), 7,4',7 '',4'''-tetramethylamentoflavone (6), 7,4',7 ''-trimethylamentoflavone (7), scaidopitysin (8), bilobetin (9), isoginkgetin (10), aromadendrin (11), sotusflavone (12), engeletin (14) and eriocitrin (17) for the first time together with amentoflavone (13). Compounds (11) and (13) displayed very strong cytotoxic activity and showed the highest protective activity against DNA damage.[GRAPHICS].

  DOI：

  10.1080/14786419.2020.1789636

文献信息

• Hepatoprotective, cytotoxic, antimicrobial and antioxidant activities of <i>Dioon spinulosum</i> leaves Dyer Ex Eichler and its isolated secondary metabolites
  作者：Walaa A. Negm、Kamilia A. Abo El-Seoud、Amal Kabbash、Amira A. Kassab、Mona El-Aasr

  DOI：10.1080/14786419.2020.1789636

  日期：2021.12.2

  Given the lack of adequate research on Dioon spinulosum (D. spinulosum) Dyer Ex Eichler, this study was conducted focusing on different biological activities and phytochemical investigation of D. spinulosum for the first time. D. spinulosum showed strong protective activity against DNA damage and potent activity against VERO cell line. It also presented antimicrobial and hepatoprotective activity. Phytochemical investigation of the leaves resulted in isolation of two new flavonoids, apigenin 7-O-alpha-D-glucopyranoside (15) and amentoflavone 4'-O-alpha-L-rhamnopyranoside (16), in addition to fifteen known compounds: phytone (1), trans-phytol (2), beta-sitosterol (3), stigmasterol (4), oliveriflavone (5), 7,4',7 '',4'''-tetramethylamentoflavone (6), 7,4',7 ''-trimethylamentoflavone (7), scaidopitysin (8), bilobetin (9), isoginkgetin (10), aromadendrin (11), sotusflavone (12), engeletin (14) and eriocitrin (17) for the first time together with amentoflavone (13). Compounds (11) and (13) displayed very strong cytotoxic activity and showed the highest protective activity against DNA damage.[GRAPHICS].