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(2R,3S)-2-(3,4-dihydroxyphenyl)-3-hexoxy-3,4-dihydro-2H-chromene-5,7-diol | 1220450-08-7

中文名称
——
中文别名
——
英文名称
(2R,3S)-2-(3,4-dihydroxyphenyl)-3-hexoxy-3,4-dihydro-2H-chromene-5,7-diol
英文别名
——
(2R,3S)-2-(3,4-dihydroxyphenyl)-3-hexoxy-3,4-dihydro-2H-chromene-5,7-diol化学式
CAS
1220450-08-7
化学式
C21H26O6
mdl
——
分子量
374.434
InChiKey
RMDUOUZGXLFUAC-LEWJYISDSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    3.2
  • 重原子数:
    27
  • 可旋转键数:
    7
  • 环数:
    3.0
  • sp3杂化的碳原子比例:
    0.43
  • 拓扑面积:
    99.4
  • 氢给体数:
    4
  • 氢受体数:
    6

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为产物:
    参考文献:
    名称:
    Synthesis and antimicrobial activities of 3-O-alkyl analogues of (+)-catechin: Improvement of stability and proposed action mechanism
    摘要:
    We report here the synthesis and biological properties of 3-O-alkyl analogues of(+)-catechin (5), which itself is one of the major natural polyphenols found in green tea and has several physiological activities. Starting from 5, a series of 3-O-alkyl-(+)-catechin derivatives were investigated as potent antimicrobial agents. The presence of an alkyl chain rather than acyl on 3-O- showed an increase in antimicrobial activity which may be due to stability in standard culture condition. The most promising compound is 8e, 3-O-decyl analogue, with the MIC of 0.5-2,32-128 and 2-4 mu g/mL against Gram-positive bacteria, Gram-negative bacteria and human pathogenic fungi, respectively. Regarding action mechanism, the antimicrobial activity is possibly due to the lipophilicity and disrupting ability of the analogues to the liposome membrane. Published by Elsevier Masson SAS.
    DOI:
    10.1016/j.ejmech.2009.11.045
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文献信息

  • Synthesis and antimicrobial activities of 3-O-alkyl analogues of (+)-catechin: Improvement of stability and proposed action mechanism
    作者:Ki Duk Park、Sung Jin Cho
    DOI:10.1016/j.ejmech.2009.11.045
    日期:2010.3
    We report here the synthesis and biological properties of 3-O-alkyl analogues of(+)-catechin (5), which itself is one of the major natural polyphenols found in green tea and has several physiological activities. Starting from 5, a series of 3-O-alkyl-(+)-catechin derivatives were investigated as potent antimicrobial agents. The presence of an alkyl chain rather than acyl on 3-O- showed an increase in antimicrobial activity which may be due to stability in standard culture condition. The most promising compound is 8e, 3-O-decyl analogue, with the MIC of 0.5-2,32-128 and 2-4 mu g/mL against Gram-positive bacteria, Gram-negative bacteria and human pathogenic fungi, respectively. Regarding action mechanism, the antimicrobial activity is possibly due to the lipophilicity and disrupting ability of the analogues to the liposome membrane. Published by Elsevier Masson SAS.
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