(R)-3',4'-dihydroxyphenylglycol | 109835-90-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (R)-3',4'-dihydroxyphenylglycol
• 英文别名: DOPEG；3,4-Dihydroxyphenylglycol, (R)-；4-[(1R)-1,2-dihydroxyethyl]benzene-1,2-diol
• CAS: 109835-90-7
• 化学式: C₈H₁₀O₄
• 分子量: 170.165
• InChiKey: MTVWFVDWRVYDOR-QMMMGPOBSA-N

物化性质

• 沸点：
  453.2±40.0 °C(Predicted)
• 密度：
  1.481±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  去甲肾上腺素 在 monoamine oxidase in lung of rat Krebs solution 作用下， 生成 (R)-3',4'-dihydroxyphenylglycol 、 (R)-3',4'-dihydroxymandelic acid
  参考文献：
  名称：

  A kinetic investigation of the pulmonary metabolism of dopamine in rats shows marked differences compared with noradrenaline

  摘要：

  The aim of this study was to investigate the deamination of dopamine in the intact pulmonary circulation of isolated lungs of the rat. The first part of the study showed that dopamine is not converted to noradrenaline by dopamine-beta-hydroxylase (DBH) when dopamine is perfused through isolated lung preparations with monoamine oxidase (MAO) and catechol-O-methyltransferase (COMT) inhibited. Hence, it was not necessary to inhibit DBH in subsequent experiments. The metabolite profile for deamination of dopamine in the lungs was examined by determining whether MAO and semicarbazide-sensitive amine oxidases (SSAO) contribute to the deamination of dopamine (and noradrenaline), and by determining the activity of MAO (kMAO) for the metabolism of dopamine. Lungs were perfused with 1 nmol/l 3H-dopamine or 3H-noradrenaline with COMT inhibited and, in experiments to determine the contribution of SSAO to deamination, with MAO inhibited. Inhibition of MAO reduced the deamination of dopamine and noradrenaline by 99.8% and 98.6%, respectively, indicating that MAO, and not SSAO, was responsible for deamination of the catecholamines in the lungs. The kMAO value for deamination of dopamine was 3.89 min-1. Further experiments were carried out to determine the contributions of MAO-A and MAO-B to the deamination of dopamine in lungs perfused with 1 nmol/l 3H-dopamine and 100 nmol/l lazabemide or 300 nmol/l Ro41-1049, respectively.(ABSTRACT TRUNCATED AT 250 WORDS)

  DOI：

  10.1007/bf00171040

文献信息

• Phenylethanoid and Phenylmethanoid Glycosides from the Leaves of Ligustrum robustum and Their Bioactivities
  作者：Shi-Hui Lu、Hao-Jiang Zuo、Jing Huang、Ran Chen、Jia-Ping Pan、Xiu-Xia Li

  DOI：10.3390/molecules27217390

  日期：——

  The phytochemical study on the leaves of Ligustrum robustum, which have been used as Ku-Ding-Cha, led to the isolation and identification of three new phenylethanoid glycosides and three new phenylmethanoid glycosides, named ligurobustosides R1 (1b), R2–3 (2), R4 (3), S1 (4b), S2 (5), and S3 (6), and five reported phenylethanoid glycosides (7–11). In the bioactivity test, (Z)-osmanthuside B6 (11) displayed strong fatty acid synthase (FAS) inhibitory activity (IC50: 4.55 ± 0.35 μM) as the positive control orlistat (IC50: 4.46 ± 0.13 μM), while ligurobustosides R4 (3) and S2 (5), ligupurpuroside B (7), cis-ligupurpuroside B (8), ligurobustoside N (9), osmanthuside D (10), and (Z)-osmanthuside B6 (11) showed stronger ABTS radical scavenging activity (IC50: 2.68 ± 0.05~4.86 ± 0.06 μM) than the positive control L-(+)-ascorbic acid (IC50: 10.06 ± 0.19 μM). This research provided a theoretical basis for the leaves of L. robustum as a tea with function in treating obesity and diabetes.

  通过对被用作古丁茶的女贞叶片进行植物化学研究，分离鉴定出 3 个新的苯乙醇苷和 3 个新的苯甲醇苷，分别命名为女贞苷 R1 (1b)、R2-3 (2)、R4 (3)、S1 (4b)、S2 (5) 和 S3 (6)，以及 5 个已报道的苯乙醇苷 (7-11)。在生物活性测试中，与阳性对照奥利司他（IC50：4.46 ± 0.13 μM），而女贞苷 R4 (3) 和 S2 (5)、女贞苷 B (7)、顺式女贞苷 B (8)、女贞苷 N (9)、桂花苷 D (10) 和 (Z)-osmanthuside B6 (11) 则表现出更强的 ABTS 自由基清除活性（IC50：2.68 ± 0.05~4.86 ± 0.06 μM）。这项研究为健壮叶作为具有治疗肥胖症和糖尿病功能的茶叶提供了理论依据。
• A kinetic investigation of the pulmonary metabolism of dopamine in rats shows marked differences compared with noradrenaline
  作者：DeborahL. Scarcella、LesleyJ. Bryan-Lluka

  DOI：10.1007/bf00171040

  日期：1995.5

  The aim of this study was to investigate the deamination of dopamine in the intact pulmonary circulation of isolated lungs of the rat. The first part of the study showed that dopamine is not converted to noradrenaline by dopamine-beta-hydroxylase (DBH) when dopamine is perfused through isolated lung preparations with monoamine oxidase (MAO) and catechol-O-methyltransferase (COMT) inhibited. Hence, it was not necessary to inhibit DBH in subsequent experiments. The metabolite profile for deamination of dopamine in the lungs was examined by determining whether MAO and semicarbazide-sensitive amine oxidases (SSAO) contribute to the deamination of dopamine (and noradrenaline), and by determining the activity of MAO (kMAO) for the metabolism of dopamine. Lungs were perfused with 1 nmol/l 3H-dopamine or 3H-noradrenaline with COMT inhibited and, in experiments to determine the contribution of SSAO to deamination, with MAO inhibited. Inhibition of MAO reduced the deamination of dopamine and noradrenaline by 99.8% and 98.6%, respectively, indicating that MAO, and not SSAO, was responsible for deamination of the catecholamines in the lungs. The kMAO value for deamination of dopamine was 3.89 min-1. Further experiments were carried out to determine the contributions of MAO-A and MAO-B to the deamination of dopamine in lungs perfused with 1 nmol/l 3H-dopamine and 100 nmol/l lazabemide or 300 nmol/l Ro41-1049, respectively.(ABSTRACT TRUNCATED AT 250 WORDS)