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569-77-7

中文名称 红陪酚
英文名称 PURPUROGALLIN
CAS 569-77-7
分子式 C11H8O5
分子量 220.18
MOL 文件 569-77-7.mol
569-77-7 结构式 569-77-7 结构式

基本信息

中文别名
红倍酚
红陪酚
1,2,3,9-四羟基苯并[7]环庚烯-8-酮
1,2,3,9-四羟基-8-苯并[7]环庚烯酮
5H-苯并环庚烯-5-酮,2,3,4,6-四羟基-
2,3,4,6-四羟基-5H-苯并[A]环庚烯-5-酮
2,3,4,6-四羟基-5H-苯并[7]环庚烯-5-酮
英文别名
C09964
MLS0007
NSC 35676
NSC 646653
AIDS138915
CHEBI:8647
AIDS-138915
AKOS 209-004
KBio1_001351
KBio2_000828

物理化学性质

熔点275 °C (dec.)(lit.)
沸点321.11°C (rough estimate)
密度1.3824 (rough estimate)
折射率1.5140 (estimate)
储存条件−20°C
溶解度可溶于DMSO(少许)、甲醇(少许)
酸度系数(pKa)6.75±0.20(Predicted)
形态固体
颜色深棕色
Merck7946
稳定性空气敏感
LogP2.050 (est)

安全数据

危险性符号(GHS)
GHS07
警示词警告
危险性描述H319-H315-H335
危险品标志Xi
危险类别码36/37/38
安全说明26-36
WGK Germany3
RTECS号DE8380000

常见问题列表

生物活性
Purpurogallin 是从栎属植物中提取的天然酚,具有强的黄嘌呤氧化酶 (Xanthine Oxidase) 抑制活性,其 IC50 为 0.2 µM。Purpurogallin 具有抗氧化和抗炎作用。
靶点

IC50: 0.2 µM (xanthine oxidase)

体外研究

Purpurogallin (50 or 100 µM; 7 or 25 hours; BV2 murine microglial cells) treatment attenuates the production of pro-inflammatory cytokines, including interleukin-1β (IL-1β) and tumor necrosis factor-α (TNF-α) by suppressing their mRNA and protein expression in LPS-stimulated BV2 microglial cells.
Purpurogallin (100 µM; 75-120 minutes; BV2 murine microglial cells) exhibits anti-inflammatory properties by suppressing the phosphatidylinositol 3-kinase/Akt and mitogen-activated protein kinase signaling pathways in LPS-stimulated BV2 microglial cells.

RT-PCR

Cell Line: BV2 murine microglial cells
Concentration: 50 or 100 µM
Incubation Time: 7 or 25 hours
Result: Attenuated the production of pro-inflammatory cytokines, including interleukin-1β (IL-1β) and tumor necrosis factor-α (TNF-α) by suppressing their mRNA and protein expression.

Western Blot Analysis

Cell Line: BV2 murine microglial cells
Concentration: 100 µM
Incubation Time: 75 minutes, 90 minutes, 120 minutes
Result: Suppressed the phosphatidylinositol 3-kinase/Akt and mitogen-activated protein kinase signaling pathways.
体内研究

Purpurogallin (100-400 μg/kg; intraperitoneal injection; for 48 or 72 hours; male Sprague-Dawley rats) exerts its neuroinflammation effect through the dual effect of inhibiting IL-6 and TNF-α mRNA expression and reducing HMGB1 protein and mRNA expression.

Animal Model: Fifty-four male Sprague-Dawley rats (250-350 g) with subarachnoid hemorrhage (SAH)
Dosage: 100 μg/kg, 200 μg/kg, 400 μg/kg
Administration: Intraperitoneal injection; for 48 or 72 hours
Result: Dose-dependently reduced HMGB1 protein expression. High dose reduced TNF-α and HMGB1 mRNA levels.
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