509-24-0

• 常用中文名：一枝蒿庚素； 准葛尔乌头碱
• 常用英文名：Napellonine
• CAS号：509-24-0
• 分子式：C₂₂H₃₁NO₃
• 分子量：357.486
• 相关类别： 天然产物 生物碱
• 发布时间：2018-05-23 08:00:00
• 更新时间：2024-01-02 01:27:17
• Songorine 是从乌头属中分离出的一种二萜生物碱。Songorine 是大鼠脑中的 GABAA 受体拮抗剂,具有抗癌,抗心律不齐和抗炎活性。Songorine 有潜力用于上皮性卵巢癌 (EOC) 的研究。

名称

• 中文名: 宋果灵
• 英文名: Songorine
• 中文别名: 一枝蒿庚素; 华北乌头碱; 准葛尔乌头碱
• 英文别名: (1S,7R,8R,9S,10S,13R,16S)-11-Ethyl-7,16-dihydroxy-13-methyl-6-methylene-11-azahexacyclo[7.7.2.1.0.0.0]nonadecan-4-one; Napellonine; Zongorine; Bullatine G

物化性质

• 密度: 1.29
• 沸点: 535.8±50.0 °C at 760 mmHg
• 熔点: 201-203ºC
• 分子式: C₂₂H₃₁NO₃
• 分子量: 357.486
• 闪点: 277.8±30.1 °C
• 精确质量: 357.230408
• PSA: 60.77000
• LogP: 0.71
• 蒸汽压: 0.0±3.2 mmHg at 25°C
• 折射率: 1.630
• 储存条件: 2-8°C

生物活性

• 描述: Songorine 是从乌头属中分离出的一种二萜生物碱。Songorine 是大鼠脑中的 GABAA 受体拮抗剂,具有抗癌,抗心律不齐和抗炎活性。Songorine 有潜力用于上皮性卵巢癌 (EOC) 的研究。
• 相关类别:
  研究领域 >> 癌症
  信号通路 >> 跨膜转运 >> GABA受体
  信号通路 >> 神经信号通路 >> GABA受体
• 靶点:

  IC50: GABAA receptor[1]

• 体内研究: 对松戈林在SKOV3荷瘤BALB/c裸鼠体内的作用和安全性进行了研究,松戈林抑制EOC细胞的存活、侵袭和迁移,促进EOC细胞凋亡,抑制哺乳动物EOC的致瘤行为。此外,western blot和IHC结果显示,松果碱持续下调Ncadherin、vimentin、基质金属蛋白酶(MMP)2、MMP9、磷酸化GSK3β、β连环蛋白和Bcl2的表达,上调Ecadherin、裂解caspase3、裂解caspase9和Bax的表达[1]。松草碱在乌头碱诱发的大鼠心律失常模型中具有抗心律失常作用,LD50和ED50分别为142mg和7.3mg[2]。
• 参考文献:

  [1]. Zhang H, et al. Songorine suppresses cell growth and metastasis in epithelial ovarian cancer via the Bcl‑2/Bax and GSK3β/β‑catenin signaling pathways.Oncol Rep. 2019 May;41(5):3069-3079.

  [2]. Khan H, et al. Therapeutic potential of songorine, a diterpenoid alkaloid of the genus Aconitum.Eur J Med Chem. 2018 Jun 10;153:29-33.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : WG0780000 CHEMICAL NAME : Songorine CAS REGISTRY NUMBER : 509-24-0 BEILSTEIN REFERENCE NO. : 0045107 LAST UPDATED : 199709 DATA ITEMS CITED : 6 MOLECULAR FORMULA : C22-H31-N-O3 MOLECULAR WEIGHT : 357.54 WISWESSER LINE NOTATION : T G5 D665 B6 B6/G-J/CL/LR A G- 5BBCCJ R CX FV HY JX MNTJ HU1 IQ M2 O1 RQ HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 408 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JOETD7 Journal of Ethnopharmacology. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1979- Volume(issue)/page/year: 4,247,1981 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1575 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JOETD7 Journal of Ethnopharmacology. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1979- Volume(issue)/page/year: 4,247,1981 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 485 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JOETD7 Journal of Ethnopharmacology. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1979- Volume(issue)/page/year: 4,247,1981 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 630 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JOETD7 Journal of Ethnopharmacology. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1979- Volume(issue)/page/year: 4,247,1981 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 25 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : CTYAD8 Zhongcaoyao. Chinese Traditional and Herbal Medicine. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.11- 1980- Volume(issue)/page/year: 15,5,1984 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 142 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 85KYAH "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989 Volume(issue)/page/year: 11,1374,1989

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