dehydrocorydalin (BioDeep_00000000197)

 

Secondary id: BioDeep_00000266962, BioDeep_00000398482

PANOMIX_OTCML-2023 Cytotoxicity


代谢物信息卡片


2,3,9,10-Tetramethoxy-13-methyl-5,6-dihydroisoquinolino[3,2-a]isoquinolin-7-ium

化学式: C22H24NO4+ (366.17052440000003)
中文名称: 去氢延胡索碱, 脱氢延胡索碱, 脱氢紫堇碱, 脱氢紫堇硷, 去氢紫堇碱
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 3.37%

分子结构信息

SMILES: CC1=C(C=CC(OC)=C2OC)C2=C[N+]3=C1C4=CC(OC)=C(OC)C=C4CC3
InChI: InChI=1S/C22H24NO4/c1-13-15-6-7-18(24-2)22(27-5)17(15)12-23-9-8-14-10-19(25-3)20(26-4)11-16(14)21(13)23/h6-7,10-12H,8-9H2,1-5H3/q+1

描述信息

Dehydrocorydaline is an alkaloid.
Dehydrocorydaline is a natural product found in Corydalis turtschaninovii, Corydalis nobilis, and other organisms with data available.
Dehydrocorydaline (13-Methylpalmatine) is an alkaloid that regulates protein expression of Bax, Bcl-2; activates caspase-7, caspase-8, and inactivates PARP[1]. Dehydrocorydaline elevates p38 MAPK activation. Anti-inflammatory and anti-cancer activities[2]. Dehydrocorydaline shows strong anti-malarial effects (IC50=38 nM), and low cytotoxicity (cell viability?>?90\\%) using P. falciparum 3D7 strain[3].
Dehydrocorydaline (13-Methylpalmatine) is an alkaloid that regulates protein expression of Bax, Bcl-2; activates caspase-7, caspase-8, and inactivates PARP[1]. Dehydrocorydaline elevates p38 MAPK activation. Anti-inflammatory and anti-cancer activities[2]. Dehydrocorydaline shows strong anti-malarial effects (IC50=38 nM), and low cytotoxicity (cell viability?>?90\%) using P. falciparum 3D7 strain[3].

同义名列表

11 个代谢物同义名

2,3,9,10-Tetramethoxy-13-methyl-5,6-dihydroisoquinolino[3,2-a]isoquinolin-7-ium; 2,3,9,10-tetramethoxy-13-methyl-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium; Dibenzo(a,g)quinolizinium, 5,6-dihydro-2,3,9,10-tetramethoxy-13-methyl-; Dibenzo[a,g]quinolizinium,5,6-dihydro-2,3,9,10-tetramethoxy-13-methyl-; BERBINIUM, 7,8,13,13a-TETRADEHYDRO-2,3,9,10-TETRAMETHOXY-13-METHYL-; 7,8,13,13a-Tetradehydro-2,3,9,10-tetramethoxy-13-methylberbinium; 5-21-06-00206 (Beilstein Handbook Reference); dehydrocorydalin chloride; 13-Methylpalmatine; Dehydrocorydaline; dehydrocorydalin



数据库引用编号

14 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Hai-Kou Yang, Yufeng Zhang, Qingling Duan, Kun Ni, Yang Jiao, Jixiang Zhu, Jian Sun, Wei Zhang, Zhengliang Ma. Dehydrocorydaline alleviates sleep deprivation-induced persistent postoperative pain in adolescent mice through inhibiting microglial P2Y12 receptor expression in the spinal cord. Molecular pain. 2023 Nov; ?(?):17448069231216234. doi: 10.1177/17448069231216234. [PMID: 37940138]
  • Hao Wu, Qingyue Sun, Huirong Dong, Jiasen Qiao, Ying Lin, Chen Yu, Yanni Li. Gastroprotective action of the extract of Corydalis yanhusuo in Helicobacter pylori infection and its bioactive component, dehydrocorydaline. Journal of ethnopharmacology. 2023 Jan; 307(?):116173. doi: 10.1016/j.jep.2023.116173. [PMID: 36681166]
  • Bin Wen, Yuan-Ye Dang, Su-Hua Wu, Yi-Min Huang, Kong-Yang Ma, Yi-Ming Xu, Xi-Long Zheng, Xiao-Yan Dai. Antiatherosclerotic effect of dehydrocorydaline on ApoE-/- mice: inhibition of macrophage inflammation. Acta pharmacologica Sinica. 2022 Jun; 43(6):1408-1418. doi: 10.1038/s41401-021-00769-3. [PMID: 34552216]
  • Yingchun Chen, Cui Li, Yaodong Yi, Weijuan Du, Huidi Jiang, Su Zeng, Hui Zhou. Organic Cation Transporter 1 and 3 Contribute to the High Accumulation of Dehydrocorydaline in the Heart. Drug metabolism and disposition: the biological fate of chemicals. 2020 10; 48(10):1074-1083. doi: 10.1124/dmd.120.000025. [PMID: 32723846]
  • Jae Woo Han, Sang Hee Shim, Kyoung Soo Jang, Yong Ho Choi, Hun Kim, Gyung Ja Choi. In Vivo Disease Control Efficacy of Isoquinoline Alkaloids Isolated from Corydalis ternata against Wheat Leaf Rust and Pepper Anthracnose. Journal of microbiology and biotechnology. 2018 Feb; 28(2):262-266. doi: 10.4014/jmb.1707.07009. [PMID: 29141127]
  • Huanyu Guan, Kaitong Li, Xiaoming Wang, Xiaomei Luo, Meifeng Su, Wenting Tan, Xiaoyan Chang, Yue Shi. Identification of Metabolites of the Cardioprotective Alkaloid Dehydrocorydaline in Rat Plasma and Bile by Liquid Chromatography Coupled with Triple Quadrupole Linear Ion Trap Mass Spectrometry. Molecules (Basel, Switzerland). 2017 Oct; 22(10):. doi: 10.3390/molecules22101686. [PMID: 28994724]
  • Qiu-Yue Li, Kai-Tong Li, Hong Sun, Wen Jin, Jia-Wen Shi, Yue Shi. LC-MS/MS determination and pharmacokinetic study of dehydrocorydaline in rat plasma after oral administration of dehydrocorydaline and Corydalis yanhusuo extract. Molecules (Basel, Switzerland). 2014 Oct; 19(10):16312-26. doi: 10.3390/molecules191016312. [PMID: 25314597]
  • Cai-Ying Peng, Jian-Qun Liu, Rui Zhang, Ji-Cheng Shu. A new alkaloid from the fruit of Nandina domestica Thunb. Natural product research. 2014; 28(15):1159-64. doi: 10.1080/14786419.2014.921166. [PMID: 24897106]
  • Zhiying Dou, Kefeng Li, Ping Wang, Liu Cao. Effect of wine and vinegar processing of Rhizoma Corydalis on the tissue distribution of tetrahydropalmatine, protopine and dehydrocorydaline in rats. Molecules (Basel, Switzerland). 2012 Jan; 17(1):951-70. doi: 10.3390/molecules17010951. [PMID: 22258341]
  • Zengtao Xu, Xiuping Chen, Shu Fu, Jiaolin Bao, Yuanye Dang, Mingqing Huang, Lidian Chen, Yitao Wang. Dehydrocorydaline inhibits breast cancer cells proliferation by inducing apoptosis in MCF-7 cells. The American journal of Chinese medicine. 2012; 40(1):177-85. doi: 10.1142/s0192415x12500140. [PMID: 22298457]
  • Ziming Lu, Wuxing Sun, Xuhong Duan, Zhiyun Yang, Yadong Liu, Pengfei Tu. [Chemical constituents from Corydalis yanhusuo]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2012 Jan; 37(2):235-7. doi: . [PMID: 22737858]
  • Kazuhiro Ishiguro, Takafumi Ando, Osamu Maeda, Osamu Watanabe, Hidemi Goto. Dehydrocorydaline inhibits elevated mitochondrial membrane potential in lipopolysaccharide-stimulated macrophages. International immunopharmacology. 2011 Sep; 11(9):1362-7. doi: 10.1016/j.intimp.2011.04.022. [PMID: 21575743]
  • Peng Li, Junguo Ren, Changling Duan, Chengren Lin, Jianxun Liu. [Effects of four components of Rhizoma Corydalis on anoxia and peroxidation injuries in neonatal cardiomyocytes]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2010 Jan; 35(1):84-8. doi: 10.4268/cjcmm20100118. [PMID: 20349723]
  • Xing-Ye Cheng, Yue Shi, Shun-Liang Zheng, Hong Sun, Wen Jin. [Studies on chemical constituents in the anti-myocardial ischemia effective fraction of Corydalis yanhusuo]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2008 Nov; 31(11):1656-8. doi: . [PMID: 19260272]
  • Li Lin, Jian-Xun Liu, Ying Zhang, Cheng-Ren Lin, Chang-Ling Duan. [Pharmacokinetic studies of tetrahydropalmatine and dehydrocorydaline in rat after oral administration of yanhusuo extraction by LC-MS/MS method]. Yao xue xue bao = Acta pharmaceutica Sinica. 2008 Nov; 43(11):1123-7. doi: . [PMID: 19239032]
  • Liu Cao, Zhi-Ying Diu, Ping Wang, Wei Sun, Yong-Liang Tian. [Studies on active ingredients in Corydalis, broken cell wall corydalis and its processed products]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2008 Jun; 33(11):1263-5. doi: ". [PMID: 18831201]
  • Jun-yu Liang, Ji Zhang, A-ping Liu, Ming-zhong Chen, Tian-shui Niu. [Alkaloid constituents of Corydalis adunca]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2007 Nov; 30(11):1386-7. doi: ". [PMID: 18323203]
  • M Kubo, H Matsuda, K Tokuoka, Y Kobayashi, S Ma, T Tanaka. Studies of anti-cataract drugs from natural sources. I. Effects of a methanolic extract and the alkaloidal components from Corydalis tuber on in vitro aldose reductase activity. Biological & pharmaceutical bulletin. 1994 Mar; 17(3):458-9. doi: 10.1248/bpb.17.458. [PMID: 8019518]
  • T Fujii, H Miyazaki, K Nambu, A Kagemoto, M Hashimoto. [Disposition and metabolism of 14C-dehydrocorydaline in mice and rats]. Radioisotopes. 1984 Aug; 33(8):519-25. doi: 10.3769/radioisotopes.33.8_519. [PMID: 6505303]