Doxofylline (BioDeep_00000178534)

   

human metabolite blood metabolite


代谢物信息卡片


7-[(1,3-dioxolan-2-yl)methyl]-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

化学式: C11H14N4O4 (266.1015004)
中文名称: 多索茶碱
谱图信息: 最多检出来源 Mus musculus(blood) 9.09%

分子结构信息

SMILES: CN1C2=C(C(=O)N(C1=O)C)N(C=N2)CC3OCCO3
InChI: InChI=1S/C11H14N4O4/c1-13-9-8(10(16)14(2)11(13)17)15(6-12-9)5-7-18-3-4-19-7/h6-7H,3-5H2,1-2H3

描述信息

R - Respiratory system > R03 - Drugs for obstructive airway diseases > R03D - Other systemic drugs for obstructive airway diseases > R03DA - Xanthines
D019141 - Respiratory System Agents > D018927 - Anti-Asthmatic Agents > D001993 - Bronchodilator Agents
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents
D004791 - Enzyme Inhibitors > D010726 - Phosphodiesterase Inhibitors
D019141 - Respiratory System Agents > D000996 - Antitussive Agents
C471 - Enzyme Inhibitor > C744 - Phosphodiesterase Inhibitor
D002491 - Central Nervous System Agents
Doxofylline is an orally active PDE IV inhibitor and A1AR antagonist. Doxofylline reduces inflammation in epithelial cells via inhibiting mitochondrial ROS production and amelioration of multiple cellular pathways (NLRP3-TXNIP inflammasome activation). Doxophylline can be used in studies of asthma, chronic obstructive pulmonary disease, and bronchospasm[1][2][3].

同义名列表

10 个代谢物同义名

7-[(1,3-dioxolan-2-yl)methyl]-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione; 2-(7-Theophyllinemethyl)1,3-dioxolane; Doxophylline; Dioxyfilline; Doxofyllinum; Doxofylline; Doxofilina; Maxivent; Ansimar; TMDO



数据库引用编号

9 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

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)

1 个相关的物种来源信息

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

  • Ashutosh Pareek, Rupal Kothari, Aaushi Pareek, Yashumati Ratan, Pushpa Kashania, Vivek Jain, Philippe Jeandet, Parveen Kumar, Azmat Ali Khan, Amer M Alanazi, Madan Mohan Gupta. Development of a new inhaled swellable microsphere system for the dual delivery of naringenin-loaded solid lipid nanoparticles and doxofylline for the treatment of asthma. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2024 Feb; 193(?):106642. doi: 10.1016/j.ejps.2023.106642. [PMID: 37977235]
  • Xianrong Du, Hongju Bao, Daguo Zhao. Efficacy and safety of combined doxofylline and salbutamol in treatment of acute exacerbation of chronic obstructive pulmonary disease. Revista da Associacao Medica Brasileira (1992). 2021 Sep; 67(9):1256-1260. doi: 10.1590/1806-9282.20210429. [PMID: 34816917]
  • Sharmin Siddiqui, Faisal Ameen, Tasneem Kausar, Shahid M Nayeem, Sayeed Ur Rehman, Mohammad Tabish. Biophysical insight into the binding mechanism of doxofylline to bovine serum albumin: An in vitro and in silico approach. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2021 Mar; 249(?):119296. doi: 10.1016/j.saa.2020.119296. [PMID: 33338935]
  • Peng Jiao, Weiming Li, Lin Shen, Yan Li, Lili Yu, Zhaohui Liu. The protective effect of doxofylline against lipopolysaccharides (LPS)-induced activation of NLRP3 inflammasome is mediated by SIRT1 in human pulmonary bronchial epithelial cells. Artificial cells, nanomedicine, and biotechnology. 2020 Dec; 48(1):687-694. doi: 10.1080/21691401.2020.1730391. [PMID: 32098511]
  • Xiaohua Zhao, Hong Ma, Qiusha Pan, Haiyi Wang, Xingkai Qian, Peifang Song, Liwei Zou, Mingqing Mao, Shuyue Xia, Guangbo Ge, Ling Yang. Theophylline Acetaldehyde as the Initial Product in Doxophylline Metabolism in Human Liver. Drug metabolism and disposition: the biological fate of chemicals. 2020 05; 48(5):345-352. doi: 10.1124/dmd.119.089565. [PMID: 32086296]
  • Mario Cazzola, Maria Gabriella Matera. The effect of doxofylline in asthma and COPD. Respiratory medicine. 2020 04; 164(?):105904. doi: 10.1016/j.rmed.2020.105904. [PMID: 32094104]
  • Li-Na Fang, Ming-Qing Mao, Xiao-Hua Zhao, Ling Yang, Hui Jia, Shu-Yue Xia. Development and validation of a UPLC-MS/MS method for quantification of doxofylline and its metabolites in human plasma. Journal of pharmaceutical and biomedical analysis. 2019 Sep; 174(?):220-225. doi: 10.1016/j.jpba.2019.05.039. [PMID: 31181483]
  • F S Mennini, P Sciattella, A Marcellusi, A Marcobelli, A Russo, A P Caputi. Treatment plan comparison in acute and chronic respiratory tract diseases: an observational study of doxophylline vs. theophylline. Expert review of pharmacoeconomics & outcomes research. 2017 Oct; 17(5):503-510. doi: 10.1080/14737167.2017.1301815. [PMID: 28277853]
  • Ma Quanqing. The study of long term curative effect of chronic obstructive pulmonary disease in remission stage treated with TCM. Pakistan journal of pharmaceutical sciences. 2017 May; 30(3(Special)):1121-1124. doi: ". [PMID: 28671093]
  • K K Aswini, A M Vinu Mohan, V M Biju. Molecularly imprinted poly(4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid) modified glassy carbon electrode as an electrochemical theophylline sensor. Materials science & engineering. C, Materials for biological applications. 2016 Aug; 65(?):116-25. doi: 10.1016/j.msec.2016.03.098. [PMID: 27157734]
  • R Nageswara Rao, K Guru Prasad, Ch Gangu Naidu, Shaik Saida, Sachin B Agwane. Development of a validated LC-MS/MS method for determination of doxofylline on rat dried blood spots and urine: application to pharmacokinetics. Journal of pharmaceutical and biomedical analysis. 2013 May; 78-79(?):211-6. doi: 10.1016/j.jpba.2013.02.017. [PMID: 23501441]
  • X P Li, C L Zhang, P Gao, J Gao, D Liu. Effects of andrographolide on the pharmacokinetics of aminophylline and doxofylline in rats. Drug research. 2013 May; 63(5):258-62. doi: 10.1055/s-0033-1341432. [PMID: 23539425]
  • Leonardo P Franchi, Nilza N Guimarães, Laise R De Andrade, Heloísa H R De Andrade, Maurício Lehmann, Rafael R Dihl, Kênya S Cunha. Antimutagenic and antirecombinagenic activities of noni fruit juice in somatic cells of Drosophila melanogaster. Anais da Academia Brasileira de Ciencias. 2013 Apr; 85(2):585-94. doi: 10.1590/s0001-37652013000200008. [PMID: 23828338]
  • J van Mastbergen, T Jolas, L Allegra, C P Page. The mechanism of action of doxofylline is unrelated to HDAC inhibition, PDE inhibition or adenosine receptor antagonism. Pulmonary pharmacology & therapeutics. 2012 Feb; 25(1):55-61. doi: 10.1016/j.pupt.2011.10.007. [PMID: 22138191]
  • Ji-Hui Zhao, Li Ji, Hui Wang, Zhi-Qiang Chen, Yong-Tai Zhang, Ying Liu, Nian-Ping Feng. Microemulsion-based novel transdermal delivery system of tetramethylpyrazine: preparation and evaluation in vitro and in vivo. International journal of nanomedicine. 2011; 6(?):1611-9. doi: 10.2147/ijn.s23597. [PMID: 21904451]
  • Lue Li, Liang-xing Wang, Yang-qing Dong. [Effects of tetramethylpyrazine on fractalkine and tumor necrosis factor-alpha expression in patients with chronic pulmonary heart disease]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine. 2010 Apr; 30(4):373-5. doi: ". [PMID: 20669672]
  • Shao-rong Li, Xiao-yan Chen, Yi-fan Zhang, Guo-xin Li, Chun-mei Jiang, Da-fang Zhong. [Determination of levosimendan and its main metabolites in human plasma with HPLC-MS/MS method]. Yao xue xue bao = Acta pharmaceutica Sinica. 2008 Oct; 43(10):1053-9. doi: NULL. [PMID: 19127871]
  • Hui-Feng Huang, Yan Lu, Hai-Bing He, Xing Tang. Preparation and bioavailability of sustained-release doxofylline pellets in beagle dogs. Drug development and industrial pharmacy. 2008 Jul; 34(7):676-82. doi: 10.1080/03639040701836552. [PMID: 18608467]
  • Nimmagadda Sreenivas, M Lakshmi Narasu, B Prabha Shankar, Ramesh Mullangi. Development and validation of a sensitive LC-MS/MS method with electrospray ionization for quantitation of doxofylline in human serum: application to a clinical pharmacokinetic study. Biomedical chromatography : BMC. 2008 Jun; 22(6):654-61. doi: 10.1002/bmc.984. [PMID: 18254143]
  • Jhuma Sankar, Rakesh Lodha, S K Kabra. Doxofylline: The next generation methylxanthine. Indian journal of pediatrics. 2008 Mar; 75(3):251-4. doi: 10.1007/s12098-008-0054-1. [PMID: 18376093]
  • A De Sarro, S Grasso, M Zappala, F Nava, G De Sarro. Convulsant effects of some xanthine derivatives in genetically epilepsy-prone rats. Naunyn-Schmiedeberg's archives of pharmacology. 1997 Jul; 356(1):48-55. doi: 10.1007/pl00005027. [PMID: 9228189]
  • F Villani, P De Maria, E Ronchi, M Galimberti. Oral doxophylline in patients with chronic obstructive pulmonary disease. International journal of clinical pharmacology and therapeutics. 1997 Mar; 35(3):107-11. doi: NULL. [PMID: 9088999]
  • H Guo, X Y Xu, L Y He, J H Huang. [Preliminary study on the absorption, distribution and excretion of doxophylline in rats]. Yao xue xue bao = Acta pharmaceutica Sinica. 1997; 32(2):81-4. doi: NULL. [PMID: 11243204]
  • A Lagana, M Bizzarri, A Marino, M Mancini. Solid phase extraction and high performance liquid chromatographic determination of doxophylline in plasma. Biomedical chromatography : BMC. 1990 Sep; 4(5):205-7. doi: 10.1002/bmc.1130040507. [PMID: 2279147]
  • E Bologna, A Laganà, D Terracino, P Bolignari, P Biffignandi. Oral and intravenous pharmacokinetic profiles of doxofylline in patients with chronic bronchitis. The Journal of international medical research. 1990 Jul; 18(4):282-8. doi: 10.1177/030006059001800404. [PMID: 2227075]
  • F Tagliaro, R Dorizzi, A Frigerio, M Marigo. Non-extraction HPLC method for simultaneous measurement of dyphylline and doxofylline in serum. Clinical chemistry. 1990 Jan; 36(1):113-5. doi: . [PMID: 2297899]
  • G Melillo, G Balzano, F Jodice, A De Felice, V Campisi, M Capone, A Di Filippo, G Foddai, J S Franzone, E Grossi. Treatment of reversible chronic airways obstruction with doxofylline compared with slow-release theophylline: a double-blind, randomized, multicentre trial. International journal of clinical pharmacology research. 1989; 9(6):397-405. doi: NULL. [PMID: 2699466]
  • J S Franzone, R Cirillo, D Barone. Doxofylline and theophylline are xanthines with partly different mechanisms of action in animals. Drugs under experimental and clinical research. 1988; 14(7):479-89. doi: NULL. [PMID: 3240706]