Lisofylline (BioDeep_00000388142)
代谢物信息卡片
3,7-dihydro-1-(5-hydroxyhexyl)-3,7-dimethyl-1H-purine-2,6-dione
化学式: C13H20N4O3 (280.15353300000004)
中文名称: (±)-Lisofylline
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(CCCCN1C(=O)C2=C(N=CN2C)N(C1=O)C)O
InChI: InChI=1S/C13H20N4O3/c1-9(18)6-4-5-7-17-12(19)10-11(14-8-15(10)2)16(3)13(17)20/h8-9,18H,4-7H2,1-3H3
描述信息
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
D007155 - Immunologic Factors > D007166 - Immunosuppressive Agents
D002491 - Central Nervous System Agents > D000700 - Analgesics
C471 - Enzyme Inhibitor > C744 - Phosphodiesterase Inhibitor
D011838 - Radiation-Sensitizing Agents
D000893 - Anti-Inflammatory Agents
D018501 - Antirheumatic Agents
同义名列表
数据库引用编号
12 个数据库交叉引用编号
- ChEBI: CHEBI:143565
- ChEBI: CHEBI:143527
- KEGGdrug: D04748
- PubChem: 57782
- PubChem: 501254
- Metlin: METLIN1768
- DrugBank: DB12406
- ChEMBL: CHEMBL1514176
- ChEMBL: CHEMBL1411
- CAS: 6493-06-7
- CAS: 100324-81-0
- PMhub: MS000238111
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)
0 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
- Kishan S Italiya, Moumita Basak, Samrat Mazumdar, Deepak K Sahel, Richa Shrivastava, Deepak Chitkara, Anupama Mittal. Scalable Self-Assembling Micellar System for Enhanced Oral Bioavailability and Efficacy of Lisofylline for Treatment of Type-I Diabetes.
Molecular pharmaceutics.
2019 12; 16(12):4954-4967. doi:
10.1021/acs.molpharmaceut.9b00833. [PMID: 31647676] - Artur Świerczek, Elżbieta Wyska, Krzysztof Pociecha, Sebastian Baś, Jacek Mlynarski. Influence of inflammatory disorders on pharmacokinetics of lisofylline in rats: implications for studies in humans.
Xenobiotica; the fate of foreign compounds in biological systems.
2019 Oct; 49(10):1209-1220. doi:
10.1080/00498254.2018.1542516. [PMID: 30526201] - Madhu Page-Sharp, Tobias Strunk, Sam Salman, Julie Hibbert, Sanjay K Patole, Laurens Manning, Kevin T Batty. Simultaneous determination of pentoxifylline, metabolites M1 (lisofylline), M4 and M5, and caffeine in plasma and dried blood spots for pharmacokinetic studies in preterm infants and neonates.
Journal of pharmaceutical and biomedical analysis.
2017 Nov; 146(?):302-313. doi:
10.1016/j.jpba.2017.08.030. [PMID: 28903089] - Kishan S Italiya, Saurabh Sharma, Ishit Kothari, Deepak Chitkara, Anupama Mittal. Simultaneous estimation of lisofylline and pentoxifylline in rat plasma by high performance liquid chromatography-photodiode array detector and its application to pharmacokinetics in rat.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2017 Sep; 1061-1062(?):49-56. doi:
10.1016/j.jchromb.2017.06.043. [PMID: 28704725] - Elżbieta Wyska, Artur Świerczek, Krzysztof Pociecha, Katarzyna Przejczowska-Pomierny. Physiologically based modeling of lisofylline pharmacokinetics following intravenous administration in mice.
European journal of drug metabolism and pharmacokinetics.
2016 Aug; 41(4):403-12. doi:
10.1007/s13318-015-0260-y. [PMID: 25663650] - Sarah A Tersey, Jeffery D Carter, Lawrence Rosenberg, David A Taylor-Fishwick, Raghavendra G Mirmira, Jerry L Nadler. Amelioration of type 1 diabetes following treatment of non-obese diabetic mice with INGAP and lisofylline.
Journal of diabetes mellitus.
2012 May; 2(2):251-257. doi:
10.4236/jdm.2012.22040. [PMID: 26473085] - Swarup K Chakrabarti, Yeshao Wen, Anca D Dobrian, Banumathi K Cole, Qian Ma, Hong Pei, Michael D Williams, Melissa H Bevard, George E Vandenhoff, Susanna R Keller, Jiali Gu, Jerry L Nadler. Evidence for activation of inflammatory lipoxygenase pathways in visceral adipose tissue of obese Zucker rats.
American journal of physiology. Endocrinology and metabolism.
2011 Jan; 300(1):E175-87. doi:
10.1152/ajpendo.00203.2010. [PMID: 20978234] - Bertrand Lell, Carsten Köhler, Betty Wamola, Christopher Ho Olola, Esther Kivaya, Gilbert Kokwaro, David Wypij, Sadik Mithwani, Terrie E Taylor, Peter G Kremsner, Charles R J C Newton. Pentoxifylline as an adjunct therapy in children with cerebral malaria.
Malaria journal.
2010 Dec; 9(?):368. doi:
10.1186/1475-2875-9-368. [PMID: 21176151] - G Frangioudakis, J Garrard, K Raddatz, J L Nadler, T W Mitchell, C Schmitz-Peiffer. Saturated- and n-6 polyunsaturated-fat diets each induce ceramide accumulation in mouse skeletal muscle: reversal and improvement of glucose tolerance by lipid metabolism inhibitors.
Endocrinology.
2010 Sep; 151(9):4187-96. doi:
10.1210/en.2010-0250. [PMID: 20660065] - Daniela Iuliana Sora, Elena Cristea, Florin Albu, Victor David, Andrei Medvedovici. Bioanalysis of pentoxifylline and related metabolites in plasma samples through LC-MS/MS.
Biomedical chromatography : BMC.
2010 Jun; 24(6):663-74. doi:
10.1002/bmc.1343. [PMID: 19810007] - Elzbieta Wyska. Pharmacokinetic interaction between verapamil and methylxanthine derivatives in mice.
Drug metabolism letters.
2010 Jan; 4(1):15-24. doi:
10.2174/187231210790980390. [PMID: 20201780] - Elzbieta Wyska. Pharmacokinetic-pharmacodynamic modeling of methylxanthine derivatives in mice challenged with high-dose lipopolysaccharide.
Pharmacology.
2010; 85(5):264-71. doi:
10.1159/000288734. [PMID: 20389149] - Feng-Cheng Chou, Huey-Kang Sytwu. Overexpression of thioredoxin in islets transduced by a lentiviral vector prolongs graft survival in autoimmune diabetic NOD mice.
Journal of biomedical science.
2009 Aug; 16(?):71. doi:
10.1186/1423-0127-16-71. [PMID: 19671194] - Maria Walczak, Joanna Szymura-Oleksiak, Elzbieta Pekala. Validation of a high-performance liquid chromatography method for pharmacokinetic evaluation of pentoxifylline and lisofylline in rat serum and tissues.
Acta poloniae pharmaceutica.
2009 May; 66(3):215-24. doi:
NULL. [PMID: 19645320] - Elzbieta Wyska. Pretreatment with R(+)-verapamil significantly reduces mortality and cytokine expression in murine model of septic shock.
International immunopharmacology.
2009 Apr; 9(4):478-90. doi:
10.1016/j.intimp.2009.01.013. [PMID: 19291858] - Kathleen D Liu, David V Glidden, Mark D Eisner, Polly E Parsons, Lorraine B Ware, Arthur Wheeler, Anna Korpak, B Taylor Thompson, Glenn M Chertow, Michael A Matthay. Predictive and pathogenetic value of plasma biomarkers for acute kidney injury in patients with acute lung injury.
Critical care medicine.
2007 Dec; 35(12):2755-61. doi:
NULL. [PMID: 18074478] - R Cazzolli, T W Mitchell, J G Burchfield, D J Pedersen, N Turner, T J Biden, C Schmitz-Peiffer. Dilinoleoyl-phosphatidic acid mediates reduced IRS-1 tyrosine phosphorylation in rat skeletal muscle cells and mouse muscle.
Diabetologia.
2007 Aug; 50(8):1732-42. doi:
10.1007/s00125-007-0709-x. [PMID: 17593346] - Elzbieta Wyska, Elzbieta Pekala, Joanna Szymura-Oleksiak. Interconversion and tissue distribution of pentoxifylline and lisofylline in mice.
Chirality.
2006 Aug; 18(8):644-51. doi:
10.1002/chir.20299. [PMID: 16721727] - Patrick B Kyle, Kim G Adcock, Robert E Kramer, Rodney C Baker. Use of liquid chromatography-tandem mass spectrometry for the analysis of pentoxifylline and lisofylline in plasma.
Biomedical chromatography : BMC.
2005 Apr; 19(3):231-6. doi:
10.1002/bmc.441. [PMID: 15627284] - John S Striffler, Jerry L Nadler. Lisofylline, a novel anti-inflammatory agent, enhances glucose-stimulated insulin secretion in vivo and in vitro: studies in prediabetic and normal rats.
Metabolism: clinical and experimental.
2004 Mar; 53(3):290-6. doi:
10.1016/j.metabol.2003.10.008. [PMID: 15015139] - Zandong Yang, Meng Chen, Justin D Ellett, Lawrence B Fialkow, Jeffrey D Carter, Jerry L Nadler. The novel anti-inflammatory agent lisofylline prevents autoimmune diabetic recurrence after islet transplantation.
Transplantation.
2004 Jan; 77(1):55-60. doi:
10.1097/01.tp.0000104844.48064.81. [PMID: 14724435] - Andreas Sturm, Axel U Dignass. Modulation of gastrointestinal wound repair and inflammation by phospholipids.
Biochimica et biophysica acta.
2002 May; 1582(1-3):282-8. doi:
10.1016/s1388-1981(02)00182-8. [PMID: 12069839] - Osamu Tasaki, David W Mozingo, Michael A Dubick, Cleon W Goodwin, Loudon D Yantis, Basil A Pruitt. Effects of heparin and lisofylline on pulmonary function after smoke inhalation injury in an ovine model.
Critical care medicine.
2002 Mar; 30(3):637-43. doi:
10.1097/00003246-200203000-00024. [PMID: 11998809] - Andreas Sturm, Jörg Zeeh, Thomas Sudermann, Heiko Rath, Guido Gerken, Axel U Dignass. Lisofylline and lysophospholipids ameliorate experimental colitis in rats.
Digestion.
2002; 66(1):23-9. doi:
10.1159/000064418. [PMID: 12379812] - V B Bhat, K M Madyastha. Antioxidant and radical scavenging properties of 8-oxo derivatives of xanthine drugs pentoxifylline and lisofylline.
Biochemical and biophysical research communications.
2001 Nov; 288(5):1212-7. doi:
10.1006/bbrc.2001.5922. [PMID: 11700041] - S Wattanasirichaigoon, M J Menconi, M P Fink. Lisofylline ameliorates intestinal and hepatic injury induced by hemorrhage and resuscitation in rats.
Critical care medicine.
2000 May; 28(5):1540-9. doi:
10.1097/00003246-200005000-00047. [PMID: 10834709] - H Y Hsu, H G Saadati, A Mishra, K B Heller, A A Sadun. Plasma levels of orally and subcutaneously administered pentoxifylline in rabbits.
Journal of medicine.
2000; 31(3-4):149-66. doi:
NULL. [PMID: 11280447] - C L George, G Fantuzzi, S Bursten, L Leer, E Abraham. Effects of lisofylline on hyperoxia-induced lung injury.
The American journal of physiology.
1999 05; 276(5):L776-85. doi:
10.1152/ajplung.1999.276.5.l776. [PMID: 10330034] - S L Bursten, D Federighi, J Wald, B Meengs, W Spickler, E Nudelman. Lisofylline causes rapid and prolonged suppression of serum levels of free fatty acids.
The Journal of pharmacology and experimental therapeutics.
1998 Jan; 284(1):337-45. doi:
NULL. [PMID: 9435196] - S L Bursten. Interaction of lipopolysaccharide with a mammalian lyso-phosphatidate acyltransferase (LPAAT) transfected into E. coli, and effect of lisofylline on LPAAT transfected into mammalian cells.
Progress in clinical and biological research.
1998; 397(?):345-56. doi:
NULL. [PMID: 9575575] - K Margolin, M Atkins, J Sparano, J Sosman, G Weiss, M Lotze, J Doroshow, J Mier, K O'Boyle, R Fisher, E Campbell, J Rubin, D Federighi, S Bursten. Prospective randomized trial of lisofylline for the prevention of toxicities of high-dose interleukin 2 therapy in advanced renal cancer and malignant melanoma.
Clinical cancer research : an official journal of the American Association for Cancer Research.
1997 Apr; 3(4):565-72. doi:
NULL. [PMID: 9815721] - N Hasegawa, Y Oka, M Nakayama, G J Berry, S Bursten, G Rice, T A Raffin. The effects of post-treatment with lisofylline, a phosphatidic acid generation inhibitor, on sepsis-induced acute lung injury in pigs.
American journal of respiratory and critical care medicine.
1997 Mar; 155(3):928-36. doi:
10.1164/ajrccm.155.3.9117028. [PMID: 9117028] - B M Hybertson, S L Bursten, J A Leff, Y M Lee, E K Jepson, C R Dewitt, J Zagorski, H G Cho, J E Repine. Lisofylline prevents leak, but not neutrophil accumulation, in lungs of rats given IL-1 intratracheally.
Journal of applied physiology (Bethesda, Md. : 1985).
1997 Jan; 82(1):226-32. doi:
10.1152/jappl.1997.82.1.226. [PMID: 9029220] - D Bleich, S Chen, S L Bursten, J L Nadler. Lisofylline, an inhibitor of unsaturated phosphatidic acid generation, ameliorates interleukin-1 beta-induced dysfunction in cultured rat islets.
Endocrinology.
1996 Nov; 137(11):4871-7. doi:
10.1210/endo.137.11.8895359. [PMID: 8895359] - S L Bursten, D A Federighi, P Parsons, W E Harris, E Abraham, E E Moore, F A Moore, J A Bianco, J W Singer, J E Repine. An increase in serum C18 unsaturated free fatty acids as a predictor of the development of acute respiratory distress syndrome.
Critical care medicine.
1996 Jul; 24(7):1129-36. doi:
10.1097/00003246-199607000-00011. [PMID: 8674324] - K L Shulman, W M Stadler, N J Vogelzang. High-dose continuous intravenous infusion of interleukin-2 therapy for metastatic renal cell carcinoma: the University of Chicago experience.
Urology.
1996 Feb; 47(2):194-7. doi:
10.1016/s0090-4295(99)80414-2. [PMID: 8607232] - S Bursten, R Weeks, J West, T Le, T Wilson, D Porubek, J A Bianco, J W Singer, G C Rice. Potential role for phosphatidic acid in mediating the inflammatory responses to TNF alpha and IL-1 beta.
Circulatory shock.
1994 Sep; 44(1):14-29. doi:
. [PMID: 7704934] - G C Rice, P A Brown, R J Nelson, J A Bianco, J W Singer, S Bursten. Protection from endotoxic shock in mice by pharmacologic inhibition of phosphatidic acid.
Proceedings of the National Academy of Sciences of the United States of America.
1994 Apr; 91(9):3857-61. doi:
10.1073/pnas.91.9.3857. [PMID: 8171002] - V Marko, K Bauerová. Study of the solid phase extraction of pentoxifylline and its major metabolite as a basis of their rapid low concentration gas chromatographic determination in serum.
Biomedical chromatography : BMC.
1991 Nov; 5(6):256-61. doi:
10.1002/bmc.1130050606. [PMID: 1760592] - N Tranquille, J J Emeis. The effect of pentoxifylline (Trental) and two analogues, BL 194 and HWA 448, on the release of plasminogen activators and von Willebrand factor in rats.
Journal of cardiovascular pharmacology.
1991 Jul; 18(1):35-42. doi:
10.1097/00005344-199107000-00006. [PMID: 1719289] - A Garnier-Moiroux, J M Poirier, G Cheymol, P Jaillon. High-performance liquid chromatographic determination of pentoxifylline and its hydroxy metabolite in human plasma.
Journal of chromatography.
1987 Apr; 416(1):183-8. doi:
NULL. [PMID: 3597635] - D R Luke, M L Rocci, C Hoholick. Inhibition of pentoxifylline clearance by cimetidine.
Journal of pharmaceutical sciences.
1986 Feb; 75(2):155-7. doi:
10.1002/jps.2600750210. [PMID: 3958924] - W Rieck, D Platt. Determination of 3,7-dimethyl-1-(5-oxohexyl)-xanthine (pentoxifylline) and its 3,7-dimethyl-1-(5-hydroxyhexyl)-xanthine metabolite in the plasma of patients with multiple diseases using high-performance liquid chromatography.
Journal of chromatography.
1984 Feb; 305(2):419-27. doi:
10.1016/s0378-4347(00)83356-3. [PMID: 6707169] - T A Bryce, J L Burrows. Determination of oxpentifylline and a metabolite, 1-(5'-hydroxyhexyl)-3,7-dimethylxanthine, by gas--liquid chromatography using a nitrogen-selective detector.
Journal of chromatography.
1980 Mar; 181(3-4):355-61. doi:
10.1016/s0378-4347(00)81138-x. [PMID: 7391152]