tubercidin (BioDeep_00000717312)
Chemicals and Drugs
代谢物信息卡片
化学式: C11H14N4O4 (266.1015004)
中文名称: 杀结核菌素
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CN(C2=NC=NC(=C21)N)C3C(C(C(O3)CO)O)O
InChI: InChI=1S/C11H14N4O4/c12-9-5-1-2-15(10(5)14-4-13-9)11-8(18)7(17)6(3-16)19-11/h1-2,4,6-8,11,16-18H,3H2,(H2,12,13,14)/t6-,7-,8-,11-/m1/s1
描述信息
An N-glycosylpyrrolopyrimidine that is adenosine in which the in the 5-membered ring that is not attached to the ribose moiety is replaced by a carbon. Tubercidin is produced in the culture broth of Streptomyces tubericidus.
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C272 - Antimetabolite
D009676 - Noxae > D000963 - Antimetabolites
D000970 - Antineoplastic Agents
Tubercidin (7-Deazaadenosine) is an antibiotic obtained from Streptomyces tubercidicus. Tubercidin inhibits the growth of Streptococcus faecalis (8043) with an IC50 of 0.02 μM[1]. Tubercidin inhibits polymerases by incorporating DNA or RNA, thereby inhibiting DNA replication, RNA and protein synthesis[2]. Tubercidin is a weak inhibitor of adenosine phosphorylase, and interferes with the phosphorylation of adenosine and AMP[1]. Tubercidin has antiviral activity[2].
Tubercidin (7-Deazaadenosine) is an antibiotic obtained from Streptomyces tubercidicus. Tubercidin inhibits the growth of Streptococcus faecalis (8043) with an IC50 of 0.02 μM[1]. Tubercidin inhibits polymerases by incorporating DNA or RNA, thereby inhibiting DNA replication, RNA and protein synthesis[2]. Tubercidin is a weak inhibitor of adenosine phosphorylase, and interferes with the phosphorylation of adenosine and AMP[1]. Tubercidin has antiviral activity[2].
同义名列表
3 个代谢物同义名
数据库引用编号
8 个数据库交叉引用编号
- ChEBI: CHEBI:48267
- PubChem: 6245
- DrugBank: DB03172
- ChEMBL: CHEMBL267099
- MeSH: Tubercidin
- CAS: 69-33-0
- MetaboLights: MTBLC48267
- medchemexpress: HY-100126
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
- Jianyuan Zhao, Qian Liu, Dongrong Yi, Quanjie Li, SaiSai Guo, Ling Ma, Yongxin Zhang, Dongxin Dong, Fei Guo, Zhenlong Liu, Tao Wei, Xiaoyu Li, Shan Cen. 5-Iodotubercidin inhibits SARS-CoV-2 RNA synthesis.
Antiviral research.
2022 02; 198(?):105254. doi:
10.1016/j.antiviral.2022.105254
. [PMID: 35101534] - Richard L Mackman, Hon C Hui, Michel Perron, Eisuke Murakami, Christopher Palmiotti, Gary Lee, Kirsten Stray, Lijun Zhang, Bindu Goyal, Kwon Chun, Daniel Byun, Dustin Siegel, Scott Simonovich, Venice Du Pont, Jared Pitts, Darius Babusis, Arya Vijjapurapu, Xianghan Lu, Cynthia Kim, Xiaofeng Zhao, Julie Chan, Bin Ma, Diane Lye, Adelle Vandersteen, Sarah Wortman, Kimberly T Barrett, Maria Toteva, Robert Jordan, Raju Subramanian, John P Bilello, Tomas Cihlar. Prodrugs of a 1'-CN-4-Aza-7,9-dideazaadenosine C-Nucleoside Leading to the Discovery of Remdesivir (GS-5734) as a Potent Inhibitor of Respiratory Syncytial Virus with Efficacy in the African Green Monkey Model of RSV.
Journal of medicinal chemistry.
2021 04; 64(8):5001-5017. doi:
10.1021/acs.jmedchem.1c00071
. [PMID: 33835812] - Madan Kumar Arumugam, Sharanappa Talawar, Laura Listenberger, Terrence M Donohue, Natalia A Osna, Kusum K Kharbanda. Role of Elevated Intracellular S-Adenosylhomocysteine in the Pathogenesis of Alcohol-Related Liver Disease.
Cells.
2020 06; 9(6):. doi:
10.3390/cells9061526
. [PMID: 32585865] - Luděk Eyer, Martina Fojtíková, Radim Nencka, Ivo Rudolf, Zdeněk Hubálek, Daniel Ruzek. Viral RNA-Dependent RNA Polymerase Inhibitor 7-Deaza-2'-C-Methyladenosine Prevents Death in a Mouse Model of West Nile Virus Infection.
Antimicrobial agents and chemotherapy.
2019 03; 63(3):. doi:
10.1128/aac.02093-18
. [PMID: 30642926] - Nicole Lenz, Olivier Engler, Denis Grandgirard, Stephen L Leib, Rahel Ackermann-Gäumann. Evaluation of antivirals against tick-borne encephalitis virus in organotypic brain slices of rat cerebellum.
PloS one.
2018; 13(10):e0205294. doi:
10.1371/journal.pone.0205294
. [PMID: 30300398] - Elena Kozgunova, Tetsuya Higashiyama, Daisuke Kurihara. Cytokinesis defect in BY-2 cells caused by ATP-competitive kinase inhibitors.
Plant signaling & behavior.
2016 10; 11(10):e1238547. doi:
10.1080/15592324.2016.1238547
. [PMID: 27662076] - Kiran S Toti, Danielle Osborne, Antonella Ciancetta, Detlev Boison, Kenneth A Jacobson. South (S)- and North (N)-Methanocarba-7-Deazaadenosine Analogues as Inhibitors of Human Adenosine Kinase.
Journal of medicinal chemistry.
2016 07; 59(14):6860-77. doi:
10.1021/acs.jmedchem.6b00689
. [PMID: 27410258] - Ercument Dirice, Deepika Walpita, Amedeo Vetere, Bennett C Meier, Sevim Kahraman, Jiang Hu, Vlado Dančík, Sean M Burns, Tamara J Gilbert, David E Olson, Paul A Clemons, Rohit N Kulkarni, Bridget K Wagner. Inhibition of DYRK1A Stimulates Human β-Cell Proliferation.
Diabetes.
2016 06; 65(6):1660-71. doi:
10.2337/db15-1127
. [PMID: 26953159] - Joanna Zmurko, Rafael E Marques, Dominique Schols, Erik Verbeken, Suzanne J F Kaptein, Johan Neyts. The Viral Polymerase Inhibitor 7-Deaza-2'-C-Methyladenosine Is a Potent Inhibitor of In Vitro Zika Virus Replication and Delays Disease Progression in a Robust Mouse Infection Model.
PLoS neglected tropical diseases.
2016 05; 10(5):e0004695. doi:
10.1371/journal.pntd.0004695
. [PMID: 27163257] - Elena Kozgunova, Takamasa Suzuki, Masaki Ito, Tetsuya Higashiyama, Daisuke Kurihara. Haspin has Multiple Functions in the Plant Cell Division Regulatory Network.
Plant & cell physiology.
2016 Apr; 57(4):848-61. doi:
10.1093/pcp/pcw030
. [PMID: 26872832] - Luděk Eyer, James J Valdés, Victor A Gil, Radim Nencka, Hubert Hřebabecký, Michal Šála, Jiří Salát, Jiří Černý, Martin Palus, Erik De Clercq, Daniel Růžek. Nucleoside inhibitors of tick-borne encephalitis virus.
Antimicrobial agents and chemotherapy.
2015 Sep; 59(9):5483-93. doi:
10.1128/aac.00807-15
. [PMID: 26124166] - Kusum K Kharbanda, Sandra L Todero, Jordan C Moats, Ryan M Harris, Natalia A Osna, Paul G Thomes, Dean J Tuma. Alcohol consumption decreases rat hepatic creatine biosynthesis via altered guanidinoacetate methyltransferase activity.
Alcoholism, clinical and experimental research.
2014 Mar; 38(3):641-8. doi:
10.1111/acer.12306
. [PMID: 24256608] - Cody J Peer, Mahadev Rao, Shawn D Spencer, Shandiz Shahbazi, Patricia S Steeg, David S Schrump, William D Figg. A rapid ultra HPLC-MS/MS method for the quantitation and pharmacokinetic analysis of 3-deazaneplanocin A in mice.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2013 May; 927(?):142-6. doi:
10.1016/j.jchromb.2013.01.003
. [PMID: 23352636] - Wei-Yi Hsu, Wei-De Lin, Yuhsin Tsai, Chiung-Tsung Lin, Hwei-Chung Wang, Long-Bin Jeng, Ching-Chih Lee, Yu-Chiang Lin, Chien-Chen Lai, Fuu-Jen Tsai. Analysis of urinary nucleosides as potential tumor markers in human breast cancer by high performance liquid chromatography/electrospray ionization tandem mass spectrometry.
Clinica chimica acta; international journal of clinical chemistry.
2011 Sep; 412(19-20):1861-6. doi:
10.1016/j.cca.2011.06.027
. [PMID: 21740897] - Bungonsiri Intra, Isada Mungsuntisuk, Takuya Nihira, Yasuhiro Igarashi, Watanalai Panbangred. Identification of actinomycetes from plant rhizospheric soils with inhibitory activity against Colletotrichum spp., the causative agent of anthracnose disease.
BMC research notes.
2011 Apr; 4(?):98. doi:
10.1186/1756-0500-4-98
. [PMID: 21457542] - Feng Sun, Jasmine Chiat-Ling Ong, Qiang Yu, Eli Chan. Quantification of 3-deazaneplanocin A, a novel epigenetic anticancer agent, in rat biosamples by hydrophilic interaction liquid chromatography-tandem mass spectrometric detection.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2011 Feb; 879(3-4):285-90. doi:
10.1016/j.jchromb.2010.12.009
. [PMID: 21195038] - Paul M Riegelhaupt, María B Cassera, Richard F G Fröhlich, Keith Z Hazleton, Jonathan J Hefter, Vern L Schramm, Myles H Akabas. Transport of purines and purine salvage pathway inhibitors by the Plasmodium falciparum equilibrative nucleoside transporter PfENT1.
Molecular and biochemical parasitology.
2010 Jan; 169(1):40-9. doi:
10.1016/j.molbiopara.2009.10.001
. [PMID: 19818813] - Thomas Borrmann, Aliaa Abdelrahman, Rosaria Volpini, Catia Lambertucci, Edgars Alksnis, Simone Gorzalka, Melanie Knospe, Anke C Schiedel, Gloria Cristalli, Christa E Müller. Structure-activity relationships of adenine and deazaadenine derivatives as ligands for adenine receptors, a new purinergic receptor family.
Journal of medicinal chemistry.
2009 Oct; 52(19):5974-89. doi:
10.1021/jm9006356
. [PMID: 19731917] - A Peairs, A Radjavi, S Davis, L Li, A Ahmed, S Giri, C M Reilly. Activation of AMPK inhibits inflammation in MRL/lpr mouse mesangial cells.
Clinical and experimental immunology.
2009 Jun; 156(3):542-51. doi:
10.1111/j.1365-2249.2009.03924.x
. [PMID: 19438609] - Steven S Carroll, Steven Ludmerer, Larry Handt, Kenneth Koeplinger, Nanyan Rena Zhang, Donald Graham, Mary-Ellen Davies, Malcolm MacCoss, Daria Hazuda, David B Olsen. Robust antiviral efficacy upon administration of a nucleoside analog to hepatitis C virus-infected chimpanzees.
Antimicrobial agents and chemotherapy.
2009 Mar; 53(3):926-34. doi:
10.1128/aac.01032-08
. [PMID: 19075052] - Luke H Stockwin, Sherry X Yu, Howard Stotler, Melinda G Hollingshead, Dianne L Newton. ARC (NSC 188491) has identical activity to Sangivamycin (NSC 65346) including inhibition of both P-TEFb and PKC.
BMC cancer.
2009 Feb; 9(?):63. doi:
10.1186/1471-2407-9-63
. [PMID: 19232100] - Ken-ichiro Hayashi, Shuichi Kamio, Yutaka Oono, Leroy B Townsend, Hiroshi Nozaki. Toyocamycin specifically inhibits auxin signaling mediated by SCFTIR1 pathway.
Phytochemistry.
2009 Jan; 70(2):190-7. doi:
10.1016/j.phytochem.2008.12.020
. [PMID: 19171357] - Michael R Preusch, Florian Bea, Sara H Yang, Joerg Kreuzer, Berend Isermann, Ingo Pedal, Michael E Rosenfeld, Hugo A Katus, Erwin Blessing. Long-term administration of 3-deazaadenosine does not alter progression of advanced atherosclerotic lesions in apolipoprotein E-deficient mice.
Journal of cardiovascular pharmacology.
2007 Aug; 50(2):206-12. doi:
10.1097/fjc.0b013e318070c66a
. [PMID: 17703138] - Monica Hansrani, Gerard Stansby. Extended storage of whole blood with 3-deazaadenosine for homocysteine assay.
Annals of clinical biochemistry.
2007 Jul; 44(Pt 4):388-90. doi:
10.1258/000456307780945732
. [PMID: 17594787] - Siegfried Detke. TOR-induced resistance to toxic adenosine analogs in Leishmania brought about by the internalization and degradation of the adenosine permease.
Experimental cell research.
2007 May; 313(9):1963-78. doi:
10.1016/j.yexcr.2007.02.027
. [PMID: 17428463] - Li Xia, Karen Engel, Mingyan Zhou, Joanne Wang. Membrane localization and pH-dependent transport of a newly cloned organic cation transporter (PMAT) in kidney cells.
American journal of physiology. Renal physiology.
2007 Feb; 292(2):F682-90. doi:
10.1152/ajprenal.00302.2006
. [PMID: 17018840] - Alexander V Ovechkin, Neetu Tyagi, Utpal Sen, David Lominadze, Mesia M Steed, Karni S Moshal, Suresh C Tyagi. 3-Deazaadenosine mitigates arterial remodeling and hypertension in hyperhomocysteinemic mice.
American journal of physiology. Lung cellular and molecular physiology.
2006 Nov; 291(5):L905-11. doi:
10.1152/ajplung.00543.2005
. [PMID: 16815886] - Stephen A Baldwin, Sylvia Y M Yao, Ralph J Hyde, Amy M L Ng, Sophie Foppolo, Kay Barnes, Mabel W L Ritzel, Carol E Cass, James D Young. Functional characterization of novel human and mouse equilibrative nucleoside transporters (hENT3 and mENT3) located in intracellular membranes.
The Journal of biological chemistry.
2005 Apr; 280(16):15880-7. doi:
10.1074/jbc.m414337200
. [PMID: 15701636] - Jeffrey E Lee, Ethan C Settembre, Kenneth A Cornell, Michael K Riscoe, Janice R Sufrin, Steven E Ealick, P Lynne Howell. Structural comparison of MTA phosphorylase and MTA/AdoHcy nucleosidase explains substrate preferences and identifies regions exploitable for inhibitor design.
Biochemistry.
2004 May; 43(18):5159-69. doi:
10.1021/bi035492h
. [PMID: 15122881] - Ya-Fei Chen, Andrew Y Zhang, Ai-Ping Zou, William B Campbell, Pin-Lan Li. Protein methylation activates reconstituted ryanodine receptor-ca release channels from coronary artery myocytes.
Journal of vascular research.
2004 May; 41(3):229-40. doi:
10.1159/000078178
. [PMID: 15118362] - Alexander Claus Langheinrich, Ruediger Christian Braun-Dullaeus, Gerhard Walker, Ina Jeide, Ralph Schilling, Kai Tammoscheit, Thomas Dreyer, Ludger Fink, Rainer Maria Bohle, Werner Haberbosch. Effects of 3-deazaadenosine on homocysteine and atherosclerosis in apolipoprotein E-deficient mice.
Atherosclerosis.
2003 Dec; 171(2):181-92. doi:
10.1016/j.atherosclerosis.2003.08.028
. [PMID: 14644386] - Mauro Panteghini, Franca Pagani. On the comparison of serum and plasma samples in troponin assays.
Clinical chemistry.
2003 May; 49(5):835-6. doi:
10.1373/49.5.835/-a
. [PMID: 12709385] - William F Waas, Kevin N Dalby. Physiological concentrations of divalent magnesium ion activate the serine/threonine specific protein kinase ERK2.
Biochemistry.
2003 Mar; 42(10):2960-70. doi:
10.1021/bi027171w
. [PMID: 12627962] - Ruediger C Braun-Dullaeus, Simon Dietrich, Michael J Schoaff, Daniel G Sedding, Boris Leithaeuser, Gerhard Walker, Ulrike Seay, Reinhard F Matthias, Wolfgang Kummer, Harald Tillmanns, Werner Haberbosch. Protective effect of 3-deazaadenosine in a rat model of lipopolysaccharide-induced myocardial dysfunction.
Shock (Augusta, Ga.).
2003 Mar; 19(3):245-51. doi:
10.1097/00024382-200303000-00008
. [PMID: 12630524] - Diane M Hill, Lisa J Johnson, Paul J Burns, Angela M Neale, Denise M Harmening, Andrew C Kenney. Effects of temperature on stability of blood homocysteine in collection tubes containing 3-deazaadenosine.
Clinical chemistry.
2002 Nov; 48(11):2017-22. doi:
10.1093/clinchem/48.11.2017
. [PMID: 12406988] - Ya-Fei Chen, Pin-Lan Li, Ai-Ping Zou. Effect of hyperhomocysteinemia on plasma or tissue adenosine levels and renal function.
Circulation.
2002 Sep; 106(10):1275-81. doi:
10.1161/01.cir.0000027586.64231.1b
. [PMID: 12208805] - Rong Chen, Johan W Jonker, J Arly Nelson. Renal organic cation and nucleoside transport.
Biochemical pharmacology.
2002 Jul; 64(2):185-90. doi:
10.1016/s0006-2952(02)01062-6
. [PMID: 12123738] - Javier García-Villafranca, José Castro. Effects of 5-iodotubercidin on hepatic fatty acid metabolism mediated by the inhibition of acetyl-CoA carboxylase.
Biochemical pharmacology.
2002 Jun; 63(11):1997-2000. doi:
10.1016/s0006-2952(02)01013-4
. [PMID: 12093476] - Robert Jessel, Steffen Haertel, Carmen Socaciu, Svetlana Tykhonova, Horst A Diehl. Kinetics of apoptotic markers in exogeneously induced apoptosis of EL4 cells.
Journal of cellular and molecular medicine.
2002 Jan; 6(1):82-92. doi:
10.1111/j.1582-4934.2002.tb00313.x
. [PMID: 12003671] - J D Stockand, S Zeltwanger, H F Bao, A Becchetti, R T Worrell, D C Eaton. S-adenosyl-L-homocysteine hydrolase is necessary for aldosterone-induced activity of epithelial Na(+) channels.
American journal of physiology. Cell physiology.
2001 Sep; 281(3):C773-85. doi:
10.1152/ajpcell.2001.281.3.c773
. [PMID: 11502554] - M Nauck, E Bisse, M Nauck, H Wieland. Pre-analytical conditions affecting the determination of the plasma homocysteine concentration.
Clinical chemistry and laboratory medicine.
2001 Aug; 39(8):675-80. doi:
10.1515/cclm.2001.111
. [PMID: 11592432] - D F Smee, M Bray, J W Huggins. Intracellular phosphorylation of carbocyclic 3-deazaadenosine, an anti-Ebola virus agent.
Antiviral chemistry & chemotherapy.
2001 Jul; 12(4):251-8. doi:
10.1177/095632020101200406
. [PMID: 11771734] - G Vasudevan, B Ullman, S M Landfear. Point mutations in a nucleoside transporter gene from Leishmania donovani confer drug resistance and alter substrate selectivity.
Proceedings of the National Academy of Sciences of the United States of America.
2001 May; 98(11):6092-7. doi:
10.1073/pnas.101537298
. [PMID: 11353834] - A Nishiyama, S Kimura, H He, K Miura, M Rahman, Y Fujisawa, T Fukui, Y Abe. Renal interstitial adenosine metabolism during ischemia in dogs.
American journal of physiology. Renal physiology.
2001 Feb; 280(2):F231-8. doi:
10.1152/ajprenal.2001.280.2.f231
. [PMID: 11208598] - R Chen, J A Nelson. Role of organic cation transporters in the renal secretion of nucleosides.
Biochemical pharmacology.
2000 Jul; 60(2):215-9. doi:
10.1016/s0006-2952(00)00334-8
. [PMID: 10825466] - K Ashizawa, M Miyamoto, Y Tsuzuki. The possible role of protein-carboxyl methylation in the regulation of flagellar movement of fowl spermatozoa.
Animal reproduction science.
2000 Feb; 58(1-2):137-46. doi:
10.1016/s0378-4320(99)00085-8
. [PMID: 10700651] - S Dawling. Stabilizing blood with 3-deazaadenosine interferes in the Abbott FPIA assay for plasma homocyst(e)ine.
Annals of clinical biochemistry.
1999 Sep; 36 ( Pt 5)(?):669-70. doi:
10.1177/000456329903600518
. [PMID: 10505221] - K N Rao, S R Venkatachalam. Dihydrofolate reductase and cell growth activity inhibition by the beta-carboline-benzoquinolizidine plant alkaloid deoxytubulosine from Alangium lamarckii: its potential as an antimicrobial and anticancer agent.
Bioorganic & medicinal chemistry.
1999 Jun; 7(6):1105-10. doi:
10.1016/s0968-0896(98)00262-4
. [PMID: 10428380] - A Deussen, M Stappert, S Schäfer, M Kelm. Quantification of extracellular and intracellular adenosine production: understanding the transmembranous concentration gradient.
Circulation.
1999 Apr; 99(15):2041-7. doi:
10.1161/01.cir.99.15.2041
. [PMID: 10209010] - R Chen, B F Pan, M Sakurai, J A Nelson. A nucleoside-sensitive organic cation transporter in opossum kidney cells.
The American journal of physiology.
1999 02; 276(2):F323-8. doi:
10.1152/ajprenal.1999.276.2.f323
. [PMID: 9950964] - K N Rao, R K Bhattacharya, S R Venkatachalam. beta-Carboline-benzoquinolizidine alkaloid deoxytubulosine inhibits thymidylate synthase activity in leukemic leukocytes from patients with chronic myeloblastic leukemia and acute lymphoblastic leukemia.
Anti-cancer drugs.
1998 Sep; 9(8):727-32. doi:
10.1097/00001813-199809000-00008
. [PMID: 9823431] - A V Kazantsev, N R Pace. Identification by modification-interference of purine N-7 and ribose 2'-OH groups critical for catalysis by bacterial ribonuclease P.
RNA (New York, N.Y.).
1998 Aug; 4(8):937-47. doi:
10.1017/s1355838298980384
. [PMID: 9701285] - M R Player, E N Kalinichenko, T L Podkopaeva, I A Mikhailopulo, F Seela, P F Torrence. Dissection of the roles of adenine ring nitrogen (N-1) and exocyclic amino (N-6) moieties in the interaction of 2-5A with RNase L.
Biochemical and biophysical research communications.
1998 Apr; 245(2):430-4. doi:
10.1006/bbrc.1998.8451
. [PMID: 9571169] - K N Rao, R K Bhattacharya, S R Venkatachalam. Thymidylate synthase activity and the cell growth are inhibited by the beta-carboline-benzoquinolizidine alkaloid deoxytubulosine.
Journal of biochemical and molecular toxicology.
1998; 12(3):167-73. doi:
10.1002/(sici)1099-0461(1998)12:3<167::aid-jbt5>3.0.co;2-j
. [PMID: 9522276] - R K Dubey, D G Gillespie, Z Mi, E K Jackson. Exogenous and endogenous adenosine inhibits fetal calf serum-induced growth of rat cardiac fibroblasts: role of A2B receptors.
Circulation.
1997 Oct; 96(8):2656-66. doi:
10.1161/01.cir.96.8.2656
. [PMID: 9355907] - M Hofmann, W Eichenberger. Biosynthesis of diacylglyceryl-N,N,N-trimethylhomoserine in Rhodobacter sphaeroides and evidence for lipid-linked N methylation.
Journal of bacteriology.
1996 Nov; 178(21):6140-4. doi:
10.1128/jb.178.21.6140-6144.1996
. [PMID: 8892811] - S Glombitza, S Dragon, M Berghammer, M Pannermayr, R Baumann. Adenosine causes cAMP-dependent activation of chick embryo red cell carbonic anhydrase and 2,3-DPG synthesis.
The American journal of physiology.
1996 Oct; 271(4 Pt 2):R973-81. doi:
10.1152/ajpregu.1996.271.4.r973
. [PMID: 8897990] - K Kroll, D W Stepp. Adenosine kinetics in canine coronary circulation.
The American journal of physiology.
1996 Apr; 270(4 Pt 2):H1469-83. doi:
10.1152/ajpheart.1996.270.4.h1469
. [PMID: 8967391] - S L Mooberry, K Stratman, R E Moore. Tubercidin stabilizes microtubules against vinblastine-induced depolymerization, a taxol-like effect.
Cancer letters.
1995 Sep; 96(2):261-6. doi:
10.1016/0304-3835(95)03940-x
. [PMID: 7585466] - S M Siddiqi, K A Jacobson, J L Esker, M E Olah, X D Ji, N Melman, K N Tiwari, J A Secrist, S W Schneller, G Cristalli. Search for new purine- and ribose-modified adenosine analogues as selective agonists and antagonists at adenosine receptors.
Journal of medicinal chemistry.
1995 Mar; 38(7):1174-88. doi:
10.1021/jm00007a014
. [PMID: 7707320] - J A Nelson, A Dutt, L H Allen, D A Wright. Functional expression of the renal organic cation transporter and P-glycoprotein in Xenopus laevis oocytes.
Cancer chemotherapy and pharmacology.
1995; 37(1-2):187-9. doi:
10.1007/bf00685648
. [PMID: 7497591] - Z Cui, M Houweling, D E Vance. Suppression of rat hepatoma cell growth by expression of phosphatidylethanolamine N-methyltransferase-2.
The Journal of biological chemistry.
1994 Oct; 269(40):24531-3. doi:
10.1016/s0021-9258(17)31421-7
. [PMID: 7929120] - D A Bullough, C Zhang, A Montag, K M Mullane, M A Young. Adenosine-mediated inhibition of platelet aggregation by acadesine. A novel antithrombotic mechanism in vitro and in vivo.
The Journal of clinical investigation.
1994 Oct; 94(4):1524-32. doi:
10.1172/jci117493
. [PMID: 7929829] - R W Kuncl, D B Drachman, R Adams, M Lehar. 3-Deazaadenosine: a therapeutic strategy for myasthenia gravis by decreasing the endocytosis of acetylcholine receptors.
The Journal of pharmacology and experimental therapeutics.
1993 Nov; 267(2):582-9. doi:
NULL
. [PMID: 8246131] - R A Coulombe, J M Huie, R P Sharma, J W Huggins. Pharmacokinetics of the antiviral agent carbocyclic 3-deazaadenosine.
Drug metabolism and disposition: the biological fate of chemicals.
1993 Jul; 21(4):555-9. doi:
NULL
. [PMID: 8104112] - R W Samborski, N D Ridgway, D E Vance. Metabolism of molecular species of phosphatidylethanolamine and phosphatidylcholine in rat hepatocytes during prolonged inhibition of phosphatidylethanolamine N-methyltransferase.
Journal of lipid research.
1993 Jan; 34(1):125-37. doi:
. [PMID: 8445336]
- J M Aran, P G Plagemann. Nucleoside transport-deficient mutants of PK-15 pig kidney cell line.
Biochimica et biophysica acta.
1992 Sep; 1110(1):51-8. doi:
10.1016/0005-2736(92)90293-u
. [PMID: 1390836] - J Sayos, J J Centelles, J Mallol, E I Canela, C Lluis, R Franco. Adenosine (Ado) uptake in brush-border membrane vesicles from rat kidney (BBM).
Biochemical Society transactions.
1991 Aug; 19(3):323S. doi:
10.1042/bst019323s
. [PMID: 1783158] - D M Smith, J A Johnson, R A Turner. Biochemical perturbations of BW 91Y (3-deazaadenosine) on human neutrophil chemotactic potential and lipid metabolism.
International journal of tissue reactions.
1991; 13(1):1-18. doi:
"
. [PMID: 1653773] - J S Rush, T Sweitzer, C Kent, G L Decker, C J Waechter. Biogenesis of the endoplasmic reticulum in activated B lymphocytes: temporal relationships between the induction of protein N-glycosylation activity and the biosynthesis of membrane protein and phospholipid.
Archives of biochemistry and biophysics.
1991 Jan; 284(1):63-70. doi:
10.1016/0003-9861(91)90264-j
. [PMID: 1846517] - J W Lown, K Krowicki, J Balzarini, R A Newman, E De Clercq. Novel linked antiviral and antitumor agents related to netropsin and distamycin: synthesis and biological evaluation.
Journal of medicinal chemistry.
1989 Oct; 32(10):2368-75. doi:
10.1021/jm00130a024
. [PMID: 2552118] - M H el Kouni, D Diop, P O'Shea, R Carlisle, J P Sommadossi. Prevention of tubercidin host toxicity by nitrobenzylthioinosine 5'-monophosphate for the treatment of schistosomiasis.
Antimicrobial agents and chemotherapy.
1989 Jun; 33(6):824-7. doi:
10.1128/aac.33.6.824
. [PMID: 2764531] - M K Hise, D A Steplock, E J Weinman. Lipid methylation, sodium transport and the response to PTH in renal tubules.
Life sciences.
1986 Sep; 39(9):831-5. doi:
10.1016/0024-3205(86)90462-5
. [PMID: 3747733] - R C Benyon, M K Church, S T Holgate. IgE-dependent activation of mast cells is not associated with enhanced phospholipid methylation.
Biochemical pharmacology.
1986 Aug; 35(15):2535-44. doi:
10.1016/0006-2952(86)90051-1
. [PMID: 2427083] - J E Vance, T M Nguyen, D E Vance. The biosynthesis of phosphatidylcholine by methylation of phosphatidylethanolamine derived from ethanolamine is not required for lipoprotein secretion by cultured rat hepatocytes.
Biochimica et biophysica acta.
1986 Feb; 875(3):501-9. doi:
10.1016/0005-2760(86)90070-6
. [PMID: 3947655] - C Kaplinsky, H Yeger, Z Estrov, J Barankiewicz, G Pawlin, M H Freedman, A Cohen. Selective protection of tubercidin toxicity by nitrobenzyl thioinosine in normal tissues but not in human neuroblastoma cells.
Cancer chemotherapy and pharmacology.
1986; 17(3):264-8. doi:
10.1007/bf00256696
. [PMID: 3742712] - O Cantoni, P Sestili, W Balduini, G Cristalli, M Grifantini, F Cattabeni. Inhibition of nucleic acids and protein synthesis by deazaadenosine derivatives: a study on structure-activity relationships.
Pharmacological research communications.
1985 Dec; 17(12):1087-94. doi:
10.1016/0031-6989(85)90021-9
. [PMID: 2419925] - M H el Kouni, P M Knopf, S M Cha. Combination therapy of Schistosoma japonicum by tubercidin and nitrobenzylthioinosine 5'-monophosphate.
Biochemical pharmacology.
1985 Nov; 34(21):3921-3. doi:
10.1016/0006-2952(85)90445-9
. [PMID: 3933515] - V S Bansal, J N Kanfer. The phospholipid-N-methyltransferase of rat brain microsomes.
Biochimica et biophysica acta.
1985 Aug; 836(1):73-9. doi:
10.1016/0005-2760(85)90222-x
. [PMID: 4027261] - M N Llanos, A M Ronco, A M Pino, L E Valladares. The transmethylations inhibitor 3-deazaadenosine, inhibits in vitro testosterone production by rat testis interstitial cells stimulated with HCG.
Journal of steroid biochemistry.
1985 Jul; 23(1):73-6. doi:
10.1016/0022-4731(85)90262-6
. [PMID: 2991663] - D W Riches, J L Watkins, P M Henson, D R Stanworth. Regulation of macrophage lysosomal secretion by adenosine, adenosine phosphate esters, and related structural analogues of adenosine.
Journal of leukocyte biology.
1985 May; 37(5):545-57. doi:
10.1002/jlb.37.5.545
. [PMID: 2984303] - S Sariban-Sohraby, M Burg, W P Wiesmann, P K Chiang, J P Johnson. Methylation increases sodium transport into A6 apical membrane vesicles: possible mode of aldosterone action.
Science (New York, N.Y.).
1984 Aug; 225(4663):745-6. doi:
10.1126/science.6463652
. [PMID: 6463652] - L Best, P Lebrun, M Saceda, P Garcia-Morales, C Hubinont, M Juvent, A Herchuelz, F Malaisse-Lagae, I Valverde, W J Malaisse. Impairment of insulin release by methylation inhibitors.
Biochemical pharmacology.
1984 Jul; 33(13):2033-9. doi:
10.1016/0006-2952(84)90570-7
. [PMID: 6378207] - M Y Chu, L B Zuckerman, S Sato, G W Crabtree, A E Bogden, M I Lim, R S Klein. 9-Deazaadenosine--a new potent antitumor agent.
Biochemical pharmacology.
1984 Apr; 33(8):1229-34. doi:
10.1016/0006-2952(84)90174-6
. [PMID: 6712733] - M Maeda, N Abiko, H Uchida, T Sasaki. Synthesis and antitumor activity of cis-dichloroplatinum (II)-N-aminated nucleoside complexes.
Journal of medicinal chemistry.
1984 Apr; 27(4):444-9. doi:
10.1021/jm00370a006
. [PMID: 6538600] - D E Bergstrom, A J Brattesani, M K Ogawa, P A Reddy, M J Schweickert, J Balzarini, E De Clercq. Antiviral activity of C-5 substituted tubercidin analogues.
Journal of medicinal chemistry.
1984 Mar; 27(3):285-92. doi:
10.1021/jm00369a010
. [PMID: 6699874] - D M Iovannisci, B Ullman. Single cell cloning of Leishmania parasites in purine-defined medium: isolation of drug-resistant variants.
Advances in experimental medicine and biology.
1984; 165 Pt A(?):239-43. doi:
10.1007/978-1-4684-4553-4_46
. [PMID: 6720386] - H Hattori, J N Kanfer. Inhibition of rat brain microsomal Na+,K+-ATPase by S-adenosylmethionine.
Journal of neurochemistry.
1984 Jan; 42(1):204-8. doi:
10.1111/j.1471-4159.1984.tb09718.x
. [PMID: 6315887] - R A Milvae, H W Alila, W Hansel. Methylation in bovine luteal cells as a regulator of luteinizing hormone action.
Biology of reproduction.
1983 Nov; 29(4):849-55. doi:
10.1095/biolreprod29.4.849
. [PMID: 6315096] - J A Nelson, J R Kuttesch, B H Herbert. Renal secretion of purine nucleosides and their analogs in mice.
Biochemical pharmacology.
1983 Aug; 32(15):2323-7. doi:
10.1016/0006-2952(83)90180-6
. [PMID: 6603845] - M N Llanos, S Meizel. Phospholipid methylation increases during capacitation of golden hamster sperm in vitro.
Biology of reproduction.
1983 Jun; 28(5):1043-51. doi:
10.1095/biolreprod28.5.1043
. [PMID: 6871307] - E de Clercq, J A Montgomery. Broad-spectrum antiviral activity of the carbocyclic analog of 3-deazaadenosine.
Antiviral research.
1983 Mar; 3(1):17-24. doi:
10.1016/0166-3542(83)90011-6
. [PMID: 6307139] - J F Kuttesch, M J Robins, J A Nelson. Renal transport of 2'-deoxytubercidin in mice.
Biochemical pharmacology.
1982 Nov; 31(21):3387-94. doi:
10.1016/0006-2952(82)90616-5
. [PMID: 6216893] - A Raina, K Tuomi, R L Pajula. Inhibition of the synthesis of polyamines and macromolecules by 5'-methylthioadenosine and 5'-alkylthiotubercidins in BHK21 cells.
The Biochemical journal.
1982 Jun; 204(3):697-703. doi:
10.1042/bj2040697
. [PMID: 6896990] - T O Eloranta, K Tuomi, A M Raina. Uptake and utilization of 5'-methylthioadenosine by cultured baby-hamster kidney cells.
The Biochemical journal.
1982 Jun; 204(3):803-7. doi:
10.1042/bj2040803
. [PMID: 6896991] - N Kolassa, E S Jakobs, G R Buzzell, A R Paterson. Manipulation of toxicity and tissue distribution of tubercidin in mice by nitrobenzylthioinosine 5'-monophosphate.
Biochemical pharmacology.
1982 May; 31(10):1863-74. doi:
10.1016/0006-2952(82)90489-0
. [PMID: 7104018] - A S Wawrukiewicz, J Rösch, F S Keller, D A Lieberman. Glucagonoma and its angiographic diagnosis.
Cardiovascular and interventional radiology.
1982; 5(6):318-24. doi:
10.1007/bf02552805
. [PMID: 6301675] - J L Medzihradsky, T P Zimmerman, G Wolberg, G B Elion. Immunosuppressive effects of the S-adenosylhomocysteine hydrolase inhibitor, 3-deazaadenosine.
Journal of immunopharmacology.
1982; 4(1-2):29-41. doi:
10.3109/08923978209031073
. [PMID: 7153525] - Y Morita, R P Siraganian. Inhibition of IgE-mediated histamine release from rat basophilic leukemia cells and rat mast cells by inhibitors of transmethylation.
Journal of immunology (Baltimore, Md. : 1950).
1981 Oct; 127(4):1339-44. doi:
"
. [PMID: 6168684]