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Reactions of 3-aminopyrazole derivatives with cyanothioacetamide and its derivatives: Synthesis and reactions of several new pyrazole and pyrazole[3,2-b]pyrimidine derivatives.

Archives of pharmacal research

Attaby FA, Eldin SM.
PMID: 18975174
Arch Pharm Res. 1997 Aug;20(4):330-7. doi: 10.1007/BF02976195.

Thiocarboxamidocinnamonitrile derivatives2 a-f reacted with 3-aminopyrazole derivatives3 a-c to give the pyrazole[3,2-b]pyrimidine derivatives6 a-p. Compounds6 a-p were used as starting material for syntheses of several heterocylic coompounds. Dehydrogenation of6 gave pyrazole[3,2-b]pyrimidines10 a-d while its reaction with diethyl oxalate gave11....

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Attaby FA, Eldin SM. Reactions of 3-aminopyrazole derivatives with cyanothioacetamide and its derivatives: Synthesis and reactions of several new pyrazole and pyrazole[3,2-b]pyrimidine derivatives. Arch Pharm Res. 1997;20(4):330-7doi: 10.1007/BF02976195.
Attaby, F. A., & Eldin, S. M. (1997). Reactions of 3-aminopyrazole derivatives with cyanothioacetamide and its derivatives: Synthesis and reactions of several new pyrazole and pyrazole[3,2-b]pyrimidine derivatives. Archives of pharmacal research, 20(4), 330-7. https://doi.org/10.1007/BF02976195
Attaby, F A, and Eldin, S M. "Reactions of 3-aminopyrazole derivatives with cyanothioacetamide and its derivatives: Synthesis and reactions of several new pyrazole and pyrazole[3,2-b]pyrimidine derivatives." Archives of pharmacal research vol. 20,4 (1997): 330-7. doi: https://doi.org/10.1007/BF02976195
Attaby FA, Eldin SM. Reactions of 3-aminopyrazole derivatives with cyanothioacetamide and its derivatives: Synthesis and reactions of several new pyrazole and pyrazole[3,2-b]pyrimidine derivatives. Arch Pharm Res. 1997 Aug;20(4):330-7. doi: 10.1007/BF02976195. PMID: 18975174.
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Synthesis of 2-substituted 9-oxa-guanines {5-aminooxazolo[5,4-d]pyrimidin-7(6H)-ones} and 9-oxa-2-thio-xanthines {5-mercaptooxazolo[5,4-d]pyrimidin-7(6H)-ones}.

Beilstein journal of organic chemistry

Mandal S, Li WT, Bai Y, Robertus JD, Kerwin SM.
PMID: 18941495
Beilstein J Org Chem. 2008;4:26. doi: 10.3762/bjoc.4.26. Epub 2008 Jul 25.

Oxazolo[5,4-d]pyrimidines can be considered as 9-oxa-purine analogs of naturally occurring nucleic acid bases. Interest in this ring system has increased due to recent reports of biologically active derivatives. In particular, 5-aminooxazolo[5,4-d]pyrimidine-7(6H)-ones (9-oxa-guanines) have been shown to inhibit ricin. The...

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Mandal S, Li WT, Bai Y, et al. Synthesis of 2-substituted 9-oxa-guanines {5-aminooxazolo[5,4-d]pyrimidin-7(6H)-ones} and 9-oxa-2-thio-xanthines {5-mercaptooxazolo[5,4-d]pyrimidin-7(6H)-ones}. Beilstein J Org Chem. 2008;4:26doi: 10.3762/bjoc.4.26.
Mandal, S., Li, W. T., Bai, Y., Robertus, J. D., & Kerwin, S. M. (2008). Synthesis of 2-substituted 9-oxa-guanines {5-aminooxazolo[5,4-d]pyrimidin-7(6H)-ones} and 9-oxa-2-thio-xanthines {5-mercaptooxazolo[5,4-d]pyrimidin-7(6H)-ones}. Beilstein journal of organic chemistry, 426. https://doi.org/10.3762/bjoc.4.26
Mandal, Subrata, et al. "Synthesis of 2-substituted 9-oxa-guanines {5-aminooxazolo[5,4-d]pyrimidin-7(6H)-ones} and 9-oxa-2-thio-xanthines {5-mercaptooxazolo[5,4-d]pyrimidin-7(6H)-ones}." Beilstein journal of organic chemistry vol. 4 (2008): 26. doi: https://doi.org/10.3762/bjoc.4.26
Mandal S, Li WT, Bai Y, Robertus JD, Kerwin SM. Synthesis of 2-substituted 9-oxa-guanines {5-aminooxazolo[5,4-d]pyrimidin-7(6H)-ones} and 9-oxa-2-thio-xanthines {5-mercaptooxazolo[5,4-d]pyrimidin-7(6H)-ones}. Beilstein J Org Chem. 2008;4:26. doi: 10.3762/bjoc.4.26. Epub 2008 Jul 25. PMID: 18941495; PMCID: PMC2511024.
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P2Y receptors as regulators of lung endothelial barrier integrity.

Journal of cardiovascular disease research

Zemskov E, Lucas R, Verin AD, Umapathy NS.
PMID: 21716747
J Cardiovasc Dis Res. 2011 Jan;2(1):14-22. doi: 10.4103/0975-3583.78582.

Endothelial cells (ECs), forming a semi-permeable barrier between the interior space of blood vessels and underlying tissues, control such diverse processes as vascular tone, homeostasis, adhesion of platelets, and leukocytes to the vascular wall and permeability of vascular wall...

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Zemskov E, Lucas R, Verin AD, et al. P2Y receptors as regulators of lung endothelial barrier integrity. J Cardiovasc Dis Res. 2011;2(1):14-22doi: 10.4103/0975-3583.78582.
Zemskov, E., Lucas, R., Verin, A. D., & Umapathy, N. S. (2011). P2Y receptors as regulators of lung endothelial barrier integrity. Journal of cardiovascular disease research, 2(1), 14-22. https://doi.org/10.4103/0975-3583.78582
Zemskov, Evgeny, et al. "P2Y receptors as regulators of lung endothelial barrier integrity." Journal of cardiovascular disease research vol. 2,1 (2011): 14-22. doi: https://doi.org/10.4103/0975-3583.78582
Zemskov E, Lucas R, Verin AD, Umapathy NS. P2Y receptors as regulators of lung endothelial barrier integrity. J Cardiovasc Dis Res. 2011 Jan;2(1):14-22. doi: 10.4103/0975-3583.78582. PMID: 21716747; PMCID: PMC3120267.
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Use of Fluorinated Functionality in Enzyme Inhibitor Development: Mechanistic and Analytical Advantages.

Journal of fluorine chemistry

Berkowitz DB, Karukurichi KR, de la Salud-Bea R, Nelson DL, McCune CD.
PMID: 19727327
J Fluor Chem. 2008 Sep;129(9):731-742. doi: 10.1016/j.jfluchem.2008.05.016.

On the one hand, owing to its electronegativity, relatively small size, and notable leaving group ability from anionic intermediates, fluorine offers unique opportunities for mechanism-based enzyme inhibitor design. On the other, the "bio-orthogonal" and NMR-active 19-fluorine nucleus allows the...

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Berkowitz DB, Karukurichi KR, de la Salud-Bea R, et al. Use of Fluorinated Functionality in Enzyme Inhibitor Development: Mechanistic and Analytical Advantages. J Fluor Chem. 2008;129(9):731-742doi: 10.1016/j.jfluchem.2008.05.016.
Berkowitz, D. B., Karukurichi, K. R., de la Salud-Bea, R., Nelson, D. L., & McCune, C. D. (2008). Use of Fluorinated Functionality in Enzyme Inhibitor Development: Mechanistic and Analytical Advantages. Journal of fluorine chemistry, 129(9), 731-742. https://doi.org/10.1016/j.jfluchem.2008.05.016
Berkowitz, David B, et al. "Use of Fluorinated Functionality in Enzyme Inhibitor Development: Mechanistic and Analytical Advantages." Journal of fluorine chemistry vol. 129,9 (2008): 731-742. doi: https://doi.org/10.1016/j.jfluchem.2008.05.016
Berkowitz DB, Karukurichi KR, de la Salud-Bea R, Nelson DL, McCune CD. Use of Fluorinated Functionality in Enzyme Inhibitor Development: Mechanistic and Analytical Advantages. J Fluor Chem. 2008 Sep;129(9):731-742. doi: 10.1016/j.jfluchem.2008.05.016. PMID: 19727327; PMCID: PMC2598403.
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Ag(I) complexes with alkylidene-bis(2-aminopyrimidines) as building units for discrete metallomacrocyclic frames. A structural and solution study.

Dalton transactions (Cambridge, England : 2003)

García-Raso A, Fiol JJ, Tasada A, Albertí FM, Molins E, Basallote MG, Máñez MA, Fernández-Trujillo MJ, Sánchez D.
PMID: 16471058
Dalton Trans. 2005 Dec 07;(23):3763-72. doi: 10.1039/b508260a.

Alkylidene-bis(2-aminopyrimidines) (pyr2Cx, x = 2-5) are useful ligands to interact with Ag(I) yielding discrete metallocycles. Crystal structures of the [(pyr2C2)Ag(NO3)]2 and [(H-pyr2C4)Ag(NO3)2]2 have been isolated where each macrocyclic moiety interacts with their surroundings through weak interactions, yielding 3D discrete...

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García-Raso A, Fiol JJ, Tasada A, et al. Ag(I) complexes with alkylidene-bis(2-aminopyrimidines) as building units for discrete metallomacrocyclic frames. A structural and solution study. Dalton Trans. 2005;(23):3763-72doi: 10.1039/b508260a.
García-Raso, A., Fiol, J. J., Tasada, A., Albertí, F. M., Molins, E., Basallote, M. G., Máñez, M. A., Fernández-Trujillo, M. J., & Sánchez, D. (2005). Ag(I) complexes with alkylidene-bis(2-aminopyrimidines) as building units for discrete metallomacrocyclic frames. A structural and solution study. Dalton transactions (Cambridge, England : 2003), (23), 3763-72. https://doi.org/10.1039/b508260a
García-Raso, Angel, et al. "Ag(I) complexes with alkylidene-bis(2-aminopyrimidines) as building units for discrete metallomacrocyclic frames. A structural and solution study." Dalton transactions (Cambridge, England : 2003) vol. ,23 (2005): 3763-72. doi: https://doi.org/10.1039/b508260a
García-Raso A, Fiol JJ, Tasada A, Albertí FM, Molins E, Basallote MG, Máñez MA, Fernández-Trujillo MJ, Sánchez D. Ag(I) complexes with alkylidene-bis(2-aminopyrimidines) as building units for discrete metallomacrocyclic frames. A structural and solution study. Dalton Trans. 2005 Dec 07;(23):3763-72. doi: 10.1039/b508260a. PMID: 16471058.
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2-tert-Butylamino-4-chloro-6-ethylamino-1,3,5-triazine: a structure with Z' = 4 containing two different molecular conformations and two independent chains of hydrogen-bonded R(2)2(8) rings.

Acta crystallographica. Section C, Crystal structure communications

Quesada A, Fontecha MA, López MV, Low JN, Glidewell C.
PMID: 18682660
Acta Crystallogr C. 2008 Aug;64:o463-6. doi: 10.1107/S0108270108021355. Epub 2008 Jul 26.

The title compound (trivial name terbutylazine), C(9)H(16)ClN(5), (I), crystallizes with Z' = 4 in the space group Pca2(1), and equal numbers of molecules adopt two different conformations for the ethylamine groups. The four independent molecules form two approximately enantiomorphic...

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Quesada A, Fontecha MA, López MV, et al. 2-tert-Butylamino-4-chloro-6-ethylamino-1,3,5-triazine: a structure with Z' = 4 containing two different molecular conformations and two independent chains of hydrogen-bonded R(2)2(8) rings. Acta Crystallogr C. 2008;64:o463-6doi: 10.1107/S0108270108021355.
Quesada, A., Fontecha, M. A., López, M. V., Low, J. N., & Glidewell, C. (2008). 2-tert-Butylamino-4-chloro-6-ethylamino-1,3,5-triazine: a structure with Z' = 4 containing two different molecular conformations and two independent chains of hydrogen-bonded R(2)2(8) rings. Acta crystallographica. Section C, Crystal structure communications, 64o463-6. https://doi.org/10.1107/S0108270108021355
Quesada, Antonio, et al. "2-tert-Butylamino-4-chloro-6-ethylamino-1,3,5-triazine: a structure with Z' = 4 containing two different molecular conformations and two independent chains of hydrogen-bonded R(2)2(8) rings." Acta crystallographica. Section C, Crystal structure communications vol. 64 (2008): o463-6. doi: https://doi.org/10.1107/S0108270108021355
Quesada A, Fontecha MA, López MV, Low JN, Glidewell C. 2-tert-Butylamino-4-chloro-6-ethylamino-1,3,5-triazine: a structure with Z' = 4 containing two different molecular conformations and two independent chains of hydrogen-bonded R(2)2(8) rings. Acta Crystallogr C. 2008 Aug;64:o463-6. doi: 10.1107/S0108270108021355. Epub 2008 Jul 26. PMID: 18682660.
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Metabolic Profiling of Human Blood by High Resolution Ion Mobility Mass Spectrometry (IM-MS).

International journal of mass spectrometry

Dwivedi P, Schultz AJ, Hill HH.
PMID: 21113320
Int J Mass Spectrom. 2010 Dec;298(1):78-90. doi: 10.1016/j.ijms.2010.02.007.

A high resolution ion mobility time-of-flight mass spectrometer with electrospray ionization source (ESI-IM-MS) was evaluated as an analytical method for rapid analysis of complex biological samples such as human blood metabolome was investigated. The hybrid instrument (IM-MS) provided an...

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Dwivedi P, Schultz AJ, Hill HH. Metabolic Profiling of Human Blood by High Resolution Ion Mobility Mass Spectrometry (IM-MS). Int J Mass Spectrom. 2010;298(1):78-90doi: 10.1016/j.ijms.2010.02.007.
Dwivedi, P., Schultz, A. J., & Hill, H. H. (2010). Metabolic Profiling of Human Blood by High Resolution Ion Mobility Mass Spectrometry (IM-MS). International journal of mass spectrometry, 298(1), 78-90. https://doi.org/10.1016/j.ijms.2010.02.007
Dwivedi, Prabha, et al. "Metabolic Profiling of Human Blood by High Resolution Ion Mobility Mass Spectrometry (IM-MS)." International journal of mass spectrometry vol. 298,1 (2010): 78-90. doi: https://doi.org/10.1016/j.ijms.2010.02.007
Dwivedi P, Schultz AJ, Hill HH. Metabolic Profiling of Human Blood by High Resolution Ion Mobility Mass Spectrometry (IM-MS). Int J Mass Spectrom. 2010 Dec;298(1):78-90. doi: 10.1016/j.ijms.2010.02.007. PMID: 21113320; PMCID: PMC2990699.
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V-shaped 4,6-bis(arylvinyl)pyrimidine oligomers: synthesis and optical properties.

The Journal of organic chemistry

Achelle S, Nouira I, Pfaffinger B, Ramondenc Y, Plé N, Rodríguez-López J.
PMID: 19382794
J Org Chem. 2009 May 15;74(10):3711-7. doi: 10.1021/jo900107u.

A series of V-shaped 4,6-bis(arylvinyl)pyrimidines have been efficiently prepared by aldol condensation between 4,6-dimethylpyrimidine and the appropriate aromatic aldehyde. The methodology also proved successful when dendritic first generation poly(phenylenevinylene) aldehydes were used. Moreover, asymmetrically functionalized molecules were also obtained...

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Achelle S, Nouira I, Pfaffinger B, et al. V-shaped 4,6-bis(arylvinyl)pyrimidine oligomers: synthesis and optical properties. J Org Chem. 2009;74(10):3711-7doi: 10.1021/jo900107u.
Achelle, S., Nouira, I., Pfaffinger, B., Ramondenc, Y., Plé, N., & Rodríguez-López, J. (2009). V-shaped 4,6-bis(arylvinyl)pyrimidine oligomers: synthesis and optical properties. The Journal of organic chemistry, 74(10), 3711-7. https://doi.org/10.1021/jo900107u
Achelle, Sylvain, et al. "V-shaped 4,6-bis(arylvinyl)pyrimidine oligomers: synthesis and optical properties." The Journal of organic chemistry vol. 74,10 (2009): 3711-7. doi: https://doi.org/10.1021/jo900107u
Achelle S, Nouira I, Pfaffinger B, Ramondenc Y, Plé N, Rodríguez-López J. V-shaped 4,6-bis(arylvinyl)pyrimidine oligomers: synthesis and optical properties. J Org Chem. 2009 May 15;74(10):3711-7. doi: 10.1021/jo900107u. PMID: 19382794.
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Tyrosine kinases in disease: overview of kinase inhibitors as therapeutic agents and current drugs in clinical trials.

Expert opinion on investigational drugs

Strawn LM, Shawver LK.
PMID: 15991993
Expert Opin Investig Drugs. 1998 Apr;7(4):553-73. doi: 10.1517/13543784.7.4.553.

Tyrosine kinases, first described as oncogenes, have been shown to play a role in normal cellular processes. Aberrations in tyrosine kinase activity lead to disease states. For fifteen years it has been postulated that the inhibition of tyrosine kinases...

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Strawn LM, Shawver LK. Tyrosine kinases in disease: overview of kinase inhibitors as therapeutic agents and current drugs in clinical trials. Expert Opin Investig Drugs. 1998;7(4):553-73doi: 10.1517/13543784.7.4.553.
Strawn, L. M., & Shawver, L. K. (1998). Tyrosine kinases in disease: overview of kinase inhibitors as therapeutic agents and current drugs in clinical trials. Expert opinion on investigational drugs, 7(4), 553-73. https://doi.org/10.1517/13543784.7.4.553
Strawn, L M, and Shawver, L K. "Tyrosine kinases in disease: overview of kinase inhibitors as therapeutic agents and current drugs in clinical trials." Expert opinion on investigational drugs vol. 7,4 (1998): 553-73. doi: https://doi.org/10.1517/13543784.7.4.553
Strawn LM, Shawver LK. Tyrosine kinases in disease: overview of kinase inhibitors as therapeutic agents and current drugs in clinical trials. Expert Opin Investig Drugs. 1998 Apr;7(4):553-73. doi: 10.1517/13543784.7.4.553. PMID: 15991993.
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NUCLEOLAR AND BIOCHEMICAL CHANGES DURING UNBALANCED GROWTH OF TETRAHYMENA PYRIFORMIS.

The Journal of cell biology

Cameron IL, Guile EE.
PMID: 19866684
J Cell Biol. 1965 Sep 01;26(3):845-55. doi: 10.1083/jcb.26.3.845.

Numerous nucleoli can be observed in the macronucleus of the logarithmically growing ciliated protozoan Tetrahymena pyriformis; at late log phase the nucleoli aggregate and fuse. In stationary phase this fusion process continues, leaving a very few large vacuolated nuclear...

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Cameron IL, Guile EE. NUCLEOLAR AND BIOCHEMICAL CHANGES DURING UNBALANCED GROWTH OF TETRAHYMENA PYRIFORMIS. J Cell Biol. 1965;26(3):845-55doi: 10.1083/jcb.26.3.845.
Cameron, I. L., & Guile, E. E. (1965). NUCLEOLAR AND BIOCHEMICAL CHANGES DURING UNBALANCED GROWTH OF TETRAHYMENA PYRIFORMIS. The Journal of cell biology, 26(3), 845-55. https://doi.org/10.1083/jcb.26.3.845
Cameron, I L, and Guile, E E. "NUCLEOLAR AND BIOCHEMICAL CHANGES DURING UNBALANCED GROWTH OF TETRAHYMENA PYRIFORMIS." The Journal of cell biology vol. 26,3 (1965): 845-55. doi: https://doi.org/10.1083/jcb.26.3.845
Cameron IL, Guile EE. NUCLEOLAR AND BIOCHEMICAL CHANGES DURING UNBALANCED GROWTH OF TETRAHYMENA PYRIFORMIS. J Cell Biol. 1965 Sep 01;26(3):845-55. doi: 10.1083/jcb.26.3.845. PMID: 19866684; PMCID: PMC2106787.
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Investigation of halogenated pyrimidines by X-ray photoemission spectroscopy and theoretical DFT methods.

The journal of physical chemistry. A

Bolognesi P, Mattioli G, O'Keeffe P, Feyer V, Plekan O, Ovcharenko Y, Prince KC, Coreno M, Amore Bonapasta A, Avaldi L.
PMID: 19929014
J Phys Chem A. 2009 Dec 03;113(48):13593-600. doi: 10.1021/jp908512v.

The inner shell ionization of pyrimidine and some halogenated pyrimidines has been investigated experimentally by X-ray photoemission spectroscopy (XPS) and theoretically by density functional theory (DFT) methods. The selected targets-5-Br-pyrimidine, 2-Br-pyrimidine, 2-Cl-pyrimidine, and 5-Br-2-Cl-pyrimidine-allowed the study of the effect...

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Bolognesi P, Mattioli G, O'Keeffe P, et al. Investigation of halogenated pyrimidines by X-ray photoemission spectroscopy and theoretical DFT methods. J Phys Chem A. 2009;113(48):13593-600doi: 10.1021/jp908512v.
Bolognesi, P., Mattioli, G., O'Keeffe, P., Feyer, V., Plekan, O., Ovcharenko, Y., Prince, K. C., Coreno, M., Amore Bonapasta, A., & Avaldi, L. (2009). Investigation of halogenated pyrimidines by X-ray photoemission spectroscopy and theoretical DFT methods. The journal of physical chemistry. A, 113(48), 13593-600. https://doi.org/10.1021/jp908512v
Bolognesi, P, et al. "Investigation of halogenated pyrimidines by X-ray photoemission spectroscopy and theoretical DFT methods." The journal of physical chemistry. A vol. 113,48 (2009): 13593-600. doi: https://doi.org/10.1021/jp908512v
Bolognesi P, Mattioli G, O'Keeffe P, Feyer V, Plekan O, Ovcharenko Y, Prince KC, Coreno M, Amore Bonapasta A, Avaldi L. Investigation of halogenated pyrimidines by X-ray photoemission spectroscopy and theoretical DFT methods. J Phys Chem A. 2009 Dec 03;113(48):13593-600. doi: 10.1021/jp908512v. PMID: 19929014.
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Synthesis of a tetracyclic G∧C scaffold for the assembly of rosette nanotubes with 1.7 nm inner diameter.

The Journal of organic chemistry

Borzsonyi G, Alsbaiee A, Beingessner RL, Fenniri H.
PMID: 20929202
J Org Chem. 2010 Nov 05;75(21):7233-9. doi: 10.1021/jo101194v.

The synthesis of a tetracyclic self-complementary molecule 4 for self-assembly into rosette nanotubes is presented. This new heterocycle has a core structure containing two pyrido[2,3-d]pyrimidine molecules fused together and features the Watson-Crick hydrogen bond donor-acceptor arrays of both guanine...

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Borzsonyi G, Alsbaiee A, Beingessner RL, et al. Synthesis of a tetracyclic G∧C scaffold for the assembly of rosette nanotubes with 1.7 nm inner diameter. J Org Chem. 2010;75(21):7233-9doi: 10.1021/jo101194v.
Borzsonyi, G., Alsbaiee, A., Beingessner, R. L., & Fenniri, H. (2010). Synthesis of a tetracyclic G∧C scaffold for the assembly of rosette nanotubes with 1.7 nm inner diameter. The Journal of organic chemistry, 75(21), 7233-9. https://doi.org/10.1021/jo101194v
Borzsonyi, Gabor, et al. "Synthesis of a tetracyclic G∧C scaffold for the assembly of rosette nanotubes with 1.7 nm inner diameter." The Journal of organic chemistry vol. 75,21 (2010): 7233-9. doi: https://doi.org/10.1021/jo101194v
Borzsonyi G, Alsbaiee A, Beingessner RL, Fenniri H. Synthesis of a tetracyclic G∧C scaffold for the assembly of rosette nanotubes with 1.7 nm inner diameter. J Org Chem. 2010 Nov 05;75(21):7233-9. doi: 10.1021/jo101194v. PMID: 20929202.
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