Synthesis and biological evaluation of a novel Amadori compound (406 views)
Amino Acids (ISSN: 0939-4451, 1438-2199, 1438-2199electronic), 2017 Feb; 49(2): 327-335.
Export to BibTeX Export to EndNote
Paper type: Journal Article,
Impact factor: 2.906, 5-year impact factor: 2.946
Url: https://www.scopus.com/inward/record.uri?eid=2-s2.0-85010789875&doi=10.1007%2fs00726-016-2363-4&partnerID=40&md5=e77e3220c097d086e5065e763e47bab9
Keywords: Amadori Compound, Esi Ms, Glycated Amino Acid, 3 [4 Propyl 3 (2 Thienyl) 5 Thioxo 1, 4 Triazol 1 Yl] 2 [(2, 5 Tetrahydroxytetrahydropyran 2 Yl)methylamino ]propanoic Acid, Antineoplastic Agent, Unclassified Drug, 3-(4-Propyl-3-(2-Thienyl)-5-Thioxo-1, 4-Triazol-1-Yl)-2-((2, 5-Tetrahydroxytetrahydropyran-2-Yl)methylamino)propanoic Acid, Alanine, Copper, Fructose, Amadori Rearrangement, Article, Cancer Cell, Cancer Inhibition, Cell Adhesion, Cell Migration, Chromatography, Controlled Study, Drug Mechanism, Drug Purification, Drug Structure, Drug Synthesis, Electrospray, Human, Human Cell, In Vitro Study, Mass Spectrometry, Metastasis, Nuclear Magnetic Resonance, Prostate Cancer, Scanning Electron Microscopy, Analogs And Derivatives, Cell Motion, Chemistry, Drug Effects, Drug Screening, Electrospray Mass Spectrometry, Metabolism, Nuclear Magnetic Resonance Spectroscopy, Procedures, Prostate Tumor, Tumor Cell Line, Cell Movement, Chemistry Techniques, Synthetic, Drug Screening Assays, Antitumor, Prostatic Neoplasms, Electrospray Ionization, Alanine Analogs, Derivatives Chemistry Pharmacology , Antineoplastic Agents Chemical Synthesis Chemistry Pharmacology , Cell Movement Drug Effects , Copper Metabolism , Antitumor Methods , Fructose Analogs, Male , Prostatic Neoplasms Drug Therapy,
Affiliations:
*** IBB - CNR ***
CNR, Istituto di Biostrutture e Bioimmagini, Via Mezzocannone site and Headquarters, Naples, 80134, Italy
Centro Regionale di Competenza (CRdC) Tecnologie, Via Nuova Agnano, 11, Naples, 80125, Italy
Department of Pharmacy, Yerevan State University, 1 A. Manoogian Str., Yerevan, 0025, Armenia
References:
Amato, F., Tomaiuolo, R., Borbone, N., Design, synthesis and biochemical investigation, by in vitro luciferase reporter system, of peptide nucleic acids as new inhibitors of miR-509-3p involved in the regulation of cystic fibrosis disease-gene expression (2014) Med Chem Commun, 5, pp. 68-71. , COI: 1:CAS:528:DC%2BC3sXhvFGkt7f
Arabzadeh, A., Beauchemin, N., Cell adhesion molecules in colon cancer metastasis (2010) Metastasis of colorectal cancer, Cancer metastasis—biology and treatment, 14, pp. 173-203
Brewer, G.J., Dick, R.D., Grover, D.K., LeClaire, V., Tseng, M., Wicha, M., Pienta, K., Merajver, S.D., Treatment of metastatic cancer with tetrathiomolybdate, an anticopper, antiangiogenic agent: phase I study (2000) Clin Cancer Res, 6, pp. 1-10. , COI: 1:CAS:528:DC%2BD3cXhtVequrs%3D, PID: 10656425
Campo, V.L., Carvalho, I., Allman, S., Davis, B.G., Field, R.A., Chemical and chemoenzymatic synthesis of glycosyl-amino acids and glycopeptides related to Trypanosoma cruzi mucins (2007) Org Biomol Chem, 5, pp. 2645-2657. , COI: 1:CAS:528:DC%2BD2sXosVShtLg%3D, PID: 18019540
Caruso, U., Panunzi, B., Roviello, G.N., Roviello, G., Tingoli, M., Tuzi, A., Synthesis, structure and reactivity of amino-benzodifurane derivatives (2009) C R Chim, 12, pp. 622-634. , COI: 1:CAS:528:DC%2BD1MXltVajsbs%3D
Denoyer, D., Clatworthy, S.A., Masaldan, S., Meggyesy, P.M., Cater, M.A., Heterogeneous copper concentrations in cancerous human prostate tissues (2015) Prostate, 75, pp. 1510-1517. , COI: 1:CAS:528:DC%2BC2MXhtlelsL7M, PID: 26012532
Denoyer, D., Masaldan, S., Fontaine, S.L., Cater, M.A., Targeting copper in cancer therapy: ‘Copper That Cancer’ (2015) Metallomics, 7, pp. 1459-1476. , COI: 1:CAS:528:DC%2BC2MXhsVSnt7jF, PID: 26313539
Estendorfer, S., Ledl, F., Severin, T., Formation of an aminoreductone from glucose (1990) Angew Chem Int Ed Engl, 29, pp. 536-537
Gallas, K., Pototschnig, G., Adanitsch, F., Stütz, A.E., Wrodnigg, T.M., The Amadori rearrangement as glycoconjugation method: synthesis of non-natural C-glycosyl type glycoconjugates (2012) Beilstein J Org Chem, 8, pp. 1619-1629. , COI: 1:CAS:528:DC%2BC38XhsFSitLfK, PID: 23209494
Glinsky, G.V., Price, J.E., Glinsky, V.V., Mossine, V.V., Kiriakova, G., Metcalf, J.B., Inhibition of human breast cancer metastasis in nude mice by synthetic glycoamines (1996) Cancer Res, 56, pp. 5319-5324. , COI: 1:CAS:528:DyaK28Xntl2mtr8%3D, PID: 8968076
Gruner, S.A.W., Locardi, E., Lohof, E., Kessler, H., Carbohydrate-based mimetics in drug design: sugar amino acids and carbohydrate scaffolds (2002) Chem Rev, 102, pp. 491-514. , COI: 1:CAS:528:DC%2BD38XotVylug%3D%3D, PID: 11841252
Horikawa, H., Okada, M., Nakamura, Y., Sato, A., Iwamoto, N., Production of hydroxyl radicals and α-dicarbonyl compounds associated with amadori compound-Cu 2 complex degradation (2002) Free Radic Res, 36, pp. 1059-1065. , COI: 1:CAS:528:DC%2BD38Xos1agsLg%3D, PID: 12516876
Jemal, A., Bray, F., Center, M.M., Ferlay, J., Ward, E., Forman, D., Global cancer statistics (2011) CA Cancer J Clin, 61, pp. 69-90. , PID: 21296855
Kumar, V., Ramesh, N.G., A versatile strategy for the synthesis of N-linked glycoamino acids from glycals (2007) Org Biomol Chem, 5, pp. 3847-3858. , COI: 1:CAS:528:DC%2BD2sXhtlSmur%2FN, PID: 18004466
Kuo, H.W., Chen, S.F., Wu, C.C., Chen, D.R., Lee, J.H., Serum and tissue trace elements in patients with breast cancer in Taiwan (2002) BTER Biol Trace Elem Res, 89, pp. 1-12. , COI: 1:CAS:528:DC%2BD38XosF2lsrk%3D
Kurland, N.E., Kundu, J., Pal, S., Kundu, S.C., Yadavalli, V.K., Self-assembly mechanisms of silk protein nanostructures on two-dimensional surfaces (2012) Soft Matter, 8, pp. 4952-4959. , COI: 1:CAS:528:DC%2BC38Xlt1ygt78%3D
Marasco, D., Messor, L., Marzo, T., Merlino, A., Oxaliplatin vs. cisplatin: competition experiments on their binding to lysozyme (2015) Dalton Trans, 44, pp. 10392-10398. , COI: 1:CAS:528:DC%2BC2MXnsVaqtLg%3D, PID: 25974859
Mehlen, P., Puisieux, A., Metastasis: a question of life or death (2006) Nat Rev Cancer, 6, pp. 449-458. , COI: 1:CAS:528:DC%2BD28XkvVyltrY%3D, PID: 16723991
Milano, G., Musumeci, D., Gaglione, M., Messere, A., An alternative strategy to synthesize PNA and DNA magnetic conjugates forming nanoparticle assembly based on PNA/DNA duplexes (2010) Mol BioSyst, 6, pp. 553-561. , COI: 1:CAS:528:DC%2BC3cXit1Sntr8%3D, PID: 20174683
Moccia, M., Roviello, G.N., Bucci, E.M., Pedone, C., Saviano, M., Synthesis of a l-lysine-based alternate alpha, epsilon-peptide: a novel linear polycation with nucleic acids-binding ability (2010) Int J Pharm, 397, pp. 179-183. , COI: 1:CAS:528:DC%2BC3cXhtVGisbzF, PID: 20599488
Mossine, V.V., Mawhinney, T.P., Nα-(1-deoxy-d-fructos-1-yl)-l-histidine (“d-fructose-l-histidine”): a potent copper chelator from tomato powder (2007) J Agric Food Chem, 55, pp. 10373-10381. , COI: 1:CAS:528:DC%2BD2sXhtlWmu7vE, PID: 18004802
Mossine, V.V., Chopra, P., Mawhinney, T.P., Interaction of tomato lycopene and ketosamine against rat prostate tumorigenesis (2008) Cancer Res, 68, pp. 4384-4391. , COI: 1:CAS:528:DC%2BD1cXmsFKmu70%3D, PID: 18519700
Mottram, D.S., Flavor compounds formed during the Maillard reaction: thermally generated flavors (1994) Maillard, Microw Extrus Process, 543, pp. 104-126. , COI: 1:CAS:528:DyaK2cXhtVGiurY%3D
Musumeci, D., Amato, J., Randazzo, A., Novellino, E., Giancola, C., Montesarchio, D., Pagano, B., G-quadruplex on oligo affinity support (G4-OAS): an easy affinity chromatography-based assay for the screening of G-quadruplex ligands (2014) Anal Chem, 86, pp. 4126-4130. , COI: 1:CAS:528:DC%2BC2cXmtVOhsLo%3D, PID: 24725064
Pan, Q., Kleer, C.G., van Golen, K.L., Irani, J., Bottema, K.M., Bias, C., De Carvalho, M., Merajver, S.D., Copper deficiency induced by tetrathiomolybdate suppresses tumor growth and angiogenesis (2002) Cancer Res, 62, pp. 4854-4859. , COI: 1:CAS:528:DC%2BD38Xmslylur4%3D, PID: 12208730
Poletto, M., Malfatti, M.C., Dorjsuren, D., Scognamiglio, P.L., Marasco, D., Vascotto, C., Jadhav, A., Tell, G., Inhibitors of the apurinic/apyrimidinic endonuclease 1 (APE1)/nucleophosmin (NPM1) interaction that display anti-tumor properties (2016) Mol Carcinog, 55, pp. 688-704. , COI: 1:CAS:528:DC%2BC2MXmtlKjtr0%3D, PID: 25865359
Rakosi, K., Szolomajer-Csikos, O., Kalmar, L., Szurmai, Z., Kerekgyarto, J., Toth, G.K., Synthesis of N-glycopeptides applying glycoamino acid building blocks with a combined Fmoc/Boc strategy (2011) Protein Pept Lett PPL, 18, pp. 679-683. , COI: 1:CAS:528:DC%2BC3MXnvVGrurc%3D
Rambaruth, N.D., Dwek, M.V., Cell surface glycan–lectin interactions in tumor metastasis (2011) Acta Histochem, 113, pp. 591-600. , COI: 1:CAS:528:DC%2BC3MXntFKmsL4%3D, PID: 21501858
Risseeuw, M.D., Overhand, M., Fleet, G.W., Simone, M.I., A compendium of sugar amino acids (SAA): scaffolds, peptide- and glyco-mimetics (2007) Tetrahedron Asymmetry, 18, pp. 2001-2010. , COI: 1:CAS:528:DC%2BD2sXhtFSiur7P
Roviello, G.N., Moccia, M., Sapio, R., Valente, M., Bucci, E.M., Castiglione, M., Pedone, C., Musumeci, D., Synthesis, characterization and hybridization studies of new nucleo-γ-peptides based on diaminobutyric acid (2006) J Pept Sci, 12, pp. 829-835. , COI: 1:CAS:528:DC%2BD2sXktFar, PID: 17131297
Roviello, G.N., Musumeci, D., Pedone, C., Bucci, E.M., Synthesis, characterization and hybridization studies of an alternate nucleo-epsilon/gamma-peptide: complexes formation with natural nucleic acids (2010) Amino Acids, 38, pp. 103-111. , COI: 1:CAS:528:DC%2BC3cXhtVehtbc%3D, PID: 19067107
Roviello, G.N., Gaetano, S.D., Capasso, D., Franco, S., Crescenzo, C., Bucci, E.M., Pedone, C., RNA-binding and viral reverse transcriptase inhibitory activity of a novel cationic diamino acid-based peptide (2011) J Med Chem, 54, pp. 2095-2101. , COI: 1:CAS:528:DC%2BC3MXivFyhsrg%3D, PID: 21391685
Roviello, G.N., Ricci, A., Bucci, E.M., Pedone, C., Synthesis, biological evaluation and supramolecular assembly of novel analogues of peptidyl nucleosides (2011) Mol BioSyst, 7, pp. 1773-1778. , COI: 1:CAS:528:DC%2BC3MXksFSitLg%3D, PID: 21431179
Roviello, G.N., Vicidomini, C., Di Gaetano, S., Capasso, D., Musumeci, D., Roviello, V., Solid phase synthesis and RNA-binding activity of an arginine-containing nucleopeptide (2016) RSC Adv., 6, pp. 14140-14148. , COI: 1:CAS:528:DC%2BC28Xhtl2qt70%3D
Russo, A., Aiello, C., Grieco, P., Marasco, D., Targeting “Undruggable” proteins: design of synthetic cyclopeptides (2016) CMC, 23, pp. 748-762. , COI: 1:CAS:528:DC%2BC28Xlt1KjtL0%3D
Saghyan, A.S., Simonyan, H.M., Petrosyan, S.G., Geolchanyan, A.V., Roviello, G.N., Musumeci, D., Roviello, V., Thiophenyl-substituted triazolyl-thione l-alanine: asymmetric synthesis, aggregation and biological properties (2014) Amino Acids, 46, pp. 2325-2332. , COI: 1:CAS:528:DC%2BC2cXhtVaju7jI, PID: 24952728
Shevde, L.A., King, J.A., Cell adhesion molecules in breast cancer invasion and metastasis (2007) Metastasis of Breast Cancer, Cancer Metastasis—Biology and Treatment, 11, pp. 111-136
Simeone, L., Milano, D., De Napoli, L., Irace, C., Di Pascale, A., Boccalon, M., Tecilla, P., Montesarchio, D., Design, synthesis and characterisation of guanosine-based amphiphiles (2011) Chem Eur J, 17, pp. 13854-13865. , COI: 1:CAS:528:DC%2BC3MXhsVWls7%2FO, PID: 22052615
Tai, S., Sun, Y., Squires, J.M., Zhang, H., Oh, W.K., Liang, C.-Z., Huang, J., PC3 is a cell line characteristic of prostatic small cell carcinoma (2011) Prostate, 71, pp. 1668-1679. , COI: 1:CAS:528:DC%2BC3MXht1Srs7jF, PID: 21432867
Titirici, M., Antonietti, M., Baccile, N., Hydrothermal carbon from biomass: a comparison of the local structure from poly- to monosaccharides and pentoses/hexoses (2008) Green Chem., 10, pp. 1204-1212. , COI: 1:CAS:528:DC%2BD1cXht12gu7bN
Wang, Y., Nangia-Makker, P., Tait, L., Balan, V., Hogan, V., Pienta, K.J., Raz, A., Regulation of prostate cancer progression by galectin-3 (2009) Am J Pathol, 174, pp. 1515-1523. , COI: 1:CAS:528:DC%2BD1MXksVOku7Y%3D, PID: 19286570
Amino Acids (ISSN: 0939-4451, 1438-2199, 1438-2199electronic), 2017 Feb; 49(2): 327-335.
Export to BibTeX Export to EndNote
Paper type: Journal Article,
Impact factor: 2.906, 5-year impact factor: 2.946
Url: https://www.scopus.com/inward/record.uri?eid=2-s2.0-85010789875&doi=10.1007%2fs00726-016-2363-4&partnerID=40&md5=e77e3220c097d086e5065e763e47bab9
Keywords: Amadori Compound, Esi Ms, Glycated Amino Acid, 3 [4 Propyl 3 (2 Thienyl) 5 Thioxo 1, 4 Triazol 1 Yl] 2 [(2, 5 Tetrahydroxytetrahydropyran 2 Yl)methylamino ]propanoic Acid, Antineoplastic Agent, Unclassified Drug, 3-(4-Propyl-3-(2-Thienyl)-5-Thioxo-1, 4-Triazol-1-Yl)-2-((2, 5-Tetrahydroxytetrahydropyran-2-Yl)methylamino)propanoic Acid, Alanine, Copper, Fructose, Amadori Rearrangement, Article, Cancer Cell, Cancer Inhibition, Cell Adhesion, Cell Migration, Chromatography, Controlled Study, Drug Mechanism, Drug Purification, Drug Structure, Drug Synthesis, Electrospray, Human, Human Cell, In Vitro Study, Mass Spectrometry, Metastasis, Nuclear Magnetic Resonance, Prostate Cancer, Scanning Electron Microscopy, Analogs And Derivatives, Cell Motion, Chemistry, Drug Effects, Drug Screening, Electrospray Mass Spectrometry, Metabolism, Nuclear Magnetic Resonance Spectroscopy, Procedures, Prostate Tumor, Tumor Cell Line, Cell Movement, Chemistry Techniques, Synthetic, Drug Screening Assays, Antitumor, Prostatic Neoplasms, Electrospray Ionization, Alanine Analogs, Derivatives Chemistry Pharmacology , Antineoplastic Agents Chemical Synthesis Chemistry Pharmacology , Cell Movement Drug Effects , Copper Metabolism , Antitumor Methods , Fructose Analogs, Male , Prostatic Neoplasms Drug Therapy,
Affiliations:
*** IBB - CNR ***
CNR, Istituto di Biostrutture e Bioimmagini, Via Mezzocannone site and Headquarters, Naples, 80134, Italy
Centro Regionale di Competenza (CRdC) Tecnologie, Via Nuova Agnano, 11, Naples, 80125, Italy
Department of Pharmacy, Yerevan State University, 1 A. Manoogian Str., Yerevan, 0025, Armenia
References:
Amato, F., Tomaiuolo, R., Borbone, N., Design, synthesis and biochemical investigation, by in vitro luciferase reporter system, of peptide nucleic acids as new inhibitors of miR-509-3p involved in the regulation of cystic fibrosis disease-gene expression (2014) Med Chem Commun, 5, pp. 68-71. , COI: 1:CAS:528:DC%2BC3sXhvFGkt7f
Arabzadeh, A., Beauchemin, N., Cell adhesion molecules in colon cancer metastasis (2010) Metastasis of colorectal cancer, Cancer metastasis—biology and treatment, 14, pp. 173-203
Brewer, G.J., Dick, R.D., Grover, D.K., LeClaire, V., Tseng, M., Wicha, M., Pienta, K., Merajver, S.D., Treatment of metastatic cancer with tetrathiomolybdate, an anticopper, antiangiogenic agent: phase I study (2000) Clin Cancer Res, 6, pp. 1-10. , COI: 1:CAS:528:DC%2BD3cXhtVequrs%3D, PID: 10656425
Campo, V.L., Carvalho, I., Allman, S., Davis, B.G., Field, R.A., Chemical and chemoenzymatic synthesis of glycosyl-amino acids and glycopeptides related to Trypanosoma cruzi mucins (2007) Org Biomol Chem, 5, pp. 2645-2657. , COI: 1:CAS:528:DC%2BD2sXosVShtLg%3D, PID: 18019540
Caruso, U., Panunzi, B., Roviello, G.N., Roviello, G., Tingoli, M., Tuzi, A., Synthesis, structure and reactivity of amino-benzodifurane derivatives (2009) C R Chim, 12, pp. 622-634. , COI: 1:CAS:528:DC%2BD1MXltVajsbs%3D
Denoyer, D., Clatworthy, S.A., Masaldan, S., Meggyesy, P.M., Cater, M.A., Heterogeneous copper concentrations in cancerous human prostate tissues (2015) Prostate, 75, pp. 1510-1517. , COI: 1:CAS:528:DC%2BC2MXhtlelsL7M, PID: 26012532
Denoyer, D., Masaldan, S., Fontaine, S.L., Cater, M.A., Targeting copper in cancer therapy: ‘Copper That Cancer’ (2015) Metallomics, 7, pp. 1459-1476. , COI: 1:CAS:528:DC%2BC2MXhsVSnt7jF, PID: 26313539
Estendorfer, S., Ledl, F., Severin, T., Formation of an aminoreductone from glucose (1990) Angew Chem Int Ed Engl, 29, pp. 536-537
Gallas, K., Pototschnig, G., Adanitsch, F., Stütz, A.E., Wrodnigg, T.M., The Amadori rearrangement as glycoconjugation method: synthesis of non-natural C-glycosyl type glycoconjugates (2012) Beilstein J Org Chem, 8, pp. 1619-1629. , COI: 1:CAS:528:DC%2BC38XhsFSitLfK, PID: 23209494
Glinsky, G.V., Price, J.E., Glinsky, V.V., Mossine, V.V., Kiriakova, G., Metcalf, J.B., Inhibition of human breast cancer metastasis in nude mice by synthetic glycoamines (1996) Cancer Res, 56, pp. 5319-5324. , COI: 1:CAS:528:DyaK28Xntl2mtr8%3D, PID: 8968076
Gruner, S.A.W., Locardi, E., Lohof, E., Kessler, H., Carbohydrate-based mimetics in drug design: sugar amino acids and carbohydrate scaffolds (2002) Chem Rev, 102, pp. 491-514. , COI: 1:CAS:528:DC%2BD38XotVylug%3D%3D, PID: 11841252
Horikawa, H., Okada, M., Nakamura, Y., Sato, A., Iwamoto, N., Production of hydroxyl radicals and α-dicarbonyl compounds associated with amadori compound-Cu 2 complex degradation (2002) Free Radic Res, 36, pp. 1059-1065. , COI: 1:CAS:528:DC%2BD38Xos1agsLg%3D, PID: 12516876
Jemal, A., Bray, F., Center, M.M., Ferlay, J., Ward, E., Forman, D., Global cancer statistics (2011) CA Cancer J Clin, 61, pp. 69-90. , PID: 21296855
Kumar, V., Ramesh, N.G., A versatile strategy for the synthesis of N-linked glycoamino acids from glycals (2007) Org Biomol Chem, 5, pp. 3847-3858. , COI: 1:CAS:528:DC%2BD2sXhtlSmur%2FN, PID: 18004466
Kuo, H.W., Chen, S.F., Wu, C.C., Chen, D.R., Lee, J.H., Serum and tissue trace elements in patients with breast cancer in Taiwan (2002) BTER Biol Trace Elem Res, 89, pp. 1-12. , COI: 1:CAS:528:DC%2BD38XosF2lsrk%3D
Kurland, N.E., Kundu, J., Pal, S., Kundu, S.C., Yadavalli, V.K., Self-assembly mechanisms of silk protein nanostructures on two-dimensional surfaces (2012) Soft Matter, 8, pp. 4952-4959. , COI: 1:CAS:528:DC%2BC38Xlt1ygt78%3D
Marasco, D., Messor, L., Marzo, T., Merlino, A., Oxaliplatin vs. cisplatin: competition experiments on their binding to lysozyme (2015) Dalton Trans, 44, pp. 10392-10398. , COI: 1:CAS:528:DC%2BC2MXnsVaqtLg%3D, PID: 25974859
Mehlen, P., Puisieux, A., Metastasis: a question of life or death (2006) Nat Rev Cancer, 6, pp. 449-458. , COI: 1:CAS:528:DC%2BD28XkvVyltrY%3D, PID: 16723991
Milano, G., Musumeci, D., Gaglione, M., Messere, A., An alternative strategy to synthesize PNA and DNA magnetic conjugates forming nanoparticle assembly based on PNA/DNA duplexes (2010) Mol BioSyst, 6, pp. 553-561. , COI: 1:CAS:528:DC%2BC3cXit1Sntr8%3D, PID: 20174683
Moccia, M., Roviello, G.N., Bucci, E.M., Pedone, C., Saviano, M., Synthesis of a l-lysine-based alternate alpha, epsilon-peptide: a novel linear polycation with nucleic acids-binding ability (2010) Int J Pharm, 397, pp. 179-183. , COI: 1:CAS:528:DC%2BC3cXhtVGisbzF, PID: 20599488
Mossine, V.V., Mawhinney, T.P., Nα-(1-deoxy-d-fructos-1-yl)-l-histidine (“d-fructose-l-histidine”): a potent copper chelator from tomato powder (2007) J Agric Food Chem, 55, pp. 10373-10381. , COI: 1:CAS:528:DC%2BD2sXhtlWmu7vE, PID: 18004802
Mossine, V.V., Chopra, P., Mawhinney, T.P., Interaction of tomato lycopene and ketosamine against rat prostate tumorigenesis (2008) Cancer Res, 68, pp. 4384-4391. , COI: 1:CAS:528:DC%2BD1cXmsFKmu70%3D, PID: 18519700
Mottram, D.S., Flavor compounds formed during the Maillard reaction: thermally generated flavors (1994) Maillard, Microw Extrus Process, 543, pp. 104-126. , COI: 1:CAS:528:DyaK2cXhtVGiurY%3D
Musumeci, D., Amato, J., Randazzo, A., Novellino, E., Giancola, C., Montesarchio, D., Pagano, B., G-quadruplex on oligo affinity support (G4-OAS): an easy affinity chromatography-based assay for the screening of G-quadruplex ligands (2014) Anal Chem, 86, pp. 4126-4130. , COI: 1:CAS:528:DC%2BC2cXmtVOhsLo%3D, PID: 24725064
Pan, Q., Kleer, C.G., van Golen, K.L., Irani, J., Bottema, K.M., Bias, C., De Carvalho, M., Merajver, S.D., Copper deficiency induced by tetrathiomolybdate suppresses tumor growth and angiogenesis (2002) Cancer Res, 62, pp. 4854-4859. , COI: 1:CAS:528:DC%2BD38Xmslylur4%3D, PID: 12208730
Poletto, M., Malfatti, M.C., Dorjsuren, D., Scognamiglio, P.L., Marasco, D., Vascotto, C., Jadhav, A., Tell, G., Inhibitors of the apurinic/apyrimidinic endonuclease 1 (APE1)/nucleophosmin (NPM1) interaction that display anti-tumor properties (2016) Mol Carcinog, 55, pp. 688-704. , COI: 1:CAS:528:DC%2BC2MXmtlKjtr0%3D, PID: 25865359
Rakosi, K., Szolomajer-Csikos, O., Kalmar, L., Szurmai, Z., Kerekgyarto, J., Toth, G.K., Synthesis of N-glycopeptides applying glycoamino acid building blocks with a combined Fmoc/Boc strategy (2011) Protein Pept Lett PPL, 18, pp. 679-683. , COI: 1:CAS:528:DC%2BC3MXnvVGrurc%3D
Rambaruth, N.D., Dwek, M.V., Cell surface glycan–lectin interactions in tumor metastasis (2011) Acta Histochem, 113, pp. 591-600. , COI: 1:CAS:528:DC%2BC3MXntFKmsL4%3D, PID: 21501858
Risseeuw, M.D., Overhand, M., Fleet, G.W., Simone, M.I., A compendium of sugar amino acids (SAA): scaffolds, peptide- and glyco-mimetics (2007) Tetrahedron Asymmetry, 18, pp. 2001-2010. , COI: 1:CAS:528:DC%2BD2sXhtFSiur7P
Roviello, G.N., Moccia, M., Sapio, R., Valente, M., Bucci, E.M., Castiglione, M., Pedone, C., Musumeci, D., Synthesis, characterization and hybridization studies of new nucleo-γ-peptides based on diaminobutyric acid (2006) J Pept Sci, 12, pp. 829-835. , COI: 1:CAS:528:DC%2BD2sXktFar, PID: 17131297
Roviello, G.N., Musumeci, D., Pedone, C., Bucci, E.M., Synthesis, characterization and hybridization studies of an alternate nucleo-epsilon/gamma-peptide: complexes formation with natural nucleic acids (2010) Amino Acids, 38, pp. 103-111. , COI: 1:CAS:528:DC%2BC3cXhtVehtbc%3D, PID: 19067107
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Synthesis and biological evaluation of a novel Amadori compound
Here, we report the synthesis, purification, ESI MS and NMR characterization, as well as the SEM analysis of a fructosyl thiophenyl-substituted triazolyl-thione l-alanine (denominated Fru-l-TTA). This novel fructosyl derivative was obtained by solution synthesis using the Amadori reaction, in analogy to other natural fructosyl-amino acids, and fully characterized. In particular, we report an accurate NMR/MS/SEM characterization of Fru-l-TTA alongside some biological properties, and investigated to compare the properties of the artificial derivative of this work with the natural counterparts. In particular, Fru-l-TTA shares with natural fructosyl-amino acids the possibility to inhibit the colony formation of prostate cancer cells and additionally decreases their migration. © 2016, Springer-Verlag Wien.
Here, we report the synthesis, purification, ESI MS and NMR characterization, as well as the SEM analysis of a fructosyl thiophenyl-substituted triazolyl-thione l-alanine (denominated Fru-l-TTA). This novel fructosyl derivative was obtained by solution synthesis using the Amadori reaction, in analogy to other natural fructosyl-amino acids, and fully characterized. In particular, we report an accurate NMR/MS/SEM characterization of Fru-l-TTA alongside some biological properties, and investigated to compare the properties of the artificial derivative of this work with the natural counterparts. In particular, Fru-l-TTA shares with natural fructosyl-amino acids the possibility to inhibit the colony formation of prostate cancer cells and additionally decreases their migration. © 2016, Springer-Verlag Wien.
Synthesis and biological evaluation of a novel Amadori compound
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Synthesis and biological evaluation of a novel Amadori compound
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Roviello GN, Iannitti R, Palumbo R, Simonyan H, Vicidomini C, Roviello V
* Lac-L-TTA, a novel lactose-based amino acid-sugar conjugate for anti-metastatic applications (338 views)
Amino Acids (ISSN: 0939-4451, 1438-2199, 1438-2199electronic), 2017 May 06; 49(8): 1347-1353.
Impact Factor: 2.906
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Troise AD, Buonanno M, Fiore A, Monti SM, Fogliano V
* Evolution of protein bound Maillard reaction end-products and free Amadori compounds in low lactose milk in presence of fructosamine oxidase (334 views)
Food Chem (ISSN: 0308-8146, 0308-8146print), 2016 Dec 1; 212: 722-729.
Impact Factor: 4.529
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Fogliano V, Monti SM, Visconti A, Randazzo G, Facchiano AM, Colonna G, Ritieni A
Identification of a β-lactoglobulin lactosylation site (448 views)
Biochim Biophys Acta Protein Struct Mol Enzymol (ISSN: 0167-4838), 1998 Nov 10; 1388(2): 295-304.
Impact Factor: 1.687
View Export to BibTeX Export to EndNote
* Lac-L-TTA, a novel lactose-based amino acid-sugar conjugate for anti-metastatic applications (338 views)
Amino Acids (ISSN: 0939-4451, 1438-2199, 1438-2199electronic), 2017 May 06; 49(8): 1347-1353.
Impact Factor: 2.906
View Export to BibTeX Export to EndNote
Troise AD, Buonanno M, Fiore A, Monti SM, Fogliano V
* Evolution of protein bound Maillard reaction end-products and free Amadori compounds in low lactose milk in presence of fructosamine oxidase (334 views)
Food Chem (ISSN: 0308-8146, 0308-8146print), 2016 Dec 1; 212: 722-729.
Impact Factor: 4.529
View Export to BibTeX Export to EndNote
Fogliano V, Monti SM, Visconti A, Randazzo G, Facchiano AM, Colonna G, Ritieni A
Identification of a β-lactoglobulin lactosylation site (448 views)
Biochim Biophys Acta Protein Struct Mol Enzymol (ISSN: 0167-4838), 1998 Nov 10; 1388(2): 295-304.
Impact Factor: 1.687
View Export to BibTeX Export to EndNote
3 Records (3 excluding Abstracts).
Total impact factor: 9.122 (9.122 excluding Abstracts).
Total 5 year impact factor: 7.444 (7.444 excluding Abstracts).
Total impact factor: 9.122 (9.122 excluding Abstracts).
Total 5 year impact factor: 7.444 (7.444 excluding Abstracts).
406 views. Last view on Tuesday 21 March 2023, 3:00:00
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