Synthesis and biological evaluation of phloridzin analogs as human concentrative nucleoside transporter 3 (hCNT3) inhibitors

Bioorganic and Medicinal Chemistry Letters

Volumn 19, Issue 3, 2009, Pages 917-921

  Gupte, Amol ^a   Buolamwini, John K ^a  

^a UNIVERSITY OF TENNESSEE HEALTH SCIENCE CENTER   (United States)

Author keywords

Concentrative nucleoside transporters; hCNT3; Inhibitor; Phloridzin analogs

Indexed keywords

CONCENTRATIVE NUCLEOSIDE TRANSPORTER 3 INHIBITOR; NUCLEOSIDE TRANSPORTER; PHLORIZIN; PROTEIN INHIBITOR; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTINEOPLASTIC ACTIVITY; ANTIVIRAL ACTIVITY; ARTICLE; BINDING AFFINITY; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; HEART PROTECTION; NEUROPROTECTION; NONHUMAN; STRUCTURE ACTIVITY RELATION;

CHEMISTRY, PHARMACEUTICAL; DRUG DESIGN; EQUILIBRATIVE NUCLEOSIDE TRANSPORTER 1; FURANS; HUMANS; KINETICS; LIGANDS; MEMBRANE TRANSPORT PROTEINS; MODELS, CHEMICAL; NUCLEOSIDE TRANSPORT PROTEINS; NUCLEOSIDES; PHLORHIZIN;

EID: 58549111373     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2008.11.112     Document Type: Article

References (27)

1. Plagemann P.G., Wohlhueter R.M., and Woffendin C. Biochim. Biophys. Acta 947 (1988) 405
2. Baldwin S.A., Beal P.R., Yao S.Y., King A.E., Cass C.E., and Young J.D. Pflugers Arch. 447 (2004) 735
3. Gray J.H., Owen R.P., and Giacomini K.M. Pflugers Arch. 447 (2004) 728
4. Weber G., Jayaram H.N., Pillwein K., Natsumeda Y., Reardon M.A., and Zhen Y.S. Adv. Enzyme Regul. 26 (1987) 335
5. Hendrix C.W., Flexner C., Szebeni J., Kuwahara S., Pennypacker S., Weinstein J.N., and Lietman P.S. Antimicrob. Agents Chemother. 38 (1994) 1036
6. Le Vraux V., Chen Y.L., Masson I., De Sousa M., Giroud J.P., Florentin I., and Chauvelot-Moachon L. Life Sci. 52 (1993) 1917
7. Van Belle H. Cardiovasc. Res. 27 (1993) 68
8. Parkinson F.E., Rudolphi K.A., and Fredholm B.B. Gen. Pharmacol. 25 (1994) 1053
9. Gupte A., and Buolamwini J.K. Bioorg. Med. Chem. Lett. 14 (2004) 2257
10. Gupte A., Buolamwini J.K., Yadav V., Chu C.K., Naguib F.N., and el Kouni M.H. Biochem. Pharmacol. 71 (2005) 69
11. Zhu Z., Furr J., and Buolamwini J.K. J. Med. Chem. 46 (2003) 831
12. Lin W., and Buolamwini J.K. J. Med. Chem. 50 (2007) 3906
13. Griffiths M., Beaumont N., Yao S.Y., Sundaram M., Boumah C.E., Davies A., Kwong F.Y., Coe I., Cass C.E., Young J.D., and Baldwin S.A. Nat. Med. 3 (1997) 89
14. Crawford C.R., Patel D.H., Naeve C., and Belt J.A. J. Biol. Chem. 273 (1998) 5288
15. Hyde R.J., Cass C.E., Young J.D., and Baldwin S.A. Mol. Membr. Biol. 18 (2001) 53
16. Barnes K., Dobrzynski H., Foppolo S., Beal P.R., Ismat F., Scullion E.R., Sun L., Tellez J., Ritzel M.W., Claycomb W.C., Cass C.E., Young J.D., Billeter-Clark R., Boyett M.R., and Baldwin S.A. Circ. Res. 99 (2006) 510
17. Huang Q.Q., Yao S.Y., Ritzel M.W., Paterson A.R., Cass C.E., and Young J.D. J. Biol. Chem. 269 (1994) 17757
18. Wang J., Su S.F., Dresser M.J., Schaner M.E., Washington C.B., and Giacomini K.M. Am. J. Physiol. 273 (1997) F1058
19. Ritzel M.W., Ng A.M., Yao S.Y., Graham K., Loewen S.K., Smith K.M., Ritzel R.G., Mowles D.A., Carpenter P., Chen X.Z., Karpinski E., Hyde R.J., Baldwin S.A., Cass C.E., and Young J.D. J. Biol. Chem. 276 (2001) 2914
20. Buolamwini J.K. Curr. Med. Chem. 4 (1997) 35
21. Toan S.V., To K.K., Leung G.P., de Souza M.O., Ward J.L., and Tse C.M. Pflugers Arch. 447 (2003) 195
22. Paul B., Chen M.F., and Paterson A.R. J. Med. Chem. 18 (1975) 968
23. Brodfuehrer P.R., Sapino C., and Howell H.G. J. Org. Chem. 50 (1985) 2597
24. Krishnamurty H.G., and Sathyanarayana S. Synth. Commun. 19 (1989) 119
25. Hongu M., Saito K., and Tsujihara K. Synth. Commun. 29 (1999) 2775
26. Watanabe Y., Shiozaki M., and Kamegai R. Carb. Res. 335 (2001) 283
27. Buolamwini J.K., Craik J.D., Wiley J.S., Robins M.J., Gati W.P., Cass C.E., and Paterson A.R.P. Nucleos. Nucleot. 13 (1994) 737