Recent advance in the research of piperazine-containing compounds as antimicrobial agents

Chinese Journal of Antibiotics

Volumn 34, Issue 8, 2009, Pages

  Cai, Jia Li ^a   Lu, Yi Hui ^a   Gan, Lin Ling ^a   Zhang, Yi Yi ^a   Zhou, Cheng He ^a  

^a SOUTHWEST UNIVERSITY   (China)

Author keywords

Antibacterial; Antifungal; Antimalarial; Antituberculotic; Antiviral; Piperazine

Indexed keywords

ANTIFUNGAL AGENT; ANTIMALARIAL AGENT; ANTIVIRUS AGENT; CHLOROQUINE; CIPROFLOXACIN; DIFLOXACIN; ENOXACIN; EPEREZOLID; FLEROXACIN; GATIFLOXACIN; GREPAFLOXACIN; HYDROXYPIPERAQUINE; ITRACONAZOLE; KETOCONAZOLE; LEVOFLOXACIN; LOMEFLOXACIN; NORDIFLOXACIN; NORFLOXACIN; OFLOXACIN; PEFLOXACIN; PIPEMIDIC ACID; PIPERAQUINE; PIPERAZINE; RANBEZOLID; RUFLOXACIN; SPARFLOXACIN; TEMAFLOXACIN; TERCONAZOLE; TUBERCULOSTATIC AGENT; UNINDEXED DRUG;

ACQUIRED IMMUNE DEFICIENCY SYNDROME; ANTIBACTERIAL ACTIVITY; DRUG RESEARCH; HEPATITIS B VIRUS; HUMAN IMMUNODEFICIENCY VIRUS 1; MULTIDRUG RESISTANCE; PLASMODIUM FALCIPARUM; REVIEW; STRUCTURE ACTIVITY RELATION;

EID: 70350501909     PISSN: 10018689     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (34)

1. Warhurst D C, Craig J C, Adagu I S, et al. Activity of piperaquine and other 4-aminoquinoline antiplasmodial drugs against chloroquine-sensitive andresistant blood-stages of Plasmodium falciparum role of b-haematin inhibition and drug concentration invacuolar water- and lipid-phases [J]. Biochem Pharmacol, 2007, 73(12):1910-1926.
2. Liu C H, Huang X T, Zhang R, et al. Determination of CQP propionic acid in rat plasma and study of pharmacokinetics of CQP propionic acid in rats by liquid chromatography [J]. J Chromatogr B, 2008, 862(1-2):189-195.
3. Musonda C C, Little S, Yardley V, et al. Application of Multi-component reactions to antimalarial drug discovery. Part 3: Discovery of aminoxazole 4-aminoquinolines with potent antiplasmodial activity in vitro [J]. Bioorg Med Chem Lett, 2007, 17(17):4733-4736.
4. Gemma S, Kukreja G, Campiani G, et al. Development of piperazine-tethered heterodimers as potent antimalarials against chloroquine-resistant P. falciparum strains. Synthesis and molecular modeling [J]. Bioorg Med Chem Lett, 2007, 17(13):3535-3539.
5. Ryckebusch A, Debreu-Fontaine M-A, Mouray E, et al. Synthesis and antimalarial evaluation of new N1-(7-chloro-4-quinolyl)-1, 4-bis (3-aminopropyl)-piperazine derivatives [J]. Bioorg Med Chem Lett, 2005, 15(2):297-302. (Pubitemid 39647139)
6. Agarwal A, Srivastava K, Puri S K, et al. Antimalarial activity and synthesis of new trisubslituted pyrimidines [J]. Bioorg Med Chem Lett, 2005, 15(12):3130-3132. (Pubitemid 40755209)
7. Agarwal A, Srivastava K, Puri S K, et al. Synthesis of substituted indole derivatives as a new class of antimalarial agents [J]. Bioorg Med Chem Lett, 2005, 15(12):3133-3136. (Pubitemid 40762587)
8. Agarwal A, Srivastava K, Puri S K, et al. Syntheses of 2,4,6-trisubstituted triazines as antimalarial agents [J]. Bioorg Med Chem Lett, 2005, 15(3):531-533. (Pubitemid 40143120)
9. Guillon J, Grellier P, Labaied M, et al. Synthesis, antimalarial activity, and molecular modeling of new pyrrolo [1,2-a] quinoxalines, bispyrrolo [1,2-a] quinoxalines, bispyrido [3,2-e] pyrrolo [1,2-a] pyrazines, and bispyrrolo [1,2-a] thieno [3,2-e] pyrazines [J]. J Med Chem, 2004, 47(8):1997-2009.
10. Gnoatto S C B, Susplugas S, Vechia L D, et al. Pharmacomodulation on the 3-acetylursolic acid skeleton: Design, synthesis, and biological evaluation of novel-{3-[4-(3-aminopropyl)piperazinyl]propyl} 3-O-acetylursolamidederivatives as antimalarial agents [J]. Bioorg Med Chem, 2008, 16(2):771-782.
11. Efihimiadou E K, Karaliota A, Psomas G. Mononuclear metal complexes of the second-generation quinolone antibacterial agent enoxacin: Synthesis, structure, antibacterial activity and interaction with DNA [J]. Polyhedron, 2008, 27(6):1729-1738.
12. Yang Y X, Guo H Y. Synthesis of 6,8-dichloroquinolones utilizing new method and evaluation of their antibacterial activities [J]. Chin Chem Lett, 2007, 18(12):1479-1482.
13. Emami S, Foroumadi A, Faramarzi M A, et al. Synthesis and antibacterial activity of quinolone-based compounds containing a coumarin moiety [J]. Arch Pharm Chem Life Sci, 2008, 341(1):42-48.
14. Foroumadi A, Emami S, Mansouri S, et al. Synthesis and antibacterial activity of levofloxacin derivatives with certain bulky residues on piperazine ring [J]. Eur J Med Chem, 2007, 7(42):985-992. (Pubitemid 46907340)
15. Mitsche L A. Bacterial topoisomerase inhibitors: quinolone and pyridone antibacterial [J]. Chem Rev, 2005, 105(2):559-592.
16. Selvakumar N, Rajulu G G, Reddy K C S, et al. Synthesis, SAR, and antibacterial activity of novel oxazolidinone analogues possessing urea functionality [J]. Bioorg Med Chem Lett, 2008, 18(2):856-860.
17. Srivastava B K, Jain M R, Solanki M, et al. Synthesis and in vitro antibacterial activities of novel oxazolidinones [J]. Eur J Med Chem, 2008, 43(4):683-693.
18. Rudra S, Yadav A, Raja-Rao A V S, et al. Synthesis and antibacterial activity of potent heterocyclic oxazolidinones and the identi? cation of RBx 8700 [J]. Bioorg Med Chem Lett, 2007, 17(24):6714-6719. (Pubitemid 350089934)
19. Fan H X, Xu G, Chen Y L, et al. Synthesis and antibacterial activity of oxazolidinones containing triazolyl group [J]. Eur J Med Chem, 2007, 42(8):1137-1143. (Pubitemid 47081244)
20. Phillips O A, Udo E E, Ali A A M, et al. Structure-antibacterial activity of arylcarbonyl- and arylsulfonyl-piperazine 5-triazolylmethyl oxazolidinones [J]. Eur J Med Chem, 2007, 42(2):214-225.
21. Wang Q, Wang J W, Cai Z T, et al. Prediction of the binding modes between BB-83698 and peptide deformylase from Bacillus stearothermophilus by docking and molecular dynamics simulation [J]. Biophys Chem, 2008, 134(3):178-184.
22. Ashok M, Holla B S, Poojary B. Convenient one pot synthesis and antimicrobial evaluation of some new Mannich bases carrying 4-methylthiobenzyl moiety [J]. Eur J Med Chem, 2007, 42(8):1095-1101. (Pubitemid 47082528)
23. Janin Y L. Antituberculosis drugs: Ten years of research [J]. Bioorg Med Chem, 2007, 15(7):2479-2513. (Pubitemid 46367698)
24. Li J, Ma Z K, Chapo K, et al. Preparation and in vitro antistaphylococcal activity of novel 11-deoxy-11-hydroxyiminorifamycins [J]. Bioorg Med Chem Lett, 2007, 17(20):5510-5513. (Pubitemid 47391331)
25. Bennett F, Saksena A K, Lovey R G, et al. Hydroxylated analogues of the orally active broad spectrum antifungal, Sch 51048 (1), and the discovery of posaconazole [Sch 56592; 2 or (S,S)-5] [J]. Bioorg Med Chem Lett, 2006, 16(1):186-190.
26. Duffy J L, Rano T A., Kevin N J, et al. HIV protease inhibitors with picomolar potency against PI-resistant HIV-1 by extension of the P3 substituent [J]. Bioorg Med Chem Lett, 2003, 13(15):2569-2572. (Pubitemid 36830775)
27. Wang Z Q, Vince R. Design and synthesis of dual inhibitors of HIV reverse transcriptase and integrase: Introducing a diketoacid functionality into delavirdine [J]. Bioorg Med Chem Lett, 2008, 16(7):3587-3592.
28. Jiang X H, Song Y L, Feng D Z, et al. An improved synthesis of piperazino-piperidine based CCR5 antagonists with flexible variation on pharmacophore sites [J]. Tetrahedron, 2005, 61(5):1281-1288.
29. Zhao C S, Zhao Y F, Chai H F, et al. Synthesis and in vitro-anti-hepatitis B virus activities of several ethyl 5-hydroxy-1H-indole-3- carboxylates [J]. Chem Res Chin Universities, 2006, 22(5):577-583. (Pubitemid 46023014)
30. Chin Tan T M, Chen Y, Kong K H, et al. Synthesis and the biological evaluation of 2-benzenesulfonylalkyl-5-substituted-sulfanyl-[1,3,4]-oxadiazoles as anti-hepatitis B virus agents [J]. Antiviral Res, 2006, 71(1):7-14.
31. Chern J H, Shia K S, Hsu S A, et al. Design, synthesis, and structure-activity relationships of pyrazolo [3,4-d] pyrimidines: a novel class of potent enterovirus inhibitors [J]. Bioorg Med Chem Lett, 2004, 14(10):2519-2525.