100
Views
3
CrossRef citations to date
0
Altmetric
Original Articles

Modelling of serotonin reuptake inhibitory and histamine H3 antagonistic activity of piperazine and diazepane amides: QSAR rationales for co-optimization of the activity profiles

, , , &
Pages 365-383 | Received 12 Jun 2010, Accepted 21 Nov 2010, Published online: 18 May 2011

References

  • Jane-Llopis , E , Hosman , C , Jenkins , R and Anderson , P . 2003 . Predictors of efficacy in depression prevention programmes. Meta-analysis . Br. J. Psychiatry, J. Mental Sci. , 183 : 384 – 397 .
  • Nierenberg , AA , Keefe , BR , Leslie , VC , Alpert , JE , Pava , JA , Worthington , JJ 3rd , Rosenbaum , JF and Fava , M . 1999 . Residual symptoms in depressed patients who respond acutely to fluoxetine . J. Clin. Psychiatry , 60 : 221 – 225 .
  • Fava , GA , Fabbri , S and Sonino , N . 2002 . Residual symptoms in depression: An emerging therapeutic target . Prog. Neuropsychopharmacol. Biol. Psychiatry , 26 : 1019 – 1027 .
  • Menza , MA , Kaufman , KR and Castellanos , A . 2000 . Modafinil augmentation of anti-depressant treatment in depression . J. Clin. Psychiatry , 61 : 378 – 381 .
  • Letavic , MA , Keith , JM , Ly , KS , Barbier , AJ , Boggs , JD , Wilson , SJ , Lord , B , Lovenberg , TW and Carruthers , NI . 2007 . Novel naphthyridine are histamine H3 antagonists and serotonin reuptake transport inhibitors . Bioorg. Med. Chem. Lett. , 17 : 2566 – 2569 .
  • Letavic , MA , Stocking , EM , Barbier , AJ , Bonaventure , P , Boggs , JD , Lord , B , Miller , KL , Wilson , SJ and Carruthers , NI . 2007 . Benzylamine histamine H3 antagonists and serotonin reuptake inhibitors . Bioorg. Med. Chem. Lett. , 17 : 4799 – 4803 .
  • Monti , JM , Jantos , H , Boussard , M , Altier , H , Orellana , C and Olivera , S . 1991 . Effects of selective activation or blockade of the histamine H3 receptor on sleep and wakefulness . Eur. J. Pharmacol. , 205 : 283 – 287 .
  • Monti , JM , Jantos , H , Ponzoni , A and Monti , D . 1996 . Sleep and waking during acute histamine H3 agonist BP 2.94 or H3 antagonist carboperamide (MR16155) administration in rats . Neuropsychopharmacology , 15 : 31 – 35 .
  • Barbier , AJ , Berridge , C , Dugovic , C , Laposky , AD , Wilson , SJ , Boggs , J , Aluisio , L , Lord , B , Mazur , C , Pudiak , CM , Langlois , X , Xiao , W , Apodaca , R , Carruthers , NI and Lovenberg , TW . 2004 . Acute wake-promoting actions of JNJ-5207852, a novel, diamine-based H3 antogonist . Br. J. Pharmacol. , 143 : 649 – 661 .
  • Letavic , MA , Barbier , AJ , Dvorak , CA and Carruthers , NI . 2006 . Recent medicinal chemistry of the histamine H3 receptor . Prog. Med. Chem. , 44 : 181 – 206 .
  • Apodaca , R , Dvorak , CA , Xiao , W , Barbier , AJ , Boggs , JD , Wilson , SJ , Lovenberg , TW and Carruthers , NI . 2003 . A new class of diamine-based human histamine H3 receptor antagonists: 4-(aminoalkoxy)benzylamines . J. Med. Chem. , 46 : 3938 – 3944 .
  • Ly , KS , Letavic , MA , Keith , JM , Miller , JM , Stocking , EM , Barbier , AJ , Bonaventure , P , Lord , B , Jiang , X , Boggs , JD , Dvorak , L , Miller , KL , Nepomuceno , D , Wilson , SJ and Carruthers , NI . 2008 . Synthesis and biological activity of piperazine and diazepane amides that are histamine H3 antagonists and serotonin reuptake inhibitors . Bioorg. Med. Chem. Lett. , 18 : 39 – 43 .
  • SYSTAT, Version 7.0, SPSS Inc., 444 North Michigan Avenue, Chicago, IL 60611
  • Ward , JH . 1963 . Hierarchical grouping to optimize an objective function . J. Am. Stat. Assoc. , 58 : 236 – 244 .
  • Chemdraw ultra 6.0 and Chem3D ultra, Cambridge Soft Corporation, Cambridge, USA
  • Todeschini , R and Consonni , V . DRAGON software (version 1.11-2001), Milano, Italy
  • Prabhakar , YS . 2003 . A combinatorial approach to the variable selection in multiple linear regression: Analysis of Selwood et al. data set – A case study . QSAR Comb. Sci. , 22 : 583 – 595 .
  • Wold , S . 1978 . Cross-validatory estimation of the number of components in factor and principal components models . Technometrics , 20 : 397 – 405 .
  • Stahle , L and Wold , S . 1988 . “ Multivariate data analysis and experimental design ” . In Biomedical Research, Progress in Medicinal Chemistry , Edited by: Ellis , GP and West , WB . Vol. 25 , 291 – 338 . The Netherlands : Elsevier Science Publishers, BV .
  • Sharma , S , Prabhakar , YS , Singh , P and Sharma , BK . 2008 . QSAR study about ATP-sensitive potassium channel activation of cromakalim analogues using CP-MLR approach . Eur. J. Med. Chem. , 43 : 2354 – 2360 .
  • Sharma , S , Sharma , BK , Sharma , SK , Singh , P and Prabhakar , YS . 2009 . Topological descriptors in modeling the agonistic activity of human A3 adenosine receptor ligands: The derivatives of 2-Chloro-N6-substituted-4′-thioadenosine-5′-uronamide . Eur. J. Med. Chem. , 44 : 1377 – 1382 .
  • Sharma , BK , Pilania , P , Singh , P and Prabhakar , YS . 2010 . Combinatorial protocol in multiple linear regression/partial least-squares directed rationale for the caspase-3 inhibition activity of isoquinoline-1,3,4-trione derivatives . SAR QSAR Environ. Res. , 21 : 169 – 185 .
  • Sharma , BK , Singh , P , Sarbhai , K and Prabhakar , YS . 2010 . A quantitative structure-activity relationship study on serotonin 5-HT6 receptor ligands: Indolyl and piperidinyl sulphonamides . SAR QSAR Environ. Res. , 21 : 369 – 388 .
  • Sharma , BK , Pilania , P , Sarbhai , K , Singh , P and Prabhakar , YS . 2010 . Chemometric descriptors in modeling the carbonic anhydrase inhibition activity of sulfonamide and sulfamate derivatives . Mol. Divers. , 14 : 371 – 384 .
  • So , S-S and Karplus , M . 1997 . Three-dimensional quantitative structure-activity relationship from molecular similarity matrices and genetic neural networks. 1. Method and validation . J. Med. Chem. , 40 : 4347 – 4359 .
  • Prabhakar , YS , Solomon , VR , Rawal , RK , Gupta , MK and Katti , SB . 2004 . CP-MLR/PLS directed structure-activity modeling of the HIV-1 RT inhibitory activity of 2,3-Diaryl-1,3-thiazolidin-4-ones . QSAR Comb. Sci. , 23 : 234 – 244 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.