Dr Ben Capuano - Researcher Profile

Biography

Position

Senior Lecturer
Co-course Director, Bachelor of Pharmaceutical Science
Faculty of Pharmacy and Pharmaceutical Sciences

Medicinal Chemistry and Drug Action
Monash Institute of Pharmaceutical Sciences

Qualifications

PHD (MEDICINAL CHEMISTRY) - PHILOSOPHY

Institution: Monash University

Year awarded: 2001

Publications

Journal Articles

McRobb, F.M., Crosby, I.T., Yuriev, E., Lane, J.R.D., Capuano, B., 2012, Homobivalent ligands of the atypical antipsychotic clozapine: Design, synthesis, and pharmacological evaluation, Journal of Medicinal Chemistry [P], vol 55, issue 4, American Chemical Society, USA, pp. 1622-1634.

Krsta, D., Ku, K.U.C., Crosby, I.T., Capuano, B., Manallack, D.T., 2012, Simplified platensimycin analogues as antibacterial agents, MedChemComm [P], vol 3, issue 2, The Royal Society of Chemistry, UK, pp. 244-249.

Conway, R., Valant, C., Christopoulos, A., Robertson, A.D., Capuano, B., Crosby, I.T., 2012, Synthesis and SAR study of 4-arylpiperidines and 4-aryl-1,2,3,6- tetrahydropyridines as 5-HT2C agonists, Bioorganic & Medicinal Chemistry Letters [P], vol 22, issue 7, Pergamon, UK, pp. 2560-2564.

Debono, A.J., Xie, J.H., Ventura, S., Pouton, C.W., Capuano, B., Scammells, P.J., 2012, Synthesis and biological evaluation of N-substituted noscapine analogues, Chemmedchem [P], vol 7, issue 12, Wiley - V C H Verlag GmbH & Co. KGaA, Germany, pp. 2122-2133.

Velkov, T., Horne, J., Scanlon, M., Capuano, B., Yuriev, E., Lawen, A., 2011, Characterization of the N-methyltransferase activities of the multifunctional polypeptide cyclosporin synthetase, Chemistry and Biology [P], vol 18, issue 4, Cell Press, USA, pp. 464-475.

Shonberg, J., Scammells, P., Capuano, B., 2011, Design strategies for bivalent ligands targeting GPCRs, Chemmedchem [P], vol 6, issue 6, WILEY-BLACKWELL, USA, pp. 963-974.

Shin, J., Malone, D., Crosby, I., Capuano, B., 2011, Schizophrenia: a systematic review of the disease state, current therapeutics and their molecular mechanisms of action, Current Medicinal Chemistry [P], vol 18, issue 9, BENTHAM SCIENCE PUBL LTD, U ARAB EMIRATES, pp. 1380-1404.

Szabo, M., Agostino, M., Malone, D., Yuriev, E., Capuano, B., 2011, The design, synthesis and biological evaluation of novel URB602 analogues as potential monoacylglycerol lipase inhibitors, Bioorganic & Medicinal Chemistry Letters [P], vol 21, issue 22, PERGAMON-ELSEVIER SCIENCE LTD, ENGLAND, pp. 6782-6787.

McRobb, F., Capuano, B., Crosby, I., Chalmers, D., Yuriev, E., 2010, Homology modeling and docking evaluation of aminergic G protein-coupled receptors, Journal Of Chemical Information And Modeling [P], vol 50, issue 4, American Chemical Society, United States, pp. 626-637.

Capuano, B., Crosby, I., McRobb, F., Taylor, D., Vom, A., Blessing, W., 2010, JL13 has clozapine-like actions on thermoregulatory cutaneous blood flow in rats: Involvement of serotonin 5-HT1A and 5-HT2A receptor mechanisms, Progress in Neuro-Psychopharmacology and Biological Psychiatry [P], vol 34, issue 1, Elsevier Inc., United States, pp. 136-142.

Capuano, B., Crosby, I., Forsyth, C.M., McRobb, F.M., Moudretski, V.V., Taylor, D.A., Vom, A., Yuriev, E., 2010, New hybrids of clozapine and haloperidol and their isosteric analogues: Synthesis, X-ray crystallography, conformational analysis and preliminary pharmacological evaluation, Structural Chemistry [P], vol 21, issue 3, Springer New York LLC, United States, pp. 613-628.

Crosby, I., Shin, J., Capuano, B., 2010, The application of the Schmidt reaction and Beckmann rearrangement to the synthesis of bicyclic lactams: some mechanistic considerations, Australian Journal of Chemistry [E], vol 63, issue 2, C S I R O Publishing, Australia, pp. 211-226.

Capuano, B., Crosby, I.T., McRobb, F.M., Podloucka, A., Taylor, D.A., Vom, A., Yuriev, E., 2010, The synthesis and preliminary pharmacological evaluation of a series of substituted 4-phenoxypropyl analogues of the atypical antipsychotic clozapine, Australian Journal of Chemistry [E], vol 63, issue 1, C S I R O Publishing, Australia, pp. 116-124.

Capuano, B., Crosby, I.T., Forsyth, C.M., Shin, J.K., 2009, 2,2,7-Trichloro-3,4-dihydronaphthalen-1(2H)-one, Acta Crystallographica Section E: Structure Reports ..., vol 65, issue Part 9, Wiley-Blackwell Munksgaard, Denmark, p. 02254.

Yuriev, E., Chalmers, D.K., Capuano, B., 2009, Conformational Analysis of Drug Molecules: A Practical Exercise in the Medicinal Chemistry Course, Journal of Chemical Education [P], vol 86, issue 4, American Chemical Society, Division of Chemical Education, USA, pp. 477-478.

Capuano, B., Crosby, I.T., Forsyth, C.M., Khakham, Y., Manallack, D.T., 2009, Di-tert-butyl N-[2,6-bis(methoxymethoxy)phenyl]iminodiacetate, Acta Crystallographica Section E: Structure Reports ..., vol 65, issue 819, Wiley-Blackwell Munksgaard, Denmark, pp. 1-10.

Capuano, B., Crosby, I.T., Forsyth, C.M., Lloyd, E.J., Vom, A., Yuriev, E., 2008, 8-Chloro-5-(4-phenethylpiperazin-1 - Yl)pyrido[2,3-b][1,5]benzoxazepine, Acta Crystallographica. Section E: Structure Reports Online, vol 64, issue Part 10, Wiley-Blackwell, Denmark, pp. O1865-O1866.

velkov, T., Lim, M.L., Capuano, B., Prankerd, R.J., 2008, A protocol for the combined sub-fractionation and delipidation of lipid binding proteins using hydrophobic interaction chromatography, JOURNAL OF CHROMATOGRAPHY. B, ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, vol 867, issue 2, ELSEVIER SCIENCE BV, NETHERLANDS, pp. 238-246.

Capuano, B., Crosby, I.T., Lloyd, E.J., Neve, J.E., Taylor, D., 2008, Aminimides as potential CNS acting agents. II design, synthesis, and receptor binding of 4'-arylalkyl aminimide analogues of clozapine as prospective novel antipsychotics, Australian Journal of Chemistry, vol 61, issue 1, CSIRO Publishing, Australia, pp. 5-10.

Capuano, B., Crosby, I.T., Lloyd, E.J., Neve, J.E., Taylor, D., 2008, Aminimides as potential CNS-acting agents. III. Design, synthesis, and receptor binding of aminimide analogues of dopamine, serotonin, morphine, and nicotine, Australian Journal of Chemistry, vol 61, issue 6, CSIRO Publishing, Australia, pp. 422-431.

Manallack, D.T., Crosby, I.T., khakham, Y., Capuano, B., 2008, Plantensimycin: A promising antimicrobial targeting fatty acid synthesis, Current Medicinal Chemistry, vol 15, issue 7, Bentham Science Publishers Ltd, Netherlands, pp. 705-710.

Capuano, B., Crosby, I.T., Lloyd, E.J., Podloucka, A., Taylor, D., 2008, Synthesis and preliminary pharmacological evaluation of 4'-arylalkyl analogues of clozapine. IV. the effects of aromaticity and isosteric replacement, Australian Journal of Chemistry, vol 61, issue 12, CSIRO, Australia, pp. 930-940.

Capuano, B., Crosby, I.T., Lloyd, T., Neve, J.E., Taylor, D., 2007, Aminimides as potential CNS acting agents. I. Design, synthesis, and receptor binding of 4'-aryl aminimide analogues of clozapine as prospective novel antipsychotics, Australian Journal of Chemistry, vol 60, issue 9, CSIRO Publishing, Collingwood, Australia, pp. 673-684.

Capuano, B., Crosby, I.T., Fallon, G.D., Forsyth, C.M., Lloyd, E.J., Podloucka, A., Yuriev, E., 2007, Geometric forms of 8-chloro-11-[4-(8-chloro-5H-dibenzo[b,e][1,4]diazepin- 11-yl)piperazin-1-yl]-5H-dibenzo[b,e][1,4]diazepine-acetone-pentane (2/1/1), Acta Crystallographica. Section E: Structure Reports Online, vol 63, issue 10, Blackwell Publishing, England, pp. O4034-U2899.

Capuano, B., Crosby, I.T., Lloyd, E.J., Taylor, D., 2007, Synthesis and preliminary pharmacological evaluation of 4'-arylalkyl analogues of clozapine. III. Replacement of the tricyclic nucleus with a bicyclic template, Australian Journal of Chemistry, vol 60, issue 12, CSIRO Publishing, Australia, pp. 928-933.

Capuano, B., Crosby, I.T., Lloyd, E.J., Neve, J.E., 2007, The first aminimide synthesis from benzoyl azide and pyridine, Australian Journal of Chemistry, vol 60, issue 3, CSIRO Publishing, Collingwood, Australia, pp. 214-217.

Capuano, B., Crosby, I.T., Forsyth, C.M., Lloyd, E.J., Vom, A., Yuriev, E., 2006, 5,5'-(Piperazine-1,4-diyl)bis(8-chloropyrido-[2,3-b][1,5]benzoxazepine), Acta Crystallographica. Section E: Structure Reports Online, vol 62, issue 12, Blackwell Munksgaard, Denmark, pp. O5434-O5436.

Capuano, B., Crosby, I.T., Egan, S., Fallon, G.D., Lloyd, E.J., Neve, J.E., 2005, 4-chloro-N-[4-(8-chloro-5H-dibenzo[6,e][1,4]-diazepin-11-yl) -1-methylpiperazinio]benzamidate dichloromethane solvate, Acta Crystallographica, Section E . Structure reports online, vol 61, issue Part 1, Blackwell Munksgaard, Denmark, pp. o20-o22.

Capuano, B., Crosby, I.T., Lim, S.E.K., Lloyd, E.J., Yuriev, E., 2005, Synthesis of 8-chloro-11-(4-(3-(p-tolyloxy)propyl)piperazin-1-yl)-5H-dibenzo[b,e][1,4]diazepine, Molbank, vol 12, issue December, MDPI, Switzerland, pp. M454/1-M454/2.

Camerino, M., Capuano, B., Crosby, I.T., Lloyd, E.J., 2005, Synthesis of Benzyl 2-(4-(8-chloro-5H-dibenzo[b,e][1,4]diazepin-11-yl)piperazin-1-yl)acetate, Molbank, vol 12, issue December, MDPI, Basel Switzerland, pp. M453/1-M453/2.

Capuano, B., Crosby, I.T., Fallon, G.D., Lloyd, E.J., Yuriev, E., Egan, S., 2003, 2-Methyl-4-(4-methylpiperazin-1-yl)-10H-thieno[2,3-b][1,5]benzodiazepine methanol solvate monohydrate, Acta Crystallographica Section E: Structure Reports Online [P], vol E59, issue 9, Wiley-Blackwell Munksgaard, Denmark, pp. 1367-1369.

Capuano, B., Crosby, I.T., Lloyd, E.J., Podloucka, A., Taylor, D.A., 2003, Synthesis and preliminary pharmacological evaluation of 4'-arylalkyl analogues of clozapine. II. *Effect of the nature and length of the linker, Australian Journal of Chemistry: An International Journal for Chemical Science, vol 56, CSIRO Publishing, Australia, pp. 875-886.

Capuano, B., Crosby, I., Lloyd, E.J., 2002, Schizophrenia: genesis, receptorology and current therapeutics, Current Medicinal Chemistry, vol 9, issue 5, Bentham Science Publishers Ltd., The Netherlands, pp. 521-548.

Capuano, B., Crosby, I., Lloyd, E.J., Taylor, D.A., 2002, Synthesis and preliminary pharmacological evaluation of 4'-arylmethyl analogues of clozapine. I. The effect of aromatic substituents, Australian Journal of Chemistry, vol 55, issue 9, C S I R O Publishing, Collingwood Vic Australia, pp. 565-576.

Capuano, B., Crosby, I.T., Gable, R.W., Lloyd, E.J., 2000, N-piperonyl analogue of the atypical antipsychotic clozapine, Acta Crystallographica Section C-Crystal Structure Communications, vol c56 part 3, Munksgaard Int Publ Ltd, Copenhagen Denmark, pp. 339-340.

Capuano, B., 1999, 8-Chloro-11-[4-(8-chloro-5H-dibenzo[b,e][1,4]diazepine-11-yl)piperazino]-5H-dibenzo[b,e][1,4]diazepine, Molecules, vol 4 issue 11, Molecular Diversity Preservation International, www.mdpi.org, pp. 329-332.

Conference Proceedings

Capuano, B., Crosby, I.T., Lloyd, E.J., 1998, The synthesis and biological evaluation of a series of novel antipsychotics, Medicinal Chemistry, Edinburgh Scotland, 6-10 September 1998, Royal Society of Chemistry, Scotland, p. P58.

Teaching Commitment

Co-course director
Bachelor of Pharmaceutical Science

Bachelor of Pharmaceutical Science teaching:
- Introduction to pharmaceutical sciences
- Analytical methods
- Molecular basis of drug action
- Research project

Bachelor of Pharmacy teaching:
- Basis of drug action I
- Integrated therapeutics: Psychiatry

Activities

Affiliations with institutes

Medicinal Chemistry and Drug Action
Monash Institute of Pharmaceutical Sciences

Postgraduate Research Supervisions

Current Supervision

Program of Study:

(DOCTORATE BY RESEARCH).

Thesis Title:

Design and synthesis of antibacterials targeting FabF.

Supervisors:

Manallack, D (Main), Capuano, B (Joint), Crosby, I (Joint).

Program of Study:

(DOCTORATE BY RESEARCH).

Thesis Title:

Design, synthesis and pharmacological evaluation of molecular probes targeting the dopamine D2 receptor.

Supervisors:

Capuano, B (Joint-co), Scammells, P (Joint).

Program of Study:

(DOCTORATE BY RESEARCH).

Thesis Title:

Probing structural requirements of the pharmacophore of allosteric modulators of Allosteric Modulators of M4 muscarinic receptors: a novel approach towards improved antipsychotic agents.

Supervisors:

Capuano, B (Joint-co), Crosby, I (Joint), Christopoulos, A (Associate).

Program of Study:

(DOCTORATE BY RESEARCH).

Thesis Title:

SAR of Noscapine and Noscapine related analogues..

Supervisors:

Capuano, B (Joint), Scammells, P (Joint-co).

Program of Study:

(DOCTORATE BY RESEARCH).

Thesis Title:

Synthesis and Pharmacological evaluation of novel bivalent Dopamine D2 and Adenosine A2a Ligands for the therapy of Parkinsons's Disease..

Supervisors:

Capuano, B (Joint-co), Scammells, P (Joint).

Program of Study:

(DOCTORATE BY RESEARCH).

Thesis Title:

Synthesis and pharmacological evaluation of designed multiple ligands targeting D2 and M4 receptors, for the treatment of schizophrenia.

Supervisors:

Capuano, B (Joint-co), Christopoulos, A (Joint).

Program of Study:

(DOCTORATE BY RESEARCH).

Thesis Title:

Synthesis and pharmacological investigation of allosteric ligands for the M1 muscarinic acetylcholine receptor.

Supervisors:

Christopoulos, A (Joint-co), Scammells, P (Joint), Capuano, B (Associate).

Completed Supervision

Student:

Ashton, T.

Program of Study:

Synthesis of A1 adenosine receptor agonists: development and application of new methodology. (PHD) 2007.

Supervisors:

Scammells, P (Main), Capuano, B (Associate).

Student:

Conway, R.

Program of Study:

Design and synthesis of selective serotonin agonists for the therapeutic treatment of obesity. (PHD) 2011.

Supervisors:

Capuano, B (Joint), Crosby, I (Joint-Co).

Student:

Mcrobb, F.

Program of Study:

Studies of G protein-coupled receptor structure and function: receptor modeling and synthesis of bivalent ligands. (PHD) 2011.

Supervisors:

Capuano, B (Main), Crosby, I (Associate), Yuriev, E (Associate).

Student:

Shin, J.

Program of Study:

Novel bicyclic analogues of clozapine as a potential treatment for schizophrenia. (PHD) 2008.

Supervisors:

Crosby, I (Main), Capuano, B (Associate).

Student:

Thavaneswaran, S.

Program of Study:

The synthesis of receptor-subtype selective, peripherally-acting opiates. (PHD) 2007.

Supervisors:

Scammells, P (Main), Capuano, B (Associate).

Student:

Vom, A.

Program of Study:

A fragment-based approach to the identification of novel ketopantoate reductase inhibitors. (PHD) 2012.

Supervisors:

Simpson, J (Main), Capuano, B (Associate), Yuriev, E (Associate).