• Home
  • Browse
    • Current Issue
    • By Issue
    • By Author
    • By Subject
    • Author Index
    • Keyword Index
  • Journal Info
    • About Journal
    • Aims and Scope
    • Editorial Board
    • Publication Ethics
    • Indexing and Abstracting
    • Related Links
    • FAQ
    • Peer Review Process
    • News
  • Guide for Authors
  • Submit Manuscript
  • Reviewers
  • Contact Us
 
  • Login
  • Register
Home Articles List Article Information
  • Save Records
  • |
  • Printable Version
  • |
  • Recommend
  • |
  • How to cite Export to
    RIS EndNote BibTeX APA MLA Harvard Vancouver
  • |
  • Share Share
    CiteULike Mendeley Facebook Google LinkedIn Twitter
Iranian Journal of Pharmaceutical Research
arrow Articles in Press
arrow Current Issue
Journal Archive
Volume Volume 18 (2019)
Volume Volume 17 (2018)
Issue Special Issue 2
Issue Issue 4
Issue Issue 3
Issue Issue 2
Issue Special Issue 1
Issue Issue 1
Volume Volume 16 (2017)
Volume Volume 15 (2016)
Volume Volume 14 (2015)
Volume Volume 13 (2014)
Volume Volume 12 (2013)
Volume Volume 11 (2012)
Volume Volume 10 (2011)
Volume Volume 9 (2010)
Volume Volume 8 (2009)
Volume Volume 7 (2008)
Volume Volume 6 (2007)
Volume Volume 5 (2006)
Volume Volume 4 (2005)
Volume Volume 3 (2004)
Volume Volume 2 (2003)
Volume Volume 1 (2002)
Mosayebnia, M., Rezaeianpour, S., Rikhtechi, P., Hajimahdi, Z., Beiki, D., Kobarfard, F., Sabzevari, O., Amini, M., Abdi, K., Shahhosseini, S. (2018). Novel and efficient method for solid phase synthesis of urea-containing peptides targeting prostate specific membrane antigen (PSMA) in comparison with current methods. Iranian Journal of Pharmaceutical Research, 17(3), 917-926. doi: 10.22037/ijpr.2018.2276
Mona Mosayebnia; Sedigheh Rezaeianpour; Pedram Rikhtechi; Zahra Hajimahdi; Davood Beiki; Farzad Kobarfard; Omid Sabzevari; Mohsen Amini; Khosrou Abdi; Soraya Shahhosseini. "Novel and efficient method for solid phase synthesis of urea-containing peptides targeting prostate specific membrane antigen (PSMA) in comparison with current methods". Iranian Journal of Pharmaceutical Research, 17, 3, 2018, 917-926. doi: 10.22037/ijpr.2018.2276
Mosayebnia, M., Rezaeianpour, S., Rikhtechi, P., Hajimahdi, Z., Beiki, D., Kobarfard, F., Sabzevari, O., Amini, M., Abdi, K., Shahhosseini, S. (2018). 'Novel and efficient method for solid phase synthesis of urea-containing peptides targeting prostate specific membrane antigen (PSMA) in comparison with current methods', Iranian Journal of Pharmaceutical Research, 17(3), pp. 917-926. doi: 10.22037/ijpr.2018.2276
Mosayebnia, M., Rezaeianpour, S., Rikhtechi, P., Hajimahdi, Z., Beiki, D., Kobarfard, F., Sabzevari, O., Amini, M., Abdi, K., Shahhosseini, S. Novel and efficient method for solid phase synthesis of urea-containing peptides targeting prostate specific membrane antigen (PSMA) in comparison with current methods. Iranian Journal of Pharmaceutical Research, 2018; 17(3): 917-926. doi: 10.22037/ijpr.2018.2276

Novel and efficient method for solid phase synthesis of urea-containing peptides targeting prostate specific membrane antigen (PSMA) in comparison with current methods

Article 10, Volume 17, Issue 3, Summer 2018, Page 917-926  XML PDF (735.68 K)
Document Type: Research article
DOI: 10.22037/ijpr.2018.2276
Authors
Mona Mosayebnia1; Sedigheh Rezaeianpour2; Pedram Rikhtechi2; Zahra Hajimahdi3; Davood Beiki4; Farzad Kobarfard5; Omid Sabzevari6; Mohsen Amini7; Khosrou Abdi8; Soraya Shahhosseini email 9, 10
1Department of Radiopharmacy, Faculty of Pharmacy, Tehran University of Medical Sciences,Tehran.Iran.
2Department of Pharmaceutical Chemistry and Radiopharmacy, School of Pharmacy, Shahid Behesti University of Medical Sciences,Tehran,Iran.
3Department of Pharmaceutical Chemistry and Radiopharmacy, School of Pharmacy, Shahid Behesti University of Medical Sciences,tehran,Iran.
4Research Institute for Nuclear Medicine, Tehran University of Medical Sciences, Tehran, Iran
5Department of Pharmaceutical Chemistry and Radiopharmacy, School of Pharmacy, Phytochemistry Research Center, Shahid Beheshti University of Medical Sciences
6Department of Radiopharmacy, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran.
7Associate professor of Medicinal Chemistry Department, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
8Department of Radiopharmacy and Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
9Department of Pharmaceutical Chemistry and Radiopharmacy, School of Pharmacy, Shahid Behesti University of Medical Sciences, Tehran, Iran.
10Protein Technology Research Center, Shahid Behesti University of Medical Sciences, Tehran, Iran.
Abstract
The basic chemical structure of most prostate specific membrane antigen (PSMA) inhibitors which are now in pre-clinical and clinical studies is Glu-Ureido-based peptides. Synthesis of urea-based PSMA inhibitors includes two steps: 1- isocyanate intermediate formation and 2- urea bond formation. In current methods, isocyanate is formed in liquid phase and then reacts with amine existing in liquid phase or bound to solid phase for urea bond formation. In this study, we developed a new facile method for formation of both isocyanate and urea on solid phase under standard peptide coupling conditions. The solid phase-bound isocyanate served as intermediate to form urea bond. To monitor reaction progress qualitative test (Kaiser Test) and On-Bead FT-IR spectroscopy were used. The structure of Glutamate-Urea-Lysine (EUK) was confirmed using LC-Mass and 1H-NMR. This novel method successfully applied to synthesize of another urea-based peptide containing a sequence of Glu-Urea-Lys(OMe)-GABA-Tyr-Tyr-GABA and the bifunctional linker hydrazinonicotinamide (HYNIC) as well.
Keywords
PSMA; Glutamate-Urea-Lysine; urea bond; solid phase; Isocyanate
Main Subjects
Medicinal chemistry
Statistics
Article View: 393
PDF Download: 934
Home | Glossary | News | Aims and Scope | Sitemap
Top Top

Statistics

Journal Management System. Designed by sinaweb.