Synthesis of peptide-diazeniumdiolate conjugates: towards enzyme activatedantitumor agents

Authors
Tang, XP Xian, M Trikha, M Honn, KV Wang, PG
Citation
Xp. Tang et al., Synthesis of peptide-diazeniumdiolate conjugates: towards enzyme activatedantitumor agents, TETRAHEDR L, 42(14), 2001, pp. 2625-2629
Citations number
31
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
14
Year of publication
2001
Pages
2625 - 2629
Database
ISI
SICI code
0040-4039(20010402)42:14<2625:SOPCTE>2.0.ZU;2-K
Abstract
The development of NO donors with site-specific and time-controlled propert ies is of great interest. We have designed a novel prodrug class as possibl e agents against metastatic prostate cancer by coupling a diazeniumdiolate to the terminal carboxyl groups of amino acids or peptides, such as Ser-Ser -Tyr-Tyr, Ser-Ser-Phe-Tyr, and Gly-Ile-Ser-Ser-Phe-Tyr. These prodrugs can be activated by alpha -chymotrypsin or prostate specific antigen and are po tentially potent compounds for prostatic cancer. (C) 2001 Published by Else vier Science Ltd.