Polyvinylpyrrolidone–drug conjugate: synthesis and release mechanism
Publication type: Journal Article
Publication date: 2004-01-01
scimago Q1
wos Q1
SJR: 2.470
CiteScore: 19.4
Impact factor: 11.5
ISSN: 01683659, 18734995
PubMed ID:
14684274
Pharmaceutical Science
Abstract
Covalent conjugates of polyvinylpyrrolidone (PVP) with para-nitroaniline (PNA) were synthesized as a model PVP-drug conjugate, and PNA release was evaluated in vitro. Pyrrolidone ring opening with subsequent t-BOC protection of the pyrrolidone nitrogen and reaction with PNA in methylene chloride (CH2Cl2) produced a PVP-PNA conjugate with 3% of the pyrrolidone groups modified. Rates of PNA release from N-deprotected conjugates were twofold greater than those that were N-protected, indicating participation of the pyrrolidone N in release. Additional studies with monomeric analogs supported intramolecular base catalysis rather than lactam formation as the mechanism of this involvement. The approach serves as a prototype for the conjugation of other drugs with primary and secondary amine functional groups with PVP, including peptides and proteins.
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114
Total citations:
114
Citations from 2025:
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(3.51%)
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D'Souza A. J. M., Schowen R. L., Topp E. M. Polyvinylpyrrolidone–drug conjugate: synthesis and release mechanism // Journal of Controlled Release. 2004. Vol. 94. No. 1. pp. 91-100.
GOST all authors (up to 50)
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D'Souza A. J. M., Schowen R. L., Topp E. M. Polyvinylpyrrolidone–drug conjugate: synthesis and release mechanism // Journal of Controlled Release. 2004. Vol. 94. No. 1. pp. 91-100.
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RIS
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TY - JOUR
DO - 10.1016/j.jconrel.2003.09.014
UR - https://doi.org/10.1016/j.jconrel.2003.09.014
TI - Polyvinylpyrrolidone–drug conjugate: synthesis and release mechanism
T2 - Journal of Controlled Release
AU - D'Souza, Ajit Joseph M.
AU - Schowen, Richard L
AU - Topp, Elizabeth M.
PY - 2004
DA - 2004/01/01
PB - Elsevier
SP - 91-100
IS - 1
VL - 94
PMID - 14684274
SN - 0168-3659
SN - 1873-4995
ER -
Cite this
BibTex (up to 50 authors)
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@article{2004_D'Souza,
author = {Ajit Joseph M. D'Souza and Richard L Schowen and Elizabeth M. Topp},
title = {Polyvinylpyrrolidone–drug conjugate: synthesis and release mechanism},
journal = {Journal of Controlled Release},
year = {2004},
volume = {94},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/j.jconrel.2003.09.014},
number = {1},
pages = {91--100},
doi = {10.1016/j.jconrel.2003.09.014}
}
Cite this
MLA
Copy
D'Souza, Ajit Joseph M., et al. “Polyvinylpyrrolidone–drug conjugate: synthesis and release mechanism.” Journal of Controlled Release, vol. 94, no. 1, Jan. 2004, pp. 91-100. https://doi.org/10.1016/j.jconrel.2003.09.014.