PMID- 23859562 OWN - NLM STAT- MEDLINE DCOM- 20140220 LR - 20130813 IS - 1520-5827 (Electronic) IS - 0743-7463 (Linking) VI - 29 IP - 32 DP - 2013 Aug 13 TI - beta-Amino acid and amino-alcohol conjugation of a nonsteroidal anti-inflammatory drug (NSAID) imparts hydrogelation displaying remarkable biostability, biocompatibility, and anti-inflammatory properties. PG - 10254-63 LID - 10.1021/la401929v [doi] AB - A well-known nonsteroidal anti-inflammatory drug (NSAID), namely, naproxen (Np), was conjugated with beta-alanine and various combinations of amino alcohols and l-alanine. Quite a few bioconjugates, thus synthesized, were capable of gelling pure water, NaCl solution (0.9 wt %), and phosphate-buffered saline (PBS) (pH 7.4). The hydrogels were characterized by rheology and electron microscopy. Hydrogelation was probed by FT-IR and temperature-variable (1)H NMR studies. Single-crystal X-ray diffraction (SXRD) of a nonhydrogelator and a hydrogelator in the series established a useful structure-property (gelation) correlation. MTT assay of the hydrogelators in the mouse macrophage RAW 264.7 cell line showed excellent biocompatibility. The prostaglandin E2 (PGE2) assay of the hydrogelators revealed their anti-inflammatory response, which was comparable to that of the parent NSAID naproxen sodium (Ns). FAU - Majumder, Joydeb AU - Majumder J AD - Department of Organic Chemistry, Indian Association for the Cultivation of Science, 2A & 2B Raja S. C. Mullick Road, Kolkata-700032, India. FAU - Das, Mahua Rani AU - Das MR FAU - Deb, Jolly AU - Deb J FAU - Jana, Siddhartha Sankar AU - Jana SS FAU - Dastidar, Parthasarathi AU - Dastidar P LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't DEP - 20130801 PL - United States TA - Langmuir JT - Langmuir : the ACS journal of surfaces and colloids JID - 9882736 RN - 0 (Amino Acids) RN - 0 (Amino Alcohols) RN - 0 (Anti-Inflammatory Agents, Non-Steroidal) RN - 0 (Biocompatible Materials) RN - 0 (Hydrogels) RN - 0 (Lipopolysaccharides) RN - 82115-62-6 (Interferon-gamma) RN - K7Q1JQR04M (Dinoprostone) SB - IM MH - Amino Acids/*chemistry MH - Amino Alcohols/*chemistry MH - Animals MH - Anti-Inflammatory Agents, Non-Steroidal/chemical synthesis/chemistry/*pharmacology MH - Biocompatible Materials/*chemistry MH - Cell Line MH - Dinoprostone/antagonists & inhibitors/metabolism MH - Dose-Response Relationship, Drug MH - Hydrogels/*chemistry MH - Interferon-gamma/antagonists & inhibitors/metabolism MH - Lipopolysaccharides/antagonists & inhibitors/pharmacology MH - Macrophages/drug effects/metabolism MH - Mice MH - Models, Molecular MH - Molecular Structure MH - Particle Size MH - Surface Properties EDAT- 2013/07/19 06:00 MHDA- 2014/02/22 06:00 CRDT- 2013/07/18 06:00 PHST- 2013/07/18 06:00 [entrez] PHST- 2013/07/19 06:00 [pubmed] PHST- 2014/02/22 06:00 [medline] AID - 10.1021/la401929v [doi] PST - ppublish SO - Langmuir. 2013 Aug 13;29(32):10254-63. doi: 10.1021/la401929v. Epub 2013 Aug 1.