A supramolecular topical gel derived from a non-steroidal anti-inflammatory drug, fenoprofen, is capable of treating skin inflammation in mice. Issue 8 (2nd January 2015)

• Record Type: Journal Article
• Authors: Majumder, Joydeb; Yedoti, Pavani; Dastidar, Parthasarathi
• Is Part Of: Organic & biomolecular chemistry. Volume 13:Issue 8(2015)
• Page Start: 2300
• Page End: 2309
• Publication Date: 2015-01-02
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c4ob02344g
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A small β-dipeptide functionalized fenoprofen bioconjugate forms supramolecular gel with menthol containing methylsalicylate solvent. The resulting gel shows topical self-delivery application in treating imiquimod induced skin inflammation in mice. Abstract : A new series of bioconjugates derived from a non-steroidal anti-inflammatory drug (NSAID), namely fenoprofen, has been synthesised by amidation with various biogenic molecules such as β-alanine, aminocaproic acid and tyramine with the aim of converting the NSAID into a supramolecular gelator for plausible biomedical applications. One such bioconjugate (2 ) showed gelation ability with methylsalicylate (MS) and 1% menthol in methyl salicylate (MMS) solvents. These gels were characterized by table top rheology, high resolution-transmission electron microscopy (HR-TEM) and dynamic rheology. Gelator2 was found to be biostable both in proteolytic enzymes and in blood serum of BALB/c mouse under physiological conditions. It was also found to be biocompatible, as revealed by the methyl thiazolyldiphenyl tetrazolium bromide (MTT) assay in mouse macrophage RAW 264.7 and mouse myoblast C2C12 cells. The anti-inflammatory response (prostaglandin E2 assay, denoted PGE2 assay) of2 was comparable to that of the parent drug fenoprofen calcium salt. Finally, a topical gel formulation of2 displayed in vivo self-delivery application in treating imiquimod (IMQ) induced skin inflammation in BALB/c mice.