3-Arylidene-5-(4-isobutylphenyl)-2(3H)-furanones: a new series of anti-inflammatory and analgesic compounds having antimicrobial activity

Abstract

An ideal anti-inflammatory drug should have the desired effect in minimum dose with minimum side effects. Antimicrobial actions associated with such agents will be an added advantage as they broaden the spectrum of the compounds. Promising anti-inflammatory and antimicrobial activity together with low ulcerogenic properties of some 2(3H)-furanones, synthesized in our previous study, prompted us to investigate the effect of the isobutyl group on their pharmacological profile. Since compounds 3, 9, 13, and 14 have both anti-inflammatory and analgesic effects in addition to low ulcerogenic incidence, they were selected for investigation of their inhibitory effects on various cyclo-oxygenase enzymes. It was found that they were more selective toward COX-2 enzymes. An MIC of 6.25 microg/mL was recorded for compounds 3, 13, and 14 against S. aureus, E. coli, R. oryza, and P. citrum. The study supports the development of furanone derivatives as potential anti-inflammatory agents with antimicrobial activity.

Investigation of anti‐inflammatory and toxicity effects of mangrove‐derived Streptomyces rochei strain VITGAP173

“…The presence of 2,5‐dihydro‐5‐methoxy‐2‐furanone compound in the crude extract of VITGAP173 either alone or in combination with the other compounds may be responsible for the activity. Furanones are known to possess broad spectrum biological activities including anti‐inflammatory and anticancer properties . The polyketides, actinofuranones A and B produced by marine‐derived Streptomyces strain CNQ766, isolated from Guam, was reported to exhibit activity against mouse splenocyte T cells and macrophages .…”

“…Furanones are known to possess broad spectrum biological activities including anti-inflammatory and anticancer properties. 56,57 The polyketides, actinofuranones A and B produced by marine-derived Streptomyces strain CNQ766, isolated from Guam, was reported to exhibit activity against mouse splenocyte T cells and macrophages. 58 The compounds N- [3-[6-hydroxyhexyl] aminopropyl] aziridine and N- [3hexylaminopropyl] aziridine may contribute to the biological activity assessed in the crude extract of VITGAP173.…”

Solid Wastes of Fruits Peels as Source of Low Cost Broad Spectrum Natural Antimicrobial Compounds- Furanone, Furfural and Benezenetriol.

“…2004;Morten Hentzeret al 2002). The antibacterial potential of furanone has been studied and reported against nosocomial infections (Woo,Sang, Sung et al 2007), against Staphylococcus epidermidis which is one of the most common bacterial isolates from medical devices infections due to biofilm formation (Baveja et al 2004), and also seen to possess anti-inflammatory and analgesic property ( Alam et al 2010). Though there are no direct reports of studies correlating furfural and antimicrobial activity, characterization of some antimicrobial substances from seed coat of Tamarindus indica Linn.…”

Screening of Furanone in Cucurbita melo and Evaluation of its Bioactive Potential Using In Silico Studies

“…There have been reports showing compounds like furanone to be one of the causes of the antimicrobial effects concluding that these aroma compounds may contribute to the same, like 1H furanone and 3H furanone were evident in showing bacteriostatic activity in different media in the work done by Babynin et al [7]. Alam et al [8] demonstrated that the development of some synthesized furanone derivatives as promising antimicrobial as well as anti-inflammatory agents. Furanone is also shown to have role in biofilm inhibition and biofilm resistance in Salmonella enteric [9].…”