2015
DOI: 10.3390/molecules200611219
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Topical Anti-inflammatory Activity of New Hybrid Molecules of Terpenes and Synthetic Drugs

Abstract: Abstract:The aim of the study was to assess changes in the activity of anti-inflammatory terpenes from Chilean medicinal plants after the formation of derivatives incorporating synthetic anti-inflammatory agents. Ten new hybrid molecules were synthesized combining terpenes (ferruginol (1), imbricatolic acid (2) and oleanolic acid (3)) with ibuprofen (4) or naproxen (5). The topical anti-inflammatory activity of the compounds was assessed in mice by the arachidonic acid (AA) and 12-O-tetradecanoyl phorbol 13-ac… Show more

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Cited by 27 publications
(36 citation statements)
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“…Heating oleanolic ketones (3, 4) with hydroxylamine hydrochloride produces the corresponding oleanolate oximes (5, 6) [17]. The spectral data of all the starting compounds (2)(3)(4)(5)(6) were confirmed the data from the literature [16,17,19,20].…”
Section: Starting Oleanolic Acid Derivatives 2-6supporting
confidence: 67%
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“…Heating oleanolic ketones (3, 4) with hydroxylamine hydrochloride produces the corresponding oleanolate oximes (5, 6) [17]. The spectral data of all the starting compounds (2)(3)(4)(5)(6) were confirmed the data from the literature [16,17,19,20].…”
Section: Starting Oleanolic Acid Derivatives 2-6supporting
confidence: 67%
“…Racemic compounds, such as ibuprofen (7), aspirin (8), naproxen (9), and ketoprofen (10) were applied as non-steroidal anti-inflammatory particles ( Figure 2). Inspired by the latest literature reports [4][5][6] as a key modulator of the activity of other biologically-active compounds (NSAIDs), we decided to use the broadly advantageous structure of naturally-occurring 3β-hydroxyolean-12-en-28-oic acid, commonly known as oleanolic acid (1). From a chemical point of view, it belongs to pentacyclic triterpene from the β-amyrine group with five six-membered cycles in the molecule, which offers great powers both as a bioactive molecule and as a carrier for other external activities.…”
Section: Resultsmentioning
confidence: 99%
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“…91 was also found to be highly cytoprotective (IC 50 > 1000 µ M). 70 Acetyl salicylic acid, naproxen, ketoprofen, and ibuprofen were attached to oleanolic acid through iminoester and ester type linkage. These compounds 92-95 were evaluated for activity by prediction of activity spectra for substance (PASS method).…”
Section: Hybrid Molecules Of Nsaids With Terpenesmentioning
confidence: 99%