Gastroprotective and ulcer-healing activity of oleanolic acid derivatives: In vitro–in vivo relationships

Sánchez, Marianela; Theoduloz, Cristina; Schmeda-Hirschmann, Guillermo; Razmilic, Iván; Yáñez, Tania; Rodrı́guez, Jaime A.

doi:10.1016/j.lfs.2006.03.044

Cited by 65 publications

(47 citation statements)

References 32 publications

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“…Oleanolic acid (3) was isolated from the aerial parts of Fabiana imbricata Ruiz et Pav. (Solanaceae) and the procedure is described in [30]. The physical constants and spectroscopic data of compounds 1-3 are in full agreement with literature data.…”

Section: Starting Compounds 1-5supporting

confidence: 72%

“…The physical constants and spectroscopic data of compounds 1-3 are in full agreement with literature data. Detailed protocols for the isolation and purification are described in [1,6,29,30]. The compounds used for the synthesis were of purity higher than 95% as determined by NMR analysis and co-chromatography with pure standards obtained from the same plants.…”

Section: Starting Compounds 1-5mentioning

confidence: 99%

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Topical Anti-inflammatory Activity of New Hybrid Molecules of Terpenes and Synthetic Drugs

et al. 2015

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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-acetate (TPA) induced ear edema assays. Basal cytotoxicity was determined towards human lung fibroblasts, gastric epithelial cells and hepatocytes. At 1.4 µmol/mouse, a strong anti-inflammatory effect in the TPA assay was observed for oleanoyl ibuprofenate 12 (79.9%) and oleanoyl ibuprofenate methyl ester 15 (80.0%). In the AA assay, the best activity was observed for 12 at 3.2 µmol/mouse, with 56.8% reduction of inflammation, in the same range as nimesulide (48.9%). All the OPEN ACCESSMolecules 2015, 20 11220 terpenyl-synthetic anti-inflammatory hybrids showed better effects in the TPA assay, with best activity for 6, 12 and 15. The cytotoxicity of the compounds 8 and 10 with a free COOH, was higher than that of 2. The derivatives from 3 were less toxic than the triterpene. Several of the new compounds presented better anti-inflammatory effect and lower cytotoxicity than the parent terpenes.

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Section: Starting Compounds 1-5supporting

confidence: 72%

Section: Starting Compounds 1-5mentioning

confidence: 99%

Topical Anti-inflammatory Activity of New Hybrid Molecules of Terpenes and Synthetic Drugs

et al. 2015

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“…Ulcerative lesions have been detected histopathologically based on severe focal extensive superficial epithelial damage, desquamation of focal epithelium, focal hemorrhages/congestions, inflammatory cell infiltration, and necrosis of gastric glands and on the fundus after treatment with the HCl/EtOH mixture (Horiuchi, Wachi, & Seyama, 2010; Oyagi et al., 2010; Sánchez et al., 2006; Yesilada & Gurbuz, 2010). Changes in the histopathological images have been used as a valuable criteria index to confirm the gastroprotective effects of various candidates including medicinal herbs (Graziani et al., 2005; Oyagi et al., 2010; Yesilada & Gurbuz, 2010).…”

Section: Discussionmentioning

confidence: 99%

Protective effects of a triple‐fermented barley extract (FBe) against HCl/EtOH‐induced gastric mucosa damage in mice

Lim¹,

Song

Park

et al. 2018

Food Science & Nutrition

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This study was designed to observe the possible protective effects of a triple‐fermented barley (Hordeum vulgare L.) extract (FBe) obtained by saccharification and using Saccharomyces cerevisiae and Weissella cibaria in alleviating gastric damage induced by a hydrochloric acid (HCl) and ethanol (EtOH) mixture in mice. After oral administration of FBe (300, 200, and 100 mg/kg) followed by 1 hr before and after the single treatment of HCl/EtOH (H/E) mixture, the hemorrhagic lesion scores, histopathology of the stomach, gastric nitrate/nitrite content, lipid peroxidation, and antioxidant defense systems including catalase and superoxide dismutase activities were observed. Following a single oral treatment of H/E‐induced gastric damages as measured by hemorrhagic gross lesions and histopathological gastric, ulcerative lesions were significantly and dose‐dependently (p < 0.01 or p < 0.05) inhibited in mice, when all three different doses of FBe were administered as compared to those in H/E control mice. In particular, FBe also increased gastric nitrate/nitrite content and strengthened the antioxidant defense, with a decrease in the level of gastric lipid peroxidation, but increased the activities of CAT and SOD. Moreover, the effects of FBe are comparable to that of ranitidine, a reference drug. The obtained results suggest that this fermented barley extract prevented mice from H/E‐induced gastric mucosal damages through the suppression of inflammatory responses and oxidative stress‐responsive free radicals. Thus, FBe can be useful to treat patients suffering from gastric mucosal disorders as a potent food supplement, and thereby, it would increase the necessity of application in the food industry.

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“…Also, growth factors stimulated prostaglandin production in rat endometrial cells through a mechanism that involves an increase in cyclooxygenase activity (Bany & Kennedy, 1995). Moreover, previous studies (Matsuda et al 2002;Sánchez et al 2006), including that conducted by our group (Silva et al, 2009), reported that endogenous prostaglandins are involved in the protective effect of different natural or semi-synthetic terpenes. In addition, other mediators such as nitric oxide (NO), calcitonin gene related peptide (CGRP) as well as some hormones including gastrin and cholecystokinin (CCK), ghrelin, leptin and gastrin-releasing peptide (GRP) have been also found to protect gastric mucosa against the damage induced by corrosive substances.…”

Section: Epithelial "Barrier"mentioning

confidence: 89%

Gastric Ulcer Etiology

Silva¹,

Sousa²

2011

Peptic Ulcer Disease

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Gastroprotective and ulcer-healing activity of oleanolic acid derivatives: In vitro–in vivo relationships

Cited by 65 publications

References 32 publications

Topical Anti-inflammatory Activity of New Hybrid Molecules of Terpenes and Synthetic Drugs

Topical Anti-inflammatory Activity of New Hybrid Molecules of Terpenes and Synthetic Drugs

Protective effects of a triple‐fermented barley extract (FBe) against HCl/EtOH‐induced gastric mucosa damage in mice

Gastric Ulcer Etiology

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