Triterpenes as uncompetitive inhibitors of α-glucosidase from flowers of <i>Punica granatum</i> L.

Dine, Riham Salah El; Qiong, MA; Kandil, Zeinab A.; El-Halawany, Ali M.

doi:10.1080/14786419.2014.928292

Cited by 22 publications

(12 citation statements)

References 16 publications

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“…The UA was detected as another bioactive compound in the leaf extract of O. canum, which is in concordance with the earlier reports [25,26]. Silva et al,(2008) [27] have shown that UA is detectably present in Ocimum basilicum, which is a triterpenoid and has been described as an antiinflammatory, hepatoprotective, antitumoral and antidiabetic agent [28]. Further, UA has been reported as an uncompetitive inhibitor of α-glucosidase [29].…”

Section: Discussionsupporting

confidence: 80%

EVALUATION OF Α-Glucosidase INHIBITORY POTENTIAL OF METHANOLIC LEAF EXTRACT OF OCIMUM CANUM

Smita

2018

Int J Pharm Pharm Sci

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Objective: The present investigation was designed to study the inhibitory effects of methanolic leaf extract of Ocimum canum (O. canum) on α-glucosidase using in vitro model followed by an assessment of bioactive compounds. Methods:The methanolic leaf extract was prepared by Soxhlet extraction method and partially purified by thin layer chromatography (TLC). Each band was subjected to α-glucosidase inhibition study. The positive bands were further characterized by high-performance liquid chromatography (HPLC) and quadrupole time of flight (Q-TOF) micro mass spectrometer.Results: Out of the several combinations of solvent systems, toluene, ethyl acetate and formic acid combination in the ratio of 7:2:1 revealed 5 bands on the TLC sheet. Among all the TLC bands, 2 bands (band A and B) showed the significant inhibitory effect on α-glucosidase activity. HPLC analysis of band A and B revealed the presence of two important polyphenolic compounds, namely rosmarinic acid (RA) and ursolic acid (UA). Q-TOF micromass spectrometer analysis revealed the percentage availability of RA, caffeic acid, tartaric acid, quercetin and other polyphenolic components in the bioactive bands. Conclusion:The study revealed that methanolic leaf extract of O. canum exhibits potent inhibition of α-glucosidase activity. Inhibition of α-glucosidase activity might be attributed to the presence of the polyphenolic compounds like RA and UA. Therefore, this finding can lead to the development of natural α-glucosidase inhibitors by the O. canum leaf extract.

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Section: Discussionsupporting

confidence: 80%

EVALUATION OF Α-Glucosidase INHIBITORY POTENTIAL OF METHANOLIC LEAF EXTRACT OF OCIMUM CANUM

Smita

2018

Int J Pharm Pharm Sci

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“…Although the various phytoconstituents (e.g. punicalagin, quercetin, kaempferol, ursolic acid) whose enzyme‐inhibiting effects are reported were obtained from plant species other than T. catappa , such as Pomegranate ( Punica granatum Linn), Phyllanthus amarus and Agrimonia Pilosa Ledeb, as the same constituents are also present in T. catappa , identical results are expected. Nonetheless, experimental research on the same constituents extracted from T. catappa is still needed to be conducted to validate the same.…”

Section: Mechanisms For Antidiabetic Actions Of Terminalia Catappamentioning

confidence: 84%

“…However, their effect on pancreatic rat α‐glucosidase was quite weak while inhibition of porcine pancreatic α‐amylase was highly efficacious . The pentacyclic triterpenoid (ursolic acid) inhibits both α‐glucosidase and α‐amylase . Studies conducted to investigate the mechanism behind these inhibitory effects concluded that flavonoids and triterpenoids compete with these enzymes for substrates.…”

Section: Mechanisms For Antidiabetic Actions Of Terminalia Catappamentioning

confidence: 99%

Proposed mechanisms of Terminalia catappa in hyperglycaemia and associated diabetic complications

Behl

Kotwani

2017

Journal of Pharmacy and Pharmacology

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Objectives Terminalia catappa has shown potent antidiabetic activity in the past; however, the exact molecular mechanisms by which it acts have not been elucidated. This review aims at exploring several hypotheses which have been proposed to explain its mechanism of action, including reduction in oxidative stress, inflammation, angiogenesis, lipid profile correction and direct hypoglycaemic actions. Methods A thorough review of all the articles, research as well as reviews, available regarding the concerned topic was performed. MEDLINE databases were searched using keywords (and their combinations), such as T. catappa, renin oxidative stress, inflammation, angiogenesis, diabetic retinopathy, a-glucosidase and a-amylase, among several others. English-language articles were preferably selected. Key findings Apart from metabolic dysfunctions, several hyperglycaemiainduced pathological conditions come into scene as the after-effects of diabetes. These mainly include inflammation, oxidative stress, angiogenesis and lipid profile alteration, which ultimately result in vascular endothelial dysfunction, hepatic steatosis, lipid peroxidation and apoptosis of endothelial, hepatic and neuronal cells. Terminalia catappa effectively attenuates the progression of diabetic retinopathy and shows significant hypoglycaemic actions. The mechanisms behind these effects were explained. Conclusion Terminalia catappa may provide an effective natural product to treat hyperglycaemia and prevent subsequent diabetic complications.

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“…2012 ) and UA and OA isolated from flowers of Punica granatum L. (IC 50 39.0 and 35.0 μM, respectively) (Salah El Dine et al. 2014 ). In the present study UA and OA were recovered together during purification.…”

Section: Discussionmentioning

confidence: 99%

Bioassay-guided fractionation and identification of α-amylase inhibitors from Syzygium cumini leaves

Poongunran

Perera

Jayasinghe

et al. 2016

Pharmaceutical Biology

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Context: Pancreatic α-amylase and α-glucosidase inhibitors serve as important strategies in the management of blood glucose. Even though Syzygium cumini (L.) Skeels (Myrtaceae) (SC) is used extensively to treat diabetes; scientific evidence on antidiabetic effects of SC leaves is scarce. Objective: SC leaf extract was investigated for α-amylase inhibitory effect and continued with isolation and identification of α-amylase inhibitors. Materials and methods: Bioassay-guided fractionation was conducted using in vitro α-amylase inhibitory assay (with 20–1000 μg/mL test material) to isolate the inhibitory compounds from ethyl acetate extract of SC leaves. Structures of the isolated inhibitory compounds were elucidated using 1H NMR and 13C NMR spectroscopic analysis and direct TLC and HPLC comparison with authentic samples. Study period was from October 2013 to October 2015. Results: An active fraction obtained with chromatographic separation of the extract inhibited porcine pancreatic α-amylase with an IC50 of 39.9 μg/mL. Furthermore, it showed a strong inhibition on α-glucosidase with an IC50 of 28.2 μg/mL. The active fraction was determined to be a 3:1 mixture of ursolic acid and oleanolic acid. Pure ursolic acid and oleanolic acid showed IC50 values of 6.7 and 57.4 μg/mL, respectively, against α-amylase and 3.1 and 44.1 μg/mL respectively, against α-glucosidase. Discussion and conclusions: The present study revealed strong α-amylase and α-glucosidase inhibitory effects of ursolic acid and oleanolic acid isolated from SC leaves for the first time validating the use of SC leaves in antidiabetic therapy.

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Triterpenes as uncompetitive inhibitors of α-glucosidase from flowers of Punica granatum L.

Cited by 22 publications

References 16 publications

EVALUATION OF Α-Glucosidase INHIBITORY POTENTIAL OF METHANOLIC LEAF EXTRACT OF OCIMUM CANUM

EVALUATION OF Α-Glucosidase INHIBITORY POTENTIAL OF METHANOLIC LEAF EXTRACT OF OCIMUM CANUM

Proposed mechanisms of Terminalia catappa in hyperglycaemia and associated diabetic complications

Bioassay-guided fractionation and identification of α-amylase inhibitors from Syzygium cumini leaves

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