Anti-trypanosomal activity of 1,2,3,4,6-penta-O-galloyl-&amp;#946; -D-glucose isolated from Plectranthus barbatus Andrews (Lamiaceae)

Santos, Roberta Tancredi dos; Hiramoto, Liliane Lumi; Lago, João Henrique G.; Sartorelli, Patrı́cia; Tempone, André G.; Pinto, Érika G.

doi:10.1590/s0100-40422012001100025

Cited by 12 publications

(7 citation statements)

References 27 publications

(36 reference statements)

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“…Additionally, although Plectranthus barbatus was only indicated for digestive problems by participants, a review of the species [69] mentions pharmacological actions, including hypotensive, positive-inotropic actions, cardiovascular, bronchodilator, activation of adelilatocyclase, inhibition of platelet aggregation (anti-metastasis), antitumor, anti-inflammatory and anti-nociceptive. Another study [70] identified in vitro anti-transpanosomal activity and a brief literature review revealed it has antioxidant, antimicrobial, antifungal, and anti-acetylcholinesterase activities. Furthermore, another study [71] referred to this species’ potential antimalarial action.…”

Section: Resultsmentioning

confidence: 99%

Plants used by the rural community of Bananal, Mato Grosso, Brazil: Aspects of popular knowledge

et al. 2019

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Studies in rural communities are important to maintain popular knowledge between generations, as well as to identify new species for pharmaceutical production. Thus, the objectives of this study were to determine which plant species the rural community of Bananal, Mato Grosso, Brazil, uses by calculating the levels of fidelity and concordance regarding species uses among residents and to determine if there is a relationship between the number of known useful plants and levels of education, age, and residence time. Ethnobotanical data was collected from residents of the community through semi-structured interviews in January/December/2016. Species diversity was calculated using Shannon-Wiener, Level of Fidelity (LF), Correction Factor, and the Percentage of Agreement regarding the Main Uses (AMU). Statistical tests were performed using generalized linear models (GLM) in the R environment. The plant use indications were grouped according to the International Classification of Diseases and Related Health Problems (ICD 10). We found 152 species belonging to 130 genera and 67 families. The most frequently used plant parts were leaves, and decoction was the most frequent preparation mode. Strychnos pseudoquina was the species with the highest amount of use indications. The diversity index was 4.5 nats/ind-1. The body system with the most citations was the code XVIII of ICD 10, corresponding to the species: alfavaca, mentraste, terramicina, angelim, fedegoso. Medicinal species with AMU values higher than 25% were: Strychnos pseudoquina, Plectranthus barbatus, Citrus sinensis cv. pera, Cymbopogon citratus. There was a relationship between the number of useful plants and the residence time of the participants. The Bananal community revealed high species richness and the relationship of knowledge showed that the older the residents and the longer their residence time in the community, the more knowledge they acquired.

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Section: Resultsmentioning

confidence: 99%

Plants used by the rural community of Bananal, Mato Grosso, Brazil: Aspects of popular knowledge

et al. 2019

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“…1, 2, 3, 4, 6-Penta- O -galloyl- β -D-glucoside ( 1 ): maple powder; 1 H and 13 C NMR data matched literature values [ 14 ].…”

Section: Methodsmentioning

confidence: 53%

“…Based on the activity results of extract and all fractions, dichloromethane, ethyl acetate, and n -butanol fractions were applied to further isolation and purification by chromotography on Sephadex LH-20 column, silica gel column, ODS, and preparative TLC, as well as semipreparative HPLC, et al Finally, 17 compounds were obtained. Their structures were identified as 1, 2, 3, 4, 6-penta- O -galloyl- β -D-glucoside ( 1 ) [ 14 ], 1, 2, 3, 4, 6-penta- O -galloyl- α -D-glucoside ( 2 ) [ 15 ], 1, 2, 3, 6-tetra- O -galloyl- β -D-glucoside ( 3 ) [ 16 ], 1- O -(3, 4, 5-trihydroxybenzoyl)- β -D-glucoside ( 4 ) [ 17 ], methyl galate ( 5 ) [ 18 ], gallic acid ( 6 ) [ 39 ], 3,4-dihydroxybenzoic acid ( 7 ) [ 19 ], 4-hydroxybenzoic acid ( 8 ) [ 20 ], 1-glycerol gallate ( 9 ) [ 21 ], ethyl gallate ( 10 ) (H. [ 22 ]), ferulic acid ( 11 ) [ 23 ], caffeic acid ( 12 ) [ 24 ], quercetin ( 13 ) [ 25 ], genistein ( 14 ) [ 26 ], gallocatechin ( 15 ) [ 27 ], epicatechin ( 16 ) (M. [ 28 ]), and hexyl- β -D-glucoside ( 17 ) [ 29 ] by comparing their NMR spectroscopic data with data reported in the above references. Compounds 2 , 9 , 15 , and 17 were isolated from the genus Mangifera for the first time.…”

Section: Resultsmentioning

confidence: 99%

Antioxidant and α-Glucosidase Inhibitory Activities Guided Isolation and Identification of Components from Mango Seed Kernel

Yang

Chen

Liu

et al. 2020

Oxidative Medicine and Cellular Longevity

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In the present study, petroleum ether, dichloromethane, ethyl acetate, and n-butanol fractions of mango seed kernel exhibited different degrees of antioxidant and α-glucosidase inhibitory activity. Thus, quantitative and qualitative analysis of the petroleum ether fraction was conducted by GC-MS. Among identified components, four unsaturated fatty acids had never been reported in natural products before, together with 19 known components. In addition, 17 compounds were isolated and elucidated from other active fractions. Compounds 2, 9, 15, and 17 were isolated for the first time from Mangifera genus. Compounds 1 and 2 exhibited prominent DPPH radical scavenging and α-glucosidase inhibitory effects. In order to further explore their mechanism of α-glucosidase inhibition, their enzyme kinetics and in silico modeling experiments were performed. The results indicated that 1 inhibited α-glucosidase in a noncompetitive manner, whereas 2 acted in a competitive manner. In molecular docking, the stability of binding was enhanced by π-π T-shaped, π-alkyl, π-π stacked, hydrogen bond, and electrostatic interactions. Thus, compounds 1 and 2 were determined to be new potent antioxidant and α-glucosidase inhibitors for preventing food oxidation and enhancing hypoglycemic activity.

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“…Several reports highlighted the in vitro efficacy of some flavonoid compounds against T. brucei [19]. Moreover, penta-O-galloyl-β-D-glucose was revealed to have in vitro anti-trypanosomal activity [48]. Furthermore, gallic acid was cited to exert its effect on T. brucei via iron chelation that caused structural and morphological changes and stopping the cell cycle [49].…”

Section: Docking Study For Anti-trypanosomal Activitymentioning

confidence: 99%

Digalloyl Glycoside: A Potential Inhibitor of Trypanosomal PFK from Euphorbia abyssinica J.F. Gmel

El‐Hawary

Mohammed

Lithy

et al. 2022

Plants

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Human African trypanosomiasis is an endemic infectious disease caused by Trypanosoma brucei via the bite of tsetse-fly. Most of the drugs used for the treatment, e.g., Suramin, have shown several problems, including the high level of toxicity. Accordingly, the discovery of anti-trypanosomal drugs from natural sources has become an urgent requirement. In our previous study on the anti-trypanosomal potential of Euphorbia species, Euphorbia abyssinica displayed significant anti-trypanosomal activity. Therefore, a phytochemical investigation of the methanolic extract of E. abyssinica was carried out. Twelve compounds, including two triterpenes (1, 2); one sterol-glucoside (4); three ellagic acid derivatives (3, 9, 11); three gallic acid derivatives (5, 6, 10); and three flavonoids (7, 8, 12), were isolated. The structures of isolated compounds were determined through different spectroscopic techniques. Compound (10) was obtained for the first time from genus Euphorbia while all other compounds except compound (4), were firstly reported in E. abyssinica. Consequently, an in silico study was used to estimate the anti-trypanosomal activity of the isolated compounds. Several compounds displayed interesting activity where 1,6-di-O-galloyl-d-glucose (10) appeared as the most potent inhibitor of trypanosomal phosphofructokinase (PFK). Moreover, molecular dynamics (MD) simulations and ADMET calculations were performed for 1,6-di-O-galloyl-d-glucose. In conclusion, 1,6-di-O-galloyl-d-glucose revealed high binding free energy as well as desirable molecular dynamics and pharmacokinetic properties; therefore, it could be suggested for further in vitro and in vivo studies for trypanosomiasis.

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Anti-trypanosomal activity of 1,2,3,4,6-penta-O-galloyl-β -D-glucose isolated from Plectranthus barbatus Andrews (Lamiaceae)

Cited by 12 publications

References 27 publications

Plants used by the rural community of Bananal, Mato Grosso, Brazil: Aspects of popular knowledge

Plants used by the rural community of Bananal, Mato Grosso, Brazil: Aspects of popular knowledge

Antioxidant and α-Glucosidase Inhibitory Activities Guided Isolation and Identification of Components from Mango Seed Kernel

Digalloyl Glycoside: A Potential Inhibitor of Trypanosomal PFK from Euphorbia abyssinica J.F. Gmel

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