Chemical constituents from Diospyros fragrans Gürke (Ebenaceae)

Tameye, Nathalie S. Jouwa; Akak, Carine Mvot; Tabekoueng, Georges Bellier; Mkounga, Pierre; Bitchagno, Gabin Thierry M.; Lenta, Bruno Ndjakou; Sewald, Norbert; Nkengfack, Augustin E.

doi:10.1016/j.bse.2021.104373

Cited by 5 publications

(5 citation statements)

References 43 publications

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“…The research by Tameye [17], which detailed the extraction and isolation of pure compounds in various parts (leaves, stem bark, and twigs) of Diospyros gilletii, led to the identification of seven coumarins: 11-O-(E)-cinnamoylnorbergenin (1) (leaves), 4-O-p-hydroxybenzoylnorbergenin (2), 4-Ogalloylnorbergenin (3), norbergenin (4) (leaves, stem bark, and twigs), a per-acetylated derivative of 4-O-p-hydroxybenzoylnorbergenin (5), a per-allylated derivative of 4-O-phydroxybenzoylnorbergenin (6) (stem bark), and 11-O-p-hydroxybenzoylnorbergenin (7) (twigs) (Figure S1, Supplementary Materials); three pentacyclic triterpene acids: ursolic acid (8), ursolic acid 28-allyle (9) (leaves), and corosolic acid (10) (leaves and twigs); and five pentacyclic triterpenoids: lupeol (11) (leaves, stem bark, and twigs), betulin (12) (leaves and twigs), betulinic acid (13) (leaves and stem bark), oleanolic acid (14) (leaves), and rotundic acid (15) (twigs) (Figure S2, Supplementary Materials). Compounds 8, 10, 11, 13, and 14 were also identified in Diospyros fragrans by the same research group [18]. Furthermore, previous studies by Mallavadhani et al [19] have shown that Diospyros plants afford an incredible amount of naphthoquinones, which can be used as a baseline for taxonomic studies of this plant.…”

Section: Introductionmentioning

confidence: 83%

“…One such plant is Diospyros gilletii, which contains several compounds that were found to inhibit the growth of Gram-positive (Bacillus subtilis DSMZ 704, Micrococcus luteus DSMZ 1605, Staphylococcus warneri DSMZ 20036) and Gram-negative (Escherichia coli DSMZ 1058 and Pseudomonas agarici DSMZ 11810) bacteria [14]. As a matter of fact, the chemistry of Diospyros gilletii and other Diospyros species has been studied and reported by several authors [14][15][16][17][18]. The research by Tameye [17], which detailed the extraction and isolation of pure compounds in various parts (leaves, stem bark, and twigs) of Diospyros gilletii, led to the identification of seven coumarins: 11-O-(E)-cinnamoylnorbergenin (1) (leaves), 4-O-p-hydroxybenzoylnorbergenin (2), 4-Ogalloylnorbergenin (3), norbergenin (4) (leaves, stem bark, and twigs), a per-acetylated derivative of 4-O-p-hydroxybenzoylnorbergenin (5), a per-allylated derivative of 4-O-phydroxybenzoylnorbergenin (6) (stem bark), and 11-O-p-hydroxybenzoylnorbergenin (7) (twigs) (Figure S1, Supplementary Materials); three pentacyclic triterpene acids: ursolic acid (8), ursolic acid 28-allyle (9) (leaves), and corosolic acid (10) (leaves and twigs); and five pentacyclic triterpenoids: lupeol (11) (leaves, stem bark, and twigs), betulin (12) (leaves and twigs), betulinic acid (13) (leaves and stem bark), oleanolic acid (14) (leaves), and rotundic acid (15) (twigs) (Figure S2, Supplementary Materials).…”

Section: Introductionmentioning

confidence: 99%

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Anti-Shigellosis Activity and Mechanisms of Action of Extracts from Diospyros gilletii Stem Bark

Nguelo Talla,

Madiesse Kemgne,

Ngouana

et al. 2024

DDC

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Shigellosis is a pathological condition that affects the digestive system and possibly causes diarrhoea. Shigella species, which are responsible for this disease, are highly contagious and spread through contaminated food and water. The increasing development of resistance by Shigella species necessitates the urgent need to search for new therapies against diarrhoea-causing shigellosis. The scientific validation of medicinal plants, such as Diospyros gilletii, which is used for the traditional treatment of diarrhoeal conditions is worthwhile. The present study aims to investigate the antibacterial activity of extracts from D. gilletii against selected Shigella species. Extracts from D. gilletii stem bark were prepared by maceration using various solvents. The antibacterial activity of D. gilletii extracts was evaluated in Shigella dysenteriae, S. flexneri, S. boydii, and S. sonnei using a microdilution method, whereas a cytotoxicity test was performed on Vero and Raw cells using resazurin-based colorimetric assays. Bacterial membrane-permeability studies were evaluated using propidium iodide (PI)- and 1-N-phenyl-naphthylamine (NPN)-uptake assays, whereas inhibition and eradication tests on bacterial biofilms were carried out by spectrophotometry. As a result, methanol, ethanol and hydroethanol (water: ethanol; 30:70, v/v) extracts of D. gilletii inhibited the growth of S. boydii, S. flexneri and S. sonnei, with minimum inhibitory concentration (MIC) values ranging from 125 to 500 µg/mL, without toxicity to Vero and Raw cells. Time-kill kinetics revealed bactericidal orientation at 2 MIC and 4 MIC and a bacteriostatic outcome at 1/2 MIC. The mechanistic basis of antibacterial action revealed that D. gilletii extracts inhibited and eradicated Shigella biofilms and promoted the accumulation of NPN and PI within the inner and outer membranes of bacteria to increase membrane permeability, thereby causing membrane damage. This novel contribution toward the antibacterial mechanisms of action of D. gilletii extracts against Shigella species substantiates the use of this plant in the traditional treatment of infectious diarrhoea.

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Section: Introductionmentioning

confidence: 83%

Section: Introductionmentioning

confidence: 99%

Anti-Shigellosis Activity and Mechanisms of Action of Extracts from Diospyros gilletii Stem Bark

Nguelo Talla,

Madiesse Kemgne,

Ngouana

et al. 2024

DDC

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“…The antioxidant mechanism for cupric reducing power of ethyl acetate and ethanol residue extracts might be caused by the high level of phenolic compounds that act as electron donors. Tameye et al (2020) and Tameye et al (2022) isolated napthalenone and norbergenin derivatives with good antioxidant activity. To the authors' knowledge, this is the first study on the Cupric-Reducing Antioxidant Capacity (CUPRAC) of three Diospyros species collected from East Kalimantan.…”

Section: Cupric Reducing Antioxidant Capacity (Cuprac)mentioning

confidence: 99%

“…According to reports, triterpene, coumarin, naphthoquinone, and other phenolic chemicals have all been found in Diospyros species. They are also recognized for their anti-inflammatory, antipyretic, antifungal, antioxidant, and antiplasmodial properties (Khan et al 2016;Sulub-Tun et al 2020;Tameye et al 2020;du Preez-Bruwer et al 2022;Tameye et al 2022;Mujawah et al 2023). Therefore, these methods inspired the authors to search and apply Diospyros sp.…”

Section: Introductionmentioning

confidence: 99%

Phytochemical analysis in conjunction with in vitro a-glucosidase inhibitory and antioxidant activities of three Diospyros species from East Kalimantan, Indonesia

RAMADHAN,

ROSYIDAH,

FIRDAUS

et al. 2023

Biodiversitas

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Abstract. Ramadhan R, Rosyidah N, Firdaus YFH, Kurnia IT, Lestari DA, Phontree K, Phuwapraisirisan P, Riyadi L, Rahman A, Abdulgani N, Maretna SA, Fadhila KN. 2023. Phytochemical analysis in conjunction with in vitro a-glucosidase inhibitory and antioxidant activities of three Diospyros species from East Kalimantan, Indonesia. Biodiversitas 24: 4783-4790. Locals who live in forested areas have long relied on Non-Timber Forest Products (NTFPs) for their traditional ceremonies, food, and medicine. As non-timber forest products, medicinal plants are of interest since they are used by locals in East Kalimantan regions, Indonesia, for local traditional medicine. In the search for new potential antidiabetics and antioxidants created from natural resources, the authors concentrated on medicinal plants traditionally used in East Kalimantan and ethnopharmacological data. The purpose of this study is to evaluate the dual roles of non-timber forest products, such as three Diospyros L. species, in a-glucosidase inhibition, antioxidant (free radical scavenging activity against DPPH and ABTS), and CUPRAC in-vitro activities. This study showed that the strongest a-glucosidase inhibitory activity was found in ethyl acetate and ethanol residue extracts of Diospyros celebica Bakh., with IC50 values of 4.5804±0.14 ug/mL and 3.8236±0.19 ug/mL respectively, which were more potent than quercetin as a positive standard. Additionally, the antioxidant test revealed that leaf extracts of three Diospyros species from East Kalimantan are excellent sources of natural antioxidants, as demonstrated by the SC50 values. The findings of this study support and validate the use of leaf extracts of three Diospyros species in traditional East Kalimantan medicine.

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“…Biological studies acknowledge the involvement of the plant saponins and polysaccharides in the immunomodulating inhibition of Helicobacter pylori , cancer cell viability, apoptosis, and ROS production properties of the plant roots [ 14 , 15 , 16 , 17 , 19 ]. Within the frame of the ongoing research project on the search for taxa with antibacterial and antiparasitic activities from Cameroonian rain forests and pharmacopeia [ 20 , 21 , 22 ], we undertook a phytochemical investigation and antibacterial screening of the whole plant of V. kotschyana . Four hitherto unknown stigmastane-type steroids ( 1 – 4 ) alongside the antibacterial activities of the extract, fractions, and compounds are herein reported.…”

Section: Introductionmentioning

confidence: 99%

Polyoxygenated Stigmastane-Type Steroids from Vernonia kotschyana Sch. Bip. ex Walp. and Their Chemophenetic Significance

et al. 2023

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Four polyoxygenated stigmastanes (1–4) alongside known analogues (7–8) and flavonoids (5–6) were isolated from a dichloromethane/methanol (1:1, v/v) extract of the whole plant of Vernonia kotschyana Sch. Bip. ex Walp. (Asteraceae). Their structures were determined by means of spectroscopic and spectrometric analysis. The relative stereochemistry of the new compounds was established and confirmed via biosynthesis evidence and cyclization of 1 under acidic conditions. A plausible biosynthetic pathway to the new compounds and the chemophenetic significance of the isolated constituents were also discussed. The crude extract, fractions, and compounds (1–3) were assessed for their antibacterial activity against five highly prevalent bacterial strains. The fractions and compounds showed low to moderate activity with minimal inhibitory concentrations (MICs) > 125 µg/mL.

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Chemical constituents from Diospyros fragrans Gürke (Ebenaceae)

Cited by 5 publications

References 43 publications

Anti-Shigellosis Activity and Mechanisms of Action of Extracts from Diospyros gilletii Stem Bark

Anti-Shigellosis Activity and Mechanisms of Action of Extracts from Diospyros gilletii Stem Bark

Phytochemical analysis in conjunction with in vitro a-glucosidase inhibitory and antioxidant activities of three Diospyros species from East Kalimantan, Indonesia

Polyoxygenated Stigmastane-Type Steroids from Vernonia kotschyana Sch. Bip. ex Walp. and Their Chemophenetic Significance

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