Antimicrobial and docking studies of (−)-catechin derivatives

Kumar, Deepak; Poornima, M.; Kushwaha, Ram Najar; Won, Tae‐Jin; Ahn, Chuljin; Kumar, C. Ganesh; Jang, Kiwan; Shin, Dong‐Soo

doi:10.1007/s13765-015-0079-x

Cited by 13 publications

(7 citation statements)

References 20 publications

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“…The maximum activity was shown by epigallocatechin gallate (EGCG) in the group of four catechins tested, followed by epicatechin gallate (ECG) and epigallocatechin gallate (EGCG) (EGC). In an other hand, molecular docking study of (−) catechin derivatives compounds 1a, 1b, and 1c established good binding a nity with ATP-binding pocket of DNA gyrase and showed excellent antibacterial activity more than the standard drug, and suggest that these compounds could serve as a novel antimicrobial agent [30].…”

Section: Discussionmentioning

confidence: 96%

In vitro and In Silico Screening of Antibacterial Compounds from Camellia sinensis Against Bacillus cereus and Escherichia coli

Boudou

Belakredar

2022

Preprint

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In the present study, phytochemical profiling of Camellia sinensis methanolic extract was carried out using liquid chromatography (LC-UV) analysis. Then the antibacterial potential of this extract was evaluated in vitro against Bacillus cereus ATCC 11778 and Escherichia coli ATCC 25922 using the conventional agar well diffusion method. While the compounds identified by LC-UV were tested for their potential DNA-gyrase inhibitory and drug-likeness properties using computer-aided methods. LC-UV analysis revealed the presence of four major compounds namely: Caffeic acid, (-)-Epicatechin, Syringic acid, and (-)-Epigallocatechin gallate. The extract showed powerful antibacterial activity at the concentration of 5000 µg/ml with an inhibitory zone of 25.38 ± 2.75 mm, and 22.78 ± 1.22 mm against B. cereus ATCC 11778, and E. coli ATCC 25922 respectively. (-)-Epigallocatechin gallate exhibited the best docking score (-8.1 kcal mol-1) outperforming the other phenolic compounds but also Clorobiocin and Novobiocin. According to their molecular parameters, all tested compounds revealed an important drug-likeness property by obeying Lipinski's rule of five and the Ghose filter. This analysis revealed that C. Sinensis has strong antibacterial activity due to its high phenolic component content, and it may be considered a promising option for natural plant sources of antibacterial drugs with high value.

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Section: Discussionmentioning

confidence: 96%

In vitro and In Silico Screening of Antibacterial Compounds from Camellia sinensis Against Bacillus cereus and Escherichia coli

Boudou

Belakredar

2022

Preprint

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“…Delphinidin-3-glucoside was also reported to attenuate breast cancer progression by Akt/HO-TAIR signaling pathway deactivation [68]. In earlier studies, the antimutagenic, antitumor and cancer-preventive effects of catechins (flavan-3-ols) have been proven [69]. For example, catechin extract from tea leaves was reported to inhibit PC-3 proliferation, arrest their cycle at the S phase via the elevation of p27 expression and the attenuation of cyclin A, cyclin B and consequently CDK2, and CDK1 expressions, and finally the induction of apoptosis through caspase-dependent and -independent pathways [70].…”

Section: Lc-esi-tof-ms/ms Analysis Of P Curviflorusmentioning

confidence: 98%

Comparative Assessment of the Antioxidant and Anticancer Activities of Plicosepalus acacia and Plicosepalus curviflorus: Metabolomic Profiling and In Silico Studies

et al. 2022

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This study presents a comparison between two mistletoe plants—P. acacia and P. curviflorus—regarding their total phenolic contents and antioxidant and anticancer activities. P. curviflorus exhibited a higher total phenolics content (340.62 ± 19.46 mg GAE/g extract), and demonstrated higher DPPH free radical scavenging activity (IC50 = 48.28 ± 3.41µg/mL), stronger reducing power (1.43 ± 0.54 mMol Fe+2/g) for ferric ions, and a greater total antioxidant capacity (41.89 ± 3.15 mg GAE/g) compared to P. acacia. The cytotoxic effects of P. acacia and P. curviflorus methanol extracts were examined on lung (A549), prostate (PC-3), ovarian (A2780) and breast (MDA-MB-231) cancer cells. The highest anticancer potential for the two extracts was observed on PC-3 prostate cancer cells, where P. curviflorus exhibited more pronounced antiproliferative activity (IC50 = 25.83 μg/mL) than P. acacia (IC50 = 34.12 μg/mL). In addition, both of the tested extracts arrested the cell cycle at the Pre-G1 and G1 phases, and induced apoptosis. However, P. curviflorus extract possessed the highest apoptotic effect, mediated by the upregulation of p53, Bax, and caspase-3, 8 and 9, and the downregulation of Bcl-2 expression. In the pursuit to link the chemical diversity of P. curviflorus with the exhibited bioactivities, its metabolomic profiling was achieved by the LC-ESI-TOF-MS/MS technique. This permitted the tentative identification of several phenolics—chiefly flavonoid derivatives, beside some triterpenes and sterols—in the P. curviflorus extract. Furthermore, all of the metabolites in P. curviflorus and P. acacia were inspected for their binding modes towards both CDK-2 and EGFR proteins using molecular docking studies in an attempt to understand the superiority of P. curviflorus over P. acacia regarding their antiproliferative effect on PC-3 cancer cells. Docking studies supported our experimental results; with all of this taken together, P. curviflorus could be regarded as a potential prospect for the development of chemotherapeutics for prostate cancer.

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“…Moreover, varying the -OH functionality in 3, twelve derivatives of (-)-catechin were prepared [ 373 ]. Only three compounds showed antibacterial and antifungal activity higher than that of the standard drugs (neomycin and miconazole).…”

Section: Polyphenolsmentioning

confidence: 99%

Tailored Functionalization of Natural Phenols to Improve Biological Activity

et al. 2021

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Phenols are widespread in nature, being the major components of several plants and essential oils. Natural phenols’ anti-microbial, anti-bacterial, anti-oxidant, pharmacological and nutritional properties are, nowadays, well established. Hence, given their peculiar biological role, numerous studies are currently ongoing to overcome their limitations, as well as to enhance their activity. In this review, the functionalization of selected natural phenols is critically examined, mainly highlighting their improved bioactivity after the proper chemical transformations. In particular, functionalization of the most abundant naturally occurring monophenols, diphenols, lipidic phenols, phenolic acids, polyphenols and curcumin derivatives is explored.

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Antimicrobial and docking studies of (−)-catechin derivatives

Cited by 13 publications

References 20 publications

In vitro and In Silico Screening of Antibacterial Compounds from Camellia sinensis Against Bacillus cereus and Escherichia coli

In vitro and In Silico Screening of Antibacterial Compounds from Camellia sinensis Against Bacillus cereus and Escherichia coli

Comparative Assessment of the Antioxidant and Anticancer Activities of Plicosepalus acacia and Plicosepalus curviflorus: Metabolomic Profiling and In Silico Studies

Tailored Functionalization of Natural Phenols to Improve Biological Activity

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