Bioactivity of fractions and constituents of Piper capense fruits towards a broad panel of cancer cells

Mbaveng, Armelle T.; Wamba, Brice E. N.; Bitchagno, Gabin Thierry M.; Tankeo, Simplice B.; Çelik, İlhami; Atontsa, Brice Cedric K; Lonfouo, Antoine Honoré Nkuete; Kuete, Victor; Efferth, Thomas

doi:10.1016/j.jep.2021.113884

Cited by 25 publications

(5 citation statements)

References 52 publications

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“…Furthermore, twelve compounds, 5-hydroxy-7,4′-dimethoxyflavone ( 4 ) [ 47 ], benzyl- β -D-glucopyranoside ( 9 ) [ 48 ], 1-(2,4,5-trimethoxyphenyl)-1,2-propanedione ( 13 ) [ 49 ], 1′,2′-dihydroxyasarone ( 14 ) [ 50 ], asaraldehyde ( 16 ) [ 51 ], trans - N -feruloyltyramine ( 18 ) [ 52 ], paprazine ( 19 ) [ 52 ], norcepharadione B ( 20 ) [ 53 ], aristolactam B II ( 22 ) [ 54 ], reseoside ( 29 ) [ 55 ], andamanicin ( 31 ) [ 56 ], and magnosalin ( 32 ) [ 56 ] were previously isolated from other Piper species such as P. capense L.f. [ 57 ], P. crocatum Ruiz & Pav. [ 58 ], P. cubeba L. [ 59 , 60 ], P. sumatranum (Miq.)…”

Section: Resultsmentioning

confidence: 99%

Characterization and Bioactive Potential of Secondary Metabolites Isolated from Piper sarmentosum Roxb.

Ware

Franke

Dube

et al. 2023

IJMS

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Piper sarmentosum Roxb. (Piperaceae) is a traditional medicinal plant in South-East Asian countries. The chemical investigation of leaves from this species resulted in the isolation of three previously not described compounds, namely 4″-(3-hydroxy-3-methylglutaroyl)-2″-β-D-glucopyranosyl vitexin (1), kadukoside (2), and 6-O-trans-p-coumaroyl-D-glucono-1,4-lactone (3), together with 31 known compounds. Of these known compounds, 21 compounds were isolated for the first time from P. sarmentosum. The structures were established by 1D and 2D NMR techniques and HR-ESI-MS analyses. The compounds were evaluated for their anthelmintic (Caenorhabditis elegans), antifungal (Botrytis cinerea, Septoria tritici and Phytophthora infestans), antibacterial (Aliivibrio fischeri) and cytotoxic (PC-3 and HT-29 human cancer cells lines) activities. Methyl-3-(4-methoxyphenyl)propionate (8), isoasarone (12), and trans-asarone (15) demonstrated anthelmintic activity with IC50 values between 0.9 and 2.04 mM. Kadukoside (2) was most active against S. tritici with IC50 at 5.0 µM and also induced 94% inhibition of P. infestans growth at 125 µM. Trans-asarone (15), piperolactam A (23), and dehydroformouregine (24) displayed a dose-dependent effect against B. cinerea from 1.5 to 125 µM up to more than 80% inhibition. Paprazine (19), cepharadione A (21) and piperolactam A (23) inhibited bacterial growth by more than 85% at 100 µM. Only mild cytotoxic effects were observed.

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Section: Resultsmentioning

confidence: 99%

Characterization and Bioactive Potential of Secondary Metabolites Isolated from Piper sarmentosum Roxb.

Ware

Franke

Dube

et al. 2023

IJMS

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“…The effect of lupeol on cell viability was also reported in other cell lines such as the human cervical cancer cells (HeLa), where the apoptosis induction was observed with the concentration of 15 µM (6.5 µg/mL). In mouse macrophages cell line (RAW 246.7) treated with LPS, an inti-inflammatory effect of lupeol (42.5 µg/ mL) was observed [22], being in both cases the results dependent on the concentration of lupeol applied. Additionally, studies carried out on HepG2 liver carcinoma cell lines mention that lupeol has high toxicity (IC 50 33 µM or 14 µg/mL) unlike the effect obtained in normal AML12 hepatocytes (IC 50 49 µM or 21 µg/ mL), for which lupeol has been considered as a bioselective molecule for tumor cells [6].…”

Section: Discussionmentioning

confidence: 93%

Isolation, characterization, and encapsulation of a lupeol-rich fraction obtained from the hexanic extract of Coccoloba uvifera L. leaves

Cruz-Salas,

Evtoski,

Calderón-Santoyo

et al. 2023

Explor Foods Foodomics

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Aim: This study aimed to isolate, characterize, and encapsulate a lupeol-rich fraction obtained from the hexanic extract of Coccoloba uvifera L. leaves to evaluate its potential use in nutraceutical or pharmaceutical applications. Methods: The C. uvifera leaf extract was fractionated by column chromatography and the presence of lupeol was assessed by thin layer chromatography, attenuated total reflection-Fourier transform infrared (ATR-FTIR) spectroscopy, nuclear magnetic resonance (NMR), and liquid chromatography-mass spectrometry (LC-MS). Additionally, the lupeol-rich fraction was characterized according to its antioxidant capacity and cytotoxicity. Finally, this fraction was encapsulated into electrospun nanofibers made of high degree of polymerization agave fructans (HDPAF) combined with polyethylene oxide (PEO). The obtained nanofibers were characterized in terms of morphology, chemical composition, and in vitro permeability using the Caco-2 cell line. Results: Fraction 6 showed a 77% of lupeol, quantified by chromatography, and presented a 7.3% inhibition of 2,2-diphenyl-1-picrylhydrazyl (DPPH). 100 µg/mL of fraction 6 showed a decrease in Caco-2 cell viability. Finally, fraction 6 was encapsulated into electrospun nanofibers, which showed an increase in the apparent permeability of the lupeol present in fraction 6 in Caco-2 cells in comparison to neat fraction 6. Conclusions: It was possible to isolate and encapsulate a lupeol-rich fraction from C. uvifera into electrospun nanofibers, which allows the increasing the apparent permeability of lupeol, and consequently, they could be used for nutraceutical or pharmaceutical applications.

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“…The cytotoxic activity of DHIE has been studied on different cancer cell lines, such as leukemia (CEM/ADR5000), breast cancer (MDA-MB-231-pcDNA, MDA-MB-231-BCRP), colorectal cancer (HCT116p53+/+, HCTp53−/−), glioblastoma (U87MG), hepatoblastoma (HepG2), melanoma (BRAF-V600E, MAMEL-80A, SK-MEL28, BRAF-V600E-A2058, BRAF wildtype, MV3, SK-MEL505), rat adenocarcinoma (CC531), mouse melanoma (B1-F1 and B16-F10); the IC 50 values varied from 4.3 to 22.4 µg/mL. Also, the leukemia cell line (CCRF-CEM) treated with the DHIE cell cycle was analyzed by flow cytometer; the results indicated that this compound induced apoptosis [26].…”

Section: Anticancer Activity Of Dhiementioning

confidence: 99%

Synthesis and Biological Activities of Dehydrodiisoeugenol: A Review

et al. 2022

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Dehydrodiisoeugenol (DHIE) is a neolignan found in more than 17 plant species, including herbs, fruit, and root. DHIE was, for the first time, isolated from Myristica fragrans bark in 1973. Since then, many methodologies have been used for the obtention of DHIE, including classical chemistry synthesis using metal catalysts and biocatalytic synthesis; employing horseradish peroxidase; peroxidase from Cocos nucifera; laccase; culture cells of plants; and microorganisms. Increasing evidence has indicated that DHIE has a wide range of biological activities: anti-inflammatory, anti-oxidant, anti-cancerogenic, and anti-microbial properties. However, evidence in vivo and in human beings is still lacking to support the usefulness potential of DHIE as a therapeutic agent. This study’s review was created by searching for relevant DHIE material on websites such as Google Scholar, PubMed, SciFinder, Scholar, Science Direct, and others. This reviews the current state of knowledge regarding the different synthetical routes and biological applications of DHIE.

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Bioactivity of fractions and constituents of Piper capense fruits towards a broad panel of cancer cells

Cited by 25 publications

References 52 publications

Characterization and Bioactive Potential of Secondary Metabolites Isolated from Piper sarmentosum Roxb.

Characterization and Bioactive Potential of Secondary Metabolites Isolated from Piper sarmentosum Roxb.

Isolation, characterization, and encapsulation of a lupeol-rich fraction obtained from the hexanic extract of Coccoloba uvifera L. leaves

Synthesis and Biological Activities of Dehydrodiisoeugenol: A Review

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