N-acetylglycoside of oleanolic acid (aridanin) displays promising cytotoxicity towards human and animal cancer cells, inducing apoptotic, ferroptotic and necroptotic cell death

Mbaveng, Armelle T.; Fru, Godloves; Bonsou, Idrios N.; Abdelfatah, Sara; Tamfu, Alfred Ngenge; Yeboah, Elisabeth M.O.; Kuete, Victor; Efferth, Thomas

doi:10.1016/j.phymed.2020.153261

Cited by 50 publications

(25 citation statements)

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“…In the present work, the crude extract of TTF presented a 100% spectrum of activity on human and animal metastatic colorectal and melanoma cancer cell lines with signi cant IC 50 values below 20 µg/mL on more than 50% of the tested cell lines [2]. This result is justi ed by its composition in secondary metabolites rich in molecules with proven anticancer activity as demonstrated in a previous study [44]. Similarly, oleanolic acid N-acetylglycoside which is a compound previously isolated from the dichloromethane methanol extract of the fruits of this plant exhibited a 100%…”

Section: Discussionsupporting

confidence: 66%

Cytotoxicity, Acute and Sub-chronic Toxicities of the Fruit Extract of Tetrapleura Tetraptera (Schumm. & Thonn.) Taub. (Fabaceae)

Bonsou

Mbaveng

Nguenang

et al. 2022

Preprint

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Background Tetrapleura tetraptera is a medicinal spice traditionally used to treat cancer, diabetes, and several other ailments. This study analyzed the cytotoxicity of the dichloromethane methanol extract of T. tetraptera fruits (TTF) and its constituents. The toxicity profile of the TTF extract was also evaluated in rats. Methods The Cytotoxicity of this extract was evaluated using the resazurin reduction assay (RRA). Acute and sub-chronic toxicity studies were performed according to the protocol described by the Organisation for Economic Cooperation, and Development (OECD). Hematological, serum, and urine biochemical parameters, as well as histological sections of the liver and kidney, were also evaluated based on standard methods. Results The TTF extract, compound 5, and the reference drug doxorubicin were active in all 9 tested cancer cell lines. The recorded IC50 ranged from 18.32 µM (against B16-F1 murine melanoma cells) to 36.18 µM (against SKMel-505 BRAF wildtype melanoma cells) for TTF, from 10.02 µM (towards MaMel-80a BRAF-V600E homozygous mutant melanoma cells) to 31.73 µM (against SKMel-28 BRAF-V600E homozygous mutant melanoma cells) for compound 5, and from 0.22 µM (against B16-F1 cells) to 9.39 µM (against SKMel-505 cells) for doxorubicin. The study of acute toxicity test showed that the lethal dose (LD50) of this extract was greater than 5000 mg/kg body weight. In the sub-chronic toxicity studies, variations were observed in some biochemical parameters, especially at higher doses. Conclusion TTF and its most active compound (5) are found to be potential cytotoxic agents, meanwhile, TTF was safe when given a single oral dose of 5000 mg/kg. However, caution is necessary in case of prolonged oral administration due to potential alterations of renal function at high doses (> 1000 mg/kg).

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Section: Discussionsupporting

confidence: 66%

Cytotoxicity, Acute and Sub-chronic Toxicities of the Fruit Extract of Tetrapleura Tetraptera (Schumm. & Thonn.) Taub. (Fabaceae)

Bonsou

Mbaveng

Nguenang

et al. 2022

Preprint

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“…Oleanolic acid (8), hederagenin (44) and ursolic acid (62) are typical representatives of triterpenoid aglycones in Herba Patriniae. An increasing number of studies have proved that oleanolic acid (8) possess antitumor ( Mbaveng et al, 2020 ), antimicrobial ( Zhou et al, 2020 ), and antiviral ( Meng et al, 2019 ) activities. Hederagenin (44) gave anti-inflammatory and anti-apoptotic activities to alleviate ethanol-induced liver damage ( Kim et al, 2017 ).…”

Section: Phytochemistrymentioning

confidence: 99%

The Herba Patriniae (Caprifoliaceae): A review on traditional uses, phytochemistry, pharmacology and quality control

Gong

Zou

Zheng

et al. 2021

Journal of Ethnopharmacology

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Ethnopharmacological relevance Herba Patriniae has been used for thousands of years in China as a traditional Chinese medicine with heat-clearing and detoxicating effects. It is applied widly for the treatment of rheumatoid arthritis, diarrhea, acute hepatitis, pelvic inflammatory disease and ulcerative colitis in clinic. Two species, namely Patrinia scabiosaefolia Fisch. ( PS ) and Patrinia villosa Juss. ( PV ) from the Caprifoliaceae family, are considered as Herba Patriniae in the pharmaceutical industry. Aim of the review This paper aims to comprehensively outline the traditional uses, botanical description, phytochemistry, pharmacology, toxicology, quality control, pharmacokinetics and patents of Herba Patriniae, and elaborate the same/different characteristics between PS and PV . Materials and methods Detailed information of Herba Patriniae was collected from various online databases (Pubmed, Web of Science, Google Schola, China National Knowledge Infrastructure Database, National Intellectual Property Administration, PRC National Medical Products Administration), and those published resources (M.Sc. Thesis and books). Results A total of 233 compounds have been identified in Herba Patriniae, including triterpenoid saponins, flavonoids, organic acids, iridoids, and volatiles. A very distinct difference was observed, that PS is rich in triterpenoid saponins and volatiles, while PV contains more flavonoids. Two source species of Herba Patriniae gave similar pharmacological effects on anti-cancer, anti-inflammatory, antioxidant, antimicrobial, sedative and hypnotic effects. But there were no reports were on antipruritic, proangiogenic and anti-diarrheal effects for PS , and no studies on anti-diabetic effects for PV . Generally, Herba Patriniae showed non-toxic in the clinical dose, but mild side effects, such as temporary leukopenia, dizziness and nausea, could be found when large and excessive dosage is used. A variety of compounds have been quantified for the quality control of PS and PV . The variety, growth environment, growth time, and harvest time not only affected the contents but also the pharmacological activities of the bioactive compounds. In the past year, patents for compositions containing PV and PS have been filed, mainly involving human health, hygiene, agriculture, and animal husbandry. Unfortunately, the research on pharmacokinetics is insufficient. Only the prototype components and metabolites were repored after intragastric administration of total flavonoids extract from PV in rats. ...

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“…The fluorescence was measured using an Infinite M2000 Pro plate reader (Tecan, Crailsheim, Germany). The performance of this assay in our hands has been reported [ 43 , 44 ].…”

Section: Methodsmentioning

confidence: 99%

Xylochemical Synthesis and Biological Evaluation of Shancigusin C and Bletistrin G

et al. 2021

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The biological activities of shancigusin C (1) and bletistrin G (2), natural products isolated from orchids, are reported along with their first total syntheses. The total synthesis of shancigusin C (1) was conducted by employing the Perkin reaction to forge the central stilbene core, whereas the synthesis of bletistrin G (2) was achieved by the Wittig olefination followed by several regioselective aromatic substitution reactions. Both syntheses were completed by applying only renewable starting materials according to the principles of xylochemistry. The cytotoxic properties of shancigusin C (1) and bletistrin G (2) against tumor cells suggest suitability as a starting point for further structural variation.

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N-acetylglycoside of oleanolic acid (aridanin) displays promising cytotoxicity towards human and animal cancer cells, inducing apoptotic, ferroptotic and necroptotic cell death

Cited by 50 publications

References 78 publications

Cytotoxicity, Acute and Sub-chronic Toxicities of the Fruit Extract of Tetrapleura Tetraptera (Schumm. & Thonn.) Taub. (Fabaceae)

Cytotoxicity, Acute and Sub-chronic Toxicities of the Fruit Extract of Tetrapleura Tetraptera (Schumm. & Thonn.) Taub. (Fabaceae)

The Herba Patriniae (Caprifoliaceae): A review on traditional uses, phytochemistry, pharmacology and quality control

Xylochemical Synthesis and Biological Evaluation of Shancigusin C and Bletistrin G

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N-acetylglycoside of oleanolic acid (aridanin) displays promising cytotoxicity towards human and animal cancer cells, inducing apoptotic, ferroptotic and necroptotic cell death

Cited by 50 publications

References 78 publications

Cytotoxicity, Acute and Sub-chronic Toxicities of the Fruit Extract of Tetrapleura Tetraptera (Schumm. &amp; Thonn.) Taub. (Fabaceae)

Cytotoxicity, Acute and Sub-chronic Toxicities of the Fruit Extract of Tetrapleura Tetraptera (Schumm. &amp; Thonn.) Taub. (Fabaceae)

The Herba Patriniae (Caprifoliaceae): A review on traditional uses, phytochemistry, pharmacology and quality control

Xylochemical Synthesis and Biological Evaluation of Shancigusin C and Bletistrin G

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Product

Resources

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Cytotoxicity, Acute and Sub-chronic Toxicities of the Fruit Extract of Tetrapleura Tetraptera (Schumm. & Thonn.) Taub. (Fabaceae)

Cytotoxicity, Acute and Sub-chronic Toxicities of the Fruit Extract of Tetrapleura Tetraptera (Schumm. & Thonn.) Taub. (Fabaceae)