Cytotoxicity of abietane diterpenoids from Salvia multicaulis towards multidrug-resistant cancer cells

Hegazy, Mohamed‐Elamir F.; Hamed, Ahmed R.; El-Halawany, Ali M.; Hussien, Taha A.; Abdelfatah, Sara; Ohta, Shigeru; Paré, Paul W.

doi:10.1016/j.fitote.2018.08.002

Cited by 22 publications

(4 citation statements)

References 44 publications

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“…Some African plant extracts that have previously induced hypersensitivity of resistant cancer cells including Ambrosia maritma [ 8 ], Imperata cylindrica [ 16 ], Cola pachycarpa, Curcuma longa [ 14 ] . Similarly, some phytochemicals from African medicinal plants possessing corresponding effects include salvimulticanol and salvimulticaoic acid [ 17 ], maculine B [ 18 ], 5,7-dihydroxy-4'-methoxy-6,8-diprenylisoflavone [ 19 ], 8,8-bis-(dihydroconiferyl)-diferulate, aridanin, kihadanin B, progenin III, soyauxinium chloride [ 20 – 25 ].…”

Section: Introductionmentioning

confidence: 99%

Cytotoxicity of the methanol extracts and compounds of Brucea antidysenterica (Simaroubaceae) towards multifactorial drug-resistant human cancer cell lines

Youmbi

Makong

Mbaveng

et al. 2023

BMC Complement Med Ther

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Background Cancer remains a global health concern and constitutes an important barrier to increasing life expectancy. Malignant cells rapidly develop drug resistance leading to many clinical therapeutic failures. The importance of medicinal plants as an alternative to classical drug discovery to fight cancer is well known. Brucea antidysenterica is an African medicinal plant traditionally used to treat cancer, dysentery, malaria, diarrhea, stomach aches, helminthic infections, fever, and asthma. The present work was designed to identify the cytotoxic constituents of Brucea antidysenterica on a broad range of cancer cell lines and to demonstrate the mode of induction of apoptosis of the most active samples. Methods Seven phytochemicals were isolated from the leaves (BAL) and stem (BAS) extract of Brucea antidysenterica by column chromatography and structurally elucidated using spectroscopic techniques. The antiproliferative effects of the crude extracts and compounds against 9 human cancer cell lines were evaluated by the resazurin reduction assay (RRA). The activity in cell lines was assessed by the Caspase-Glo assay. The cell cycle distribution, apoptosis via propidium iodide (PI) staining, mitochondrial membrane potential (MMP) through 5,5′,6,6′-tetrachloro-1,1′,3,3′-tetraethylbenzimidazolylcarbocyanine iodide (JC-1) staining, and the reactive oxygen species (ROS) via 2´,7´-dichlorodihydrofluoresceine diacetate (H2DCFH-DA) staining, were investigated by flow cytometry. Results Phytochemical studies of the botanicals (BAL and BAS) led to the isolation of seven compounds. BAL and its constituents 3, (3-(3-Methyl-1-oxo-2-butenyl))1H indole (1) and hydnocarpin (2), as well as the reference compound, doxorubicin, had antiproliferative activity against 9 cancer cell lines. The IC50 values varied from 17.42 µg/mL (against CCRF-CEM leukemia cells) to 38.70 µg/mL (against HCT116 p53−/− colon adenocarcinoma cells) for BAL, from 19.11 µM (against CCRF-CEM cells) to 47.50 µM (against MDA-MB-231-BCRP adenocarcinoma cells) for compound 1, and from 4.07 µM (against MDA-MB-231-pcDNA cells) to 11.44 µM (against HCT116 p53+/+ cells) for compound 2. Interestingly, hypersensitivity of resistant cancer cells to compound 2 was also observed. BAL and hydnocarpin induced apoptosis in CCRF-CEM cells mediated by caspase activation, the alteration of MMP, and increased ROS levels. Conclusion BAL and its constituents, mostly compound 2, are potential antiproliferative products from Brucea antidysenterica. Other studies will be necessary in the perspective of the discovery of new antiproliferative agents to fight against resistance to anticancer drugs.

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Section: Introductionmentioning

confidence: 99%

Cytotoxicity of the methanol extracts and compounds of Brucea antidysenterica (Simaroubaceae) towards multifactorial drug-resistant human cancer cell lines

Youmbi

Makong

Mbaveng

et al. 2023

BMC Complement Med Ther

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“…Erythroformine A 149 and B 150 showed potent cytotoxicity against all three cell lines, with IC50 values in the range of 0.4-1.4 μM, even better than camptothecin. [91] and salvimulticanol 148 [92].…”

Section: Cassane-type Diterpenoidsmentioning

confidence: 99%

“…Compound 148 was screened against a panel of human drug sensitive and multidrug-resistant cancer lines. Salvimulticanol 148 showed cytotoxicity, with IC 50 values of 15.32 and 8.36 µM, towards the CCRF-CEM (drug-sensitive leukemia) and CEM/ADR5000 (its multidrug resistant P-glycoprotein-overexpressing subline) cell lines (treated once per week with 5000 ng/mL doxorubicin), respectively [92].…”

Section: Cassane-type Diterpenoidsmentioning

confidence: 99%

New Diterpenes with Potential Antitumoral Activity Isolated from Plants in the Years 2017–2022

Forzato

Nitti

2022

Plants

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Diterpenes represent a wider class of isoprenoids, with more than 18,000 isolated compounds, and are present in plants, fungi, bacteria, and animals in both terrestrial and marine environments. Here, we report on the fully characterised structures of 251 new diterpenes, isolated from higher plants and published from 2017, which are shown to have antitumoral activity. An overview on the most active compounds, showing IC50 < 20 μM, is provided for diterpenes of different classes. The most active compounds were extracted from 29 different plant families; particularly, Euphorbiaceae (69 compounds) and Lamiaceae (54 compounds) were the richest sources of active compounds. A better activity than the positive control was obtained with 33 compounds against the A549 cell line, 28 compounds against the MCF-7 cell line, 9 compounds against the HepG2 cell line, 8 compounds against the Hep3B cell line, 19 compounds against the SMMC-7721 cell line, 9 compounds against the HL-60 cell line, 24 compounds against the SW480 cell line, and 19 compounds against HeLa.

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“…In addition, numerous botanicals and phytochemicals derived from African medicinal plants have been found active against MDR cancer cell lines [ 7 , 8 ]. Some of such prominent phytochemicals include terpenoids: salvimulticanol and candesalvone B methyl ester [ 9 ], epunctanone [ 10 ], and ardisiacrispin B [ 11 ], phenolics: 2-acetyl-7-methoxynaphtho [2,3-b]furan-4,9-quinone [ 12 ], 6 α -hydroxyphaseollidin [ 13 ], licoagrochalcone A [ 14 ], 7-dihydroxy-4′-methoxy-6,8-diprenylisoflavone, and 7,7″-di- O -methylchamaejasmin [ 15 ], and alkaloids: 1,3-dimethoxy-10-methylacridone [ 16 ], isotetrandrine [ 17 ], and ungeremine [ 18 ]. However, more hit compounds should be identified to increase our arsenal of cytotoxic compounds and to secure better the chances of later obtaining new clinically usable molecules.…”

Section: Introductionmentioning

confidence: 99%

Cytotoxic Constituents of the Bark of Hypericum roeperianum towards Multidrug‐Resistant Cancer Cells

Guefack

Damen

Mbaveng

et al. 2020

Evidence-Based Complementary and Alternative Medicine

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The global cancer burden remains a serious concern with the alarming incidence of one in eight men and one in eleven women dying in developing countries. This situation is aggravated by the multidrug resistance (MDR) of cancer cells that hampers chemotherapy. In this study, the cytotoxicity of the methanol extract (HRB), fractions (HRBa, HRBb, and HRBa1-5), and compounds from the bark of Hypericum roeperianum (HRB) was evaluated towards a panel of 9 cancer cell lines. The mode of action of the HRB and trichadonic acid (1) was also studied. Column chromatography was applied to isolate the constituents of HRB. The cytotoxicity of botanicals and phytochemicals was evaluated by the resazurin reduction assay (RRA). Caspase-Glo assay was used to evaluate the activity of caspases, and reactive oxygen species (ROS) (H2DCFH-DA) were assessed by flow cytometry. Phytochemicals isolated from HRB were trichadonic acid (1), fridelan-3-one (2), 2-hydroxy-5-methoxyxanthone (3), norathyriol (4), 1,3,5,6-tetrahydroxyxanthone (5), betulinic acid (6), 3′-hydroxymethyl-2′-(4″-hydroxy-3″,5″-dimethoxyphenyl)-5′,6′:5,6-(6,8-dihydroxyxanthone)-1′,4′-dioxane (7), and 3′-hydroxymethyl-2′-(4″-hydroxy-3″,5″-dimethoxyphenyl)-5′,6′:5,6-(xanthone)-1′,4′-dioxane (8). Botanicals HRB, HRBa, HRBa2-4, HRBb, and doxorubicin displayed cytotoxic effects towards the 9 tested cancer cell lines. The recorded IC50 values ranged from 11.43 µg/mL (against the P-glycoprotein (gp)-overexpressing CEM/ADR5000 leukemia cells) to 26.75 µg/mL (against HCT116 (p53+/+) colon adenocarcinoma cells) for the crude extract HRB. Compounds 1, 5, and doxorubicin displayed cytotoxic effects towards the 9 tested cancer cell lines with IC50 values varying from 14.44 µM (against CCRF-CEM leukemia cells) to 44.20 µM (against the resistant HCT116 (p53−/−) cells) for 1 and from 38.46 µM (against CEM/ADR5000 cells) to 112.27 µM (against the resistant HCT116 (p53−/−) cells) for 5. HRB and compound 1 induced apoptosis in CCRF-CEM cells. The apoptotic process was mediated by enhanced ROS production for HRB or via caspases activation and enhanced ROS production for compound 1. This study demonstrated that Hypericum roeperianum is a potential source of cytotoxic phytochemicals such as trichadonic acid and could be further exploited in cancer chemotherapy.

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Cytotoxicity of abietane diterpenoids from Salvia multicaulis towards multidrug-resistant cancer cells

Cited by 22 publications

References 44 publications

Cytotoxicity of the methanol extracts and compounds of Brucea antidysenterica (Simaroubaceae) towards multifactorial drug-resistant human cancer cell lines

Cytotoxicity of the methanol extracts and compounds of Brucea antidysenterica (Simaroubaceae) towards multifactorial drug-resistant human cancer cell lines

New Diterpenes with Potential Antitumoral Activity Isolated from Plants in the Years 2017–2022

Cytotoxic Constituents of the Bark of Hypericum roeperianum towards Multidrug‐Resistant Cancer Cells

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