Steroidal saponins from the leaves of Yucca de-smetiana and their in vitro antitumor activity: structure activity relationships through a molecular modeling approach

Eskander, Jacqueline; Sakka, Ola K.; Harakat, Dominique; Lavaud, Catherine

doi:10.1007/s00044-013-0497-4

Cited by 11 publications

(13 citation statements)

References 32 publications

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“…From the same species, spirostanol and furostanol saponins showed moderate level of cytotoxicity (IC 50 = 1.68-8.85 μg/mL) (Yokosuka and Mimaki, 2008). Diosgenin, isolated as a major compound from Trillium species, showed potent cytotoxic effect against HepG2 and HCT116 cells in the MTT assay (Eskander et al, 2013). These are the type of compounds that could be also present in the roots of T. govanianum, and accordingly, preliminary LC-MS analysis was performed to test this hypothesis.…”

Section: Resultsmentioning

confidence: 99%

Cytotoxicity of the Roots ofTrillium govanianumAgainst Breast (MCF7), Liver (HepG2), Lung (A549) and Urinary Bladder (EJ138) Carcinoma Cells

et al. 2016

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Trillium govanianum Wall. (Melanthiaceae alt. Trilliaceae), commonly known as 'nag chhatri' or 'teen patra', is a native species of the Himalayas. It is used in various traditional medicines containing both steroids and sex hormones. In folk medicine, the rhizomes of T.govanianum are used to treat boils, dysentery, inflammation, menstrual and sexual disorders, as an antiseptic and in wound healing. With the only exception of the recent report on the isolation of a new steroidal saponin, govanoside A, together with three known steroidal compounds with antifungal property from this plant, there has been no systematic pharmacological and phytochemical work performed on T. govanianum. This paper reports, for the first time, on the cytotoxicity of the methanol extract of the roots of T. govanianum and its solid-phase extraction (SPE) fractions against four human carcinoma cell lines: breast (MCF7), liver (HEPG2), lung (A549) and urinary bladder (EJ138), using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazoliumbromide cytotoxicity assay and liquid chromatography and electrospray ionization quadrupole time-of-flight mass spectrometry analysis of the SPE fractions. The methanol extract and all SPE fractions exhibited considerable levels of cytotoxicity against all cell lines, with the IC 50 values ranging between 5 and 16μg/mL. Like other Trillium species, presence of saponins and sapogenins in the SPE fractions was evident in the liquid chromatography mass spectrometry data.

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Section: Resultsmentioning

confidence: 99%

Cytotoxicity of the Roots ofTrillium govanianumAgainst Breast (MCF7), Liver (HepG2), Lung (A549) and Urinary Bladder (EJ138) Carcinoma Cells

et al. 2016

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“…To date, 33 aglycones have been described as part of the saponins found in the Yucca genus [6,7,11,12,14,16,[18][19][20][21][22][23][24][25][26][27][28][29][30][31][32][33][34][35][36][37], including spirostanic and furostanic saponins (Figure 2).…”

Section: Aglyconementioning

confidence: 99%

“…However, depending on the species, one arrangement may be predominant over the other. For example, in Y. desmetiana the most abundant aglycone has a trans fusion of the A and B rings with H-5α [12,34], while in other species such as Y. glauca [11] or Y. schidigera [14,16,20] the H-5β form is the most abundant. There are several reviews on the steroidal saponins from the Agavaceae family, including the Yucca genus, however, no work has been published to address this genus exclusively.…”

Section: Aglyconementioning

confidence: 99%

“…The most abundant aglycones in Yucca are the spirostanic ones, but this varies depending on the species. Thus, in the case of Y. elephantipes [19,36] or Y. desmetiana [12,34] furostanic aglycones are mostly isolated. It should be mentioned that C-22 is a chiral centre that always presents an R configuration in the case of the spirostanic derivatives, and it is also R in the case of the furostanic derivatives where the configuration has been described.…”

Section: Aglyconementioning

confidence: 99%

“…In addition to glucose, 22 different sugar chains have been described in Yucca. These are linked to aglycones on the C-3 position [6,7,11,12,14,16,[18][19][20][21][22][23][24][25][26][27][28][29][30][31][32][33][34][35][36][37]. The chains described in this genus possess up to seven monosaccharides.…”

Section: Sugar Chainsmentioning

confidence: 99%

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Structure, Bioactivity and Analytical Methods for the Determination of Yucca Saponins

et al. 2021

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Yucca is one of the main sources of steroidal saponins, hence different extracts are commercialized for use as surfactant additives by beverage, animal feed, cosmetics or agricultural products. For a deeper understanding of the potential of the saponins that can be found in this genus, an exhaustive review of the structural characteristics, bioactivities and analytical methods that can be used with these compounds has been carried out, since there are no recent reviews on the matter. Thus, a total of 108 saponins from eight species of the genus Yucca have been described. Out of these, the bioactivity of 68 saponins derived from the isolation of Yucca or other genera has been evaluated. Regarding the evaluation and quality control of the saponins from this genus LC-MS technique is the most often used. Nevertheless, the development of methods for their routine analysis in commercial preparations are needed. Moreover, most of the studies found in the literature have been carried out on Y. schidigera extract, since is the most often used for commercial purposes. Only eight of the 50 species that belong to this genus have been studied, which clearly indicates that the identification of saponins present in Yucca genus is still an unresolved question.

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Biochemical, Toxicological, and in Silico Aspects of Trillium govanianum Wall. ex D.Don (Trilliaceae): A Rich Source of Natural Bioactive Compounds

Khan,

Nadeem,

Mannan

et al. 2023

Chemistry & Biodiversity

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Trillium govanianum is a high‐value medicinal herb, having multifunctional traditional and culinary uses. The present investigation was carried out to evaluate the phytochemical, biological and toxicological parameters of the T. govanianum Wall. ex D. Don (Family: Trilliaceae) roots collected from Azad Kashmir, Pakistan. Phytochemical profiling was achieved by determining total bioactive contents (total phenolic and flavonoid contents) and UHPLC‐MS analysis. For biological evaluation, antioxidant activities (DPPH, ABTS, FRAP, CUPRAC, phosphomolybdenum, and metal chelation assays) and enzyme inhibition activities (against AChE, BChE, glucosidase, amylase, and tyrosinase) were performed. Moreover, cytotoxicity was assessed against three human carcinoma cell lines (MDA‐MB‐231, CaSki, and DU‐145). The tested extract was found to contain higher total phenolics (7.56 mg GAE/g dry extract) as compared to flavonoid contents (0.45 mg RE/g dry extract). Likewise, for the antioxidant activity, higher CUPRAC activity was noted with 39.84 mg TE/g dry extract values. In the case of enzyme assays, higher activity was pointed out against the cholinesterase, glucosidase and tyrosinase enzymes. The plant extract displayed significant cytotoxicity against the cell lines examined. Moreover, the in‐silico studies highlighted the interaction between the important phytochemicals and tested enzymes. To conclude, the assessed biological activity and the existence of bioactive phytochemicals in the studied plant extract may pave the way for the development of novel pharmaceuticals.

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Steroidal saponins from the leaves of Yucca de-smetiana and their in vitro antitumor activity: structure activity relationships through a molecular modeling approach

Cited by 11 publications

References 32 publications

Cytotoxicity of the Roots ofTrillium govanianumAgainst Breast (MCF7), Liver (HepG2), Lung (A549) and Urinary Bladder (EJ138) Carcinoma Cells

Cytotoxicity of the Roots ofTrillium govanianumAgainst Breast (MCF7), Liver (HepG2), Lung (A549) and Urinary Bladder (EJ138) Carcinoma Cells

Structure, Bioactivity and Analytical Methods for the Determination of Yucca Saponins

Biochemical, Toxicological, and in Silico Aspects of Trillium govanianum Wall. ex D.Don (Trilliaceae): A Rich Source of Natural Bioactive Compounds

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