Antiproliferative and apoptosis induction of cucurbitacin-type triterpenes from Ibervillea sonorae

Torres-Moreno, Heriberto; Velázquez, Carlos; Garibay‐Escobar, Adriana; Curini, Massimo; Marcotullio, Maria Carla; Robles‐Zepeda, Ramón Enrique

doi:10.1016/j.indcrop.2015.09.055

Cited by 28 publications

(18 citation statements)

References 42 publications

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“…Raw extracts obtained from mango (Kim et al ., ; Noratto et al ., ; Banerjee et al ., ), papaya (Gayosso‐García Sancho et al ., ; Nguyen et al ., ; Sancho et al ., ) and pineapple (Romano et al ., ; Gani et al ., ) pulps contain different phytochemicals with antiproliferative capacity, chemopreventive and citotoxic effects on different cancer cell lines with no apparent effects on normal cells (Yen et al ., ; Noratto et al ., ; Maisarah et al ., ). Several in vitro and in vivo studies have shown that ascorbic acid (Du et al ., ), polar phenolic compounds (Verma et al ., ; Gómez‐Caravaca et al ., ) and certain lipophilic compounds (Sancho et al ., ; Rascón‐Valenzuela et al ., ; Torres‐Moreno et al ., ) have a strong antiproliferative capacity on different cancer cell lines. Particularly, many authors sustain that the antiproliferative capacity of polar phenolic compounds is mediated by their radical scavenging capacity (Luo et al ., ; Banerjee et al ., ), but other authors do not agree (García‐Solís et al ., ).…”

Section: Resultsmentioning

confidence: 88%

“…Here, the antiproliferative capacity of mango was RAW264.7 > L929 > HeLa cell lines, with an IC 50 (μg mL −1 ) ranging from 100.7 to 151.4 μg mL −1 . The antiproliferative capacity of the freeze‐dried mango extract was almost identical to a raw methanol extract obtained from Acalypha californica Benth (‘cancer herb’; Rascón‐Valenzuela et al ., ) but significantly lower to that observed for kinoin A and kinoin B‐diglucoside, two triterpenes isolated from ‘Wareke’ ( Ibervillea sonorae; Torres‐Moreno et al ., ) or that observed by Đilas et al . () in a Rosmarinus officinalis L. extract rich in carnosic acid and its derivates, in the same cell lines assayed here.…”

Section: Resultsmentioning

confidence: 99%

“…Antiproliferative capacity was defined as the concentration of each extract required to inhibit cell proliferation by 50% (IC 50 ; Rascón‐Valenzuela et al ., ). Lastly, pro‐apoptotic events in RAW 264.7 cells between 12 and 24 h were documented by inverted microscopy at 40× magnification (Torres‐Moreno et al ., ).…”

Section: Methodsmentioning

confidence: 99%

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Radical scavenging and anti‐proliferative capacity of three freeze‐dried tropical fruits

Olivas-Aguirre

González‐Aguilar

Velderrain-Rodríguez

et al. 2017

Int J of Food Sci Tech

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Summary Tropical fruits are rich in antioxidant and anticancer phytochemicals, but their nutraceutical potential could be enhanced by drying technologies. Mango cv. Ataulfo, papaya cv. Maradol and pineapple cv. Esmeralda ripe pulps were freeze‐dried (−42 °C, 0.12 torr, 48 h) and their physicochemical and phytochemical profile, radical scavenging and antiproliferative capacity evaluated. The content of soluble solids, phenolic compounds and ascorbic acid was higher in mango (16.1oBrix, 9.9 mg GAE per g and 9.6 mg g−1) than in papaya/pineapple, but the later had more flavonoids (0.45 ± 0.05 mg QE per g). A fruit‐specific phenolic profile was detected by HPLC‐ESI‐QTOF‐MS, being shikimic (mango), chlorogenic (papaya), and protocatechuic (pineapple) acids the most abundant. Mango was the strongest radical scavenger and showed antiproliferative capacity (IC50, μg mL−1) in RAW 264.7 (100.7), HeLa (193.1) and L929 (138.5) cell lines. Papaya and pineapple extracts showed no antiproliferative activity. Freeze‐dried mango is a ready‐to‐eat functional food with better cancer preventing properties than papaya or pineapple.

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Section: Resultsmentioning

confidence: 88%

Section: Resultsmentioning

confidence: 99%

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Radical scavenging and anti‐proliferative capacity of three freeze‐dried tropical fruits

Olivas-Aguirre

González‐Aguilar

Velderrain-Rodríguez

et al. 2017

Int J of Food Sci Tech

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“…RuizBustos et al [44] evaluated the antimicrobial activity of I. sonorae against fungi as well as Gram-positive and Gram-negative bacteria. The cytotoxicity of aqueous extracts of I. sonorae against human cervix cancer and human breast cancer has been investigated [45], and a recent study showed that the methanol extract and hexane and ethyl acetate fractions of I. sonorae exhibit potent anti-proliferative activity against HeLa, M12AK.C3F6, A549, and RAW 264.7 cancer cell lines [46]. Nevertheless, its cytotoxicity against L5178Y-R has never been established up to now.…”

Section: Ibervillea Sonoraementioning

confidence: 99%

Cytotoxic Effect of Methanol Extracts and Partitions of Two Mexican Desert Plants against the Murine Lymphoma L5178Y-R

Quintanilla-Licea¹,

Gómez-Flores²,

Samaniego-Escamilla³

et al. 2016

AJPS

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Pachycereus marginatus (DC.) Britton & Rose and Ibervillea sonorae (S. Watson) Greene have been used in the Mexican traditional medicine for the treatment of various diseases, including cancer. The present study aims to investigate the cytotoxic activity of these plants against a murine lymphoma. Soxhlet extraction of dried and powdered plant material was performed with methanol. Also, a further partitioning of these methanolic extracts with hexane and ethyl acetate was achieved. The in vitro cytotoxic activity against the murine lymphoma L5178Y-R cell line was assessed via the colorimetric MTT assay. The methanol extract from P. marginatus exhibited high cytotoxic activity (up to 94%) at concentrations ranging from 3.9 to 500 µg/mL; however, hexane and ethyl acetate partitions from this methanolic extract showed lower but significant (p < 0.05) concentration-dependent cytotoxicity (hexane partition up to 94% at 500 µg/mL; ethyl acetate partition up to 94% at 65.5 µg/mL). The methanolic extract and partitions derived from I. sonorae also showed significant (p < 0.05) and concentration-dependent cytotoxicity against L5178Y-R cells at concentrations ranging from 7.81 to 500 µg/mL (methanolic extract up to 63% at 500 µg/mL; hexane partition up to 76% at 250 µg/mL; ethyl acetate partition up to 73% at 500 µg/mL). These results demonstrate that the methanol extracts and partitions from P. marginatus and I. sonorae possess significant cytotoxic activity against the murine lymphoma L5178Y-R and validate the ethnobotanical use of these plants for the treatment of diseases consistent with cancer symptomatology. Previous scientific reports describe the isolation of isoquinoline alkaloids of P. margi-* Corresponding author. R. Quintanilla-Licea et al. 1522natus as well as cucurbitacins from I. sonorae, phytochemicals that could be responsible for their observed cytotoxic activity in this research. The direct extraction with methanol of medicinal plants allows extracting of both high and low-polarity compounds, contrary to the simple extraction with water that only allows obtaining compounds of high polarity. The subsequent partition of the methanol extract with a solvent of low polarity (hexane) and another of medium polarity (ethyl acetate) allows making a preliminary fractionation of the bioactive molecules present in the plant that will facilitate the bioguided chromatographic isolation of the pure compounds responsible for the biological activity of the plant.

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“…As part of our ongoing research into antiproliferative compounds derived from natural sources [22][23][24][25][26], a phytochemical investigation of L. crithmoides was undertaken to isolate active compounds by means of a bioassay-guided fractionation of active extracts against the Ontario Cancer Institute-Acute Myeloid Leukemia-3 (OCI-AML3) acute myeloid leukaemia cell line.…”

Section: Introductionmentioning

confidence: 99%

Bioassay-Guided Isolation of Antiproliferative Compounds from Limbarda crithmoides (L.) Dumort

et al. 2020

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Limbarda crithmoides (L.) Dumort (Asteraceae) n-hexane extract displayed high cell proliferation inhibitory activity against acute myeloid leukaemia cells (OCI-AML3) and was therefore subjected to a bioassay-guided multistep separation procedure. Two thymol derivatives, namely 10-acetoxy-8,9-epoxythymol tiglate (1) and 10-acetoxy-9-chloro-8,9-dehydrothymol (2), were isolated and identified by means of NMR spectroscopy. Both of them exhibited a significant dose-dependent inhibition of cell proliferation.

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Antiproliferative and apoptosis induction of cucurbitacin-type triterpenes from Ibervillea sonorae

Cited by 28 publications

References 42 publications

Radical scavenging and anti‐proliferative capacity of three freeze‐dried tropical fruits

Radical scavenging and anti‐proliferative capacity of three freeze‐dried tropical fruits

Cytotoxic Effect of Methanol Extracts and Partitions of Two Mexican Desert Plants against the Murine Lymphoma L5178Y-R

Bioassay-Guided Isolation of Antiproliferative Compounds from Limbarda crithmoides (L.) Dumort

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