New pregnane glycosides from Caralluma dalzielii

Dipartimento di Chimica Bioorganica e Biofarmacia, Università di Pisa, 56126 Pisa, Italy.
Steroids (Impact Factor: 2.64). 09/2005; 70(9):573-85. DOI: 10.1016/j.steroids.2005.03.013
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Twenty-seven new pregnane glycosides were isolated from the whole plant of Caralluma dalzielii, and their structures elucidated from extensive 2D NMR analysis as well as ESI-MS experiments. All isolated compounds were tested for their antiproliferative activity on J774.A1, HEK-293, and WEHI-164 cell lines. Moderate to high potency of cytotoxicities were found in almost all tested compounds, confirming the significant cytotoxic activity of pregnane glycosides.

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    • "(m, H-3); d C 78.1-78.4 (C-3)] with those of related pregnane glycosides (Leo et al. 2005) as well as from NOESY correlation of H-3 with H-5. Moreover NOE correlations of H-12 with H-11a and H-17a, with no correlations with Me-18, suggested the a-configuration of H-12 and H-17. "
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    ABSTRACT: The sap from the succulent Desmidorchis flava (N.E.Br) Meve and Liede yielded a new pregnane glycoside, named nizwaside whose structure was established using 1D and 2D NMR techniques as well as mass spectrometry (ESIMS). Nizwaside was tested for anticancer, DPPH antioxidant, urease enzyme inhibition, α-glucosidase enzyme inhibition and acetylcholinesterase inhibition activities. Interestingly, nizwaside showed significant anti-proliferative effects on MDA MB231 breast cancer cells with an IC50 of 23.5 µg/ml. Moreover, nizwaside was more effective than Doxorubicin, a well-known clinical anticancer drug, in suppressing MDA MB231 cell proliferation even at concentrations lower than that of Doxorubicin (75 µg/ml nizwaside vs. 100 µg/ml Doxorubicin). On the other hand, nizwaside showed relatively weak antioxidant activity with 15 % inhibition.
    Archives of Pharmacal Research 09/2015; DOI:10.1007/s12272-015-0653-0 · 2.05 Impact Factor
    • "In recent years, several studies have reported that pregnane glycosides have considerable bioactivity, including compounds with antiproliferative (Cioffi et al., 2006; Plaza et al., 2005), cytotoxic (Braca et al., 2002; De Leo et al., 2005; Chen et al., 2010; Waheeda et al., 2011; Al-Massarani et al., 2012), antifungal (Yoon et al., 2011) and antidepressant (Yang et al., 2011) activities. There are about 119 known species in the genera Gymnema (Apocynaceae: Asclepiadoideae), and they are distributed in tropical or subtropical Asia, South Africa and Oceania (Gupta et al., 2012). "
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    ABSTRACT: Eight pregnane-type steroidal glycosides substituted with ortho-acetate groups were isolated from the methanolic extract of the pericarp of Gymnema griffithii fruits, and named gymnemogriffithosides A-H. Their structures were determined by spectroscopic analysis (one and two dimensional nuclear magnetic resonance, high resolution electrospray ionization mass spectrometry and attenuated total reflectance-Fourier transformed infrared spectroscopy), while the absolute structure of the steroidal skeleton of one of these was additionally determined using Mosher's method. All compounds were evaluated for their in vitro (i) cytotoxic effects against five human tumor cell lines (BT 474, Chago, Hep-G2, KATO-III and SW620) and (ii) α-glucosidase inhibitory activity.
    Phytochemistry 07/2014; 106. DOI:10.1016/j.phytochem.2014.06.014 · 2.55 Impact Factor
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    • "The chemical constituents of Caralluma dalzielii have been investigated and five new pregnane glycosides, caradalzielosides A–E (1–5) isolated from the aerial parts of the plant (Oyama et al., 2007). Also cytotoxic activities of the various pregnane glycosides fractions from this plant have been documented (De Leo et al., 2005). Ethnobotanical evidence indicates that the traditional uses of Caralluma dalzielii in Nigeria are due to the plant's anti-nociceptive , anti-inflammatory and anticonvulsant activities. "
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    ABSTRACT: Caralluma dalzielii has been used for treating several ailments including convulsion, leprosy, snake bites, otitis (ear pain), fungal diseases and rheumatoid arthritis in Northern Nigeria. However there is no scientific evidence to support its use in literature. To evaluate the antinociceptive and anti-inflammatory properties of the aqueous extract of Caralluma dalzielii in animal models. The antinociceptive and anti-inflammatory properties were assessed using acetic acid induced writhing test in mice, sub plantar formalin induced nociception, the tail-flick test and formalin induced oedema in rats. Three doses of the extract (25, 50, 100mg/kg) were used for the assessment. Caralluma dalzielii extract demonstrated strong dose-dependent antinociceptive and anti-inflammatory activities in all the models employed. All doses (25, 50, 100mg/kg) produced a significant percentage inhibition (41.77, 77.11, and 90.76% in the early phase and 52.02, 85.35, 93.93% in the late phase) in the acetic acid writhing test and (42.85, 55.71, 86.43% in the early phase and 23.26, 37.98, 72.87 in the late phase) in the formalin induced nociception test, respectively. The tail-flick test showed a significant increase in the antinociceptive effect of the extract in both early and late phases when compared with the control. The inhibition of oedema in the formalin test was significant when compared to the control. The results indicated that Caralluma dalzielii showed excellent antinociceptive and anti-inflammatory properties suggesting that its traditional use in the treatment of pains and inflammatory diseases may be valid.
    Journal of ethnopharmacology 10/2013; 150(3). DOI:10.1016/j.jep.2013.09.049 · 3.00 Impact Factor
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