Cycloartane and oleanane saponins from Astragalus sp.

Verotta, Luisellá; El–Sebakhy, Nadia A.

doi:10.1016/s1572-5995(01)80008-9

Cited by 26 publications

(18 citation statements)

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“…Our data indicate that the saponins characterizing Astragalus species are indeed stimulators of an immune response in the concentration range 0.01 ± 10 mM and support previous findings on related structures [18]. Since the reported cycloastragenol saponins represent chemical structures peculiar to the genus Astragalus [1], it is reasonable to postulate the species used in the pharmacopeas of Eastern countries for the treatment of conditions such as viral infection or cancer may function by modulation of an immune response, since specific cytotoxic and antiviral properties are weak [1]. It would be of value to further test these agents for potential to modulate immunological factors with additional in vivo and in vitro systems.…”

Section: Resultssupporting

confidence: 90%

“…Recent pharmacological studies have shown that Radix Astragali possesses an anti-influenza action and may prevent respiratory infections and both effects are believed to be related to the enhancement of immunological functions. The compounds responsible for the immunomodulating properties of Astragalus preparations are polysaccharides and saponins [1].…”

Section: Introductionmentioning

confidence: 99%

“…In the course of our structural studies on metabolites from Astragalus species endemic to Egypt, a number of cycloartanetype triterpene saponins have been isolated [1], [2], [3], [4], [5], [6], [7], [8], [9], [10], [11], [12]. They are mainly derivatives of cycloastragenol [20(R),24(S)-epoxy-9b,19cyclolanostan-3b,6a,16b, 25-tetrol] [2], [3], [11], but examples of 20(S),24(R)-epoxy-9b,19cyclolanostan-3b,6a,16b,25-tetrol (cyclogalegenin, A. sieberi) [4], 9b,19-cyclolanostan-3b,6a,16b,24(R),25 pentol (cycloasgenin, A. alexandrinus) [5], [24,25,26,27-tetranor]-16b,23(R)-epoxy-9b,19-cyclolanostan-3b,6a,23a triol (A. tomentosus, A. spinosus) [6], [7], 9b,19-cyclolanost-24-ene-3b,6a,16b-triol (A. trigonus) [7], [8], 9b,19-cyclolanost-24-oxo-25-ene-3b,6a,16b-triol (A. trigonus) [10] oligosaccharides have been isolated as well.…”

Section: Introductionmentioning

confidence: 99%

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Cycloartane and Oleanane Saponins from EgyptianAstragalusspp. as Modulators of Lymphocyte Proliferation

Verotta¹,

Guerrini²,

El–Sebakhy³

et al. 2002

Planta med

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From the roots of Astragalus kahiricus DC., three known saponins, namely, astraversianin VI, astraversianin X, astragaloside VIII, and a new saponin were isolated and identified by spectral data. The structure of the latter was elucidated by spectral means and assigned as cycloastragenol 3- O-[ beta- D-(2',3'-diacetyl, 4'- trans-2-butenoyl)-xylopyranosyl], 6- O- beta- D-xylopyranoside (kahiricoside I). From the aerial parts of A. hamosus L., the known compounds azukisaponin V and peregrinoside I were isolated. As judged by in vitro tests, the saponins isolated from Astragalus spp. endemic to Egypt were not cytotoxic against a variety of human cancer cells. However, dose-related modulation of lymphocyte proliferation was observed, and structure-activity relationships are described.

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Section: Resultssupporting

confidence: 90%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Cycloartane and Oleanane Saponins from EgyptianAstragalusspp. as Modulators of Lymphocyte Proliferation

Verotta¹,

Guerrini²,

El–Sebakhy³

et al. 2002

Planta med

Self Cite

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“…The NMR data based on correlations observed in the COSY, ROESY, HSQC, and HMBC spectra of the aglycone moiety of 2 were in good agreement with those of huangqiyegenin II (¼ (3b,16b,24S)-3,16,24,25-tetrahydroxy-9,19-cyclolanostan-6-one) [19], exept for the configuration at position C (24). The comparison of the chemical shift of C (24) The presence of tridesmosidic cycloartane-type saponins in the genus Astragalus was shown in some species [1] [4] [20 -23], whereas the presence of tetradesmosidic structural analogs seems to be very rare in the genus Astragalus [5].…”

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confidence: 64%

Cycloartane Glycosides from Three Species of Astragalus (Fabaceae)

Linnek

Mitaine-Offer

Miyamoto

et al. 2011

Helvetica Chimica Acta

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Nine cycloartane-type glycosides were isolated from three species of the genus Astragalus (Fabaceae): From the aerial parts of A. cicer L., two new saponins, cicerosides A and B (1 and 2, resp.), i.e., a tetradesmosidic and tridesmosidic cycloartane-type glycosides besides one known compound, from the roots of A. sempervirens Lam., one known saponin, and from the roots of A. ptilodes Boiss. var. cariensis Boiss., five known compounds. Their structures were established mainly by 600-MHz 2D-NMR techniques ( 1 H, 1 H-COSY, TOCSY, NOESY, HSQC, and HMBC) and mass spectroscopy.

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“…Chemical studies on Astragalus species reported the presence of triterpenoid saponins, which exhibited a wide range of biological properties, including immunostimulant, hepatoprotective, antiviral, cardiotonic and analgesic activities (Rios & Waterman, 1997;Verotta & El-Sebakhy, 2001). In previous publications the protective effect of a purified saponin mixture (PSM) from Astragalus corniculatus Bieb.…”

Section: Introductionmentioning

confidence: 99%

Effect of Purified Saponin Mixture fromAstragalus corniculatuson Toxicity Models in Isolated Rat Hepatocytes

Mitcheva¹,

Kondeva-Burdina²,

Vitcheva³

et al. 2008

Pharmaceutical Biology

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A purified saponin mixture (PSM) isolated from Astragalus corniculatus Bieb. (Fabaceae) was investigated for its protective effect in two models of toxicity, carbon tetrachloride (CCl 4 ) and tert-butyl hydroperoxide (t-BuOOH), using isolated rat hepatocytes. CCl 4 undergoes dehalogenation in the liver endoplasmic reticulum. This process leads to trichlormethyl radical (CCl 3 ) formation, initiation of lipid peroxidation, and measurable toxic effects on the hepatocytes. Oxidative damage is widely recognized as being involved in the development of many pathological conditions. In our experiment, t-BuOOH was used as a model of oxidative stress. The hepatocytes were incubated with the PSM alone (0.01-100 µM) and along with CCl 4 (86 µM) and t-BuOOH (75 µM). As a sign of cytotoxicity, cell viability was used. CCl 4 and t-BuOOH significantly decreased hepatocyte viability. Our data indicate that PSM showed lower toxic effects compared to CCl 4 and t-BuOOH and in combination exerted statistically significant protection of cell viability against the toxic agents.

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Cycloartane and oleanane saponins from Astragalus sp.

Cited by 26 publications

References 87 publications

Cycloartane and Oleanane Saponins from EgyptianAstragalusspp. as Modulators of Lymphocyte Proliferation

Cycloartane and Oleanane Saponins from EgyptianAstragalusspp. as Modulators of Lymphocyte Proliferation

Cycloartane Glycosides from Three Species of Astragalus (Fabaceae)

Effect of Purified Saponin Mixture fromAstragalus corniculatuson Toxicity Models in Isolated Rat Hepatocytes

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