A New Bioactive Steroidal Saponin from Agave shrevei

2005 ◽  
Vol 60 (1-2) ◽  
pp. 57-62 ◽  
Author(s):  
Bernadete Pereira da Silva ◽  
José Paz Parente

A new steroidal saponin was isolated from the leaves of Agave shrevei Gentry. Its structure was established as 26-( β-ᴅ-glucopyranosyloxy)-22-methoxy-3-{O-β-ᴅ-glucopyranosyl-(1→2)- O-[O-β-ᴅ-glucopyranosyl-(1→4)-O-[O-β-ᴅ-glucopyranosyl-(1→6)]-O-β-ᴅ-glucopyranosyl- (1→4)-β-ᴅ-galactopyranosyl]oxy}-(3β,5α,25R)-furostane. The structural identification was performed using detailed analyses of 1H and 13C NMR spectra including 2D NMR spectroscopic techniques (COSY, HETCOR, and COLOC) and chemical conversions. The steroidal saponin showed absence of haemolytic effects in the in vitro assay, but demonstrated a significant inhibition of the capillary permeability activity.

2006 ◽  
Vol 61 (9) ◽  
pp. 1153-1157 ◽  
Author(s):  
Bernadete P. da Silva ◽  
José P. Parente

Abstract A new bidesmosidic furostanol saponin was isolated from leaves of Furcraea gigantea Vent. Its structure was established as 3-[(O-6-deoxy-α-L-mannopyranosyl-(1→4)-O-β -D-glucopyranosyl-( 1→3)-O-[O-β -D-glucopyranosyl-(1→3)-β -D-glucopyranosyl-(1→2)-O-β -D-glucopyranosyl- (1→4)-β -D-galactopyranosyl)oxy]-(3β ,5α,15α,22α,25R)-26-(β -D-glucopyranosyloxy)-15,22-dihydroxy- furost-12-one. Its structural identification was performed using detailed analyses of 1H and 13C NMR spectra including 2D NMR spectroscopic techniques (DEPT, COSY, HETCOR and COLOC) and chemical conversions. The steroidal saponin showed no haemolytic effects in the in vitro assays and demonstrated inhibition of the capillary permeability activity.


2002 ◽  
Vol 57 (5-6) ◽  
pp. 423-428 ◽  
Author(s):  
Bernadete P. da Silva ◽  
Allyne C. de Sousa ◽  
Graziela M. Silva ◽  
Tatiana P. Mendes ◽  
José P. Parente

A new steroidal saponin was isolated from the leaves of Agave attenuata Salm-Dyck. Its structure was established as (3β,5β,22α,25S)-26-(β-ᴅ-glucopyranosyloxy)-22-methoxyfurostan- 3-yl O-β-ᴅ-glucopyranosyl-(1→2)-β-ᴅ-glucopyranosyl-(1→2)-O-[β-ᴅ-glucopyranosyl- (1→3)]-β-ᴅ-glucopyranosyl-(1→4)-β-ᴅ-galactopyranoside. The structural identification was performed using detailed analyses of 1H and 13C NMR spectra including 2D NMR spectroscopic techniques (COSY, HETCOR and COLOC) and chemical conversions. The haemolytic potential of the steroidal saponin was evaluated and the anti-inflammatory activity was performed using the capillary permeability assay.


2007 ◽  
Vol 62 (9) ◽  
pp. 1193-1198 ◽  
Author(s):  
Bernadete P. da Silva ◽  
José P. Parente

A new bisdesmosidic furostanol saponin was isolated from leaves of Agave brittoniana Trel. Its structure was established as 3-[O-6-deoxy-α-L-mannopyranosyl-(1→4)-O-β -D-glucopyranosyl-( 1→3)-O]-[O-β -D-glucopyranosyl-(1→3)-β -D-glucopyranosyl-(1→2)-O-β -D-glucopyranosyl- (1→4)-β -D-galactopyranosyl)oxy]-(3β ,5α,6α,22α,2R)-26-(β -D-glucopyranosyloxy)-6,22-dihydroxy- furost-12-one. Its structural identification was performed using detailed analyses of 1H and 13C NMR spectra including 2D NMR spectroscopic techniques (DEPT, COSY, HETCOR and COLOC) and chemical conversions. The steroidal saponin showed no haemolytic effects in the in vitro assays and demonstrated antiinflammatory activity using in vivo models.


2010 ◽  
Vol 65 (5) ◽  
pp. 628-634 ◽  
Author(s):  
Bernadete P. da Silva ◽  
José P. Parente

A new complex triterpenoid saponin, polystachyasaponin, was isolated from leaves of Entada polystachya (L.) DC. (Leguminosae) by using chromatographic methods. Its structure was established as 15,16-dihydroxy-3-[[O-β -D-xylopyranosyl-(1→2)-O-α-L-arabinopyranosyl-(1→6)-2- (acetylamino)-2-deoxy-β -D-glucopyranosyl]oxy]-(3β ,15α,16α)-olean-12-en-28-oic acid O-D-apio- β -D-furanosyl-(1→3)-O-β -D-xylopyranosyl-(1→2)-O-[β -D-glucopyranosyl-(1→4)]-6-O-[(2E,6R)- 6-hydroxy-2,6-dimethyl-1-oxo-2,7-octadienyl]-β -D-glucopyranosyl ester. Structural elucidation was performed using detailed analyses of 1H and 13C NMR spectra including 2D NMR spectroscopic techniques and chemical conversions. The hemolytic activity of the saponin was evaluated using in vitro assays, and its adjuvant potential on the cellular immune response against ovalbumin antigen was investigated using in vivo assays.


2008 ◽  
Vol 63 (7) ◽  
pp. 894-902 ◽  
Author(s):  
Antony P. Barbosa ◽  
Bernadete P. da Silva ◽  
José P. Parente

A new complex triterpenoid saponin, brevifoliasaponin, was isolated from leaves of Calliandra brevifolia Benth. (Leguminosae) by using chromatographic methods. Its structure was established as 3-[(O-α-L-arabinopyranosyl-(1 → 2)-O-α-L-arabinopyranosyl-(1 → 6)-2-(acetylamino)- 2-deoxy-β -D-glucopyranosyl)oxy]-16-hydroxy-(3β ,16α)-olean-12-en-28-oic acid O-β - D-xylopyranosyl-(1 → 3)-O-β -D-xylopyranosyl-(1→4)-O-[β -D-glucopyranosyl-(1 → 3)]-O-6-deoxy- α-L-mannopyranosyl-(1 → 2)-6-O-[(2E,6S)-6-[[2-O-[(2E,6S)-6-[[2-O-[(2E,6S)-2,6-dimethy- l1-oxo-6-(β -D-xylopyranosyloxy)-2,7-octadienyl]-β -D-xylopyranosyl]oxy]-2,6-dimethyl-1-oxo- 2,7-octadienyl]-β -D-xylopyranosyl]oxy]-2,6-dimethyl-1-oxo-2,7-octadienyl]-β -D-glucopyranosyl ester. Its structural elucidation was performed using detailed analyses of 1H and 13C NMR spectra including 2D-NMR spectroscopic techniques and chemical conversions. The hemolytic activity of the saponin was evaluated using in vitro assays, and its adjuvant potential on the cellular immune response against ovalbumin antigen was investigated using in vivo assays.


1968 ◽  
Vol 20 (03/04) ◽  
pp. 384-396 ◽  
Author(s):  
G Zbinden ◽  
S Tomlin

SummaryAn in vitro system is described in which adhesion of blood platelets to washed and tannic acid-treated red cells was assayed quantitatively by microscopic observation. ADP, epinephrine and TAME produced a reversible increase in platelet adhesiveness which was antagonized by AMP. With Evans blue, polyanetholsulfonate, phthalanilide NSC 38280, thrombin and heparin at concentrations above 1-4 u/ml the increase was irreversible. The ADP-induced increase in adhesiveness was inhibited by sodium citrate, EDTA, AMP, ATP and N-ethylmaleimide. EDTA, AMP and the SH-blocker N-ethylmaleimide also reduced spontaneous platelet adhesion to red cells. No significant effects were observed with adenosine, phenprocoumon, 5-HT, phthalanilide NSC 57155, various estrogens, progestogens and fatty acids, acetylsalicylic acid and similarly acting agents, hydroxylamine, glucose and KCN. The method may be useful for the screening of thrombogenic and antithrombotic properties of drugs.


2021 ◽  
pp. 1-9
Author(s):  
Anita Virtanen ◽  
Outi Huttala ◽  
Kati Tihtonen ◽  
Tarja Toimela ◽  
Tuula Heinonen ◽  
...  

<b><i>Objective:</i></b> To determine the direct effect of pravastatin on angiogenesis and to study the interaction between pravastatin and maternal sera from women with early- or late-onset pre-eclampsia (PE), intrauterine growth restriction, or healthy pregnancy. <b><i>Methods:</i></b> We collected 5 maternal serum samples from each group. The effect of pravastatin on angiogenesis was assessed with and without maternal sera by quantifying tubule formation in a human-based in vitro assay. Pravastatin was added at 20, 1,000, and 8,000 ng/mL concentrations. Concentrations of angiogenic and inflammatory biomarkers in serum and in test medium after supplementation of serum alone and with pravastatin (1,000 ng/mL) were measured. <b><i>Results:</i></b> Therapeutic concentration of pravastatin (20 ng/mL) did not have significant direct effect on angiogenesis, but the highest concentrations inhibited angiogenesis. Pravastatin did not change the levels of biomarkers in the test media. There were no changes in angiogenesis when therapeutic dose of pravastatin was added with maternal sera, but there was a trend to wide individual variation towards enhanced angiogenesis, particularly in the early-onset PE group. <b><i>Conclusions:</i></b> At therapeutic concentration, pravastatin alone or with maternal sera has no significant effect on angiogenesis, but at high concentrations the effect seems to be anti-angiogenic estimated by in vitro assay.


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