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BLECHNOSIDE A [= SILENOSIDE E]

Year of first report:1986
Formula:C33H54O10
Molecular weight:610
Occurence in plants:
Blechnum minus [fern] » Images of Blechnum minus Wikipedia: <br />
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Silene brahuica [Caryophyllaceae] » Images of Silene brahuica Wikipedia: <br />
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Occurence in animals:
 
BLECHNOSIDE A [= SILENOSIDE E]

MASS SPECTRUM

DEI m/z (relative intenzity %)DCI-MS gives a parent ion at m/z 611 [M+1] (0.4%); 431 [M+1-glucose] (10%)
EI-MS m/z (relative intensity %) 
HR-MS 

CARBON NMR

PROTON NMR

C5D5N
0129.9 *
0229.5 *
0372.5
0427.6 *
0551.5
06203.0
07121.3
08165.9
0934.7
1036.8
1121.6
1231.8
1348.2
1484.1
1531.8
1626.8
1748.4
1815.9
1924.0
2043.0
2113.7
2274.1
2325.8
2442.5
2569.8
2630.0
2730.3
glu-1103.3
glu-275.3
glu-378.3
glu-471.9
glu-578.7
glu-663.0
C5D5N
01-Ha 
02-Ha 
02-He 
03-He3.84
04-Ha 
04-He 
05-H2.89
07-H6.17 (d )
09-Ha3.44
11-Ha 
11-He 
12-Ha 
12-He 
15-Ha 
15-Hb 
16-Ha 
16-Hb 
17-H 
18-Me0.68 (s )
19-Me0.83 (s )
21-Me1.27 (d , 6.5)
22-Hb4.10
23-Ha 
24-Ha 
24-Hb 
26-Me1.37 (s )
27-Me1.37 (s )
glu sign.: 
glu- 1H4.86 (d, 7.5)
glu-(2-6)H4.0 - 4.5

PHYSICAL PROPERTIES

M.P.195-196 ░C
[α]D20+ 44.4 ? 2░ (c 0.80; MeOH)
IR (KBr) ν max (cm-1)3380-3430 (OH), 1655 (cyclohexenone)
UV (EtOH) λ max (log ε)245 (4.0) - 243 (4.02)

CHROMATOGRAPHY

HPTLC 
TLCSilica Rf 0.2 (vanillin spray gives a blue/green spot) [CHCl3-EtOH 80:20]
GLC 
HPLCNP-HPLC on Spherisorb S GP (50 cm x 8 mm) solvent CHCl3-EtOH (88:12)

BIOLOGICAL ACTIVITIES

Drosophila melanogaster BII cell assay: inactive

REFERENCES

First isolationSUKSAMRARN, A. et al. (1986) Phytochemistry 25, 1301-1304 Search more
First isolationSAATOV, E. et al. (1986) Khim. Prir. Soedin., 323-326 Search more
BioactivitiesDINAN, L. et al. (2003) In: Studies in Natural Products Chemisty (ed. Atta-ur-Rahman), Elsevier, Amsterdam, 29, 3-71 Search more

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© UniversitÚ Pierre & Marie Curie, Paris 6, France
© Institute of Organic Chemistry and Biochemistry, Academy of Sciences, Prague, Czech Republic
© Institut National de la Recherche Agronomique, Versailles, France
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