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RAPISTERONE D

Year of first report:1995
Formula:C27H44O8
Molecular weight:496
Occurence in plants:
Rhaponticum carthamoides [Compositae] » Images of Rhaponticum carthamoides Wikipedia: <br />
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Occurence in animals:
 
RAPISTERONE D

MASS SPECTRUM

CI-MS (NH3) m/z 
EI-MS m/z (relative intensity %)478 (M-18)+, 463, 445, 427, 409, 391, 379 (M-117)+, 361, 325, 301, 99, 81
HR-MS 

CARBON NMR

PROTON NMR

C5D5N
0136.0
0269.8
0367.9
0434.8
0579.8
06200.9
07119.8
08166.8
0938.2
1044.7
1121.3
1231.6
1348.1
1484.0
1532.0
1622.0
1750.0
1817.1
1917.8
2076.8
2121.6
2277.5
2327.4
2442.6
2569.6
2629.9
2730.1
C5D5N
01-Ha 
01-He 
02-He4.14 (k, w1/2= 8.5)
03-Ha4.25 (dt, w1/2 = 22))
04-Ha2.08*
04-He2.15*
07-H6.24 (br s )
09-H3.61 (m )
11-Ha 
11-He 
12-Ha 
12-He 
14-H 
15-Ha 
15-Hb 
16-Ha 
16-Hb 
17-H2.95 (t )
18-Me1.12 (s )
19-Me1.18 (s )
21-Me1.56 (s )
22-H3.83 (dd )
23-Ha 
23-Hb 
24-Ha 
24-Hb 
26-Me1.35 (s )
27-Me1.35 (s )

PHYSICAL PROPERTIES

M.P.246-248 ░C
[α]D20 
IR (KBr) ν max (cm-1)3370-3490 (OH), 1690 (cyclohexenone)
UV (EtOH) λ max (log ε) 

CHROMATOGRAPHY

HPTLC 
TLC 
GLC 
HPLC 
LCSilica column eluted with CHCl3-MeOH (20:1).

BIOLOGICAL ACTIVITIES

Drosophila melanogaster BII cell assay: EC50 = 1.0 x 10-9M
Galleria mellonella in vivo assay: ED50 = 7.8 ug/g
Sarcophaga bullata in vivo assay: ED50 = 7.8 ug/g

REFERENCES

BioactivitiesSLAMA, K. et al. (1993) Insect Biochem. Molec. Biol. 23, 181-185 Search more
First isolationBALTAYEV, U.A. et al. (1995) Phytochemistry 38, 799-800 Search more
BioactivitiesDINAN, L. et al. (1999) J. Computer-aided Mol. Design 13, 185-207 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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