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ISOVITEXIRONE

Year of first report:1994
Formula:C27H42O7
Molecular weight:478
Occurence in plants:
Leuzea carthamoides [Asteraceae] » Images of Leuzea carthamoides Wikipedia: <br />
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Occurence in animals:
 
ISOVITEXIRONE

MASS SPECTRUM

CI-MS (NH3) m/z 
EI-MS m/z (relative intensity %)478 (0), 461 (1), 442 (2), 426 (2), 408 (1), 393 (1), 379 (1), 361 (7), 360 (8), 343 (28), 325 (15), 267 ( 20), 171 (25), 69 (37), 55 (42), 43 (100), 41 (70)
FAB-MS m/z501(M+Na)+ (56), 479 (M+H)+ (65), 461 (100), 443 (22), 278 (56)
HR-MS 

CARBON NMR

PROTON NMR

CD3OD
0139.89
0269.21
0368.55
0433.28
0552.77
06206.66
07122.72
08165.71
0942.92
1039.06
1169.50
1243.76
13*
1484.40
1531.81
1621.46
1750.26
1818.68
1924.61
2077.65
2130.84
2277.05
2330.84
2436.21
25146.87
26110.75
2722.70
Me2CO-d6
01-Ha 
01-Hb 
02-Ha4.00 (ddd, 11.7, 4.0, 3.5)
03-He3.89 (m, 3.0)
04-Ha 
04-He 
05-H2.64 (dd, 12.5, 4.4)
07-H5.71 (d, 2.6)
09-Ha3.16 (dd, 9.0, 2.6)
11-He 
12-Ha 
12-He 
15-Ha 
15-Hb 
16-Ha 
16-Hb 
17-H2.45 (t, 9.1)
18-Me0.890 (s )
19-Me1.019 (s )
21-Me1.203 (s )
22-H3.38 (dd, 10.6, 1.5)
23-Ha 
23-Hb 
24-Ha 
24-Hb 
26-H,H'4.70 (bs )
27-Me1.718 (bs )
CD3OD
01-Hb1.36 dd
01-He2.58 dd
02-Ha4.00 ddd
03-He3.94 bq
04-Ha1.77
04-Hb1.68
05-H2.32 dd
07-H5.79 d
09-Ha3.14 dd
11-Ha 
11-Hb4.09 ddd
12-Ha2.20 dd
12-Hb2.14 dd
15-Ha1.95
15-Hb1.56
16-Ha1.70
16-Hb1.95
17-H2.40
18-Me0.86 s
19-Me1.05 s
20-H 
21-Me1.20 s
22-H3.35 dd
23-Ha1.68
23-Hb1.32
24-Ha2.27
24-Hb2.06
26-Me4.72; 4.58 um
27-Me1.74 bs

PHYSICAL PROPERTIES

M.P. 
[α]D20 
IR (KBr) ν max (cm-1)3391 (OH), 1653 (cyclohexenone), 1581 (additional C=C)
UV (EtOH) λ max (log ε) 

CHROMATOGRAPHY

TLC 
HPTLC 
HPLCNP-HPLC, Separon SGX silica, 7micro m; CH2Cl2 - MeOH - H2O 88:11:1)
GLC 

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationPIS, J. et al. (1994) Phytochemistry 37, 707-711 Search more
IdentificationVOKAC, K. et al. (2002) Collect. Czech. Chem. Commun. 67, 124-139 Search more

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© Institute of Organic Chemistry and Biochemistry, Academy of Sciences, Prague, Czech Republic
© Institut National de la Recherche Agronomique, Versailles, France
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