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ISOCYASTERONE 2,3-MONOACETONIDE

Year of first report:2005
Formula:C32H48O8
Molecular weight:560
Occurence in plants:
Cyathula officinalis [Asteraceae] » Images of Cyathula officinalis Wikipedia: <br />
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Occurence in animals:
 
ISOCYASTERONE 2,3-MONOACETONIDE

MASS SPECTRUM

EI-MS m/z (relative intensity %)
ESI-MS m/z559 [M-H]? (negative mode); 583 [M+Na]+, 1143 [2M+Na]+ (positive mode)
HR-ESIMS (negative mode)559.3271 [M-1]? calc. for C32H47O8 559.3270

CARBON NMR

PROTON NMR

C5D5N
0138.0 (t)
0272.2 (d)
0371.9 (d)
0426.7 (t)
0551.3 (d)
06202.0 (s)
07121.8 (d)
08165.1 (s)
0934.8 (d)
1037.8 (s)
1120.9 (t)
1231.4 (t)
1348.1 (s)
1483.8 (s)
1531.7 (t)
1621.4 (t)
1749.7 (d)
1817.5 (q)
1923.6 (q)
2076.5 (s)
2121.1 (q)
2274.8 (d)
2326.4 (d)
2439.6 (d)
2526.4 (d)
26179.8 (s)
2712.6 (q)
2878.4 (d)
2917.3 (q)
Me28.6 (q), 26.4 (q)
OCO107.9 (s)
C5D5N
01-Ha 
01-He 
02-Ha4.18 (m)
03-He4.08 (br, s)
04-Ha 
04-He 
05-H2.56 (d, 12.0)
07-H6.19 (s)
09-H3.58 (br, s)
11-Ha 
11-He 
12-Ha 
12-He 
15-Ha 
15-Hb 
16-Ha2.48 (q, 11.2)
16-Hb 
17-H3.13 (t, 9.0)
18-Me1.18 (s)
19-Me0.99 (s)
21-Me1.59 (s)
22-H3.80 (d, 10.8)
23-Ha 
23-Hb 
24-Ha 
24-Hb 
25-H3.19 (qui, 7.8)
27-Me1.25 (d, 7.8)
28-H4.63 (qui, 6.6)
29-Me1.26 (d, 6.6)
Me2C=1.54 (3H, s), 1.30 (3H, s)

PHYSICAL PROPERTIES

M.P.260-262 ░C ;
[α]D25+ 42.2 ░ (c 0.12 ; MeOH)
IR (KBr) ν max (cm-1)3458, 1754, 1656
UV (MeOH) λ max (log ε)242 (3.98) ;

CHROMATOGRAPHY

HPLCNP-HPLC column Merck KGaA-Diol (250 mm long, 4 mm i.d.), eluted with CH2Cl2-MeOH 98:2, flow-rate 1 ml.min?1, ret 21.99 min.
GLC
HPTLC
TLC

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationZHOU, R. et al. (2005) J. Asian Nat. Prod. Res. 7(3), 245-252 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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