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PONASTERONE A 20,22-p-HYDROXY-BENZYLIDENE ACETAL

Year of first report:2010
Formula:C34H48O7
Molecular weight:568
Occurence in plants:
Taxus canadensis [Taxaceae] » Images of Taxus canadensis
Occurence in animals:
 
PONASTERONE A 20,22-p-HYDROXY-BENZYLIDENE ACETAL

MASS SPECTRUM

EI-MS m/z (relative intensity %)
HR-MS ((+)-FAB) m/z 569.3473 (calculated 569.3473 for C34H49O7, [M+H] +), 551.3474 (calculated 551.3467 for C34H47O6, [M+H-H2O] +)
CI-MS (NH3) m/z

CARBON NMR

PROTON NMR

CD3OD
0137.37
0268.72
0368.51
0432.88
0551.79
06206.41
07122.18
08167.54
0935.17
1039.24
1121.51
1232.19
1348.23
1485.28
1531.78
1622.80
1751.55
1817.67
1924.45
2085.52
2123.58
2285.75
2327.72
2437.60
2529.25
2622.95
2722.87
28105.23
29131.03
30 (30')129.47
31 (31')115.83
32159.38
CD3OD
01-Ha1.45 (t, 13.0)
01-He1.81 (m)
02-Ha3.85 (m)
03-He3.97 (br, s)
04-Ha1.73 (m)
04-He1.76 (m)
05-H2.38 (dd, 12.6, 4.3)
07-H5.84, (d, 2.0)
09-H3.18 (m)
11-Ha1.72 (m)
11-He1.83 (m)
12-Ha2.16 (td, 13.4, 4.8)
12-He1.87 (br, dd)
15-Ha1.68 (m)
15-Hb2.02 (m)
16-Ha2.09 (m)
16-Hb1.99 (m)
17-H2.44 (t, 9.0)
18-Me0.90 (s)
19-Me0.98 (s)
21-Me1.29 (s)
22-H3.85 (d)
23-Ha1.54 (m)
23-Hb1.61 (m)
24-Ha1.49 (m)
24-Hb1.32 (m)
25-H1.63 (m)
26-Me0.95 (d, 6.6)
27-Me0.95 (d, 6.6)

PHYSICAL PROPERTIES

M.P.░C ;
[α]D22+ 64 ░ (c = 0.10, MeOH)
IR (KBr) ν max (cm-1)
UV (EtOH) λ max (log ε)() ;

CHROMATOGRAPHY

HPLCWhatman Partisil 10 ODS-2Mag-20 preparative column (500 mm long, 22 mm i.d.) eluted with a linear gradient of acetonitrile in water, 25% to 100% in 50 min, flow-rate 18 mL/min.
GLC
HPTLC
TLC

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationFANG, Yu. et al. (2010) Z. Naturforsch. 65b, 1401-1405 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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