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DACRYSTERONE

Year of first report:1973
Formula:C28H46O8
Molecular weight:510
Occurence in plants:
Dacrydium intermedium [Podocarpaceae] » Images of Dacrydium intermedium Wikipedia: <br />
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Occurence in animals:
 
DACRYSTERONE

MASS SPECTRUM

CI-MS (NH3) m/z 
EI-MS m/z (relative intensity %)492 [M-18]+ (1), 474 (2), 456 (3), 438 (3), 379 (50), 361 (47), 343 (23), 325 (25), 189 (20), 140 (22), 131 (13), 113 (100), 105 (26), 95 (66), 93 (20), 91 (25), 85 (28), 83 (23), 70 (96)
HR-MS 

CARBON NMR

PROTON NMR

C5D5N
0134.7
0267.9
0369.7
0435.8
0579.7
06200.7
07119.8
08166.8
0938.2
1044.7
1121.2
1231.6
1348.1
1484.0
1532.0
1622.0
1749.8
1817.8
1917.0
2076.9
2121.5
2274.7
2334.5
2441.7
2572.1
2626.4 *
2728.2 *
2815.3
C5D5N
01-Ha 
02-Ha 
03-He 
04-Ha 
04-He 
05-H 
07-H 
09-Ha 
11-Ha 
11-He 
12-Ha 
12-He 
14-H 
15-Ha 
15-Hb 
16-Ha 
16-Hb 
17-H 
18-Me1.22
19-Me1.15
21-Me1.56
22-Hb 
23-Ha 
24-Ha 
24-Hb 
25-H 
26-Me1.32
27-Me1.32
28-Me1.07 (d, 6)

PHYSICAL PROPERTIES

M.P.283-285░C
[α]D20 
IR (KBr) ν max (cm-1)1690 (cyclohexenone)
UV (EtOH) λ max (log ε)240 (4.056)

CHROMATOGRAPHY

HPTLC 
TLCNP-TLC on silicagel Rf 0.20 (CHCl3-EtOH 4:1) (makisterone A 0.16); Rf 0.27 (CHCl3-EtOH 4:1); RP-TLC on paraffin coated silica gel Rf 0.37 (MeOH-H2O 50:50); RP-TLC on C18-bonded silica gel Rf 0.39 (MeOH-H2O 65:35)
GLCRet 9.85 min on 1.5% OV101 (0.9 m x 4.5 mm i.d.) at 285░C after silylation at 140░C
HPLC 

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationRUSSEL, G.B. et al. (1973) Aust. J. Chem. 26, 1805-1807 Search more
GeneralBLUNT, J.W. et al. (1979) Aust. J. Chem. 32, 779-782 Search more
GeneralWILSON, I.D. et al. (1985) J. Chromatogr. 318, 373-377 Search more
GeneralBIELBY, C.R. et al. (1986) J. Chromatogr. 351, 57-64 Search more

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