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BREVIFLORASTERONE

Year of first report:2008
Formula:C29H44O8
Molecular weight:520
Occurence in plants:
Ajuga reptans var. reptans [Lamiaceae (alt. Labiatae)] » Images of Ajuga reptans var. reptans Wikipedia: <br />
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Ajuga macrosperma var. breviflora [Lamiaceae (alt. Labiatae)] » Images of Ajuga macrosperma var. breviflora Wikipedia: <br />
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Occurence in animals:
 
BREVIFLORASTERONE

MASS SPECTRUM

HR-ESI-MS m/z521.3140 [M+H], calc for C29H45O8 521.3114

CARBON NMR

PROTON NMR

C5D5N
0137.9
0268.1
0368.0
0432.5
0551.4
06203.5
07121.6
08166.0
0934.4
1038.6
1121.4
1231.9
1348.1
1484.0
1531.6
1621.0
1750.7
1818.0
1924.4
2075.8
2122.5
2277.8
2382.9
2440.9
2538.1
26180.4
2710.6
2822.0
2912.0
CD3OD
0137.5
0268.8
0368.6
0433.0
0551.9
06206.6
07122.2
08168.1
0935.2
1039.4
1121.6
1232.6
1349.2
1485.3
1531.8
1621.6
1751.2
1818.3
1924.5
2077.1
2122.0
2278.1
2384.4
2442.3
2538.8
26182.9
2710.6
2822.7
2912.0
C5D5N
01-Ha1.93 (dd, 13.4, 12.0)
01-He2.14
02-Ha4.20 (brd)
03-He4.27 (m, w1/2 = 8.4)
04-Ha1.83 (brt, 13.4)
04-He2.07 (dd, 13.7, 3.7)
05-H3.02 (dd, 13.5, 3.5)
07-H6.24 (d, 2.2)
09-H3.60 (m)
11-Ha1.72 (qd, 12.0, 4.4)
11-Hb1.87
12-Ha2.60 (td, 12.4, 4.6)
12-He2.00 (brd, 12.4)
15-Ha1.89
15-Hb2.15
16-Ha2.15
16-Hb2.44 (m)
17-H3.06 (dt, 9.0)
18-Me1.19 (s)
19-Me1.07 (s)
21-Me1.65 (s)
22-H4.19 (brs)
23-Ha4.62 (brd, 2.4)
24-H2.81 (td, 9.0, 4.5)
25-H3.45 (q, 7.7)
27-Me1.14 (d, 7.6)
28-Ha1.22 (m)
28-Hb1.48 (m)
29-Me0.98 (t, 7.3)
OH6.40 (br), 7.35 (br)
CD3OD
01-Ha1.43
01-He1.81
02-Ha3.84
03-He3.95
04-Ha1.71
04-He1.78
05-H2.38
07-H5.81
09-H3.16
11-Ha1.70
11-Hb1.82
12-Ha2.16
12-He1.87
15-Ha1.63
15-Hb1.98
16-Ha1.81
16-Hb2.00
17-H2.57
18-Me0.88
19-Me0.97
21-Me1.30 (s)
22-H3.62 (d, 4.3)
23-Ha4.34 (dd, 4.3, 2.0)
24-H2.62 (tdd, 8.7, 5.1, 2.1)
25-H3.10 (dq, 8.2, 7.6)
27-Me1.13 (d, 7.6)
28-Ha1.35 (14.2, 8.9, 7.3)
28-Hb1.59
29-Me1.00 (t, 7.3)

PHYSICAL PROPERTIES

M.P.268-270 °C ;
[α]D22- 159.3 ° (c 0.23; MeOH)
[α]D25+15 ° (c 0.1; MeOH)
IR (KBr) ν max (cm-1)
UV (EtOH) λ max (log ε)242 (3.9459) ;

CHROMATOGRAPHY

HPLC
GLC
HPTLC
TLC

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationCASTRO, A. et al. (2008) J. Nat. Prod. 71, 1294-1296 Search more
GeneralVÁNYOLÓS, A. et al. (2009) J. Nat. Prod. 72, 929-932 Search more

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© Université 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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