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TENUIFOLIOSIDE A

Year of first report:1989
Formula:C33H56O10
Molecular weight:612
Occurence in plants:
Lilium tenuifolium [Liliaceae] » Images of Lilium tenuifolium Wikipedia: <br />
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Occurence in animals:
 
TENUIFOLIOSIDE A

MASS SPECTRUM

CI-MS (NH3) m/z 
EI-MS m/z (relative intensity %) (pentaacetate)762 [M-AcOH]+ (1.3), 744 [M-AcOH-H2O]+ (3.5), 726 [M-AcOH-2H2O]+ (4.2), 659 (2), 616 (2.7), 457 (2.3), 415 (19), 397 (78), 379 (20), 331 (50), 299 (13), 269 (18), 242 (12), 205 (20), 169 (100), 157 (21),150 (23), 145 (18), 109 (45).
SI-MS m/z433 [aglycone-OH]+, 415 [aglycone-OH-H2O]+, 397 [aglycone-OH-2H2O]+

CARBON NMR

PROTON NMR

C5D5N
0137.0 a
0227.1
0376.9 b
0429.6
0556.4
06211.4
0742.8
0840.9
0946.7
1040.7
1121.2 c
1233.0 d
1348.8
1483.8
1532.4 d
1621.6 c
1750.2
1817.8
1912.8
2076.8
2121.3
2276.7 b
2330.3
2437.2 a
2528.2
2622.5
2723.2
s1'102.0
s2'75.4
s3'78.6
s4'71.9
s5'78.6
s6'63.0
C5D5N
01-Ha 
01-Hb 
02-Ha 
03-He3.94 (m, w1/2 = 28.4)
04-Ha 
04-He 
05-H 
07-Ha2.88 (dd, 12.7, 12.7)
07-He2.45 (dd, 12.7, 4.3)
08-H2.29 (ddd, 12.7, 12.7, 4.2)
09-Ha2.13 (ddd, 12.7, 12.7, 4.2)
11-Ha 
11-He 
12-Ha 
12-He 
15-Ha 
15-Hb 
16-Ha 
16-Hb 
17-H2.84 (t, 9.5)
18-Me1.34 (s )
19-Me0.73 (s )
21-Me1.56 (s )
22-H3.79 (br d, 10.3)
23-Ha 
23-Hb 
24-Ha 
24-Hb 
25-H 
26-Me0.84 (d, 6.5) a
27-Me0.83 (d, 6.5) a
H-1'5.04 (d, 7.7)
H-2'4.04 (dd, 8.7, 7.7)
H-3'4.28 (dd, 8.7, 8.7)
H-4'4.22 (dd, 8.7, 8.7)
H-5'4.00 (ddd, 8.7, 5.6, 2.2)
H-6'a4.61 (dd, 11.7, 2.2)
H-6'b4.39 (dd, 11.7, 5.6)

PHYSICAL PROPERTIES

M.P. 
[α]D28-9.8 ░ (c 0.54; MeOH)
IR (KBr) ν max (cm-1)3420 (OH), 2950, 2870, 1695 (C=O), 1465, 1455, 1380, 1360,
UV (EtOH) λ max (log ε)230sh (714), 279 (240), 316sh (159)

CHROMATOGRAPHY

HPTLC 
TLC 
GLC 
HPLC 

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationMIMAKI, Y. et al. (1989) Phytochemistry 28, 3454-3458 Search more

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© UniversitÚ 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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