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22-EPI-14-HYDROXYPINNASTEROL 2-ACETATE

Year of first report:1986
Formula:C29H44O7
Molecular weight:504
Occurence in plants:
Laurencia pinnata [red Algae] » Images of Laurencia pinnata Wikipedia: <br />
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Occurence in animals:
 
22-EPI-14-HYDROXYPINNASTEROL 2-ACETATE

MASS SPECTRUM

CI-MS (NH3) m/z 
EI-MS m/z (relative intensity %) 
FD-MS m/z504 (M)+, 486, 403, 359
HR-MS 

CARBON NMR

PROTON NMR

C5D5N
01 
02 
03 
04 
05 
06 
07 
08 
09 
10 
11 
12 
13 
14 
15 
16 
17 
18 
19 
20 
21 
22 
23 
24 
25 
26 
27 
28 
29 
C5D5N
01-Ha 
01-Hb 
02-Ha5.26 (ddd, 10, 7, 3.5)
03-Ha4.68 (dd, 7, 2.5)
04-H6.86 (d, 2.5)
07-H6.49 (d, 2.5)
09-Ha3.45 (ddd, 12, 7, 2.5)
11-Ha 
11-He 
12-Ha2.26 (dt, 13, 5)
12-He 
15-Ha 
15-Hb 
16-Ha 
16-Hb 
17-H2.70 (t, 9.3)
18-Me1.25 (s )
19-Me1.30 (s )
21-Me1.52 (s )
22-Ha3.75 (d, 10)
23-Ha 
24-Ha 
24-Hb 
25-H 
26-Me0.86 (d, 6.5)
27-Me0.88 (d, 6.5)
O-Ac2.01 (s)

PHYSICAL PROPERTIES

M.P.144-145 ░C
[α]D20+ 65░ (c 0.23 ; MeOH)
IR (KBr) ν max (cm-1)3490, 1730, 1675, 1635, 1260
UV (EtOH) λ max (log ε)253 (3.93)

CHROMATOGRAPHY

HPTLC 
TLCpreparative silica gel (Merck, 70-230 mesh), fractions eluting with EtOAc, EtOAc-MeOH (9:1)
GLC 
HPLCpreparative on ?Porasil (CH2Cl2-CHCl3-MeOH 20:20:1)

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationFUKUZAWA, A. et al. (1986) Phytochemistry 25, 1305-1307 Search more

see Important notice
© 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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