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AMARASTERONE B

Year of first report:1968
Formula:C29H48O7
Molecular weight:508
Occurence in plants:
Cyathula capitata [Amaranthaceae] » Images of Cyathula capitata Wikipedia: <br />
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Occurence in animals:
 
AMARASTERONE B

MASS SPECTRUM

CI-MS (NH3) m/z 
EI-MS m/z (relative intensity %)508 (M)+, 363 (M - C22-C29)+, 345, 327.
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-Ha 
03-He 
04-Ha 
04-He 
05-H 
07-H6.22
09-Ha 
11-Ha 
11-He 
12-Ha 
12-He 
15-Ha 
15-Hb 
16-Ha 
16-Hb 
17-H 
18-Me1.22 (s )
19-Me1.07 (s )
21-Me1.56 (s )
22-H 
23-Ha 
23-Hb 
24-Ha 
25-H 
26-Me0.91 (d )
27-Me0.91 (d )
29-CH2O---
CDCl3 (tetra-OAc)
01-Ha 
01-Hb 
02-Ha5.06 (ddd )
03-He5.32 (ddd )
04-Ha 
04-He 
05-H 
07-H5.86 (d )
09-Ha3.10 (ddd )
11-Ha 
11-He 
12-Ha 
12-He 
15-Ha 
15-Hb 
16-Ha 
16-Hb 
17-H 
18-Me0.86 (s )
19-Me1.03 (s )
21-Me1.24 (s )
22-H4.94 (dd )
23-Ha 
23-Hb 
24-Ha 
25-H 
26-Me0.84 (d )
27-Me0.86 (d )
29-CH2O-3.92 (dd , 2H)

PHYSICAL PROPERTIES

M.P.284-285 ░C
[α]D20+ 82 ░ in dioxan (5?-hydrogen)
IR (KBr) ν max (cm-1)-- (OH), 1650 (cyclohexenone)
UV (EtOH) λ max (log ε)244 (?) ;

CHROMATOGRAPHY

HPTLC 
TLC 
GLC 
HPLC 

BIOLOGICAL ACTIVITIES

Sarcophaga assay: highly active

REFERENCES

First isolationTAKEMOTO, T. et al. (1968) Tetrahedron Lett. 4953-4956 Search more
BioactivitiesBERGAMASCO, R. et al. (1980) In: Progress in Ecdysone Research (Ed. J.A. Hoffmann), Elsevier/North Holland Biomed. Press, Amsterdam 299-324 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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