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PONASTERONE B

Year of first report:1968
Formula:C27H44O6
Molecular weight:464
Occurence in plants:
Podocarpus nakaii [Podocarpaceae] » Images of Podocarpus nakaii Wikipedia: <br />
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Occurence in animals:
 
PONASTERONE B

MASS SPECTRUM

CI-MS (NH3) m/z 
EI-MS m/z (relative intensity %) 
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 
C5D5N
01-Ha 
01-Hb 
02-Ha 
03-He 
04-Ha 
04-He 
05-H 
07-H 
09-Ha 
11-Ha 
11-He 
12-Ha 
12-He 
15-Ha 
15-Hb 
16-Ha 
16-Hb 
17-H 
18-Me1.17
19-Me1.11
21-Me1.54
22-H 
23-Ha 
23-Hb 
24-Ha 
24-Hb 
25-H 
26-Me0.82 (d, 6)
27-Me0.82 (d, 6)
CDCl3 (2,3,22-tri-OAc)
01-Ha 
01-Hb 
02-Ha5.25 (w1/2 = 7.5)
03-He5.18 (w1/2 = 20)
04-Ha 
04-He 
05-H 
07-H 
09-Ha 
11-Ha 
11-He 
12-Ha 
12-He 
15-Ha 
15-Hb 
16-Ha 
16-Hb 
17-H 
18-Me0.83
19-Me0.93
21-Me1.25
22-H4.82 (dd, 4,8)
23-Ha 
23-Hb 
24-Ha 
24-Hb 
25-H 
26-Me0.88 (d, 6)
27-Me0.88 (d, 6)

PHYSICAL PROPERTIES

M.P. 
[α]D20 
IR (KBr) ν max (cm-1)3400 (OH), 1660 (cyclohexenone), 1630
UV (EtOH) λ max (log ε)241 (?), 320 (?)

CHROMATOGRAPHY

HPTLC 
TLCNP-TLC on silica gel : Rf 0.40 (CHCl3-EtOH 4:1); Rf 0.44 (CHCl3-EtOH 5:1); Rf 0.74 (CHCl3-EtOH-Me2CO 6:2:1); Rf 0.69 (CHCl3-MeOH-Me2CO 6:2:1); Rf 0.13 (CH2Cl2-EtOH-Me2CO 16:1:4); Rf 0.45 (CH2Cl2-MeOH-C6H6 25:5:3).
GLC 
HPLC 

BIOLOGICAL ACTIVITIES

Calliphora assay: 7-10% (20-hydroxyecdysone = 100%)

REFERENCES

First isolationNAKANISHI, K. et al. (1968) Tetrahedron Lett. (9), 1105-1110 Search more
GeneralHORN, D.H.S. et al. (1971) In: Naturally Occuring Insecticides (eds. Jacobson M. and Crosby D.G) Marcel Dekker, New York, pp. 333-459 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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