Editor at 06:04, 21 October 2010

2010-10-21T06:04:15Z

← Older revision		Revision as of 15:04, 21 October 2010
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	\|LipidBank=XPR8013		\|LipidBank=XPR8013
	\|LipidMaps=LMFA03120013		\|LipidMaps=LMFA03120013
	\|SysName=Methyl- (5-~~cis,~~7~~-trans~~) -7- [ 4R-bromo-2- [cis-2-octenyl] -5-oxo-3-cyclopentenylidene ] -5-heptenoic acid		\|SysName=Methyl- (cis-5,trans-7) -7- [ 4R-bromo-2- (cis-2-octenyl) -5-oxo-3-cyclopentenylidene ] -5-heptenoic acid
	\|Common Name=&&Bromovulone I&&Methyl- (5Z,7E) -7- [ 4R-bromo-2- [(~~Z)-2~~-octenyl] -5-oxo-3-cyclopentenylidene ] -5-heptenoic acid&&		\|Common Name=&&Bromovulone I&&Methyl- (5Z,7E) -7- [ 4R-bromo-2- [ (2Z-octenyl) -5-oxo-3-cyclopentenylidene ] -5-heptenoic acid&&
	\|Optical=[ alpha ]_D +6.0°(C 0.05, MeOH)(Yamada Yasuji)		\|Optical=[ alpha ]_D +6.0°(C 0.05, MeOH)(Yamada Yasuji)
	\|Solubility=Bromovulone I is soluble in MeOH, EtOH, CHCl_3 , or hexane.		\|Solubility=Bromovulone I is soluble in MeOH, EtOH, CHCl_3 , or hexane.

Editor: New page: {{Lipid/Header}} {{Hierarchy|{{PAGENAME}}}} {{Metabolite |LipidBank=XPR8013 |LipidMaps=LMFA03120013 |SysName=Methyl- (5-cis,7-trans) -7- [ 4R-bromo-2- [cis-2-octenyl] -5-oxo-3-cyclopente...

2010-09-16T09:15:10Z

New page: {{Lipid/Header}} {{Hierarchy|{{PAGENAME}}}} {{Metabolite |LipidBank=XPR8013 |LipidMaps=LMFA03120013 |SysName=Methyl- (5-cis,7-trans) -7- [ 4R-bromo-2- [cis-2-octenyl] -5-oxo-3-cyclopente...

New page

{{Lipid/Header}}

{{Hierarchy|{{PAGENAME}}}}

{{Metabolite
|LipidBank=XPR8013
|LipidMaps=LMFA03120013
|SysName=Methyl- (5-cis,7-trans) -7- [ 4R-bromo-2- [cis-2-octenyl] -5-oxo-3-cyclopentenylidene ] -5-heptenoic acid
|Common Name=&&Bromovulone I&&Methyl- (5Z,7E) -7- [ 4R-bromo-2- [(Z)-2-octenyl] -5-oxo-3-cyclopentenylidene ] -5-heptenoic acid&&
|Optical=[ alpha ]_D +6.0°(C 0.05, MeOH)(Yamada Yasuji)
|Solubility=Bromovulone I is soluble in MeOH, EtOH, CHCl_3 , or hexane.
|Mass Spectra=EIMS m/z 424 and 426 (1:1)[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,J. Chem. Soc., Chem. Commun.,1986,,981|{{RelationTable/GetFirstAuthor|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,J. Chem. Soc., Chem. Commun.,1986,,981}}]]
|UV Spectra= lambda ^{EtOH}_{max} 247 nm( epsilon 12000),312 nm( epsilon 12000)[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,J. Chem. Soc., Chem. Commun.,1986,,981|{{RelationTable/GetFirstAuthor|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,J. Chem. Soc., Chem. Commun.,1986,,981}}]]
|IR Spectra= nu _{max}(CHCl_3 )3300,1730, 1700, and 1630cm^{-1}[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,J. Chem. Soc., Chem. Commun.,1986,,981|{{RelationTable/GetFirstAuthor|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,J. Chem. Soc., Chem. Commun.,1986,,981}}]]
|NMR Spectra=^1 H-NMR(400MHz,CDCl_3 ) delta ppm0.89(3H,t,J=7.2Hz),1.30(6H,m),1.80(2H,quint.,J=7.4Hz),1.98(2H,brq,J=7.0Hz),2.36(2H,t,J=7.4Hz),2.42(2H,m),2.66(1H,brdd,J=7.8,14.9Hz),2.81(1H,brdd,J=7.6,14.9Hz),3.69(3H,s),5.22(1H,brtd,J=7.8,11.0Hz),5.55(1H,brtd,J=7.0,11.0Hz),6.11(1H,brtd,J=7.3,10.9Hz),6.77(1H,brdd,J=10.9,12.6Hz),7.35(1H,d,J=12.6Hz),7.43(1H,d,J=0.5Hz).[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,J. Chem. Soc., Chem. Commun.,1986,,981|{{RelationTable/GetFirstAuthor|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,J. Chem. Soc., Chem. Commun.,1986,,981}}]]
|NOTE Spectra=CD lambda _{ext}(EtOH)( Delta epsilon )nm 235(+5.6),260(-3.0),360(+1.2).[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,J. Chem. Soc., Chem. Commun.,1986,,981|{{RelationTable/GetFirstAuthor|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,J. Chem. Soc., Chem. Commun.,1986,,981}}]]
|Source=Bromovulone I was isolated from Japanese soft coral, Stolonifer Clavularia viridis Quoy and Gaimard.[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,J. Chem. Soc., Chem. Commun.,1986,,981|{{RelationTable/GetFirstAuthor|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,J. Chem. Soc., Chem. Commun.,1986,,981}}]]
|Chemical Synthesis=
|Metabolism=
|Biological Activity=Bromovulone I showed the strong antiproliferative and cytotoxic activities in himan promyelocytic leukemia (HL-60) ((IC_{50} 0.025 mu g/ml, cytotoxic effect >0.4 mu g/ml).[[Reference:Honda_A:Mori_Y:Iguchi_K:Yamada_Y:,Prostaglandins,1988,36,621|{{RelationTable/GetFirstAuthor|Reference:Honda_A:Mori_Y:Iguchi_K:Yamada_Y:,Prostaglandins,1988,36,621}}]][[Reference:Honda_A:Mori_Y:Iguchi_K:Yamada_Y:,Mol. Pharmacol.,1987,32,530|{{RelationTable/GetFirstAuthor|Reference:Honda_A:Mori_Y:Iguchi_K:Yamada_Y:,Mol. Pharmacol.,1987,32,530}}]][[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,J. Chem. Soc., Chem. Commun.,1986,,981|{{RelationTable/GetFirstAuthor|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,J. Chem. Soc., Chem. Commun.,1986,,981}}]]
|Other Spectra=CD lambda _{ext}(EtOH)( Delta epsilon )nm 235(+5.6),260(-3.0),360(+1.2).[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,J. Chem. Soc., Chem. Commun.,1986,,981|{{RelationTable/GetFirstAuthor|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,J. Chem. Soc., Chem. Commun.,1986,,981}}]]
}}

{{Lipid/Footer}}

LBF20406CV16 - Revision history

Editor at 06:04, 21 October 2010

Editor: New page: {{Lipid/Header}} {{Hierarchy|{{PAGENAME}}}} {{Metabolite |LipidBank=XPR8013 |LipidMaps=LMFA03120013 |SysName=Methyl- (5-cis,7-trans) -7- [ 4R-bromo-2- [cis-2-octenyl] -5-oxo-3-cyclopente...