LBF20306CV03 - Revision history

Editor at 05:44, 21 October 2010

2010-10-21T05:44:36Z

← Older revision		Revision as of 14:44, 21 October 2010
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	\|LipidBank=XPR8012		\|LipidBank=XPR8012
	\|LipidMaps=LMFA03120012		\|LipidMaps=LMFA03120012
	\|SysName=Methyl- (cis-5,trans-7) -7- [ (2S,3S,4R) -4-chloro-3,4-epoxy-2-hydroxy-2- (2~~-cis~~-octenyl) -5-oxo-3-cyclopentanylidene] -5-heptenoic acid		\|SysName=Methyl- (cis-5,trans-7) -7- [ (2S,3S,4R) -4-chloro-3,4-epoxy-2-hydroxy-2- (cis-2-octenyl) -5-oxo-3-cyclopentanylidene] -5-heptenoic acid
	\|Common Name=&&10,11-epoxy Chlorovulone I&&Methyl- (5Z,7E) -7- [ (2S,3S,4R) -4-chloro-3,4-epoxy-2-hydroxy-2- (2Z-octenyl) -5-oxo-3-cyclopentanylidene] -5-heptenoic acid&&		\|Common Name=&&10,11-epoxy Chlorovulone I&&Methyl- (5Z,7E) -7- [ (2S,3S,4R) -4-chloro-3,4-epoxy-2-hydroxy-2- (2Z-octenyl) -5-oxo-3-cyclopentanylidene] -5-heptenoic acid&&
	\|Optical=[ alpha ]_D -24.1°(C 0.44, CHCl_3 )[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787\|{{RelationTable/GetFirstAuthor\|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787}}]]		\|Optical=[ alpha ]_D -24.1°(C 0.44, CHCl_3 )[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787\|{{RelationTable/GetFirstAuthor\|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787}}]]

Editor at 05:43, 21 October 2010

2010-10-21T05:43:56Z

← Older revision		Revision as of 14:43, 21 October 2010
Line 6:		Line 6:
	\|LipidBank=XPR8012		\|LipidBank=XPR8012
	\|LipidMaps=LMFA03120012		\|LipidMaps=LMFA03120012
	\|SysName=Methyl- (cis-5,trans-7) -7- [ (2S,3S,4R) -4-chloro-3,4-epoxy-2-hydroxy-2- (2-cis-octenyl) -5-oxo-3-cyclopentanylidene ] -5-heptenoic acid		\|SysName=Methyl- (cis-5,trans-7) -7- [ (2S,3S,4R) -4-chloro-3,4-epoxy-2-hydroxy-2- (2-cis-octenyl) -5-oxo-3-cyclopentanylidene] -5-heptenoic acid
	\|Common Name=&&10,11-epoxy Chlorovulone I&&Methyl- (5Z,7E) -7- [ (2S,3S,4R) -4-chloro-3,4-epoxy-2-hydroxy-2- [ (~~Z) -2~~-octenyl ] -5-oxo-3-cyclopentanylidene ] -5-heptenoic acid&&		\|Common Name=&&10,11-epoxy Chlorovulone I&&Methyl- (5Z,7E) -7- [ (2S,3S,4R) -4-chloro-3,4-epoxy-2-hydroxy-2- (2Z-octenyl) -5-oxo-3-cyclopentanylidene] -5-heptenoic acid&&
	\|Optical=[ alpha ]_D -24.1°(C 0.44, CHCl_3 )[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787\|{{RelationTable/GetFirstAuthor\|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787}}]]		\|Optical=[ alpha ]_D -24.1°(C 0.44, CHCl_3 )[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787\|{{RelationTable/GetFirstAuthor\|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787}}]]
	\|Solubility=10,11-Epoxychlorovulone I is soluble in MeOH, EtOH, CHCl_3 , or hexane.		\|Solubility=10,11-Epoxychlorovulone I is soluble in MeOH, EtOH, CHCl_3 , or hexane.

Editor at 04:55, 21 October 2010

2010-10-21T04:55:55Z

← Older revision		Revision as of 13:55, 21 October 2010
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	\|LipidBank=XPR8012		\|LipidBank=XPR8012
	\|LipidMaps=LMFA03120012		\|LipidMaps=LMFA03120012
	\|SysName=Methyl- (5-~~cis,~~7~~-trans~~) -7- [ (2S,3S,4R) -4-chloro-3,4-epoxy-2-hydroxy-2- [ (Z) -2-octenyl ] -5-oxo-3-cyclopentanylidene ] -5-heptenoic acid		\|SysName=Methyl- (cis-5,trans-7) -7- [ (2S,3S,4R) -4-chloro-3,4-epoxy-2-hydroxy-2- (2-cis-octenyl) -5-oxo-3-cyclopentanylidene ] -5-heptenoic acid
	\|Common Name=&&10,11-epoxy Chlorovulone I&&Methyl- (5Z,7E) -7- [ (2S,3S,4R) -4-chloro-3,4-epoxy-2-hydroxy-2- [ (Z) -2-octenyl ] -5-oxo-3-cyclopentanylidene ] -5-heptenoic acid&&		\|Common Name=&&10,11-epoxy Chlorovulone I&&Methyl- (5Z,7E) -7- [ (2S,3S,4R) -4-chloro-3,4-epoxy-2-hydroxy-2- [ (Z) -2-octenyl ] -5-oxo-3-cyclopentanylidene ] -5-heptenoic acid&&
	\|Optical=[ alpha ]_D -24.1°(C 0.44, CHCl_3 )[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787\|{{RelationTable/GetFirstAuthor\|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787}}]]		\|Optical=[ alpha ]_D -24.1°(C 0.44, CHCl_3 )[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787\|{{RelationTable/GetFirstAuthor\|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787}}]]

Editor: New page: {{Lipid/Header}} {{Hierarchy|{{PAGENAME}}}} {{Metabolite |LipidBank=XPR8012 |LipidMaps=LMFA03120012 |SysName=Methyl- (5-cis,7-trans) -7- [ (2S,3S,4R) -4-chloro-3,4-epoxy-2-hydroxy-2- [ (...

2010-09-16T08:44:42Z

New page: {{Lipid/Header}} {{Hierarchy|{{PAGENAME}}}} {{Metabolite |LipidBank=XPR8012 |LipidMaps=LMFA03120012 |SysName=Methyl- (5-cis,7-trans) -7- [ (2S,3S,4R) -4-chloro-3,4-epoxy-2-hydroxy-2- [ (...

New page

{{Lipid/Header}}

{{Hierarchy|{{PAGENAME}}}}

{{Metabolite
|LipidBank=XPR8012
|LipidMaps=LMFA03120012
|SysName=Methyl- (5-cis,7-trans) -7- [ (2S,3S,4R) -4-chloro-3,4-epoxy-2-hydroxy-2- [ (Z) -2-octenyl ] -5-oxo-3-cyclopentanylidene ] -5-heptenoic acid
|Common Name=&&10,11-epoxy Chlorovulone I&&Methyl- (5Z,7E) -7- [ (2S,3S,4R) -4-chloro-3,4-epoxy-2-hydroxy-2- [ (Z) -2-octenyl ] -5-oxo-3-cyclopentanylidene ] -5-heptenoic acid&&
|Optical=[ alpha ]_D -24.1°(C 0.44, CHCl_3 )[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787|{{RelationTable/GetFirstAuthor|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:Honda_A:Mori_Y:,Tetrahedron Lett.,1985,26,5787}}]]
|Solubility=10,11-Epoxychlorovulone I is soluble in MeOH, EtOH, CHCl_3 , or hexane.
|Mass Spectra=HRCIMS m/z 397.1815 (M+1, calcd for C^{35}_{21}ClO_5 , 397.1780)[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:,Chem. Pharm. Bull. (Tokyo),1987,35,4375|{{RelationTable/GetFirstAuthor|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:,Chem. Pharm. Bull. (Tokyo),1987,35,4375}}]]
|UV Spectra= lambda _{max}(EtOH) 300 nm( epsilon 4300)[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:,Chem. Pharm. Bull. (Tokyo),1987,35,4375|{{RelationTable/GetFirstAuthor|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:,Chem. Pharm. Bull. (Tokyo),1987,35,4375}}]]
|IR Spectra= nu _{max}(CHCl_3 )3580,1740, and 1625cm^{-1}[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:,Chem. Pharm. Bull. (Tokyo),1987,35,4375|{{RelationTable/GetFirstAuthor|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:,Chem. Pharm. Bull. (Tokyo),1987,35,4375}}]]
|NMR Spectra=^1 H-NMR(400MHz,CDCl_3 ) delta ppm0.88(3H,t,J=7.2Hz),1.80(2H,quint.,J=7.4Hz),1.99(2H,brq,J=7.7Hz),2.33(2H,t,J=7.3Hz),2.39(2H,m),2.72(1H,brd,J=7.3Hz),3.68(3H,s),3.96(1H,s),5.23(1H,m),5.60(1H,m),6.13(1H,tdd,J=7.9,10.9,1.0Hz),6.82(1H,tdd,J=1.6,10.9,12.5Hz),7.54(1H,d,J=12.5Hz).[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:,Chem. Pharm. Bull. (Tokyo),1987,35,4375|{{RelationTable/GetFirstAuthor|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:,Chem. Pharm. Bull. (Tokyo),1987,35,4375}}]]
|Source=10,11-Epoxychlorovulone I was isolated from Japanese soft coral, Stolonifer Clavularia viridis Quoy and Gaimard.[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:,Chem. Pharm. Bull. (Tokyo),1987,35,4375|{{RelationTable/GetFirstAuthor|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:,Chem. Pharm. Bull. (Tokyo),1987,35,4375}}]]
|Chemical Synthesis=Epoxidation of chlorovulone I with excess 5% aqueous sodium hypochlorite solution in DMF gave 10,11-epoxychlorovulone I.[[Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:,Chem. Pharm. Bull. (Tokyo),1987,35,4375|{{RelationTable/GetFirstAuthor|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:,Chem. Pharm. Bull. (Tokyo),1987,35,4375}}]]
|Metabolism=
|Biological Activity=10,11-Epoxychlorovulone I showed the strong antiproliferative and cytotoxic activities in himan promyelocytic leukemia (HL-60) ((IC^{50} 0.04 mu g/ml, cytotoxic effect >0.3 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:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:,Chem. Pharm. Bull. (Tokyo),1987,35,4375|{{RelationTable/GetFirstAuthor|Reference:Iguchi_K:Kaneta_S:Mori_K:Yamada_Y:,Chem. Pharm. Bull. (Tokyo),1987,35,4375}}]]
}}

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