Curcumina
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Transcript of Curcumina
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CURCUMINA : QUÍMICA YACTIVIDAD BIOLÓGICA
UNIVERSIDAD NACIONAL DE EDUCACION A DISTANCIA
FACULTAD DE CIENCIAS
DEPARTAMENTO DE QUIMICA ORGÁNICA Y BIO-ORGÁNICA
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OBJETIVO YCONTEXTUALIZACION
El objetivo del !e"e#te TFG e" el $#%li"i" &
e"t'dio de l$ ('!(')i#$* )ol+('l$ #$t'!$l (o#
$(tivid$d biol,i($ $ t!$v+" de l$ !el$(i,#
e"t!'(t'!$-.'#(i,#* (o#o(ie#do $ t!$v+" de "'"($!$(te!/"ti($" e"t!'(t'!$le" & ele(t!,#i($" "'"
)e($#i")o" de $((i,# biol,i($ &
!oied$de"0E"te TFG "e e#lob$ de#t!o de l$ 1'/)i($ bio-
o!%#i($ & lo" !od'(to" #$t'!$le"0
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INDICE
20 TA3ONOMIA Y ORIGEN
40 QUIMICA ESTRUCTURAL
50 ESTRUCTURA CRISTALINA
60 SOLUBILIDAD
70 TOM
80 E3TRACCION* IDENTIFICACION Y
SEPARACION
90 ACTIVIDAD BIOLOGICA
:0 QUIMICA SINTETICA
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TAXONOMIA Y ORIGEN Pi)e#to oli.e#,li(o de l$ .$)ili$ de lo"
('!(')i#oide"0
P!o(ede de lo" !i;o)$" de l$ l$#t$ t!oi($l
('!'(')$ lo#$ li##
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Química estuctua! Tod$" l$" !oied$de" de l$ ('!(')i#$ $"/ (o)o "'" li)it$(io#e"
"o# !e"'lt$do
de "' e"t!'(t'!$0
Pe!te#e(e $ l$ .$)ili$ de lo" di$!il<et$#oide"* e"t!'(t'!$ "i)+t!i($* .o!)$do
o! do" $#illo" .e#,li(o" (o#e(t$do" e#t!e "/ o! '# 'e#te di(et,#i(o =*>-i#"$t'!$do de 9 ($!bo#o" (o# el !'o <id!o?ilo e# para !e"e(to $l 'e#te0
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E"t!'(t'!$ (o# t$'to)e!/$ (etoe#,li($
E# e#to!#o" #o ol$!e" l$ ('!(')i#$ e?i"te
(o)o '# t$'t,)e!o cis-e#ol de
(o#.o!)$(i,# (e!!$d$ * )ie#t!$" 1'e e#
di"olve#te" ol$!e" $dot$ '#$
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CONFORMACION ABIERTA
CONFORMACIONCERRADA
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Estuctua cista!i"a Celd$ )o#o(l/#i($ (o# e)$1'et$)ie#to de"(!ito
(o)o '#$ i#te!(o#e?i,# de 5 !'o" l$#o" $ t!$v+" de4 doble" e#l$(e" e"t$bili;$do o! e#l$(e de @
i#te!)ole('l$! (o# $il$)ie#to de $#illo" $!o)%ti(o"0
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#OLUBILIDAD L$ ('!(')i#$ e" '#$ )ol+('l$ d+bil)e#te $#ti%ti($ * "' "ol'bilid$d e"
'#$ de l$" li)it$(io#e" 1'e
i)ide# "' tot$l $!ove(<$)ie#to0
Fo!)$ di(eto Fo!)$ e#,li($
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ORBITALE# MOLECULARE# Alt$ o('$(i,# de o!bit$le" @OMO e#l$;$#te" & )$&o!
de"lo($li;$(i,# Pi0
O!bit$l LUMO Pi $#tie#l$;$#te
@OMO
LUMO
Fo!)$ e#l$(e" o! t!$#".e!e#(i$ ele(t!,#i($ del o!bit$l @OMO* $ l$ )ol+('l$ di$#$ "e'ido de '#$ t!$".e!e#(i$ de
($!$ de l$ )ol+('l$ di$#$ $l o!bit$l LUMO0
Colo! debido $ t!$#"i(io#e" de t!$#".e!e#(i$ de ($!$ #-0
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M+todo" De E?t!$((i,#
Debido $ "' ol$!id$d* "e 'ede "e$!$!)edi$#te di"olve#te" o!%#i(o"0
Po! )edio de .l'ido" "'e!(!/ti(o" 0
Po! e?t!$((i,# )i(!oo#d$"
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M t%&%s DeI&e"ti'caci("
Medi$#te e"e(t!o.oto)et!/$ UV* !e"e#t$#do)%?i)o $ 648 #)* )$"$" * NMR* e IR
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M$t%&%s De #e)aaci("
C!o)$to!$./$" @PLC & SCF
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ACTIVIDAD BIOLOGICA L$ $(tivid$d biol,i($ de l$ ('!(')i#$ "e 'ede
e"1'e)$ti;$! )edi$#te di"e((i,# o! !'o" de$(tivid$d0
20-G!'o" <id!,?ido A(tivid$d $#tio?id$#te
40-G!'o" Ceto#i(o" A(tivid$d $#tii#.l$)$to!i$ * $#ti
($#(e!/e#$
5-Doble" e#l$(e" C-C A(tivid$d $#tii#.l$)$to!i$ *
$#ti ($#(e!/e#$
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COM*ORTAMIENTO ANTICANCERIGENO
L$ ('!(')i#$ (o)o "e de"(!ibi, !od'(e l$ i#<ibi(i,#i!!eve!"ible de l$ e#;i)$ debido $ l$ '#i,# (ov$le#te
de C&"68 Se(69 e# el "itio ($t$l/ti($)e#te $(tivo de
l$ e#;i)$ )edi$#te l$ $di(i,# de Mi(<$el0
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COM*ORTAMIENTO CONTRA ALZE+IMER
L$ ('!(')i#$ 'ede i#<ibi! l$ .o!)$(i,# de l$ l$($ de >-$)iloide)edi$#te lo" $#illo" .e#,li(o" 1'e i#te!!')e# el $il$)ie#to de
e"t$" l$($"0
El (o)o#e#te de (eto#$ >*=-i#"$t'!$d$ t$)bi+# e" ($$; 1'el$!
(ob!e 1'e e"t%# i)li($do" e# l$ .o!)$(i,# de ovillo" de !ote/#$"
t$'0
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ACTIVIDAD CONTRA VI+ L$ ('!(')i#$ $(t$ "ob!e l$ !ote$"$ & l$ i#te!$"$ del VI@
i#<ibi+#dol$"0
L$ '#i,# e# l$ i#te!$"$ "e !od'(e e# el "itio de '#i,# .o!)$do o!lo" !e"id'o" ASP86* @i"89* T<!88* Gl'4* T<!5* A"228* Se!22*
A"#24* & L&"27* A"228 & ASP86* & (e!($ del io# M4H del (e#t!o
$(tivo ($t$li;$#do "' '#io#0$ '#i,#0
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ANTIIN,LAMATORIO L$ !ote/#$ TNF !e"o#"$ble de l$ i#.l$)$(i,# 'ede '#i!"e $ l$
('!(')i#$ o! v$!io" !e"id'o"* i#(l'&e#do Le':* A"#* A"27*
A"#28* & C&"240 L$ ('!(')i#$ )'e"t!$ '#$ i#te!$((i,# di!e(t$
(o#o# el TNF o! i#te!$((io#e" (ov$le#te" & #o (ov$le#te"0
Lo !e$l)e#te i)o!t$#te #o e" t$#to lo" !e"id'o" (o# lo 1'e!e$((io#$ "i #o l$ dive!"id$d de (o#.o!)$(io#e" 1'e 'ede
$dot$! debido $ l$ !ot$(i,# lib!e de "'" e#l$(e"
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COM*ORTAMIENTO ANTIOXIDANTE
4 o"ible" )e($#i")o"
$Debido $ l$ di"o#ibilid$d de do" <id!,e#o" )etil+#i(o"* el "itio
!e.e!ido de l$ !e$((i,# de !$di($le" lib!e" e" el !'o C@4 e# el
e#l$(e <et$die#o#$ & #o el !'o O@ .e#,li(o * 1'e "'o#e ",lo
el 27 J de l$ !e$((i,#0
bSe <$ !o'e"to 1'e el !$di($l .o!)$do e" el de '# !$di($l.e#o?ilo* 1'e "e .o!)$ o! o?id$(i,# de '# ele(t!,# de '# !e"to
)eto?i.e#ol "'.!ie#do '#$ t!$#".e!e#(i$ de @ i#t!$)ole('l$!0
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QUIMICA #INTETICA S/#te"i" ('!(')i#$
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#í"tesis &e c%!%a"tes A(ol$)ie#to de l$ ('!(')i#$ (o# "$l de
di$;o#io0
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#í"tesis &e a"-!%.%s c%" acti/i&a&a"ti0acteia"a
E# e"te ($"o l$ !e$((i,# t!$#"('!!e o! "/#te"i" di!e(t$ $ $!ti! de
l$ ('!(')i#$ o! !e$((i,# (o# '#$ <id!$(i#$ !i)$!i$ e# $(+ti(o $
!e.l'jo0
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Aume"t% &e s%!u0i!i&a& c%"cic!%&e1ti"as
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#í"tesis &e 2%t%se"si0i!3a&%es )%'í"ic%s c%"
)ue"tes cucumi"ic%s4 Se t!$t$ de '#$ #'ev$ te!$i$ (o#t!$ el (%#(e! #o
i#v$"iv$* b$"$d$ e# l$ $(tiv$(i,# .oto"e#"ibili;$do!$ &
l$ $d)i#i"t!$(i,# "ele(tiv$ de tejido" )edi$#te l$
.o!)$(i,# de e"e(ie" o?ie#$d$" (itoto?i($"0