kimia organik kelompok 2

7/23/2019 Kimia Organik Kelompok 2

http://slidepdf.com/reader/full/kimia-organik-kelompok-2 1/15

SINTESIS HIJAU DAN KEGIATAN ANTIHIPERTENSI BEBERAPA

BASA MANNICH DARI 1, 4 SENYAWA DIHIDROPIRIDIN

Oleh Kelompok 2 :

Chiko Anggi Sarah 201310410311110

Raramiyati Fitratunnisah201310410311166

a!ila Atma "tami 2013104103111#1

$oh% A!&ul Rosyi& 2013104103112'(

PROGRAM STUDI FARMASI

UNIVERSITAS MUHAMMADIYAH MALANG

SEMESTER GASAL 2014/2015



1. Pe!"#$%$"

Pe&"'() *")"+ ")e( -e$"'" e&e*"* *"&"' 'e-")(" e*e%$- "')$&" !(*"!(+'"

e&"'() %"( ee)( '"'e !" (e'( +"*$+". D( ")"" "') ((' $)"-" $)$' e&"'() ")e(

"!"%"# )e'"" !""# )(++( &"+ )e%"# !((!e)(('"( e*"+"( "%"# ")$ e&"'() &"+ "%(+ '$"). S"")

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!e"" !( e+""e+"" *"") !" e'()" 1 -(%(" "+ !( e%$$# !$(". A!"&" )(+'") )e'""

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(+(('" -e+$"+( e&"'() 3")$+ 'e !" )'e ('e-(' !" -e6e+"# e'e-*"+" ")"$

e$!"" e'e-*"+" #(e)e( )e'"() 'e$"'" +" +"+"% 3")$+ '+e)( !" )"!($-

"'#( e&"'() +(3"%. S"%"# ")$ 'e%" *") ")(#(e)e( &"+ !('e"% "!"%"# 1,4 !(#(!((!(. Ke%"

(( -e-e$&"( ee' "-(+ -e$+('" )(+'") e!"# !" 'e%" "+e ")(#(e)e( &"+ %e*(#

!($'"( $)$' -e+*")( "(e !e+" e&"'() e'$!e &"+ )e3"!( *e"-"".



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(( 1 &"+ 3e$# "!" ((( 'e1!" 'e4 &"()$ 1,4DHP. Ke-$+'(" *e" (( !(()$

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-"$' ")"$ '"%($- ")"+(. A+e (( *e'e3" !e+" -e+#"%"+( )e+"+" )(e L "!"

()$ channel '"%($- 7;GCC< ;%)"+e G")e! C"%6($- C#"e%9 !( 3")$+ !" e-*$%$#

!""#. Pe6e+"#" '"!" '"%($- (( !"( e(+'")" e*"&"' !( e% 'e)('" !("+"+,

-e&e*"*'" *e'$"+&" ')"'(. H"% (( -e$$'" 3$-%"# !"&" )"#" e(e !e+"

e%e*"" e-*$%$# !""# !" -e$$'" cardiac output !e+" -e$$'" +"&"

')"'(. K"e" !"&" )"#" !" e$$" $)$), -"'" *e+()$ 3$+" )e'"" !""#.



2. Pe-*"#""". Me'"(-e Re"'(

A = 27NO29C>H4 , ?7NO29C>H4, ?,4,57OCH?9C>H4, C>H5, 47OH9C>H4 R@ = Oe)

MB 1= Re"'( M"(6# !"( 4 72N()#e&%9 !(e)#&%, 2, >!(-e)(% 1, 4 !(#(!((!(?, 5

!(6"*&%")e 7DHP 19 -e++$"'" -%(" -"%!e#(! *e%e*(# 7S'e-" 2.19

MB 2= Re"'( M"(6# !(e)(% 1, 4 !(#(!2, >!(-e)(%4 7?()e(%9 &(!(e ?, 5!(6"*&%")e

7DHP 29 -e++$"'" -%(" -"%!e#(! *e%e*(# 7S'e-" 2.29



MB ?= Re"'( M"(6# !"( 4 7?, 4, 5 T(-e)#&#e&%9 !(e)(%, 2, >!(-e)(% 1, 4 !(#(!((!(

?, 5 !(6"*&%")e 7DHP ?9 -e++$"'" -%(" -"%!e#(! *e%e*(# 7S'e-" 2.?9

MB 4= M"(6# e"6)( 4#e&% !(e)#&% 2, >!(-e)#&%1, 4!(#&!&(!(e?, 5

D(6"*&%")e 7DHP 49 -e++$"'" -#%(e -"%!e#(! *e%e*(# 7S6#e-e 2.49



*. B"#" !" A%")

Bahan Alat

Me)"% De()-e)e

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A$"!e)

-"%!e#(!"

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HC%

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6. C"" Ke3"

•. Prosedur umum untuk sintesis 4- fenil tersubstitusi-1, 4-dihidropiridin:

"9 D(#(!((!( (-e)( &"()$ !(#(!((!( 157DHP159 !(()e( %e# e%"$) *e*" e"'( H")6# %e#

)(+" "+'"( '-e e"'( !( *""# -(6":e ("!("(.

*9 C"-$" )e$*)()$( *e"%!e#(!" 720 --%9, e)(% "e)"e)") 75.5 -%9 742 --%9, %"$)" "--(" e'")

7>-%9 !" (%('" +e% 70,5 +9 !("-*(% !"%"- e%e-e&e 50 -%, !(6"-$ !e+" *"(' !e+" !('6' !"

'e-$!(" )$)$.

69 I( e%e-e&e !(("!("( !"%"- -(6":e %"*$ "!" )(+'") !"&" ?, e%"-" F -e(). Ke-"3$" e"'(

!(")"$ !e+" KLT 7KLT (%('" +e% -e++$"'" '%-= e)e 4,5= 0,59.

!9 C"-$" e"'( -e3"!( -"" &"+ )e*"% e)e%"# e"'( e%e"(. Ke-$!(" !(!(+('" "-"( $#$

'"-"

e9 Me)"% 71015 -%9 !()"-*"#'" 'e !"%"- 6"-$" e"'( !" !("!$' !e+" *"(' $)$' -e-e6"#

+$-"%".

9 I( 'e-$!(" !("(+ !( *""# e+#(" $)$' -e!"")'" !$' -e)"#.

+9 Se)e%"# !(6$6( *e*e"" '"%( !e+" -e)"%, !$' -e)"# !(-$('" %e*(# %"3$) %e# ")$ ")"$ !$"

e'()"%("( 7-e++$"'" -e)"%9 $)$' -e!"")'" !$' -$( DHP15 -e+#"(%'" e'()" F5

0 &"+ -..!" e')"% 7U;, IR, 1HNMR9 !")" )e%"# !(%"'" !( *""# (( $)$' -"(+ -"(+

!e(:")( DHP. T()(' %e%e# !$' !"%"- 6"-$" !e+" "-e% )e)(' )e)" )(!"' !()e'".



• Prosedur umum untuk sintesis Mannich basis dari 1, 4DHP:

"9 C"-$" -"%!e#(!" 7 --%9, M#%(e 7> --%9, !("-*(% !"%"- e%e-e&e 50 -%.

*9 HC% !()"-*"#'" 'e !"%"- 6"-$" (( "-"( %"$)" -e3"!( ""- 7PH?9.

69 L"$)" !(6"-$ !e+" *"(' !e+" !("!$' e%"-" ?0 -e().

!9 Se)e%"# !("!$' %"$)" !()"-*"#'" 'e 1, 4 DHP !e(:")( 75 --%9 !"%"- 5-% -e)"%.

e9 L"%$ %"$)" ()$ !("-*(% !"%"- %"*$ *e%e#e !$" $)$' ("!("( -(6":e, !(")$ "%") -(6":e !((-" !( )(+'")

!"&" ? 7240 W9.

9 H"(% e"'( !(%(#") !e+" KLT e)e%"# e%"+ "')$ ? -e().

+9 C"-$" e"'( -e$3$''" e$*"#" "" !"%"- 5 -e() !" e"'( %e*(# %"3$) !(*("'" *e%"3$) e%"-" e'()"

F -e() 7e*"+"(-"" !()e)$'" !( *""# ((9 "-"( e%e"(&" e"'( 7KLT9.

#9 C"-$" !(!(+('" 'e $#$ '"-", %"%$ !(e')"'( !e+" '%- 710 -%9, e)e%"# e"-*"#" "( 710-% 29.

(9 L"(" +"(' !(("#'", !(6$6( !e+" "( 7 -% 29

39 Se)e%"# ()$ %"(" +"(' !('e(+'" !e+" ")($- $%") "#(!") !" )e'e)"( !( *""# :"'$- $)$'

-e!"")'" *"#" -e)"# !" -"" e)e+"# "!"), &"+ !(-$('" !e+" !$")(+" e'()"%("( 7-e)"%9 $)$'

-e!"")'" !$' -$( &"()$ B"" 15 M"(6# 7MB159 &"+ -e+#"(%'" e'()" F0 0. -.. !" e')"% 7U;,

IR, 1HNMR9 !")" !$' )e%"# !(%"'" !( *""# (( $)$' -"(+-"(+ *"" M"(6# 1, 4DHP !e(:")(.

'9 Pe!$ e"'( )e)" "-" e"3"+ !e+" e$*"#" #"&" !"%"- 3e( 1, 4 DHP !e(:")(, '$")()" !" "')$

e"'(&".



!. S'e-" Ke3"



e. H"(% !" Pe-*"#""

Kimia= Se*$"# e%"$) *e*" e"'( H")6# $)$' ()e( 4

e(% )e$*)()$(1, 4D(#&!&(!(e !e(:")( %e# )(+"

"+'"(" "'( e&"" !( *""# -(6":e ("!("(

-e++$"'" (%('" +e% e*"+"( '")"%( *"$ "!"%"# !(%"'$'"

$)$' -e-*e('" e&"" DHP15 7S'e-" 19. Se&"" &"+

!()"!"( !e+" U;,IR !" e')'( H NMR. De(:")(

DHP 7DHP 1 59 !(*("'" $)$' *ee"'( !e+" -"%!e#(!"

7HCHO9 A-(" e'$!e 7-("%&" -%(", 1-e)(%

(e"(e9 !"%"- "( 1=1 !( *""# $""" ""- !e+"

HC% $)$' -e!"")'" *"" M"(6#



tudi Biolo!i:

Pen!aruh a!en u"i pada tikus normotensif = Pe-*e(" ()":e" e&"" $3( 7"!"

!( 0,?, ?, !" ?0-+/'+BB9 -e+#"(%'" ee' e$$" )e'"" !""# "!" )('$

-)e( "e)e()#(e)"%. Se)e%"# 20 -e() 7$)$' )"*(%("(9, ")"")" )e'""

!""# ")e( 3")$# !($'$.

Pen!aruh a!en u"i pada tikus hipertensi= Pe-*e(" ()":e" e&"" $3( 7"!"

!( 0,?, ?, !" ?0-+/'+BB9 -e+#"(%'" ee' e$$" )e'"" !""# "!" )('$

#(e)e( "e)e()#(e)"%. Se)e%"# 20 -e() 7$)$' )"*(%("(9, ")"")" )e'""

!""# ")e( 3")$# !($'$.

H"% (( -e$3$''" *"#" e-$" B"" M"(6# e6"" (+(('" -e$$'"

)e'"" !""# ")e( "!" )('$ -)e( !" #(e)e( !(*"!(+'" !e+" e%"$)

DMSO. O*") +%+" (( !("" %e*(# "-$# !" ee')( !(*"!(+'" !e+"

N(e!((e. N"-$, e'e(-e %e*(# %"3$) !(e%$'" $)$' -e&e%(!('( ee' e&""

$3( (( "!" )(()" :"'$%" !( e-*$%$# !""# &"+ *e*e!".



?. Ke(-$%"

Pe&"'() *")"+ ")e( -e$"'" e&e*"* *"&"' 'e-")(" e*e%$- "')$&"

!(*"!(+'" e&"'() %"( ee)( '"'e !" (e'( +"*$+". D( ")"" "') (('

$)"-" $)$' e&"'() ")e( "!"%"# )e'"" !""# )(++( &"+ )e%"# !((!e)(('"( e*"+"(

"%"# ")$ e&"'() &"+ "%(+ '$"). S"%"# ")$ 'e%" *") ")(#(e)e( &"+ !('e"%

"!"%"# 1,4 !(#(!((!(. Ke%" (( -e-e$&"( ee' "-(+ -e$+('" )(+'") e!"#

!" 'e%" "+e ")(#(e)e( &"+ %e*(# !($'"( $)$' -e+*")( "(e !e+" e&"'()

e'$!e &"+ )e3"!( *e"-"". Be!""'" #"% !(")", e-$" B"" M"(6# e6""

(+(('" -e$$'" )e'"" !""# ")e( "!" )('$ -)e( !" #(e)e(

!(*"!(+'" !e+" e%"$) DMSO. O*") +%+" (( !("" %e*(# "-$# !" ee')(

!(*"!(+'" !e+" N(e!((e. N"-$, e'e(-e %e*(# %"3$) !(e%$'" $)$'

-e&e%(!('( ee' e&"" $3( (( "!" )(()" :"'$%" !( e-*$%$# !""# &"+ *e*e!".



#HA$K %&'

kimia organik kelompok 2

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