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Antimicotici
Antimicotici
Antimicotici
Antimicotici
Antimicotici
Antimicotici
Antimicotici
Antimicotici
Antimicotici
Antimicotici
Antimicotici
Antimicotici
Antimicotici
Antimicotici
Antimicotici
Antimicotici
Antimicotici
Antimicotici
Antimicotici
Antimicotici
Antimicotici
Antimicotici
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  • 1. ANTIMICOTICI !" ! #$ 1
  • 2. ! # % ! !& % ( # ! ) " # $ * "+ , , , - #* . # # # 2
  • 3. ! % & ! # # # # ## % ( & ) ) / % ( ! &" * " ) ) ) ) ) )* $)# )* * # # 0 +, # # / # *. +. . 1 2 # ! - " , 0 3,, %4 ) ( 5 !5 ! & 3
  • 4. . Cl (H3C)2N N(CH3)2 O NHI N # OH OH Cl N H3C CH3 , # NH2 OH[CH2=CH-(CH2)8-COO]2Zn / 01, # N OH CH2(CH2)4CH3 . OH I H2N NH2 Cl O H2N NH2 Cl Cl 2 HOCH2CH2SO3 ) ! # - # 6 5" / - 2 ) # H3C CH3 CH3 C S N CH3 H3C N O CH3 ." ) 4
  • 5. " . . - ." S $ O N CH3 # - CH3 ! 2 ) # 7 -. , 34 CH3 S 3 4# 5 ! O N CH3 ) CH3 5 8 *5 5 " 8 5 5 8 ( # ) - 5
  • 6. H3C CH3 CH3 C N CH3 ." ; 9 6 % - ! 9 : 9 ( ! &) # & - &) 9 < - H3C CH3 CH3 CH3 C N N CH3 - - 61 7 61 . ; . ; µ( . ; . ; +, ,$+ ,,$ $ ,, = , > ,"$ ,,? ,? ,, > , #: ,,+ ,, > , . ,, $ , ,, " ,4 . ? @@ . "@ 6
  • 7. . 2 OCH3 O OCH3 &# . 8 > 9: >: . 6 " # " ; = " 8: OH3CO O =: 0 ; 6: < Cl H3C H / OH OH OH O O H3CO C HO C OH OH OH . #) #: ) #: #:( ! #: & #! 4* / ;* ! 4 7
  • 8. . , 34!) 5 $ 8@ 5 ? 83 ? 5 8" A B 8 ? OCH3 O OCH3 9: O H3CO < O O Cl H3C H O ? 8 / # 34 - OCH3 O OCH3 OH3CO O Cl H3C H OCH3 HO Cl >. 2 OCH3 COOH O O - 3 OH OH Cl OH 8
  • 9. .. . (Cl Cl O2 N N H * 9
  • 10. . $ (, , 6, 6 NH2 # F N O N ! H / # 6, C +. 2! D 6, . ( $ / : O H F NH 2 O N F H F N N O O N * HO P OCH2O N # O N OH O H # H HO OH6, 6, O O H N F H N F $ O O O N O O N HO P O P OCH2 HO P OCH2 O O OH OH OH HO HO # 6, ,9: 6, ,# # ! 6, %* 4* 10
  • 11. $ / : $ / % $ / . / & 08, # 5 - #! # #HO HO) !:! # - # ! ) ! # - # # @ HO . $ ! 3+ >, / ( E 9 ? + > @ 9 # ) 4 9 # 7 % % & ( (5 F 11
  • 12. . $ ) #: B , * ) ) G )4 ) 9 *! *! #: - # 4) ) * - ) # $$8?@*5 $λ HI $,, ; $>8+$*5 $ & ?>8@@*5 3 & $+8+=*5 &λ HI $?,) &λ HI $=, " ?>8@$*5", & 12
  • 13. . $$8?@*5 $ !; "> ) ( *! 5 4! . $ . $. OH O . " H OH 00 09 OH NH2 O H A HO OH 8 < O OH H 06 9 0= O O CH3 0 O O 9= 0+ H3C 96 99 91/ . ?>8@@*5 3 !; $= ) ( *! 5 4! / . $. OH OH H3C O OH 0 > 6 < 00 06 >< 01 0> HO >= O OH OH OH O 0= O OH CH3 >6 . >9 >1 9+ 9= 98 99 91 OH H3C >8 $ 0A O O CH3 . HO OH NH2 . " 13
  • 14. . " ?>8@$*5", !; $= ) ( *! 5 4! OH OH H3C >< O 0 00 OH > 6 + A 0> 06 HO >= O OH OH OH OH O 0= O CH3 >6 H >9 >1 9+ 9= 98 99 91 0A OH H3C >8 O O CH3 9 HO OH NH2 #* - JJ - 1 . " ! )B # % 3 01 & 3 ! . . )2 ! . 14
  • 15. / E E E # 0C 8, 9C *. D ! ) ) ) . . # 6 ." 1 >, ) # # : ?α. F ?+, / 34) %& D 15
  • 16. $ / N ) N Cl ! : N N R Cl O4K 8 *.4K 3>3 / : 2 2: Cl . N Cl Cl N N N / - Cl O O O Cl E ( Cl # O O N N Cl 7 3@3 L 3>3 L # %6 ( ( * . / N F Cl ! N N N N N C OH F O O Cl N O N N N O N N N N 3=> % ) / 3=> /. , , . , C & H 6 * - ?α. & -E ( =+9 F ?+, & 7 / - 9 - - ,M , 9 )1 16
  • 17. H 14 CH3 CH2 OH CHOHO 08, # 5 - #! # # 17
  • 18. . # # # , # E 861 RH + O2 + NADPH/H+ CYP450 ROH + H2O + NADP+ 3 # 9 # ) # # % & RH e Fe 3+ Fe 3+ RH Fe 2+ RH RHROH oxene O2 transfer H+ e Fe 3+ RH Fe 4+ RH Fe3+ RH OH - O- O2- O -2 2 18
  • 19. # # ! E 861. ! N # 7 8"5D ! !! ,, K +A 5 K 7 ; D . 3 # E 861 % # - # !F - &1. Binding dello steroide (es. Desossicorticosterone) Cys-S N N Fe N N OH O O- O H O 19
  • 20. 2. Binding di inibitore competitivo Cys-S N N Fe N N X Inhibitor# # - # !# - 3 - % !& ,> *.? ! % & # : 5" ; - # 4# ) ,0 ; ?.α. . ? 20
  • 21. β . HO 08 8 α % .? . ? O αP C 8$ . ? - O αP - - #: #! ) - ! &7 7" , / 4* 2 / / * % +. . # 4 * # +. +. ." . # Q ! ?.α. F ?+, ?. ! - 21
  • 22. . // . $ ) * , - . ! % & () + "# ( 0 1 + ! ( 1 + ! ( 1& %" / 1 " (( () 11 1 2 ) 1) 2 ( 1 ( 1 22

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