Новые достижения в химии и химической технологии растительного сырья. Материалы II всероссийской конференции [2005]

!"# R= CH=CH ($),CH2CH2 (%),o-C6H4 (&).

'()*#+(,-&$)).# / &.0-"-1 60–70% "($1("-2(/3-*. (11 $-&) 4,#"/*$&356* /-%-7 2,(/*$33(8#/2(# #/*&$, 0-,-:- ,$/*&-,(1.# & &-"#. ;1("-2(/3-*. (10 $-&) – &5+2(# )#4#,#!-)569(#/5 1$/3$ [9]. <0 /*,-#)(# 4-"*,="#)- 1#*-"$1( <>, ?@A-/4#2*,-/2-4(( ( 1$//- /4#2*,-1#*,((.

B/# "($1("-"(2(/3-*. -%3$"$6* $)$3C!#*(8#/2-7 $2*(&)-/*C6, 2-*-,$5 & )$(%-3C:#7 /*#4#)( &.,$=#)$ D /-#"()#)(5 (11%) – l-!,"#- "(4(4#,("(3"($1("$ %(/-5)*$,)-7 2(/3-*., "35 2-*-,-!- -)$ /-4-/- *$&(1$ / *$2-&-7 "35 $)$3C!()$ ( "(23-E#)$2$ )$*,(5, 4,(8#1 8#,#+ 90 1() F*-* FEE#2* &-+,$/*$#* )$ 55–68% 4- /,$&)#)(6 / 4,#4$,$*$1( 2-)*,-35.

G$2(1 -%,$+-1, 2$*$3(*(8#/2$5 *,$)/E-,1$H(5 $32$3-("-& $)$%$- +(/$ ( *$%$2$ -*2,.&$#* )-&.# &-+1-=)-/*( & /()*#+# E(+(-3-!(8#/2( $2*(&).0 #/*& )$ -/)- 4,(,-").0 /-#"()#)(7.

!"#$%'%&

1.</2$2-&$ @.>., >$!$,3(H2(7 ;.I., GD,1D0$1%#*-& ;.J. // ?,(23$").# $/- 4#2*. /-,:#)/*&-&$)(5 0(1(8#/2(0 *#0)-3-!(7 ( 1$*#,($3-&. K(7/2, 1998. L. 1. '. 31–35.

2.</2$2-&$ @.>. I(/. … 2$)". 0(1. )$D2. >$,$!$)"$, 1999. 96 /.

3.'$".2-& ;.'., ;/3$)-& M.;., >D:1D,$"-& N.>. ;32$3-(". 0()-3(+("()--

&-!- ,5"$. @., 1975. '. 9–27.

4.>(,(36/ <.B. O3#2*,-2$*$3(*(8#/2-# !(",(,-&$)(#. ;31$-;*$, 1981. 133 /.

267

5.Shinagaki M., Matsushita H., Kaneko H. // Heterocycles 1985. V. 23. ! 9. P. 2351–2356.

6."#$% 61-286377 ('()*+$.) 1986.

7.Hubert-Brierre Y., Herlem D., Khuong-Huu F. // Tetrahedron. 1975. V. 31. !24. ,. 3049–3055.

8.-... !407901 (///,) // 01. 1974. !14.

9.-.2#345%# ".6., 7#8#9:+;&+< -.=., 79+>5%.&+< ?.-. // @+A+$, 25B*):)8+$ + A5C+;+*.&+5 #.(5&2D (9+9)C*DB .)5C+*5*+<: 6#2. A5ECF*#9. *#F>. &)*3. 8–11 )&2. 2003 8. -:A#2D, 2003. /. 188.

!"#$%&& '$&()&*")+,'-' ('."*#,&/ 0 1!'%"((#2 (&,*"3# 1')&4"!'0 ,# '(,'0" 50-",')#

6.,. $789:;<=>:?, (.#. 4@A>@A@>B, #.0. !=C:<

!"#$%'( ')&%'%$% *'+'' '+. ,.-. ./01"y 34 5,6, $7. ./01"y, 1, !"#$%, 664033 (51&&'8) E-mail: jkupr@irk.ru

G%85*): (3-A52)&.+-4-)&.+#::+:H5I):) – %5J5.2%), %DC5:$5A)5 +I *5&)2)9DB A#.5:, % >#.2*).2+ +I 8%)IC+>*)8) A#.:# + &)9+;D. G%85*): *#B)C+2 K+9)&)5 (9+A5*5*+5 % (#93LA59++ % >5.2%5 #9)A#2+I#2)9#, % .2)A#2):)8++ –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

.:FE+24 .):+ (595B)C*DB A52#::)% +:+ 359A5*2D &:#..# )&.+C)95CF&- 2#I. O#A+ +..:5C)%#*D 95#&;++ 359A5*2#2+%*)8) )&+.:5*+$ M%85*):# % (9+.F2.2%++ (59)&.+C#ID. P 9#H)25 HD:# +.():4I)%#*# (59)&.+C#I# B95*# – M2) 9#.2+25:4*D< M*I+A, #:+I+9FLJ+< )&+.:+25:4*)5 .)>5- 2#*+5 35*):4*DB .)5C+*5*+< . +.():4I)%#*+5A (595&+.+ %)C)9)C#. ,5#&;+$ $%:$52.$ 295BM2#(*DA ;+&:+>5.&+A (9);5..)A % B)C5 &)2)9)8) 359A5*2 )&+.:$52.$ (595&+.4L, # I#25A %)..2#*#%:+%#52.$ (9+ C%FB- M:5&29)**)A (595*).5 *# %)..2#*#%:+%#LJ+< .FH.29#2 (M%85*):). P

268

!"#$%& '()*!$%& +,+-*."& /!, !0 6,0 , 7,0 '%1, /21(3*$% /21,.*!- $%* /!24(5-% , 2/!*4*1*$% ,& ),#,52-&,.,3*+5,* &"!"5-*!,+-,5,. 6 &24* !*"57,,, 52-2!(8 /!2924,1, bulk-+/2+2'2., -.*. /!, 24$25!"-$2. 99*4*$,, .2$2.*!", 2'!"#29%9"12+: +9*-12-;*1-2* ".2!)$2* 9*<*+-- 92, 9%&24% /!24(5-" +2+-"91=1, 2- 79 42 85%. Bulk->9?*$21 $*!"+-92- !,. 9 924* , !"+-92!,. 9 '21:@,$+-9* 2!?"$,3*+5,& !"+-92!,-*1*A, 2'1"4"*- /1*$522'!"#(8<,., +92A+-9".,, ,.**- 42+-"-23$2 $,#5(8 -*./*!"-(!( /1"91*$,=. B21*5(1=!$%* ."++%, 2/!*4*1*$$%* .*-242.

?*1:-),1:-!"7,,, +2+-"9,1, 2- 4000 42 4200 C". D2 4"$$%. EBF 10 , 13G, '%12 !"++3,-"$2 521,3*+-92 2+$29$%& )($57,2$"1:$%& ?!(// ,

+9=#*A 9 .21*5(1"& /21,.*!29, " -"5;* 27*$*$" +-*/*$: #".*<*$,= "!2."-,3*+52?2 521:7" [2]. D25"#"$2, 3-2 9 &24* !*"57,, 2'!"#(8-+= /!*,.(<*+-9*$$2 "!,1-"!,1:$%* +9=#,. H21,3*+-92 "-2.29 (?1*!24" #".*<*$$%& /2 /212;*$,8 G5, +2+-"91=*- 0,7 $" 24$( .2$2.*!$(8 *4,$,7(, " 521,3*+-92 +9=#*A G5–G"!, /!,&24=<,&+= $" .2$2.*!$%A '125, – 0,2–0,25.

6 &24* !*"57,, /!2,+&24,- 3"+-,3$"= 4*+-!(57,= "11,1:$2A 7*- /,, , /!,.*!$2 20% "-2.29 G1 25"#%9"8-+= 42+-(/$% 41= /!2-*5"$,= !*"57,, +23*-"$,= /2 >-2.( /212;*$,8. 62#.2;$2, 9 /!27*++"& 4,.*- !,#"7,, (3"+-9(*- 492A$"= +9=#: "11,1:$2A 7*/,, 24$"52 >-2 -!*'(*- 4"1:$*A@*?2 /24-9*!;4*$,=.

!"#$%'%&

1.Ciszewski A., Milczarek G. Preparation and general properties of chemically modified electrodes based on electrosynthesized thin polymeric films derived from eugenol // Elektroanalysis. 2001. V. 13. I10. P. 860–867.

2.H"1"',$ J.K., H"$,75"= L.6., H(@$"!*9 C.M. H21,3*+-9*$$"= +/*5-!2+52- /,= EBF /!,!24$2?2 2!?"$,3*+52?2 +%!:= , /!24(5-29 *?2 /*!*!"'2-5,.

B., 2000. 408 +.

269

!"#$% &'()*+)!"#$% ,+'*( '- +".)/ ,",!$ ,'0'*,/"% (PINUS SIBIRICA DU TOUR)

).1. 23456788593, ,.1. :;6<;6;<3

!"#$%$&$ '%(%% %(. ).*.+,-./#0.1. 23 4*5, &6. +,-./#0.1., 1, !/0&$#0 (4.##%7) E-mail: zoya@irk.ru

!"#$% #&'&(#)%*, &+& #&'&(#)&, )-.(, Pinus sibirica Du Tour – /0"

."+1"+-0$-- .(-2-#$"- (%#0-$&-, 3(&$%.+-4%5-- ) 6+7 2%4$-,8&9 3"+-:$;9 (%#0-$&, <+"(; !&'&(&. =:.%2$% &:2-#0$; >-+-'$;- #2",#0- 2% )-.("2;9 92"& & 3"6-), 2 0" 2(-?* )%) 9&?&6-#)&, #"#0%2 3"#+-.$&9 &:76-$ $-."#0%0"6$". @; &:76%+& $-,0(%+A$;- 0-(3-$"&.; &: 9+"("- <"(?(%#02"(&?", 3"(>&& /)#0(%)0% 3"6-) #"#$; #&'&(#)",.

B+"("<"(?(%#02"(&?%* 3"(>&* /0%$"+A$"1" /)#0(%)0% 3"6-) #"-

#$; #&'&(#)",, 3"+76-$$%* # 2;9"."? 11% "0 %.#.#., #".-(4%+% 25,1% $-,0(%+A$;9 2-5-#02, 10,5% #&+A$;9 & 64,3% #+%';9 )+"0, 2;.-- +-$$;9 3"#+-."2%0-+A$", "'(%'"0)", 9+"("<"(?$"1" /)#0(%)0% $%#;- 5-$$;? 2".$;? (%#02"("? NaHCO3 & 1% 2".$;? (%#02"("? NaOH. C-,0(%+A$;- )"?3"$-$0; ?$"1")(%0$" 9("?%0"1(%<&("2%+& $% SiO2 (%#02"(&0-+*?& # 72-+&6&2%D5-,#* 3"+*($"#0AD. E(& /+D>&& #?-#AD 1-)#%$% # %>-0"$"? 2;.-+&+& $"2;, .&0-(3-$"2;, #3&(0 %'&-0%$"2"1" (*.% (1) & &:"%1%0"+%+A (2) – +%'.%$"2;, .&0-(3-$"&.. E"+*($7D <(%)>&D, /+D&(7-?7D ?-0%$"+"?, %>-0&+&("2%+& 2 ?*1)&9 7#+"2&*9, &: 3(".7)0"2 (-%)>&& )"+"$"6$", 9("?%0"1(%<&-, # 3"#+-.7D5-, 3-- (-)(%++&:%>&-, 2;.-+&+& 0-0(%>-0%0 1+D)":&.% !-#&0"#0-(&$% (3). F#0%$"2+-$&- #0(7)07(; $"2"1" #"-.&$-$&*, 0%) 4- )%) & &.-$0&<&)%- >&D &:2-#0$;9 ?-0%'"+&0"2, 3("2-+& #3-)0(%+A$;?& ?-0".%?&, 2)+D- 6%* 2D G@H #3-)0("#)"3&D & ?%##-#3-)0("?-0(&D.

270

!"#$%&%# 1, '" $(&&)* 13! +,- .'#/01"2 (. %.'"345"2(&%#* *#0"$%/% 6-7), ."$#18(3" 20 9:3#1"$&); (0"*"2, %5 /"0"1); 4 *#- 0%34&);, 8 *#0%3#&"2);, 3 *#0%&"2); :19'') % 5 (0"*"2 9:3#1"$(,

.2<5(&&); . '1"0"&(*%. =5 *#0%34&); :19'' – 2 >#02#10%>&)# (! 17,53 % 17,20 *.$. % 1,14 % 0,91 *.$. (3? /(8$)@, .) 2 13! % 1? +,- .'#/01(;

.""02#0.02#&&") % 2 01#0%>&)#, 2;"$<A%# 2 .".0(2 %5"'1"'%34&"@ :19'') (! 18,14 % 18,68 *.$. % 0,972 % 0,966 *.$. (3? /(8$)@, $, J=6,9.BC) 2 .""02#0.029DA%; +,--.'#/01(;). !%:&(3 '1"0"&( %5"'1"- '%34&"@ :19'') (! 1,85 *.$., .#/.0#0, J=7,0 BC) 2)<2%3% '" &(3%>%D /1"..-'%/( E0":" .%:&(3( . .%:&(3(*% .""02#0.029DA%; *#0%34&); :19'' 2 $29*#1&"*, :"*"/"11#3<C%"&&"* 1?-1? COSY .'#/01#.

F2( .%:&(3( 2 .3(G"* '"3# 2 13! +,--.'#/01# "0.3% / 9:3#1"$- &)* (0"*(* 01%5(*#A#&&"@ $2"@&"@ .2<5% (! 144,27 (!) % 126,70 (!?) *.$.). !%:&(3 "3#H%&"2":" '1"0"&( E0"@ $2"@&"@ .2<5% 2%$# 01%'3#0( . J=2,3 BC 3#8%0 2 1? +,--.'#/01# '1% ! 6,12 *.$.

I ."#$%&%% 1 01% 9:3#1"$&); (0"*( .2<5(&) . /%.3"1"$"*, $2( %5 &%; >#02#10%>&)# (! 82,33 *.$. % 79,75 *.$.), ( "$%& '1%&($3#8%0 '#12%>&"@ :%$1"/.%34&"@ :19''# (! 71,73 *.$.). !%:&(3) '1"0"&"2 E0"@ :19'') 2%$&) 2 1? +,--.'#/01# 2 2%$# $29; "$&"'1"0"&&); $9G3#0"2,

.2<5(&&); '" 0%'9 6I-.%.0#*) (J=11,0 BC) '1% ! 3,37 % 3,10 *.$. ,"3#/93<1&(< *(..( ."#$%&%< 1 (,+ 320) .":3(.9#0.< . $(&&)-

*% 13! % 1? +,--.'#/01"2 % .""02#0.029#0 G1900"-H"1*93# !20?32J3. K"*%*" '%/( *"3#/93<1&":" %"&(, 2 *(..-.'#/01# 2 "G3(.0% 2)."/%; *(.."2); >%.#3 '1%.90.029#0 ;(1(/0#1%.0%>&)@ H1(:*#&0(1&)@ %"& ,-32 (m/z 288), .""02#0.029DA%@ '"0#1# *"3#/93<1&":" /%.3"1"$(. L0% $(&&)# 2 ."2"/9'&".0% . &(3%>%#* 2 13! +,--.'#/01# $29; .3(G"- '"34&); >#02#10%>&); !-(0"*"2 9/(5(3% &( &(3%>%# 2 *"3#/93# E&$"- '#1"/.%$&"@ :19''). ,#.0"'"3"8#&%# % "0&".%0#34&9D /"&H%:91(- C%D E0"@ :19'') 9.0(&"2%3% '90#* .1(2&%< %*#DA%;.< .'#/01(34- &); $(&&); . 3%0#1(091&)*%.

-(# %5 Elodea Canadensis G)3% 2)$#3#&) $2# $%(.0#1#"*#1&)# $%0#1'#&"2)# /%.3"0), %$#&0%H%C%1"2(&&)# /(/ 9", 13"- E&$"'#1"/.%$ (G%#0"-8(14)-#&-18-"2"@ /%.3"0) % ## (9#, 13#) %5"*#1 [1]. =5 "G#.;2"- #&&); '"G#:"2 .".&) .%G%1./"@ $19:%# (20"1) 2)$#3%3% "$%& %5"*#1 E0"@ '(1) – 9", 13"- E&$"'#1"/.%$ (G%#0"-8(14)-#&-18-"2"@ /%.3"0) (2 2%$# *#0%3"2":" EH%1() [2]. =.'"3459< .'#/01(34&9D %&H"1*(C%D, '1%- 2#$#&&9D 2 E0%; 1(G"0(;, ( 0(/8# ."'".0(23<< . $(&&)*% '" $19:%* 0%- '(* $%0#1'#&"%$"2 [3], *) '1#$'"3"8%3%, >0" ."#$%&%# 1 %*##0 9:3#-

271

!"#$%& '()*)+ ,-.)+,$, ' /$#"0)!"('.#$"& 1!200"& 0!. 3-9 . 3-13 . 0)!4.5$"& '0.!+"4"& 62$(7.)& 0!. 3-4. 8"9:";$"'+< '!,4$)$.= 133 >3 3-,+":"4 #42? .9":)!"4 0" ("$6.12!,7.. /$#"0)!"('.#$"& 1!200% 0"94"*.*, 2'+,$"4.+< "+$"'.+)*<$2@ '+)!)"?.:.@ !,'':,+!.4,):"& 1!200% 4 4%#)*)$$": $,:. '")#.$)$.. (,( 9!, 13!.

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

C,(.: "-!,9":, '+!2(+2!, '")#.$)$.= 1 2'+,$"4*)$, (,( 9!, 13!-/$#"0)!"('.# ,-.)+"-8(14)-)$-18-"*. 8') $,94,$$%) '")#.$)$.= (1–3) 4%#)*)$% .9 0"5)( '"'$% '.-.!'("& 40)!4%).

3!,4$)$.) 133 >3 ,+":"4 ("*<7, A ' !,9$"& ("$6.12!,7.)& 1.#!"('.:)+.*<$"& 1!200%

!"#$%&'(%) 3D2ED *"+%,-.$%&'(%) 3D2ED

!"#$%'%&

1.Monaco P., Parrilli M., Previtera L. // Tetrahedron Letters. 1987. V. 28. P. 4609.

2.G!.H(" 8.8., I)47"4 3.A., J):)$("4, B.K., L,*#21.$ 8.A., B=$#!)' G.8. // 3.-.!'(.& ?.:.5)'(.& ;2!$,*. 1991. 8%0. 2. 3. 94.

3.Atta-ur-Rahman. Vigar Uddin Ahmad 13C-NMR of Natural Products. V. 2. Diterpenes. Plenum Press, New York, 1992. 795 p.

272

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

.&/0!/!)&', !11&2!#!3&'())45 )( .!1$/)45 .#$)*(5 "!)+$+!,$"*&6&

! ./!/&%)&6& ./&!"5&7%$)!81

).). 69:;<9=>, (.2. "<9<>?=>:, ".3. /<;<>@A:

!"#$%$&$ '%(%)*#+,- .%/%+% %(. 0.0. 1*(*",23 450,

&6. 7,#89%"3, 4, :,#+23, 119991 E-mail: berlin@chph.ras.ru

!"#$%#%&' % %( )&)*"+% ,-*,./0, )1/%-&'2% % 3%"*"+%4501% 0"- -250/%2'2% $"/"05&0%3%*%6)/"#)2% (!78), +5&5#%#9.:%2% ;#% "0-5- :5&%% 0%&+*5/&'< 1%0*"#"=, 1"/"#'< )1/%-&" "1%0*,5/ 0930/#)/ ";9("- *5-'( /1)&5<. !78 90;5>&" %0;"*?69./0, ;#% $"/"=%&)2%4501"< /5#)- ;%% – @$$51/%-&"2 25/"=5 *545&%, "&1"*"+%4501%( 6)3"*5-)&%<. A*, 0"6=)&%, 9="3&'( - ;#%25&5&%% =*, @/%( B5*5< ;#5;)#)/"-, ) /)1C5 #)6- *%4&'( 3)1/5#%B%=&'( 0#5=0/- ;"#$%#%&"-'5 $"/"05&0%3%*%6)/"#' %22"3%*%69./ &) ;"*%25#&'( &"0%/5*,( (;*5&1)(, +5*,(, ;5&)().

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

8#5=% ;#%#"=&'( ;"*%25#"-, %0;"*?6952'( - 1)450/-5 ;"*%25#- &'( &"0%/5*5<, "0"3'< %&/5#50 ;#5=0/)-*,5/ (%/"6)& – ;#%#"=&'< ;"- *%0)()#%=, "3*)=).:%< &)#,=9 0 =#9+%2% B5&&'2% 0-"<0/-)2% 3)1/5- #%B%=&"0/?., 3%"0"-250/%2"0/?. % 3%"+%=#)=%#952"0/?.. E05 @/" "39-

1 G)3"/) -';"*&5&) ;#% ;"==5#C15 HIJK (;#"51/ L 2280).

273

!"#$"%$&'( )%*#+#' ,*%-'.'.%' /%(#0&.& % '1# ,*#%0$#2.3/ $ -'2%4%-

.', 12' #. %!,#"506'(!7 $ $%2' ,"'.#+ % 1'"'8 ! %--#9%"%0#$&..3-% .&

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

@ 2&..#8 *&9#(' %06:'.& +&(&"%(%:'!+&7 &+(%$.#!(5 ,#*;%*%.#- $3/ !'.!%9%"%0&(#*#$, %--#9%"%0#$&..3/ .& *&0"%:.3/ ,#"%-'*.3/

.#!%('"7/, $ ,*#4'!!' 1'.'*&4%% !%.1"'(.#1# +%!"#*#2& (1A2) $ *'&+- 4%% ;#(##+%!"'.%7 (*%,(#;&.&.

B#(##+%!"'.%' (*%,(#;&.& ,*#$#2%"% $ $#2.3/ *&!($#*&/ ,#"%- -'*#$ ! %--#9%"%0#$&..3-% CBD +%!"#*#2#- $#026/& 9'0 2#,#".%- ('"5.#1# ,*#,6!+&.%7 +%!"#*#2&. C"'.+% 1#(#$%"% !-')'.%'- *&!($#- *#$ ,#"%-'*#$ ! *&!($#*&-% ,#*;%*%.#$ % ,#!"'26?<%- %/ $3!6)%- $&.%'- .& ,#2"#E+' %0 4'""#;&.&.

A!$'<'.%' #9*&04#$ ,*#$#2%"% $ +$&*4'$#8 +?$'(' !$'(#- *(6(-

.#8 "&-,3 FGH-1000 ! $#27.3- ;%"5(*#- % !##($'(!($6?<%-% !('+- "7..3-% !$'(#;%"5(*&-%: ID-11 (J=420–1000 .-), ID-12 (J=440– 1000 .-) % AD-14 (J=580–1000 .-). =.('.!%$.#!(5 ,&2&?<'1# !$'(& #,*'2'"7"% .& %0-'*%('"' -#<.#!(5? =KA-2.

L%.'(%+6 ,*#4'!!& +#.(*#"%*#$&"% ,# %0-'.'.%? +#.4'.(*&4%% (*%,(#;&.&, +#(#*6? %0-'*7"% ,# 6-'.5)'.%? #,(%:'!+#8 ,"#(.#!(% ,#"#!3 ,#1"#<'.%7 (*%,(#;&.& J= 280 .-. M"'+(*#..3' !,'+(*3 ,#- 1"#<'.%7 !.%-&"% .& !,'+(*#;#(#-'(*' GenesysTM-2.

L$&.(#$3' $3/#23 *'&+4%% ;#(##+%!"'.%7 (*%,(#;&.& (BNB) $ ,*%!6(!($%% CBD $3:%!"7"% +&+ #(.#)'.%' :%!"& #+%!"'..3/ $ .&- :&"5.38 -#-'.( $*'-'.% -#"'+6" (*%,(#;&.& + :%!"6 +$&.(#$ !$'(&, ,#1"#<'..3/ CBD 0& >(# $*'-7. L$&.(#$38 $3/#2 1'.'*&4%% 1A2 (B!) $3:%!"7"% ,# ;#*-6"':

B!=BNB(k1+k2CNB)/k2CNB,

274

!"# k1=5!105 $#%-1 – %&'$()'() $%&*&$(+ "#,)%(+-).++ $+'!/#('&!& %+- $/&*&") - &($0($(-++ 12; k2=2,5!108//3&/4*$#% – %&'$()'() $%&*&$(+ *#)%.++ $+'!/#('&!& %+$/&*&") $ 12.

5-)'(&-67 -68&" *),/&9#'+: ;2< 2;2< &=*#"#/:/+ %)% &('&>#- '+# ?+$/) &%+$/#''68 3&/#%0/ ;2< % ?+$/0 %-)'(&- $-#(), =&!/&@#'- '68 ;2< ,) A(& -*#3:.

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

;*+ +$=&/4,&-)'++ =&/+3#*'68 =/#'&% $ +33&C+/+,&-)''63+ ;2< &'+ =*#"-)*+(#/4'& =&3#@)/+$4 - -&"0 "& ')?)/) *#)%.++; =*+ A(&3 =/#'%+ *)$(-&*:/+$4 =&/'&$(4K +/+ ?)$(+?'&, ) =&*B+*+' =#*#- 8&"+/ - -&"'0K B),0. M%),)/&$4, ?(& -*#3: -68&") ;2< +, =&/+3#*- '&7 =/#'%+ - -&"0 '#-#/+%&, + ABB#%(+-'&$(4 +33&C+/+,&-)''68 ;2< &=*#"#/:#($: (&/4%& +8 $#'$+C+/+,+*0K@#7 $=&$&C'&$(4K.

N,3#*#'+# %+'#(+?#$%+8 =)*)3#(*&- =*&.#$$) =&%),)/&, ?(& --#- "#'+# - *#)%.+&''0K $+$(#30 *)$(-&*&- -6>#0%),)''68 =&/+3#*&-, %&'.#'(*).++ %&(&*68 $&&(-#($(-0K( %&'.#'(*).+:3 *)$(-&*&-, &C*)- ,0K@+8$: =*+ *)$(-&*#'++ =&/+3#*'68 '&$+(#/#7 $ ;2<, =*)%(+?#- $%+ '# -/+:#( ') $%&*&$(4 &%+$/#'+: + (2"). ;*+ A(&3, %)% + - &($0($(- -++ =&/+3#*&-, ')C/K")#($: A%$(*#3)/4'): ,)-+$+3&$(4 $%&*&$(+ *#- )%.++ &( %&'.#'(*).++ ;2<. <*#"'## ,')?#'+# 2" "/: DEF &%),)/&$4 *)-'63 0,104; "/: 2D1 – 0,068. N$%/K?#'+# $&$()-/:/ /+>4 8+(&,)', %&(&*67 $'+9)/ 2" 0 DEF - 3–3,5 *),) + 0 2D1 - 12–13 *),, 8&(: --+- "0 -6$&%&7 C+&/&!+?#$%&7 )%(+-'&$(+ #!& +$=&/4,&-)'+# "/: +33&C+- /+,).++ =&*B+*+'&- =*#"$()-/:/& &$&C67 +'(#*#$. 1#3 '# 3#'## &%)- ,)/&$4, ?(& - &(/+?+# &( "*0!+8 +$$/#"&-)''68 =&/+3#*&- 8+(&,)' *#,-

%& 080">)#( B&(&$#'$+C+/+,+*0K@+# $-&7$(-) =&*B+*+'&-. 1)%, 5ABB12 *#)%.++ &%+$/#'+: (*+=(&B)') DEF - #!& =*+$0($(-++ $'+9)-

#($: =*+3#*'& - 10 *),. ;&--+"+3&30, - *#,0/4()(# -,)+3&"#7$(-+: )3+'&!*0==6 8+(&,)') + 3)%*&.+%/) =&*B+*+') =*&+$8&"+( &C*),&-)-

275

!"# $%&'(#$)*, +,% '%-,.#/0-*#,)1 *!*("2%& 3(#$,/%!!45 )'#$,/%., )%6(*)!% $%,%/4& "#, ),% )!"0#!"# "!,#!)".!%),", 5*/*$,#/!%7 -(1 '%/8"/"!%. '%(%)4 9%/#, ## :;"/#!"# " '%1.(#!"# '(#+* 370 !&.

</" "2:+#!"" 8%,%%$")(#!"1 ,/"',%8*!*, )#!)"="("2"/%.*!!%6% ,#,/*):(>8%,%$)"8#!"('%/8"/"!*,%& Na (?9@A<) . '/"):,),."" 5",%2*!* '/" /*2("+!45 )%%,!%;#!"15 5",%2*! : ?9@A<, =4(% %=!*- /:0#!%, +,% )!"0#!"# 8%,%)#!)"="("2"/:BC"5 ).%7),. ?9@A< ", )(#-%.*,#(>!%, %=/*2%.*!"# $%&'(#$)* '/%")5%-", '/" )%%,!%;#!"15 5",%2*! : ?9@A<, /*.!45 "(" '/#.4;*BC"5 .#("+"!: 6 : 1.

D,% 0# ./#&1 =4(% '%$*2*!%, +,% '/%"2.%-!%# 5",%2*!* – ):(>8*, 5",%2*!*, . $%,%/%& =%(>;"!),.% *&"!%6/:'' 2*C#!% !* ):(>8%- 6/:''4, " $*/=%$)","(5","!, !# "BC"7 ).%=%-!45 *&"!%6/:'', * ,*$0# $*/=%$)","(E#((B(%2* (F@G), 3(#!,*/!%# 2.#!% $%,%/%7 '%),/%#!% *!*(%6"+!% 3(#!,*/!%&: 2.#!: 5",%2*!*, !% *&"!%6/:''4 %,):,),.:B,, – ) '%/8"/"!*&" !# .2*"&%-#7),.:B, " '%3,%&: !# :5:-;*B, "5 8%,%)#!)"="("2"/:BC"# ).%7),.*.

H))(#-%.*!"# )"),#&4 '%("*(("(*&"! (<II) (("!#7!47 '%("- /, "BC"7 *&"!%6/:'': . $*0-%& 2.#!#) – J@K '%2.%("(% )-#(*,>

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

D+*),!%),", -(1 %)(*=(#!"1 ).12" -: J@K " 5",%2*!%&, '%/- 8"/"! ..%-"()1 . 5",%2*! . ."-# $%&'(#$)* ) '(B/%!"$%& F127 ()%'%- ("/%& '%("%$)"3,"(#!* " '%("%$)"'/%'"(#!*). </" )%(B="("2*E"" J@K &%(#$:(*&" '(B/%!"$* #6% .2*"&%-#7),."# ) '%("/!%7 &*,/"- E#7 ),*!%.",)1 !## '/%+!4&, " J@K (#6$% '#/#5%-", . .%-:. ?*$"& %=/*2%&, '(B/%!"$ $%!$:/"/:#, ) 5",%2*!%& . '/%E#))# %=/*2%.*!"1

$%&'(#$)*. <%(:+#!!*1 '(#!$* /*),.%/1#,)1 . .%-# '%(!%),>B, * A! '/" 3,%& '%!"0*#,)1 '/"/!% !* 60%.

276