Äîêóìåíò âçÿò èç êýøà ïîèñêîâîé ìàøèíû. Àäðåñ îðèãèíàëüíîãî äîêóìåíòà : http://www.chem.msu.ru/eng/misc/babaev/papers/086r.pdf
Äàòà èçìåíåíèÿ: Thu Jan 20 22:04:44 2011
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ôúðûýÔóóùÙúÔþð?, 2003, êãß 48, < 2, â. 277-279

ûêëÝêë ã,,ÜÛ~ÒâÝÛi âãÒÛÜÒÜÛØ
üáô 548.73;547.7

úæ÷ýÙæ÷ùûýúüôýüú÷ùæ ôÔúýðúù×Ô÷ðæ × Ùæýæúùåðôóð?æûôùõ áðñÔò÷æ. 10. úæ÷ýÙæ÷ùûýúüôýüú÷ùæ ðûûóæáù×Ô÷ðæ 4-õæýðó-6,7,8,9-ýæýúÔÙðáúùÿð÷ùóù÷Ô-2
? 2003 ,,. á. ×. ÔÞÈÇã,, ×. Õ. úÀÇÝã,, æ. ×. ÕÇÒ,, ó. Ô. ÔâÞÜã,
õãâÝã,âÝÛØ ,,ãâëâê,ÒÜÜÀØ ëÜÛ,ÒâÛêÒê Ûß. õ.×. óãßãÜãâã, E-mail: albov@biocryst.phys.msu.su
øãâêëäÛÞ , ÒÝ^Û 18.11.2002 ,,.

õÒêããß ßãÜãÝÛâêÞÈÜãØ ÛéÝ^ÛÛ ÛââÞÒã,Ü âêëÝêë 4-ßÒêÛÞ-6,7,8,9-êÒê,,ÛãiÛÜãÞãÜ-2. ûêëÝêë (a = 6.6890(17), b = 7.926(2), c = 8.993(3) Õ, = 85.50(2), = 68.22(2)À, = 82.89(2)À, Z = 2, ä. ,,. P 1 ) ãäÒÒÞÒÜ äflßÀßÛ ßÒêãßÛ Û ëêã~ÜÒÜ ã R1 = 0.0592 Û wR2 = 0.1206. × ÝÛâêÞÞÒ ãêßÒ~ÒÜã âëÒâê,ã,ÜÛÒ ßÒÚßãÞÒÝëÞflÜÀi ,ãããÜÀi â,flÑÒØ, ãÇÒÛÜflÛi ßãÞÒÝëÞÀ , ^ÒÜêãâÛßßÒêÛ~ÜÀÒ ÛßÒÀ.

×,ÒÒÜÛÒ áÜÜfl Çãê fl,ÞflÒêâfl äããÞÚÒÜÛÒß äã,ãÛßÀi âêëÝêëÜÀi ÛââÞÒã,ÜÛØ ,,ÒêÒã^ÛÝÞÛ~ÒâÝÛi âãÒÛÜÒÜÛØ, ãÇÞÛi âäãâãÇÜãâêÈ ,âêëäêÈ , ÑÞÛ~ÜÀÒ äÒÒ,,ëääÛã,ÝÛ, , êãß ~ÛâÞÒ Û ÒÝ^ÛÛ ^ÛÝÞÛÑ^ÛÛ [1-10]. ôÝ Û , äÒÀëÛi âããÇÒÜÛfli, ßÀ äãâÞÒã,êÒÞÈÜã ÛÑë~Òß ßÒêããß ÒÜê,,ÒÜãâêëÝêëÜã,,ã ÜÞÛÑ âêãÒÜÛÒ ,âÒi ÛÜêÒßÒÛêã, Û ÝãÜÒ~ÜÀi äãëÝêã, ßÜã,,ãâêëäÒÜ~êÀi ÒÝ^ÛØ ^ÛÝÞÛÑ^ÛØ Û äÒÒ,,ëääÛã,ãÝ. × ~âêÜãâêÛ, ÑßÒÒÜÜÀÒ äÛÛãÜÀ iÝêÒÛÑëêâfl ßÜãÚÒâê,ÒÜÜãØ ÒÝ^ÛãÜÜãØ âäãâãÇÜãâêÈ Û fl,Þflêâfl ÛÜêÒÒâÜÀß ãÇÒÝêãß Þfl êÝã,,ã ã ÛââÞÒã,ÜÛØ. × ÜâêãflÒØ ÇãêÒ ßÀ ÛÑë~ÛÞÛ âêãÒÜÛÒ 4-ßÒêÛÞ6,7,8,9-êÒê,,ÛãiÛÜãÞãÜ-2. áÜÜÀÒ ã âêãÒÜÛÛ ßãÞÒÝëÞ , ÝÛâêÞÞi ëÝÑÜÜã,,ã âãÒÛÜÒÜÛfl , ôÒßÇÛÚâÝãß ÇÜÝÒ âêëÝêëÜÀi ÜÜÀi (,ÒâÛfl 04.02) [11] ãêâëêâê,ëê. ?ôûøæúðõæ÷ýÔó?÷Ô? ?Ôûý? ûÛÜêÒÑ 4-ßÒêÛÞ-6,7,8,9-êÒê,,ÛãiÛÜãÞãÜ-2 (I) ,ÀäãÞÜÒÜ äã ßÒêãÛÝÒ [12]:
CH O + O H2N O I N H O
3

CH

3

ûäÒÝê øõú ÑäÛâÜ Ü âäÒÝêãßÒêÒ GEMINI 200, ÜäflÚÒÜÜãâêÈ äãÞfl 1.4 ýÞ (200.14 õÙ^ Þfl äãêãÜã,). ùêÜÒâÒÜÛÒ âÛ,,ÜÞã, , âäÒÝêÒ øõú äã,ÒÒÜã â ë~Òêãß ÞÛêÒêëÜÀi ÜÜÀi: (, ß.., áõûù-d6, ,ÜëêÒÜÜÛØ âêÜê ýõû): 6.30 ß. (÷3), 2.10 . (û÷3).

?ÝâäÒÛßÒÜêÞÈÜÀÒ ÛÜêÒÜâÛ,ÜãâêÛ ÛéÝ^ÛãÜÜÀi ãêÚÒÜÛØ äãÞë~ÒÜÀ äÛ ÝãßÜêÜãØ êÒßäÒêëÒ Ü ÛéÝêãßÒêÒ CAD-4 [13] (MoK-ÛÑÞë~ÒÜÛÒ, ,,éÛêã,ÀØ ßãÜãiãßêã, -âÝÜÛã,ÜÛÒ). øßÒêÀ ÞÒßÒÜêÜãØ fl~ÒØÝÛ ãäÒÒÞflÞÛ Û ëêã~ÜflÞÛ äã 25 ÒéÞÒÝâß , ÛÜêÒ,ÞÒ ë,,Þã, 13À-15À. ùâÜã,ÜÀÒ äßÒêÀ ÝâäÒÛßÒÜê Û ÝÛâêÞÞã,,éÛ~ÒâÝÛÒ iÝêÒÛâêÛÝÛ I äÛ,ÒÒÜÀ , êÇÞ. 1. øãâÝãÞÈÝë ÝÛâêÞÞÀ ÛââÞÒã,ÜÜã,,ã âãÒÛÜÒÜÛfl ÛßÒê ÜÛÑÝÛÒ ÞÛÜÒØÜÀÒ ÝãééÛ^ÛÒÜêÀ äã,,ÞãÒÜÛfl Û ßÞÀÒ ÑßÒÀ, äãä,Ý Ü äã,,ÞãÒÜÛÒ ÜÒ ,,ãÛÞâÈ. øÒ,Û~Üfl ãÇÇãêÝ ßââÛ, ÝâäÒÛßÒÜêÞÈÜÀi ÜÜÀi äã,ãÛÞâÈ äã ÝãßäÞÒÝâë äã,,ßß WinGX98 [14]. ×âÒ äãâÞÒëÛÒ â~ÒêÀ ,ÀäãÞÜflÞÛâÈ , ßÝi ÝãßäÞÒÝâ äã,,ßß SHELX97 [15]. ôÛâêÞÞÛ~ÒâÝfl âêëÝêë ãäÒÒÞÒÜ äflßÀßÛ ßÒêãßÛ â äãâÞÒëÛß ëêã~ÜÒÜÛÒß äãÑÛ^ÛãÜÜÀi Û êÒäÞã,Ài äßÒêã, , ÜÛÑãêãäÜãß äÛÇÞÛÚÒÜÛÛ Þfl ,âÒi ÜÒ,ãããÜÀi êãßã,. ÔêãßÀ ,ããã ,Àfl,ÞÒÜÀ ÑÜãâêÜÀß âÛÜêÒÑãß Û ëêã~ÜÒÜÀ , ÛÑãêãäÜãß äÛÇÞÛÚÒÜÛÛ. õÒÚêãßÜÀÒ ââêãflÜÛfl Û ,ÞÒÜêÜÀÒ ë,,ÞÀ âÛâêÒßêÛÑÛã,ÜÀ , êÇÞ. 2 Û 3 âããê,Òêâê,ÒÜÜã. × êÇÞ. 4 äÛ,ÒÒÜÀ äßÒêÀ ßÒÚêãßÜÀi ÝãÜêÝêã, â ë~âêÛÒß êãßã, ,ããã. ôÛâêÞÞã,,éÛ~ÒâÝfl ÛÜéãß^Ûfl Þfl âãÒÛÜÒÜÛfl I ÒäãÜÛã,Ü , ôÒßÇÛÚâÝãØ ÇÑÒ âêëÝêëÜÀi ÜÜÀi (ÒäãÜÒÜê < 000000). øãâêÜâê,ÒÜÜãÒ âäãÞãÚÒÜÛÒ êãßã, , ßãÞÒÝëÞÒ I Û Ûi ÜëßÒ^Ûfl äãÝÑÜÀ Ü ÛâëÜÝÒ, äãÞë~ÒÜÜãß â ÛâäãÞÈÑã,ÜÛÒß äã,,ßßÀ PLUTON96 [16]. úæñüó?ýÔý? ð ðÿ ùÕûüìáæ÷ðæ × ßãÞÒÝëÞÒ I ?ÒâêÛ~ÞÒÜÜÀØ ^ÛÝÞ N(1)û(2)û(3)û(4)C(5)C(10) äÞãâÝÛØ â êã~ÜãâêÈ

277


278

ÔÞÈÇã, Û . ýÇÞÛ^ 2. áÞÛÜÀ â,flÑÒØ ßÒÚë ÜÒ,ãããÜÀßÛ êãßßÛ d (Õ) , âêëÝêëÒ I û,flÑÈ N(1)-C(2) N(1)-C(10) C(2)-O(2) C(2)-C(3) C(3)-C(4) C(4)-C(5) C(4)-C(11) C(5)-C(10) C(5)-C(6) C(6)-C(7) C(7)-C(8) C(8)-C(9) 0.0592/0.1206 0.203/- 0.141 C(9)-C(10) d 1.3541(16) 1.3830(18) 1.2578(17) 1.4107(18) 1.374(2) 1.4172(18) 1.5122(18) 1.3541(17) 1.514(2) 1.503(2) 1.451(2) 1.509(2) 1.4754(18)

ýÇÞÛ^ 1. ôÛâêÞÞã,,éÛ~ÒâÝÛÒ iÝêÒÛâêÛÝÛ, ÒêÞÛ ÒÜê,,ÒÜÛéÝ^ÛãÜÜã,,ã ÝâäÒÛßÒÜê Û ëêã~ÜÒÜÛfl âêëÝêëÀ I ûãÒÛÜÒÜÛÒ õãÞÒÝëÞflÜÀØ ,Òâ ûÛÜ,,ãÜÛfl øãâêÜâê,ÒÜÜfl ,,ëää a, Õ b, Õ c, Õ , ,, , ,, , ,, V, Õ3 Z ,À~., ,,/âß3 Å(MoK), âß-1 úÑßÒ ÝÛâêÞÞ, ßß max, ,,. ?ÛâÞã ÒéÞÒÝâã, â I 2(I)/~ÛâÞã äßÒêã, R1/wR2 max/min, /Õ3 C10H13NO 163.21 ýÛÝÞÛÜÜfl ú1 6.6890(17) 7.926(2) 8.993(3) 85.50(2) 68.22(2) 82.89(2) 439.1(2) 2 1.235 0.080 0.30 ç 0.30 ç 0.30 26 1618/162

ã 0.014 Õ. ÔêãßÀ O(2), C(6), C(9) Û C(11) ÞÒÚê , äÞãâÝãâêÛ êã,,ã ^ÛÝÞ. ÔêãßÀ û(7) Û û(8) ãêÝÞãÜflêâfl ãê êãØ äÞãâÝãâêÛ Ü - 0.236 Û 0.425 Õ âããê,Òêâê,ÒÜÜã. × ÝÛâêÞÞÒ I ãÇÜëÚÒÜÀ ßÒÚßãÞÒÝëÞflÜÀÒ ,ãããÜÀÒ â,flÑÛ, Ñ â~Òê ÝãêãÀi ãÇÑëêâfl ^ÒÜêãâÛßßÒêÛ~ÜÀÒ ßãÞÒÝëÞflÜÀÒ ÛßÒÀ (ÛâëÜãÝ Û êÇÞ. 4). × ôÒßÇÛÚâÝãß ÇÜÝÒ âêëÝêëÜÀi ÜÜÀi (,ÒâÛfl 04.02) [11] ÜØÒÜã âãÒÛÜÒÜÛÒ II â äãiãÚÒØ âêëÝêëãØ - 7,8-Û,,Ûã7-ßÒêÛÞ-2,5(1H, 6H)-iÛÜãÞÛÜ-2,5-ÛãÜ [17]:
O

ýÇÞÛ^ 3. ×ÞÒÜêÜÀÒ ë,,ÞÀ â ë~âêÛÒß ÜÒ,ãããÜÀi êãßã, (,,) , âêëÝêëÒ I ü,,ãÞ C(2)-N(1)-C(10) O(2)-C(2)-N(1) O(2)-C(2)-C(3) N(1)-C(2)-C(3) C(4)-C(3)-C(2) C(3)-C(4)-C(5) C(3)-C(4)-C(11) 125.10(10) 120.04(11) 124.34(12) 115.61(13) 121.00(12) 120.58(11) 118.99(12) 120.43(13) 118.52(13) 119.81(11) 121.65(11) 113.50(12) 114.38(16) 112.60(13) 111.96(12) 119.14(11) 125.08(13) 115.78(11)

H 3C II

N H

O

C(5)-C(4)-C(11) C(10)-C(5)-C(4) C(10)-C(5)-C(6) C(4)-C(5)-C(6) C(7)-C(6)-C(5) C(8)-C(7)-C(6) C(7)-C(8)-C(9) C(10)-C(9)-C(8) C(5)-C(10)-N(1) C(5)-C(10)-C(9) N(1)-C(10)-C(9)

× ãÇÒÛi âêëÝêëi ÞÞÛäâãÛÀ êÒäÞã,Ài ÝãÞÒÇÜÛØ êãßã, û(7) Û û(8) (, ãÛÜÝã,ãØ ÜëßÒ^ÛÛ, âß. ÛâëÜãÝ) ,ÀêflÜëêÀ äÝêÛ~ÒâÝÛ äÒäÒÜÛÝëÞflÜã äÞãâÝãâêÛ ,,ÒêÒã^ÛÝÞÛ~ÒâÝãØ âÛâêÒßÀ, ,âÞÒâê,ÛÒ ~Ò,,ã ââêãflÜÛÒ ßÒÚë êãßßÛ û(7) Û û(8) âëÒâê,ÒÜÜã Ýãã~Ò (1.451(2) Õ) ââêãflÜÛØ û(5)-û(6), û(6)-û(7), û(8)-û(9) Û û(9)-û(10) (êÇÞ. 2) , ãÜÝã â ë~Òêãß âÛÞÈÜãØ ÜÛÑãêãäÛÛ êÒäÞã,Ài äãä,ãÝ [18], êã ââêãflÜÛÒ âãâê,ÞflÒê 1.58 Õ, ~êã âããê,Òêâê,ëÒê sp3-,,ÛÇÛÛÑ^ÛÛ. ûêãÒÜÛÒ ,,ÒêÒã^ÛÝÞÛ~ÒâÝã,,ã é,,ßÒÜê ÇÛ^ÛÝÞ , ßãÞÒÝëÞi I Û II ãê,Ò~Òê ãÚÛÒßãßë äÛÛãÜã,ãßë, ÜÒ äÛÛãÞÈÜãßë êÛäë êëêãßÒÛÛ.

ôúðûýÔóóùÙúÔþð? êãß 48 < 2 2003


úæ÷ýÙæ÷ùûýúüôýüú÷ùæ ôÔúýðúù×Ô÷ðæ ýÇÞÛ^ 4. øßÒêÀ ßÒÚêãßÜÀi ÝãÜêÝêã, , âêëÝêëÒ I D-H N(1)-H(1) C(7)-H(7A) C(8)-H(8B) C(11)-H(11C) d(D-H) 0.82(1) 1.07(2) 0.99(2) 0.89(2) d(DÇÇÇA) 2.772(1) 3.515(2) 3.536(2) 3.547(2) d(HÇÇÇA) 1.96(1) 2.66(2) 2.58(2) 2.81(2) DHA 174(1) 137(1) 163(1) 141(2) A O(2) O(2) O(2) O(2)

279

(ãäÒ^ÛÛ âÛßßÒêÛÛ) (2-x; 1-y; 1-z) (1-x; 1-y; 1-z) (x; y; z-1) (x-1; y; z)

øÛßÒ~ÜÛÒ. D - êãß-ãÜã; A - êãß-Ý^Òäêã; H - êãß ,ããã; ââêãflÜÛfl d, Õ; ë,,ãÞ , ,,.

ûã~ÞÒÜÒÜÛÒ , ßãÞÒÝëÞÒ I ^ÛÝÞã,,ÒÝâÒÜã,ã,,ã Û äÛÛãÜã,ã,,ã é,,ßÒÜêã, äã ,ãØÜãØ â,flÑÛ û(5)- û(10) äÛ,ãÛê Ý âÞÇãßë âãÝÒÜÛ ÞÛÜÀ êãØ â,flÑÛ (1.354 Õ) , â,ÜÒÜÛÛ â ÞÛÜãØ ë,,ãØ ,ãØÜãØ â,flÑÛ û(3)-û(4) (1.374 Õ), ê.Ò. ÝÇã^ÛÝÞÛ~ÒâÝÛØ é,,ßÒÜê âÞÒ,,Ý âÚÛßÒê â,flÑÈ , äÛßÀÝÒß ,,ÒêÒã^ÛÝÞÒ. ñßÒêÛß, ~êã ,,ÒãßÒêÛfl ãÝëÚÒÜÛfl ßãâêÛÝã,ãØ ,ãØÜãØ â,flÑÛ û(5)- û(10) ÇÛ^ÛÝÞ êãßßÛ û(4), û(6), û(9) Û N(1) âÛßßÒêÛ~Ü: ,ÜÒ?ÜÛØ äÞãâÝÛØ ë,,ãÞ û(6)-û(5)- û(4) âãâê,ÞflÒê 121.7À, êã,, ÝÝ ,ÒÞÛ~ÛÜ ë,,Þ û(9)-û(10)-N(1) - ,âÒ,,ã 115.8À. × Ûêã,,Ò ßÒêÛÞÒÜã,ÀØ é,,ßÒÜê û(9)H2 âäãÞ,,Òêâfl ãâêêã~Üã ÇÞÛÑÝã Ý êãßë Ñãê. ?êãê éÝê âÞÒëÒê ë~ÛêÀ,êÈ äÛ ÜÞÛÑÒ ÒÝ^ÛãÜÜãØ âäãâãÇÜãâêÛ ßãÞÒÝëÞÀ I, ÜäÛßÒ, , ÒÝ^Ûfli ÞÝÛÞÛã,ÜÛfl êãß Ñãê N(1) ßãÚÒê ÑÜ~ÛêÒÞÈÜã ÝÜÛã,êÈâfl ßÒêÛÞÒÜã,Àß Ñ,ÒÜãß û(9). × ÞÈÜÒØ?Òß ÇëÒê äã,ÒÒÜã ÛââÞÒã,ÜÛÒ ÒÝ^ÛãÜÜãØ âäãâãÇÜãâêÛ âãÒÛÜÒÜÛfl I Û ÒÜê,,ÒÜãâêëÝêëÜÀØ ÜÞÛÑ äãÞë~ÒÜÜÀi äãëÝêã,.

Ô,êãÀ ,ÀÚê ÇÞ,,ãÜãâêÈ úãââÛØâÝãßë éãÜë éëÜßÒÜêÞÈÜÀi ÛââÞÒã,ÜÛØ Ñ éÛÜÜâã,ë äãÒÚÝë , ãäÞêÒ ÞÛ^ÒÜÑÛÛ Ü äãÞÈÑã,ÜÛÒ ôÒßÇÛÚâÝÛß ÇÜÝãß âêëÝêëÜÀi ÜÜÀi (,,Üê < 99-07-90133). ûøðûùô óðýæúÔýüú?
1. úÀÇÝã, ×.Õ., ìëÝã, û.Ù., ÕÇÒ, æ.×. Û . // ôÛâêÞÞã,,éÛfl. 1999. ý. 44. < 6. û. 1067. 2. úÀÇÝã, ×.Õ., ìëÝã, û.Ù., ÕÇÒ, æ.×. Û . // ôÛâêÞÞã,,éÛfl. 2000. ý. 45. < 1. û. 108. 3. úÀÇÝã, ×.Õ., ìëÝã, û.Ù., ÕÇÒ, æ.×. Û . // ôÛâêÞÞã,,éÛfl. 2000. ý. 45. < 2. û. 292. 4. úÀÇÝã, ×.Õ., ìëÝã, û.Ù., øâÛ~ÜÛ~ÒÜÝã ô.?., ÕÇÒ, æ.×. // ôããÛÜ^. iÛßÛfl. 2000. ý. 26. < 9. û. 714. 5. úÀÇÝã, ×.Õ., ìëÝã, û.Ù., ÕÇÒ, æ.×., ñãÜÜÒ,ÒÞÈ ?. // ôÛâêÞÞã,,éÛfl. 2001. ý. 46. < 3. û. 435. 6. úÀÇÝã, ×.Õ., ýãflÜã, û.ð., ÕÇÒ, æ.×. Û . // ôÛâêÞÞã,,éÛfl. 2001. ý. 46. < 5. û. 1069. 7. úÀÇÝã, ×.Õ., ÕÇÒ, æ.×, øâÛ~ÜÛ~ÒÜÝã ô.?., ñãÜÜÒ,ÒÞÈ ?. // ôÛâêÞÞã,,éÛfl. 2002. ý. 47. < 1. û. 76. 8. úÀÇÝã, ×.Õ., ÕÇÒ, æ.×., ?ÒÜÀ?Ò, ×.×. // ôÛâêÞÞã,,éÛfl. 2002. ý. 47. < 3. û. 473. 9. úÀÇÝã, ×.Õ., ÕÇÒ, æ.×., øâÛ~ÜÛ~ÒÜÝã ô.?. // ôÛâêÞÞã,,éÛfl. 2002. ý. 47. < 4. û. 678. 10. úÀÇÝã, ×.Õ., ÕÇÒ, æ.×., åÛâÒ,Û~ Ô.Ô. Û . // ôÛâêÞÞã,,éÛfl. 2002. ý. 47. < 6. û. 1042. 11. Allen F.H., Kennard O. // Chem. Design Autom. News. 1993. V. 8. < 1. P. 589. 12. Kato T., Sato M., Noda M., Itoh T. // Chem. Pharm. Bull. 1980. V. 28. P. 2244. 13. Enraf-Nonius CAD-4 Software. Version 5.0. EnrafNonius, Delft. Netherlands, 1989. 14. Farrugia L.J. WinGX98. X-Ray Crystallographic Programs for Windows. University of Glasgow, U.K., 1998. 15. Sheldrick G.M. SHELX97. Program for the Solution and Refinement of Crystal Structures. University of G?ttingen, Germany, 1997. 16. Spek A.L. PLUTON96. Molecular Graphics Program. University of Utrecht. Netherlands, 1996. 17. Dorigo P., Gaion R.M., Fraccarollo D. et al. // J. Med. Chem. 1993. V. 36. P. 2475. 18. Busing W.R, Levy H.A. // Acta Cryst. 1964. V. 17. P. 142.

C(11) C(6) C(7) C(8) C(4) C(5)

C(3)

C(10) C(9)

C(2) N(1) H(1)

O(2)

÷ëßÒ^Ûfl êãßã,, äãâêÜâê,ÒÜÜãÒ âêãÒÜÛÒ ßãÞÒÝëÞÀ Û ãÇÑã,ÜÛÒ ^ÒÜêãâÛßßÒêÛ~Üã,,ã ÛßÒ , âêëÝêëÒ I. ôúðûýÔóóùÙúÔþð? êãß 48 < 2 2003