TAP CHI KHOA HQC & CONG NGH$ CAC TRI;6NG DAI HQC Kt THUAT • S6 92 - 20!3
TONG HQfP VA HOAT TINH KHANG KHUAN CUA C A C B A Z O MANNICH MOU TREN CO s d 3-(4-HYDROXY-PHENYL)-l-(4-METHOXY- PHENYL)-PROPEN0NE
SYNTHESIS AND ANTIBACTERIAL EVALUATION OF NEW MANNICH BASES BASED ON 3-(4-H YDROX Y-PHEN YL)-1 -(4-METH0XY-PHENYL)-PROPEN0NE
Hoang Xu^n Tien, Trin Khdc Vu Tru&ng Dgi hpc Bdch khoa Hd Npi Den Tda soan 12-4-2012, chap nhan dang 10-10-2012
TOM T A T
Cic baza Mannieh mdi 4a-i dwgc tdng hgp theo quy trinh 2 bLr&c. Bw&c 1 li phan irng ngung tt;
eua 4-hydroxyacetophenon (1) v&i 4-methoxybenzaldehyd (2) trong dung moi ethanol v&i xdc tdc NaOH & nhi$t dp phong trong th&i gian 18 gi& cho sin phim trung gian 3 v&i higu suit 85%. Chalcoti 3 sau dd dwgc phan irng v&i paraformaldehyd vi cie amin b$c 2 trong dung mdi ethanol & diiu ki^ii hit Iwu trong th&i gian 24-36 gid eho sin phim li cic baza Manntch 4a-i v&i hi$u suit tir 39-68%.
Cie hgp chit tdng hgp dugc dwgc xic dinh ciu true bing vi$c si> dtjng eic phuong phip ph6: IR.
NMR vi HR-MS Cic hgp chit baza Mannieh m&i dwgc dinh gta hoat tinh khang khuin vi khing nim Kit qua eho thay hiu hit cic chit the hien hoat tinh yiu v&i cac ehung d§ thir. Chi cd hgp chit 4c vi 4h thi hi$n ho^t tinh y nghfa v&i chung Staphylococcus aureus v&i gii trj ICso: 17,25 vi 18.97pg/mL
TO" khda: Hoat tinh khang khuan, tong hgp, Baza Mannieh ABSTRACT
A series of new Mannieh bases was synthesized based on 3-(4-liydroxy-phenyl)-1-(4-methoxy- phenyl)-propenone, and evaluated for antibacterial and antifungal activity New Mannieh bases 4a-i were obtained In moderate to good yields via the reaction of the intermediate ehalcone 3 with paraformaldehyde and different seneondary amines in ethanol under reflux for 24-36 h. All synthesized compounds were structurally characterized by spectroscopic methods: IR, NMR and HR- MS. The bio-assay results showed that most compounds showed weak activity against baetenal af\ii fungal trains tested Compound 4c and 4h exhibited significant activity against Staphylococcus aureus strain with IC50 values of 17,25 and 18.97pg/mL, respectively.
l.DATVANDE khang u [8] \a khang viem [9],[10]. Mgt so Theo cac nghien cuu, chalcon. mdt san
pham ciia qua trinh ngung lu giira mdt aldehyd va xeton qua phan irng xuc lac loai nudc bdi
basa Mannieh tdng hgp hydroxyacetophenon dupc bao cao cd nhieu hoat tinh nhu: ddc t^ bao [1!]-[14], khang u mot axit hoac b.-,so thudng co mat trong cac loai [' '1 ^^"5, "'',"="•, f f " '^'? I"',''?" ?"° ''^ "
V ' ° V>r..it l i n k VhAnr. L - l i i i o n i j n L - h n n n n n m i^ll^ faf boat tinh khang khuan va khang nam ciia cac basa Mannieh trong do vdng A chira cac bazo Mannieh khac nhau.
thuc vat, va la cac tien chat ciia cac fiavonoit va isoflavonoit Chalcon dupc bao cao la cd phd boat linh smh hpc kha rdng nhu: hoat tinh
khang leishmania [I], khang lao [2], khang n5m Vi vay. bai nay bao cao viec t6ng hop cac [3], khang ky sinh triing sot ret [4], khang u va baza Mannieh mdi tren ca sd ehalcone, 3-(4- hoat tinh dc che mien dich [5]. Baza Mannieh, Hydroxy-phenyl)-l-(4-methoxy-phenyl)- mot beta-amino xeton dugc hinh thanh bdi phan propenone vdi cac nhdm the khac nhau d vong iing giira xelon, aldehyd va cac amin bac hai A va danh gia hoat tinh khang khuan, khatig hien dang thu hut duoc sir quan tam nghien cuu nam ciia cac baza Mannieh dieu che dugc.
ngay cang tang bdi hoat tinh sinh hpc ciia nhdm x H i r r N P H I F M chirc baso cd trong ciy. triic cua nd, Cac nghien iMUC i>L.HltM
Cliu gan day cho thay cac basa Mannieh th6 Cac hda chat va dung mdi phan ling mua hicn nhieu hoat linh smh hpc khac nhau nhu: ciia hang Merck va Aldrich. Diem chay dupc do khang lao [6], khang k> sinh trimg sot ret [7], tren may Electrothermal IA 9200 Shimazu. Pho
T^P CHI KHOA HQC & C 6 N G NGHE CAC TRlTcnVG DAI HQC KV THUAT • SO 92 - 2013 IR do tren may FT-IR IMPACT-410 sir dung
vien nen KBr hoac dang film. Phd ' H NMR va '^C NMR dugc do tren may Brucker AVANCE 500 MHz tai vien Hda hpc, sur dung dung mdi do: CDCb, CD3OD va DMS0-d6. Dp chuyen djch hoa hpc (S) tinh bang ppm so vdi chat chu4n (TMS). Hang sd tuang tac {J) dupc bieu diin bing Hz. Phd khdi phan giai cao dupc ghi tren may FTICR-MS Varian tai vien Hda hpc, Vien Khoa hgc va Cdng ngh? Vi?t Nam. Tien trinh phan ling dupc theo ddi bdi sac ky ldp mong (TLC) sir dyng ban nhdm trang san (Merck 60 F254). Cac v£t dugc hien bdi thuoc thu Dragendoff. Sac ky cot sir dung silica gel cd hat 40-230 mesh.
Ho^t tinh khang khuan cua cac baza Mannieh dugc thuc hien tai phdng thi nghiem sinh hpc, Vien Hda hgc-Vien Khoa hpc va Cong nghe Viet Nam Gia tri IC50 dugc tinh vdi hai chung vi khuan Gram duong {Staphylococcus aureus ATCC 13709); Bacillus subtilis ATCC 6633), ba chiing vi khuan Gram am (Salmonella enterica ATCC 13076);
Escherichia coli ATCC 25922); Pseudomonasa eruginosa ATCC 15442) va chung nam {Candida albican ATCC 10231). Ampicillin, Streptomycin va Amphotericin B dugc sir dung lam cac chat chuan [ 16].
Tong hap chdt trung gian 3-(4-Hydroxy- phenyl)-l-(4-melhoxy-phenyl)-propenone (3) m'4].
Tong help cdc baza Mannieh mai 4a-i Quy trinh chung
Mot h6n hop cua amin (3,88 mmol), paraformaldehyd (3,88 mmol) trong EtOH (20 mL) diroc dun hoi liru trong I gio. Cho vao hon hgrp phan irng tren vao chalcon (3) (3.88 mmol) va hon hop phan ung dugfc dun hoi luu trong thoi gian 24-36 gio. Ethanol sau do duoc cat loai duoi ap suSt giam. Can phan ung duac hoa tan Uong dichloromethane va chiet vai nuac.
Pha h&u CO duac tach ra, lam khan vcri Na2S04 khan, cat loai dung moi duai ap suat giam, thu diroc can phan ling. Cho can chay sac ky cot silica gel vcri he dung moi phu hop thu duac san pham mong muon.
{E)-3-[4-Hydroxy-3(4-phenyl'piperazin-l.
ylmeliriil)-pheny!]-l-(4-melhoxy-phenyI)- propenone {4a): 68% (mau trSng); he dung moi
n- hexan : etyl axetat (7 : 3); dc: I65-166°C. IR (KBr, V (cm"'): 3391; 2877; 1599; 1535; 1355;
1288; 1103; 925; 806; 675. ' H NMR (CDCIj, 500 MHz): S = 7,94 (dd, J = 2,5 Hz, 8,5 Hz, IH, H-6); 7,81 (i.J= 2,5Hz, IH, H-2); 7,80 (d, J = 16 Hz, IH, H-P); 7,61 (A,J= 7,5 Hz, 2H);
7,45 (d, J = 16 Hz, IH, H-a); 7,27 (d, J = 7,5 Hz, 2H); 6,94 - 6,88 (m, 6H); 3,86 (s, 2H, CHi); 3,85 (s, 3H, OCH3); 3,25 (brs, 4H, H- piperazine); 2,77 (brs, 4H, H-piperazine). '^C NMR (CDCI3, 125 MHz): 6 = 188,5; 162,5;
161,5; 150,8; 143,6; 130,3; 130,1; 129,8; 129,2;
127,9; 121,0; 120,4; 119,5; 116,4; 116,1; 114,4;
113,6; 61,2; 55,4; 52,6; 49,2. HR-ESIMS m/z ly thuyet: C27H2SN2O3, 428,20999; tim thiy:
429,21782 [M+H]*,
(E)-3-{3-Dielhylaminomelhy!-4-hydroxy- phenyl)-l-(4-melhoxy-phenyl)-prapenane (4b):
39% (dau mau vang); he dung moi n- hexan : etyl axetat (6 : 4); IR (film, v (cm"'): 2871;
1661; 1569; 1529; 1492; 1433; 1330; 1195;
1168; 995; 783. 'H NMR (CDCIj, 500 MHz): 5
= 7,91 (dd, J = 2 Hz, 8,5 Hz, IH, H-6); 7,78 (A, J=16Hz, IH, H-P); 7,77 ( d , / = 2 H z , lH,H-2);
7,61 (d, J = 8,5, 2H, vong B), 7,45 (d, J = 16 Hz, IH, H-a); 6,94 (d, J = 9Hz, 2H, vong B);
6,86 (d, J = 8,5 Hz, IH, H-5); 3,86 (s, 2H, CH2); 3,85 (s, 3H, OCH3); 2,67 (q, J = 7Hz, 4H); 1,13 (t, J = 7 Hz, 6H, 2CH3). "C NMR (CDCI3, 125 MHz): 6 = 188,6; 163,5; 161,4;
143,3; 130,0, 129,9; 129,6; 129,4; 128,0; 122,1;
119,7; 115,9; 114,4; 56,8; 55,4; 46,4; 11,1. HR- ESIMS m/z ly thuySt: C21H25NOJ, 339,18344;
timthay: 340,19128 [M+H]*.
(E)-3-[4-hydroxy-3-(piperidin-l-ytmelhyl)- phenytJ'l-(4-nielhoxy-phenyl)-propenone (4c):
43% (mau vang), he dung moi n- hexan : etyl axetat (7 : 3); dc: 117-1 IS'C. IR (KBr, v (cm"'):
3323, 2888; 1652; 1601; 1522. 'H NMR (CDCI.,, 500 MHz): 5 = 7,90 (d, J = 2 Hz, 8,5 Hz. IH, H-6); 7,76 (d, J = 15,5 Hz, IH, H-P);
7,75 (d, J = 2 Hz, IH, H-2); 7,60 (d, J = 8,5 Hz, 2H); 7,43 (d, J = 15,5 Hz, H-a); 6,93 (d, J
= 8,5 Hz, 2H), 6,86 (d, J = 8,5 Hz, IH, H-5);
3,85 (s, 3H, OCHj); 3,76 (s, 2H); 3,20-2,0 (m, 4H); 1,80-1,30 (m,6H). "C NMR (CDCIj, 125 MHz): 6 = 188,8; 163,4; 161,6; 143,6; 130,3;
130,2; 129,9; 129,8; 128,2; 121,8; 119,8; 116,1;
114,6; 62,1; 55,6; 54,1; 26,0; 24,1.
TAP CHf KHOA HQC & CONG N G H t c A c TRUOING BAI HQC KY T H U ^ T • S 6 92 - 2013
(E)-3~[4-hydroxy-3-(4-inclhyl-piperidin-l- ylmethyI)-phenyl]-!-f4-nielhoxy-phenyl)- propenone (4dj: 52% (mau vang); h? dung moi n- hexan : etyl axetat (7 : 3); dc: 104-106°C. IR (KBr, V (cm'): 3363; 2878; 1659; 1608; 1523;
1449; 1359; 1229; 1020; 802. 'H NMR (CDCIj, 500 MHz): 6 = 7,91 (dd, , / = 2Hz, 8,5Hz, IH, 1-1-6); 7,78 (d,,/=15,5 Hz, IH, H-P); 7,56 (d, J
= 2Hz, IH, 11-2); 7,61 ( d , . / = 8,SHz, 2H, vong B); 7,45 (d, y = 15,5 Hz, 111, H-a); 6,94 (d, ,7 = 8,5H2, 2H, vong B), 6,87 (d,./ = 8,5 Hz, 1H, H- 5); 3,85 (s, 311, OCH,); 3,78 (s, 2H); 2,98 (d,./
= 10,5 Hz, 2H); 2,16 (br, 2H); 1,72 (d, .7=13 Hz. 2H), 1,46 (br, IH); 1,33-1,25 (m, 2H); 0,96 (d,,/=6,5 Hz,3H,CHj). "C NMR (CDCI,, 125 MHz): 5 = 188,6. 163,2; 161,4; 143,4; 130,0;
129,9; 129,7, 129,5; 127,9; 121,6, 119,7; 115,9;
114,4; 61,5; 55,4; 53,3; 34,0; 30,4; 21,6. HR- ESIMS m/z- ly thuyet: CijHjjNO,, 365,19909;
tim thSy: 366,20652 [M+HJ*.
(E)-3-(4-Hydroxy-3-morpholin-4-ylniethyl- phenyI)-J-(4-nielhoxy-phenyl)-propenonc (4e)' 43% (mau trang); he dung moi n- hexan : etyl axetat (7 : 3); dc: 122-123°C. IR (KBr, v (cm"').
2879; 1655; 1609; 1533; 1444; 1351, 1226, 1022; 802; 732. ' H NMR (CDClj, 500 MHz): 6
= 7,94 (dd, J = 2Hz, 8,5Hz, IH, H-6); 7,79 (s, IH, H-2); 7,76 (d, J = 15Hz, IH, H-P); 7,61 (d, J = 9Hz, 2H, vong B); 7,44 (d, J = 15Hz, IH, H-a); 6,94 (d, J = 9Hz, 2H, vong B), 6,90 (d, J
= 8,5 Hz, IH, H-5); 3,85 (s,3H,0CHj); 3,81 (s, 2H, CH,); 3,70-3,77 (br, 4H); 2,61 (s, 4H). "C NMR (CDClj, 125 MHz): 8 = 188,5; 162,3;
161,5; 143,6; 130,3; 130,2; 130,1; 129,9; 127,9;
120,7; 129,5; 116,0; 114,4; 66,7; 61,7; 55,4;
52,9. HR-ESIMS m/z: ly thuyet: CiiHjjNOj, 353,16271; tim thay: 354,16052 [M+H]*.
(E)-3-[3-(4-Elhyl~piperazin-I-ylinelhy!)-4- hydroxy-phcnylj-l-(inelhoxy-phenyl)- propenonc (4j): 51 % (dau mau vang); he dung moi diclometan : methanol (9 : 1); IR (film, v (cm"'): 2841; 1660; 1569; 1525; 1492; 1433;
1330; 1192; 1165; 995; 783; 748. ' H NMR (CDCI,, 500 MHz): S = 7,93 (dd, J = 2,5Hz, 8,5Hz, IH, H-6); 7,78 (d, J = 15,5 Hz, IH, H- P); 7,77 (d, J = 2,5 Hz, IH, H-2); 7,61 (d, J = 8,5 Hz, 2H, vong B); 7,44 (d, J = 15,5 Hz, IH, H-a); 6,94 (d, J = 8,5 Hz, 2H, vong B); 6,89 (d, / = 8,SHz, IH, H-5); 3,85 (s, 3H, OCH,); 3,81 (s, 2H, CH2); 2,65 2,57 (brs, 8H, H-
piperazine); 2,45 (q, / = 7,5 Hz, 2H, CH,);
1,09 (t, J = 7,5 Hz, 3H, CHj). "C NMR (CDCIJ, 125 MHz): S = 188,5; 162,6; 161,4;
143,5; 130,1; 130,0; 129,9; 129,6; 127,9; 121,1;
119,5; 115,9; 114,3; 61,1; 55,3; 52,4; 52,3;
52,0; 11,9. HR-ESIMS m/z: ly thuyet C23H2»N20j, 380,20999; tim thiy: 381,20655 [M+H]*.
(E)-3-[3-(4-melhyl-piperazin'l-ylmethyl)-4- hydroxy-phenylj-1 - (methoxy-phenyl) - propenone (4g): 53 % (dau mau vang); he dung moi diclometan : methanol (9 : 1); IR (film, v (cm"'): 2879; 1648; 1606; 1519; 1450; 1422;
1365; 1289; 1190; 657. 'H NMR (CDjOD, 500 MHz): S = 7,99 (dd, 7 = 2Hz, 8,5Hz, IH, H-6);
7,92 (d, J = 2Hz, IH, H-2); 7,75 (d, 7 = 15,5 Hz, 1H, H-P); 7,71 (d, J = 8.5Hz, 2H, vong B);
7,65 (d, J = 15,5 Hz, IH, H-a); 6,99 (6,J = 8,SHz, 2H, vong B); 6,89 (d, J = 8,5 Hz, IH,H- 5); 3,86 (s, 3H, OCH,); 3,82 (s, 2H, CH,); 2,63- 2,53 (brs, 8H, H-piperazine); 2,32 (s, 3H, CHj).
"C NMR (CDjOD, 125 MHz): S = 190,7;
164,0; 163,3; 145,2; 131,8; 131,5; 131,4; 131,0;
129,1; 123,0; 120,4; 116,9; 115,5; 60,7; 55,8, 55,7; 53,0; 45.8 HR-ESIMS m/z: ly thuygt:
C22H26N2OJ, 366,19434; tim thiy: 367,20218 [M+H]*.
(E)-3-(4-Hydroxy-3-pyrrolidin-l-ylmethyl- phenyl)-l-(4-ine1hoxy-phenyl)-propenone (4hj:
49%. (diiu mau vang); he dung moi n- hexan : etyl axetat (6 : 4); IR (film, v (cm"'): 2875;
1652; 1601; 1516; 1493; 1288; 1120; 1036;
928. ' H NMR (CDjOD, 500 MHz): S = 7,99 (dd, J = 2Hz, 8,5 Hz, IH, H-6); 7,94 (d, J ' 2Hz, IH, H-2); 7,73 (d, J = 15,5 Hz, IH, H-P);
7,69 (d, J = 8,5 Hz, 2H, vong B); 7,67 (d, J = 15,5 Hz, IH, H-a); 6,99 (d, J = 8,5 Hz, 2H, vong B); 6,79 (d, 7 = 8,5 Hz, IH, H-5); 4,08(s, 2H, CH,); 3,85(s, 3H, OCH3); 2,97 (m, 4H, H- pyrrolidine); 1,97 (m, 4H, H-pyrrolidine). C NMR (CD3OD, 125 MHz): S = 190,3; 163,2;
162,7; 144,6; 132,4; 132,1; 131,3; 129,2; 128,1;
122,6; 120,6; 118,3; 115,5; 58,5; 55,9; 54,3;
24,4. HR-ESIMS m/z. ly thuyet: CjiHijNOj, 337,16779; tim thiy: 338,17566 [M+H]*.
(E)-3-[4-hydroxy-3-(2-methyl-piperidin-l- ylmelhyl)-phenyl]-l-(4-melhoxy-phenyl)- propenone (4i): 46%, (dau mau vang). he dung
moi n- hexan : etyl axetat (7 : 3); IR (film, « (cm"'): 3388; 2879; 1659; 1609; 1511; 1495;
T,4P CHi KHOA HQC & CONG NGHE CAC TRUCfNG DA! HQC KY THUAT • SO 92 - 2013
1288; 1120; 1036; 9 2 8 . ' H N M R (CDCI3, 500 MHz): d = 7,89 (dd, J = 2 H z , 8,5 Hz, 1H, H-6);
7,77 (d, J = 15,5 H z , I H , H - p ) ; 7,75 (d, J = 2Hz, IH, H-2); 7,60 (d, 7 = 8,5 H z , 2 H , vong B); 7,45 (d, J - 15,5 Hz, 1H, H - a ) ; 6,93 (d, J = 8,5 Hz, 2H, v o n g B ) ; 6,85 (d, J = 8,5 Hz, IH, H-5); 3,85 (s, 3 H , OCH3); 3,81 (s, 2 H , CH2);
2,88 (br, I H ) ; 1,78-1,72 (m, 2 H ) ; 1,70-1,59 (m, 3H); 1,58-1,34 (m, 3 H ) ; 1,19-1,17 (d, J = 6,5 Hz, 3H, C H J ) . ' ^ C N M R ( C D C I , , 125 M H z ) .S
= 188,5; 161,4; 160,7. 143,3. 129,9; 129.7:
129,3; 127,9; 122,5: 119,6; 115,9; 114.3.
113,7; 57,3; 5 5 , 3 ; 2 5 , 5 . H R - E S I M S m/z: ly thuyet. C21H27NO.,, 3 6 5 , 1 9 9 0 9 : tim thay:
366,20693 [ M + H ] ^
3. K E T Q U A V A T H A O L U A N
Cac b a z o Mannieh moi diroc tong hgp nhu 0 so do !. T r u o c het. chalcon 3 diroc tong hop qua phan urng ngirng tu Claisen-Schmidt giifa 4-hydroxyacetophenone (1) voi 4- methoxybenzaldehyde (2) trong d u n g moi ethanol trong thai gian 18 g i o vcri xiic tac NaOH a nhiet do phong thu d u o c san pham chalcon 3 voi hieu suat 85 % . Cau true cua chalcon trung gian 3 d u g c so sanh voi tai lieu da cong bo [9],[14].
Chalcon trung gian 3 sau do d u g c phan ling voi paraformaldehyd va cac amin bac hai trong d u n g moi ethanol o nhiet dp hoi luu trong 24-36 g i a thu d u g c san pham la cac bazo Mannieh vai hieu suat tir trung binh den kha.
Cau true cua cac b a z o Mannieh moi diroc xac dinh boi cac p h u a n g phap pho: ' H - N M R , " C - N M R , E S l - H R M S v a l R ,
De xac djnh cau true ciia eae bazo Mannieh moi tong h g p . hgp chat 4a dirge lay lam vi du. S u co mat cua Ihem 5 proton cua nhom phenyl quan sat d u g c o pho ' H N M R . Su xuat hien ciia kieu lach A B C thay cho kieu A A ' B B ' doi vai v o n g A ciia chalcon dugc quan sat thay voi H-6 o t r u o n g thap: 3 = 7,94 ppm 6 dang dublet {J = 2,5 Hz va 8,5Hz), H-2 n h u la dublet {J = 2,5 Hz) o 7,81ppm va H-5 trimg chap vdi cac tin hieu ciia cac proton ciia nhan phenyl a truong cao hon. Ngoai ra cac proton methylen (-CH;-) xuat hien a 6: 3,86ppm va 8 proton cua nhan piperazine quan sat dugc a 3.25 va 2,77 ppm d d a n g cac pic dan til. Cac proton he xeton lien hgp eua 4a quan sat dugc dang dublet vdi J =16 Hz d 7,80 ppm vdi Hp va 7,45 ppm voi HQ, Gia tri dac trung cua hang so J tren cho phep khang dinh cau hinh E cua chalcon Mannieh [10]. Ngoai ra, d pho ' C N M R , ben canh sir xuat hien eiia them 4 caebon cua nhdm phenyl quan sat d u g c , cac dinh ciia noi doi lien hgp cung d u o c quan sat thay d 5:
143,6 va 121,0 ppm. Them nua, d pho IR, hai dinh hap thu vdi e u d n g dp manh d 1599 va 1535 cm"' k h a n g dinh them cau true lien hpp cua chalcon Mannieh.
Being 1 Hoat tinh khdng khudn vd cua cdc baza Mannieh: 4a-i
So do 1: Dieu kien vd idc nhdn- (a): NaOH, EtOH, r.t. ish. 85% (bJ. EtOH.
paraformaldehyde (leg), amine (leg): a.
phenylpiperazine: b. diethylamine; c.
piperidine; d. 4-melhylpiperidine; e.
morpholine: f- elhylpiperazine; g methylpiperazine, h. pyrrolidine; i 2- methylpiperidine: reflux, 24-36 h. 39-68%.
khdng I
Hop chat 4a 4b 4c 4d 4e 4f 4e 4h
41 Ampicillin Sireptomycin Amphotericin
B
IC,„(uE/niL) SA(+)
>128 37,78 17,25
>128
>128 48,00 27.68 18,97
>128 0,55
BS(+)
>128
>128
>I28
>128
>128
>128
>128
>l2g
>128 0,147
SE(-)
>128
>128
>I28
>128
>128
>128
>12S
>I28
>I28 5,40
EC(-)
>128
>128
>i28
>128
>128
>128
>128
>128
>128 0,28
PA(-)
>128
>128
>12S
>128
>128
>128
>I28
>128
>128 12.14
CA
>128
>128
>128
>128
>128
>128
>128
>I2S
>128
0,29
TAP CHi KHOA HQC & COt^G NGHf: CAC TRlTdNG DAI HQC KY THUAT • S 6 92 - 2013
Cac baza Mannieh mai dugc danh gia ung: 17,25 va 18,97^g/mL, tnpt chlJng hi|n hoat tinh khang khuan vai chtjng vi khuan: dang khang vai kha nhieu khang sinh hien t^i.
6. KtT LUAN .Staphylococcus aureus (ATCC J3709), Bacillus
.subtilis (ATCC 6633). Salmonella enterica
fATCC \i076), Escherichia coli (ATCC 25922) Tom lai, chiing toi da tong hap diroc mpt va chung nam Pseudomonasa eruginosa (ATCC loat cac dan xuat mai baza Mannieh tren ca so 15442). Ket qua the hien a bang I. Ket qua hogt mpt chalcon da biet qua mpt quy trinh dan gian tinh cho thay hau het cac chat khong the hien vai hi?u suat tir 39-68% va sang Ipc hoat tinh hoat tinh khang khuan vai chung vi khuan: khang khuan va khang nam. Tuy nhien, da so Bacillus sublilis: Salmonella enteric. cac hpp chat khong the hien hoat tinh khang Escherichia coli; Pseudomonasa eruginosa va khuan va khang nam vcri cac chiing da thli chung nam Pseudomonasa eruginosa da thii. ngpai trir hpp chat 4c va 4h the hign hpat tinh C:ic hop chat 4b, 4 r \ a 4g the hien hoat tinh vai co y nghia vai chiing Pseudomonasa eruginosa c]\\in^ Staphylococcus aureus a mixz 6o yeu lix vai gia tri ICso tuang ling: 17,25 va 37,78 den 48,0 pg/niL. Trong so cac bazo 18,97^g/mL,
Mannieh dii thii, dang chii y la 4c va 4h the . , . . . . * , . . . . , ,- 1 . . . - . . Cong tnnh nay duac hoan thanh vol sir hicn hoat tmh co y nghia vol chung
Pseudomonasa eruginosa vdi gia tri IC50 tuang tai trp ciia Bo Khoa hpc va Cong nghe qua de tai hpp tac quoc te nghj dinh thu vpi Han Quoc:
07/2011/HD-NDT.
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