B GIO DC V O TO TRNG I HC S PHM TP.HCM

KHO ST THNH PHN HA HC CY C THE (CENTIPEDA MINIMA)

B GIO DC V O TOTRNG I HC S PHM TP.HCMKhoa Hoa Hoc

Hi nghi sinh vin nghin cu khoa hoc nm 2013-2014SVTH: Vo Thi Kim HngTrn Thi LoanLu Minh NgnLp: Hoa 3CGVHD: TS.Bui Xun HaoM uM uLy do chon taii tng nghin cuMuc tiu nghin cuI. Tng quanII. Thc nghimIII. Kt qua va ban lunKt lunNI DUNGM u: Cy ho Cuc (Asteraceae)Hinh 4: Cy co mc

Hinh 5: Cy Huy Thim

Hinh 1: Cuc sao nhay

Hinh 3: Bu t hoa vangHinh 2: Hoa thach thao

Hinh 7: Cy co the

Hinh 6: Cy xai t

Hinh 8: Ha kh thao

M u:Cy ho Cuc (Asteraceae)Thng dng lm thuc: khang khun, giai cam, giai c (cuc hoa), mat gan, giai nhit (atiso) [1],

[1] L nh Bch, Trn Vn n (2007), Thc vt hc, NXB Y hc H Ni, H Ni, Trang 319-322.Ly do chon tai:- Vi mc ch kho st thnh phn ha hc cc hp cht c trong cao buthanol ca cy c the, to c s khoa hc v nng cao gi tr s dng ca loi cy ny, chng ti chn ti KHO ST THNH PHN HA HC CY C THE (CENTIPEDA MINIMA).

Hinh 7: Cy co thei tng nghin cuCy c the thu hi ti tnh Vnh Long vo thng 7 nm 2013. Cy ti c ra sch v em phi kh trong mt. Sau , cy c sy kh 60oC ( m di 13%). Cy sau khi sy c nghin nh.Muc tiu nghin cuTin hnh c lp nhng hp cht c trong cy c the bng cc phng php ph nghim.Xc nh cu trc ca nhng cht c lp c.

NI DUNGM uI. Tng quanII. Thc nghimIII. Kt qua va ban lunKt lun1. Tng quan2. Thanh phn hoa hoc1. Tng quan

Hnh I.1 - Cy c the Hnh I.2 - Hoa c theTn khoa hc: Centipeda minima (L). A. Br. Et. Aschers (Myrigyne minuta Less, Centipeda orbicularis Lour).

[2] Tt Li (2004), Nhng cy thuc v v thuc Vit Nam, NXB Y hc H Ni, H Ni, Trang 931- 933.Tn thng thng: Nga bt thc tho, a h tiu, Cu t tho, Cc mn, Cc mn, Thch h tuy [2].Cng dung:thng khiu, tn thp, khu phong, tiu thng, tiu vim, tiu sungau u, cm lnh, vim kt mc v bnh st rt [14]cha ho, vim ph qun, mt au sng, chy nc di, au mng mng mt, vim mi d ngcha bnh mn nga (eczema), tr rn cn, p b gy xng,....[14] Surjani Soetardjo, Jong Poh Chan, Ahmad Mohamad Noor, Yoga Latha Lachimanan and Sasidharan Sreenivasan (2007), Chemical Composition and Biological Activity of the Centipeda minima (Asteracea), Mal J Nutr, 13(1), pp. 81-87.2. Thanh phn hoa hoc

l,3,19,23-tetrahydroxyurs-12-en-28-oic acid-28-O--D-xylopyranosid

l,2,3,19,23-pentahydroxyurs-12-en-28-oic acid-28-O--D-xylopyranosid

Nm 1989, Dipti Gupta v J Singh c lp: triterpenoid saponin [9] Dipti Gupta and J Singh (1989), Triterpenoid Saponins from Centipeda minima, Phytochemistry, 28(4), pp. 1197-1201.Nm 1990, cng Dipti Gupta v J Singh nghin cu v tm ra mt s cht :2. Thanh phn hoa hoc

sitosterol2-isopropyl-5-methylhydroquinon-4-O--D-xylopyranosid [10] Dipti Gupta and J Singh (1990), Triterpenoid Saponins from Centipeda minima, Phytochemistry, 29(6), pp. 1945-1950.Nm 1998, Robin s. L Taylor v g. H. Neil Towers: sesquiterpen lacton

6-O-methylacrylylplenoli6-O-isobutyroylplenolin6-O-angeloylplenolin

2. Thanh phn hoa hoc[13] Robin S. L Taylor and G. H. Neil Towers (1998), Antibacterial constituents of the nepalese medicinal Herb, Centipeda minima, Phytochemistry, 47(4), pp. 631-634.Nm 2007, Heng-Xing Liang v cng s c lp c c cc sesquiterpen lacton

pulchellin-2-O-tiglat florilenalin-2-O-tiglat 2. Thanh phn hoa hoc[11] Hengxing Liang, Fukai Bao, Xiaoping Dong, Huajie Zhu, Xiaojia Lu, Ming Shi, Quing Lu and Yongxian Cheng (2007), Two New Sesquiterpenoids from Centipeda minima, Chemistry and Biodiversity, 4, pp. 2810-2816.NI DUNGM uI. Tng quanII. Thc nghimIII. Kt qua va ban lunKt lun1. Nguyn liu2. iu ch cao va c lp cht1. Nguyn liu

Cy co the, Centipeda minima (L). A. Br. Et. Aschers (Myrigyne minuta Less, Centipeda orbicularis Lour).

Cy c nhn danh bi TS Hoang Vit, khoa Sinh, Trng H Khoa Hc T Nhin, Tp.HCM.Tiu bn thc vt c lu gi ti b mn Ha hu c, Khoa Ha, trng HKHTN-Tp. HCM.2. iu ch cao va c lp chtQuy trinh iu ch cac loai cao- Trch lng lng vi butanol bo ha.- C quay thu hi dung mi

- C quay thu hi dung mi- Trich lng lng vi etyl acetat- C quay thu hi dung mi- un hoan lu vi MeOH , loc nong.- C quay n can ap sut thp

Bt cy kh (3,20 kg)

Cao methanol (412,5 g)

Cao eter du ha (360,2 g)

Phn cao cn li (97,1g)

Phn cao cn li (72 g)

Cao etylacetat (36,5 g)

- Trich long long vi eter du hoa

Cao butanol (13,6 g)

Cao butanol (13,6 g)

CH2Cl2:MeOH:H2O(10:5:1)2. iu ch cao va c lp chtSKC silica gel,CH2Cl2:MeOH: H2O (9:110:5:1)CH2Cl2:MeOH(9:1)CH2Cl2:MeOH(8:2)CH2Cl2:MeOH:H2O(20:6:1)CH2Cl2:MeOH:H2O(14:6:1)P.onCT-II(0,66 g)P.oan CT-I(0,91 g)SKC silica gel (350 g) cao butanolP.onCT-V(5,60 g)P,onCT-III(2,05g)P.onCT-IV(2,22g)P.onCT-VI(6,77 g)P.onCT-X(1, 93g)CT-I.1(17,2 mg)P.onCT-VII(4,12g)P.onCT-VIII(3,75g)P.onCT-IX(3, 27g)CT-I.2(33,1 mg)CT 1(3,3 mg)SKC silica gel, ao MeOH:H2O(1:55:1)CT-V.1(45,0 mg)CT-V.2(27,2 mg)SKC silica gel, CH2Cl2:MeOH:H2O(9:110:5:1)CT-V.1.1(15,6 mg)CT-V.1.2(22,0 mg)CT 2(7,6 mg)CT-V.2.2(10,1 mg)SKC silica gel, CH2Cl2:MeOH:H2O(9:110:5:1)Cao butanol (13,6 g)CT-I.3 (11,3 mg)Tinh ch, EA:MeOH:H2O (8:1:1)CT-V.2.1(14,3 mg)Tinh ch, EA:MeOH:H2O (8:1:1)Quy trinh c lp cht bng phng phap sc kiP.oan CT-I (0,91 g)P.oan CT-V (5,60 g)CT-I.3 (11,3 mg)CT-V.2(27,2 mg)CT 1(3,3 mg)CT 2(7,6 mg)NI DUNGM uI. Tng quanII. Thc nghimIII. Kt qua va ban lunKt lunIII. Kt qua va ban lun1. Kt qua2. Ban lun1. Kt quaTin hnh kho st thnh phn ha hc cy c the (Centipeda minima) chung ti a c lp c hai hp cht (CT1), (CT2). Cu truc cac hp cht nay c xac inh la : 3-19--dihydroxyurs-12-en-21-O--D-glucopyranosid (CT1) va 19--hydroxyurs-12-en-3-O--D-glucopyranosyl-(14)--D-glucopyranosid (CT2)

2. Ban lunKhao sat cu truc hoa hoc cua hp cht CT1Hp cht CT1: dang bt v inh hinh, khng mau, tan trong metanol.

28252426272923

>CH- glc

1265

2524153Bng 1. S liu ph hp cht CT1 (o trong CD3OD)Vi triLoai CH(ppm)C(ppm)H-H COSYTng quan HMBC1-CH2-1,76 (m); 1,42 (m)40,22252-CH2-1,66 (m)27,41,33>CH-OH3,12 (dd, J=5,0 Hz; 4,5 Hz)79,8223,244>CCH-1,15 (d, 2,5 Hz)61,823,24,256-CH2---7-CH2-1,89 (m); 1,62 (m)31,98>CCH-1,52 (m)50,92610>CCCCCH-2,15 (m)55,12819>CCH-1,27 (m)31,92121>CH-4,08-4,1580,920,2230,122-CH2-1,6545,42123-CH31,35 (s)31,43,524-CH31,03 (s)17,6 a3,525-CH30,96 (s)17,1126-CH31,11 (s)17,7 a9, 1427-CH31,70 (s)25,912, 1328-CH31,64 (s)16,8 a18, 2229-CH31,17 (s)26,530-CH31,1116,1211>CH-O-4,37 (d, 7,5 Hz)105,62>CH-OH3,22 (t, 8Hz)75,53>CH-OH3,37 (1H m)79,94>CH-OH3,57 (1H m)72,15>CH-OH3,30 (1H m)79,16-CH2-OH3,66 (1H m)3,84 (1H; dd; J = 12,0; 2,0 Hz)62,9

Hp cht CT2: Dng bt v nh hnh, khng mu, khng tan trong metanol.2. Ban lunKhao sat cu truc hoa hoc cua hp cht CT2

1126

112

Vi triLoai CH(ppm)C(ppm)H-H COSYTng quan HMBC1-CH2-1,74 (m); 1,07(m)40,62252-CH2-27,4 a1,33>CH-O-3,24 (m)91,323,24,14>CCH-57,523,24,256-CH2-19,27-CH2-32,08>CCH-51,42610>CCCCCH-0,8155,12819>CCH-2121>CH-22-CH2-2123-CH31,10 (s)28,43,524-CH31,10 (s)16,7 a3,5Bng 2. S liu ph hp cht CT2 (o trong CD3OD)25-CH30,94 (s)16,8 a126-CH31,08 (s)17,1 a9, 1427-CH30,93 (s)17,712, 1328-CH31,71 (s)25,918, 2229-CH31,17 (s)26,530-CH3211>CH-O-4,45 (d, 7,5 Hz)105,42>CH-OH3>CH-OH4>CH-OH81,25>CH-OH6-CH2-OH3,65 (1H m)3,94 (1H; dd; J = 12,0; 2,0 Hz)62,9 a1>CH-O-4,69 (d, 7,5 Hz)104,542>CH-OH3>CH-OH4>CH-OH5>CH-OH6-CH2-OH3,65 (1H m)3,94 (1H; dd; J = 12,0; 2,0 Hz)63,1a(a): Gi tr c th hon v trong mi ct

_1459961225.unknown