4. Ket luan (10), piceid (11). Cac hgp chit reserpin, Tir cao chiet con rl cot khi cu, 11 chat (1- eleutherin va emodin bianthron la cac chat 11) da duge phdn lap va xae dinh eiu tnie lan dau tien duge phan lap tir ehi Reynoutria hoa hgc la eleutherin (1), ^-sitosterol (2), va eay cot khi cu (Reynoutria Japonica emodin (3), daucosterol (4), physcion (5), Houtt., Polygonaceae). Day ciing la thong emodin bianthron (6) reserpin (7), resveratrol bao ddu ti6n ve su e6 mSt ciia eae hgp chit jS- (8), anthraglycosid A (9), anthraglycosid B sitosterol, daucosterol trong re c6t khi cii.
Tai lieu tham khao
1. Vi?n Duoc lieu (2004), Cay thuoc va ddng vgt lam thudc a Vi^t Nam, NXB Khoa Hpc KJ Thu^t, t§p 1, tr. 529-531. 2. Dwc diin Viet Nam IV (2009), tr. 726. 3. Azeem SW, Khan MA, Ahmad I. (2005).
"Characterisation of oxidation products of Rauwolfia alkaloids" PakJPharm Sci., 18(1), 33-35. 4. Cheol-Soo Park, Young-Choon Lee, Jong-Dae Kim, Hyung-Min Kim,Cheorl-Ho Kim (2004), "Inhibitory effects of Polygonum cuspidatum water extract (PCWE) and itscomponent resveratrol on acyl-coenzyme A-cholesterol acyltransferaseactivity for cholesteryl ester synthesis in HepG2 cell" Vascular Pharmacology, 40, 279- 284. 5.
China Pharmacopoeia Committee (1999) "Pharmacopoeia of the People's Republic of China", China Chemical Industry Press, Bei.^ng, 167. 6. Chu X, Sun A, Liu R (2005), "Preparative isolation and purification of five compounds from the Chinese medicinal herb Polygonum cuspidatum Sieb. et Zucc by high-speed counter current chromatography" J Chromatogr A., 1097 (1-2), 33-39. 7. Hidemitsu Hara, Naoki Maruyama, Shinsuke Yamashita, Vasuhisa Hayashi, Kuo-Hsiung Lee, Kenneth F. Bastow, Chairul, R y a ^ Marumoto, Yasuhiro Imakura, (1997), "Elecanacin, a novel new naphthoquinone from the bulb of Eleutherine americana" Chemical and Pharmaceutical Bulletin, 45(10), 1714-1716. 8. Huang Wu-Yang, Yi-Zhong Cai, ^le Xing, Harold Corke, Mei Sun (2008), "Comparative analysis of bioactivities of four Polygonum species" Pianta Med., 7 4 , 4 3 . 9. Kai Xiao, LiJiang Xuan, Yaming Xu, Donglu Bai, Dexin Zhong (2002), "Constituents from Polygonum cuspidatum"
Chem. Pharm. Bull., 50(5) 605-608. 10. Kimura, Y.. Kozawa, M., Baba, K.. Hata, K. (1983), "New constituents of roots of Polygonum cuspidatum" Plant Med., 48, 164-168. I I . Le Phuong Mai, Frenfoise Guiritte, Vincent Dumontet, Mai Van Tri, Bridget Hill, Odile Thoison, Daniel Guenard, and Thierry Sevenet (2001), "Cytotoxicity of rhamnosylanthraquinones and rhamnosylanthrones from Rhamnus nepalensis" J. Nat. Prod., 64(9), 1162-1168.
Tifp chiDu-otc lieu, t^p 18, s6 4/2013 (Trang 243 - 248)
CAC HOP CHAT FLAVONOID GLYCOSID Tir THAN RE CAY XA CAN
Dd Thi Tiianh Huyin', Nguyin Mgnh Cudng', Ngg Thf Phuang', Nguyin Thf Hal Yen', Nguyen Vdn Hoan , Nguyen Tudn Anh , Le Minh Hd
Vien Hoa hgc cdc Hgp chdt thien nhien, Vien Hdn ldm Khoa hoc vd Cong nghe Viet Nam
^Dgi hgc Bdch Khoa Hd Ngi
*Email: [email protected] (Nhgn bai ngay 20 thang 7 nam 2013)
Tdm tit
Tir djch chiet n-butanol than r l c3y x? can Belamcanda chinensis (L.) DC, b6n hgp chit tectoridin (1), tectorigenin 4'-0-^-D-glucopyranosid (2), kaempferol-3-0-^-D-glucopyranosid (3) \h isoquercetin (4) dS dupc phan l^p v i cau true cua chiing d3 duge chumg minh bang cac phirong phAp pho. Day \k lin dSu tien hgp chSt (3) \h (4) phan l|p duge tir c3y x? can.
Tir khfia: Xg can, Tectoridin. Tectorigenin 4 '-0-P-D-glucopyranosid, Kaempferol-3-O-fi-D-glucopyranasid, Isoquercetin.
Tgp chiDuac lieu, tap 18, so 4/2013 243
Summary
Flavonoid Glycosides from the Rhizomes of Belamcanda chinensis (L.) DC
From the n-buthanol extract of the rhizomes of Belamcanda chinensis (L.) DC, four compounds tectoridin (1), tectorigenin 4*-0-^-D-gIucopyranoside (2), kaempferoi-3-0-y3-D-glucopyranoside (3) and isoquercetin (4) were isolated and their structures were elucidated by spectroscopic methods. Compound (3) and (4) were isolated from B. chinensis for the first time.
Keywords: Belamcanda chinensis, Tectoridin, Tectorigenin 4 '-O-fi'D-glucopyranoside, Kaempferol-3-O-fi- D-glucopyranpside, Isoquercetin.
1. D^t van de
Cay xa can (Belamcanda chinensis (L.) DC) con duge ggi la re quat, thuge hg Lay dan Iridaceae. 6 Viet Nam, xa can (XC) mge hoang va duge trong a mgt so noi lam thulc chiJa benh, ngoai ra no con duge trong lam eay eanh. Xa can duge biet den nhu mgt vi thuoc quy trj cac benh lien quan den co hgng. Trong cac bai thuoe dan gian, no duge siJT dung rgng rai lam thu6c trir nhiet dge, long dom, dieu tri viem hgng, dau hgng, viem thanh quan, viem amidan, ho co dam va hen, diing dual dang thuoc sae, hot lam vien ngam hoSc diing tuoi [1]. Nghien cuu ve thanh phan hoa hgc va hoat tinh sinh hge eiia eay xa can d3 duge nhom nghien cuu eiia chiing toi bat dau tien hanh tu nam 2009. Trong cac bai bao truoc [2,3,4], chung toi da cong bo ket qua nghien cuu ve thanh phan hoa hgc than re XC. Tir can chiet n- hexan va ethyl acetat muai hgp chat dS duge phan lap va chung minh c^u true la irisflorentin, tectorigenin, iristectorin A, irigenin, 5 - hydroxy-4-methoxyaeetophenon, rhamnocitrin, irilin D, daucosterol, 24E stigmasta-5,22-dien-3;S-ol, va acid myristic.
Trong bai bao nay, chiing toi trinh bay tilp cac
thang 1 nam 2011. Miu cay duge giam dinh ten khoa hgc boi TS. Nguyen Quoe Binh, Vien Bao tang thien nhien, tieu ban'dugc luu giiJ tai phong luu mau ciia Vien Hoa hgc cac Hgp chit thien nhien - Vien Han lam Khoa hgc va Cong nghe Viet Nam.
2.2. Hoa chdt vd thiet bi
' sic ky lop mong (TLC): duge thue hien tren ban mong trang sin DC-Aluofolien 60 F2S4 (Merck 1,05715). Phat hien vet chit bing den tu ngoai a hai buoc song 254nm va 368nm hoac dung thulc thu la H2SO4 10%, say kho roi ha nong tir tir tren bep dien den khi hien mau.
- sic ky lop mong dieu che: Duge thuc hien tren ban mong thuy tinh trang san RP-I8 (5pm)
- sic ky cot (CC): duge tien hanh vai chat hap phu la silica gel Merck, pha thuong, co hat la 0,040 - 0,063mm (240-430mesh) va phadaoRP-18(5pm).
Diem nong chay duge do tren may BOTIUS (Heiztisch Mikroskop) cua Dure.
Phi khli ion hoa bui electron (ESI-MS) duoc do trgn may AGILENT 1100 LC-MSD Trap spectrometer.
Phi cgng huang tir hat nhan 'H- klt qua nghien cim vl phan lap va xae dinh (500MHz) va '^C-(125MHz) duge do tren cSu tnie cua bon hgp chat flavonoid glycosid
tir can chiet «-butanoI than re cdy xa can.
2. Nguyen lieu va phuong phap nghien cihi
2.1. Mdu thuc vdt
Than re cay xa can (Belamcanda chinensis) (L.) DC duge thu hai tai Thanh Hoa, vao
may Bruker AM500-FT-NMR sir dung TMS lam chat ngi chuan.
2.3. Chiit tdch vaphan lap cdc chdt Bgt kho than re XC (2kg) duge ngam trong methanol 6 SffC (3 iln x 4 gia moi lan). Djeh chilt methanol duge lgc, gop ehung lgi va cat loai dung moi duai ap suit
244 Tgp chiDuac lieu, tap 18, so 4/2013
giam thu ducrc cjn chiSt t6ng (33 g). Hoa can methanol tong trong nuoc va chilt phan b6 lin lu(7t voi cac dung moi la n-hexan, ethyl acetat va n-butanol (3 lin, m6i lin 1,5 lit) thu duge cac djch chiet tuong iing. Cat loai dimg moi du6i ap suat giam thu duoc c ^ chilt n- hexan (4,5 g), cSn chiet ethyl acetat (23 g) va can «-butanol (4,7 g). Can n-butanol (4,7g) du(?c tien hanh phan lap tren sic ky cpt voi chat hap phu la silica gel, he dung moi CHjCb-MeOH (4:1) cho 5 phan doan (El- E5). Phan d o ^ E2 duoc tiSp tuc phan tach trSn sac ky cot, chat hap phu silica gel, he dung moi nra giai la CHCI3 : MeOH : H2O (40:9:1) thu duoc hgp chit 1 (42 mg, bpt vo dinh hinh mau trang) va chat 2 (7 mg, b6t vo dinh hinh mau vang). Tir phan doan E3, su dung sic ky cpt silica gel, dung moi rua giai la CHiClz-McOH (6:1) thu dupc hpp chit 3 (12 mg, bpt vo dinh hinh mau vang). Tir phan doan E4, su dyng sic ky cpt pha dao RP-18 vol he dung moi MeOH : H2O (7:3) thu dupc 3 phan doan nho (E4/1-E4/3). Chit 4 (11 mg, b0t vo djnh hinh mau vang) thu dupc tir phan dogn nho E4/2 bang sic ky lop mong dieu che RP-18 voi h? dung moi rira giai MeOH : HjO(l:l).
Tectoridin (1)
Bpt vo dinh hinh, mau trang (42 mg), C22H22O) I, ESI-MS m/z 463 [M+H]*.
'H-NMR (500 MHz, DMSO) 8 (ppm):
8,43 (IH, s, H-2); 7,40 (2H, d, J= 8,5 Hz, H- 2', H-6'); 6,83 (2H, d,J= 8,5 Hz, H-3', H- 5'); 6,88 (IH, s, H-8); 5,08 (IH, d, J = 7,5 Hz, H-1"); 3,73 (IH, d, J =7,5Hz, H.-6");
3,45 (IH, d, J = 10,5, Hb-6"); 3,36 (IH, m, H-2"); 3,34 (IH, m, H-3"); 3,19 (IH, m, H- 4"); 3,44 (IH, m, H-5"); 3,80 (3H, s, OCH3).
"C-NMR (125 MHz, DMSO) 6 (ppm):
154,6 (C-2); 121,09 (C-3); 180,7 (C-4);
152,8 (C-5); 132,4 (C-6); 156,5 (C-7); 94,0 (C-8); 152,4 (C- 9); 106,44 (C-10); 122,04 (C-r); 130,11 (C-2', 6'); 115,05 (C-3', 5');
157,40 (C-4'); 100,17 (C-1"); 73,11 (C-2");
76,67 (C-3"); 69,64 (C-4"); 77,26 (C-5");
60,64 CC-6"); 60,24 (OCH3).
Tectorigenin 4'-<3-/?-D-gJucopyranosid (2) Bpt vo dinh hinh, mau vang (7 mg), C22H22OU, ESI-MS m/z 485 [M+Na]*.
' H-NMR (500 MHz, DMSO) 5H (ppm):
3,75 (3H, s, 6-OCH3), 6,87 (IH, s, H-8), 6,83 (2H, dd,J= 8,0, 1,5 Hz, H-3',5'), 7,38 (2H, dd, J= 8,0, 1,5 Hz, H-2',6'), 8,43 (IH, s, H- 2), 5,45 (IH, d,J = 8,0 Hz, H-1"), 3,32 (m, H-2"), 3,41 (m, H-3"), 3,34 (m, H-4"), 3,38 (m, H-5"), 3,44 (m, H,-6"), 3,65 (m, Hb-6");
''C-NMR (125 MHz, DMSO) 5c (ppm):
154,7 (C-2); 121,0 (C-3); 180,8 (C-4); 152,9 (C-5); 132,5 (C-6); 157,5 (C-7); 94,1 (C-8);
152,5 (C-9); 106,5 (CIO); 122,1 (C-I');
130.2 (C-2'); 115,1 (C-3'); 156,6 (C-4');
115,1 (C-5'); 130,2 (C-6'); 100,2 (C-I");
73,3 (C-2"); 76,7 (C-3"); 69,7 (C-4"); 77,3 (C-5"); 60,7 (C-6"); 60,3 (OCH3).
Kaempferol-3-0-/7-D-gIucopyranosid (3) Bpt vo dinh hinh, mau vang (12 mg), C2rH2oOM, ESI-MS m/z 471 [M+Naf.
'H-NMR (500 MHz, DMSO) 8H (ppm):
5,45 (IH, d,J= 8,0 Hz, H-I"); 6,20 (IH, d, J
= 2,0 Hz, H-6); 6,43 (IH, d, / = 2,0 Hz, H-8);
6,88 (2H, dd, J= 2,0, 8,0 Hz, H-3', H-5') va 8,03 (2H, dd,J= 2,0, 8,0 Hz, H-2', H-6').
"C-NMR (125 MHz, DMSO) 5c (ppm):
158,5 (C-2); 135,5 (C-3); 179,5 (C-4); 163,0 (C-5); 99,9 (C-6); 165,9 (C-7); 94,8 (C-8);
159.0 (C-9); 105,7 (C-IO); 122,7 (C-I');
132.3 (C-2'); 116,1 (C-3'); 161,5 (C-4');
116.1 (C-5'); 132,3 (C-6'); 104,1 (C-I");
75,7 (C-2"); 78,0 (C-3"); 71,3 (C-4"); 78,4 (C-5"); 62,6 (C-6").
Isoquercetin (4)
Bpt vo dinh hinh, mau vang (II mg), C21H20O12, ESI-MS m/z 487 [M+Na]*.
'H-NMR (500 MHz, CD3OD) 6H (ppm):
5,23 (IH, d,y= 8,0 Hz, H-1"); 6,15 (IH, d,J
= 2,0 Hz, H-6); 6,35 (IH, d, J = 2,0 Hz, H-8);
Tgp chl Duac lieu, tap IS, so 4/2013 245
6,88 (IH, d, / = 8,0 Hz, H-5'); 7,71 (IH, d, J
= 2,0 Hz, H-2') va 7,56 (IH, d, 7 = 2,0, 8,0 Hz, H-6').
"C-NMR (125 MHz, CD3OD) 8c (ppm):
158.4 (C-2); 135,6 (C-3); 179,4 (C-4); 162,9 (C-5); 100,0 (C-6); 166,4 (C-7); 94,8 (C-8);
158.8 (C-9); 104,3 (C-10); 123,2 (C-I');
115.9 (C-2'); 145,8 (C-3'); 149,9 (C-4');
117.5 (C-5'); 123,0 (C-6'); 104,4 (C-1");
75,7 (C-2"); 78,3 (C-3"); 71,1 (C-4"); 78,0 (C-5"); 62,5 (C-6").
3. Ket qua va thao luan
D I tilp tuc nghien ciiu thanh phan hoa hpc cay xg can, tir can chiet n-butanol than ti XC, bing phucfng phap sac ky cpt vcri chat hap phu silica gel va dung moi giai hap thich hpp, chung toi da phan lap dupc bon hpp chat.
Hpp chat 1 thu dupc duai dang chat bpt mau tring. Tren pho 'H-NMR thay sir co mat cua mpt v6ng therm the para- thong qua su xuat hien cua hai tin hieu doublet tai 5H 7,40 (H-2' va H-6') va 6,83 (H-3' va H-S) vol hing so tucmg tac J = 8,5 Hz va mpt cho singlet tgi 8,43 (IH, s, H-2) cho thiy su c6 mgt cua khung isoflavon trong phan tu chat 1. Ngoai ra con thay sir co mat cua mpt goc duong glucose voi cac tin hipu tren ph6 'H- NMR tai 5H 5,08 (d, J= 7,5 Hz, H-I"), 3,36 (m, H-2"), 3,34 (m, H-3"), 3,19 (dd, / = 9 Hz, 8 Hz, H-4"), 3,44 (m, H-5"), 3,73 (d, J = 10,5 Hz, Ha-6"), 3,45 (&,J= 7,5 Hz, Hb-6") va cac tin hieu tren ph6 "C-NMR tai 5c 100,17 (C-I"), 73, II (C-2"), 76,67 (C-3"), 69,64 (C-4"), 77,26 (C-5") va 60,64 (C-6").
Hing s6 tuong tac Jn-r-m-r' la 7,5 Hz cho thiy CO sit hinh thanh lien kit 0-glucosid va ciu hinh |5 ciia proton anome. Tren ph6 '^C- NMR xuit hien 20 tin hieu tuong iing vol 22 nguyen to carbon do hai tin hieu CH tai 5c 130,11 va 115,05 xuat hien vcri cuong dp cao gip doi cac tin hi?u CH khac. Cac tin hi?u thu dupc tren phd "C-NMR kit hpp vol cac
tin hi#u thu dupc to ph6 DEPT-90 va DEPT- 135 cho thiy trong s5 22 nguySn tit carbon CO 9 carbon bae 4, 11 nhom methin, I nh6m methylen va I nhom methyl. Tin hieu singlet tr«n ph6 'H-NMR tgi 5H 3,80 va tin hieu trSn pha "C-NMR tgi 5c 60,24 gpi ^ sir co mat cua mpt nhom OCH3. Ph6 HMBC cho thiy tocmg tac giiia H-I" (8H 5,08) voi C-7 (6c 156,5) goi y phin duong dirpc gin vao C-7.
Cac proton cua nhom OCH3 (5H 3,80) co toong tac vcri C-5 (5c 152,8) vaf C-7 (8c 156,5) chiing to nhom OCH3 dupc g463 [M+H]* tuong irng voi cong thirc phan tii C22H22O11. So sanh cac dG lieu pho thu dupc gan vao vi tri C-6 cita khung isoflavpn. Pho ESI-MS cua hpp chit 1 cho pic ion phan tit tai m/z hpp chat 1 vai dii kien pho cua tectoridin trong tai lieu tham khao [5] thay hoan toan phii hop. Vi v^y, hop chit 1 dupc xae dinh la tectoridin.
Hpp chat 2 thu dupc duoi dang bpt vo dinh hinh, mau vang. C^c dli lipu pho NMR thu dupc cua hpp chat 2 tuang tu nhu hpp chat 1 cho thay hpp chat 2 cung la mpt dan xuat flavonoid glycosid v6i cac tin hieu d5c tnmg ciia phin aglycon tgi 5H 8,43 (IH, s, H- 2); 6,87 (IH, s, H-8) va vong B thi para tai 5H 6,83 (2H, dd, y = 8,0, 1,5 Hz, H-3', 5');
7,38 (2H, dd, J = 8,0, 1,5 Hz, H-2', 6'), tin hieu ciia proton anome ciia duong glucose tgi 5,45 (IH, d,J= 8,0 Hz, H-I") va tin hieu cua nhom methylen nli vcri oxy tai 5c 60,7 (C- 6"). Tin hieu H-2 chuyen dich rit manh ve truong thip (5H 8,43) cho thiy carbon methin C-2 phai noi vai nguyen tit oxy chimg to hpp chit 2 CO khung isoflavon. Tin hipu singlet tai 6,87 ppm cho thay vong A bi thi ca 5 vi tri. Ngoai ra con tin hieu cua mpt nhom methoxy tai 3,75 (3H, s). Gia tri hing s6 tuong tac giiia H-I" va H-2" cua phan tir duong bing 8,0 Hz cho thiy sir co mat cua lien kit 0-glucosid va cdu hinh |3 cua proton anome. Phd "C-NMR cua chit 2 cung thay
246 Tgp chl Duac lieu, tap IS, so 4/2013
xuat hi?n tin hi^u eua 22 nguyen tu carbon.
Diem khac nhau giiia hai chit nay la vi tri eiia phan tu dudng glucose. Tren phi HMBC cua chat 2 xuat hi?n tucmg tae eua H-1"
(5,45) voi C-4' (156,6) cho thiy phan tir duong glucose duge gdn vao C-4'. Cac proton ciia nhom OCH3 (SH 3,75) co tuang tde vai C-5 (5c 152,9) va C-7 (6c 157,5) chiing to nh6m OCH3 duge gSn vao vi tri C- 6 cua khung isoflavon. Pho ESI-MS cua hgp chat 2 cho pie ion phan tir tai m/i 485 [M+Na]^ tuong ung voi eong thOre phan tii C22H22O11. Vi v^y, hgp chat 2 duge xae dinh la tectorigenin 4'-0-/?-D-glucopyranosid.
Hgp chat 3 thu duge duai dang bgt vo dinh hinh, mau vang. Cac dii lieu ph6 NMR cho thay day la mgt d ^ xuat flavonoid glycosid. Phan aglycon duge xae djnh la kaempferol vol cac tin hi?u t^i 5H 6,20 (IH, d, J = 2,0 Hz, H-6); 6,43 (IH, d, 7 = 2,0 Hz, H-8); 6,88 (2H, dd, 7 = 2,0, 8,0 Hz, H-3', H- 5'); va 8,03 (2H, dd, J = 2,0, 8,0 Hz, H-2', H-6'). Tin hieu eua mgt phan tir duong ^-D- glucopyranosid duge xae nh^n bai cac tin hi$u t^i 5,45 (IH, d, J=8,0 Hz, H-1") va 104,1 (C-1"); 75,7 (C-2"); 78,0 (C-3"); 71,3 (C-4"); 78,4 (C-5"); 62,6 (C-6"). Phi HMBC xuit hi?n tuong tac cua H-1" tai SH 5,45 voi C-3 tai Sc 135,5 cho thay phan tu duong glucose phai duge gin vao vi tri C-3. Pho ESI-MS cua hgp chat 3 cho pic ion phSn tir tai m/z 471 [M+Na]"^ tuang iing voi cong thirc phan tii C21H20O11. Vi vay, hgp chit 3 duge xae dinh la kaempferol-3-O-^-D- glucopyranosid. Cae dii li$u pho thu duge eua hgp chat 3 hoan toan phii hgp vai dii ki?n phi cua kaempferol - 3 - (7 - ^ - D - glucopyranosid trong tai li?u tham khao [6].
Hgp chat 4 thu duge a dgng bgt vo dinh hmh, mau v^g. Dii li^u phfi NMR ciia chat 4 tuang t\r cua chat 3 cho thay day ciing la mflt dan xuat flavonoid glycosid. Diem khac biet cua chat 4 so voi chat 3 la tin hi^u cgng
huong cua proton tai C-3' da b| thi bai nhom hydroxy (OH) dan tai cac tin hi?u proton ciia vong B bj thay dli: 6,88 (IH, d, J = 8,0 Hz, H-5'); 7,71 (IH, d, J= 2,0 Hz, H-2'), va 7,56 (IH, d, y = 2,0, 8,0 Hz, H-6'). Phi ESI-MS ciia hgp chSt 4 cho pic ion phan tii tai m/z 487 [M+Na]"^ tuang iing vai cflng thiie phan tli C21H20O12. Cae da kien pho thu duge eua hgp chat 4 so sanh voi du: ki?n phi cua isoquercetin trong tai Ii$u tham khao [6] thiy hoan toan triing khap. Nhu vay, hgp chat 4 duge xae dinh la isoquercetin.
Hinh 1. Cau true 4 hgp chdt dupc phSn lap Trong 4 hgp chat duge phan lap thi tectoridin la chat ehiem ham lugng cao trong cay, da duge chung minh la eo tae dung khang viem, chflng oxy hoa, va bao v? gan [7]; kaempferol-3-O-^-D-glucopyranosid va isoquercetin la nhiing hgp chat flavonoid rit dien hmh co m5t trong eae thuc v^t hg Lay dan (Iridaceae) da duge chiing mmh la co hogt tinh chong oxy hoa rat tot ben eanh mgt so hoat tinh sinh hgc quy khac nhu khang viem, khang khuan, chong ung thu, bao v^
thanh mach, bao v^ than kinh, ching lai b?nh tieu duong,... [8].
4. Ket luan
Tir can chilt n-butanol ciia than re cay xa can, chiing toi phan ldp duge 4 hgp chat la tectoridin (1), tectorigenin 4' - O - ^ - D - glucopyranosid (2), kaempferol - 3 - O - ^-D- glueopyranosid (3) va isoquercetin (4) trong do hai hgp chat kaempferol - 3 - 0 - y ? - D -
Tgp chiDuac lieu, tdp 18, so 4/2013 247
glucopyranosid (3) va isoquercetin (4)lan dau vai pho khoi lugng ESI-MS.
tien duge phan lap tir cay xa can. Clu triic Ldi cdm an: Cong trinh dirge hodn thdnh vdi eiia eae hgp chit nay da duge chiing minh su tdi trg ldnh phi cita Qui phdt trien/^hoa hgc va bang cae phuang phap phfl hien dai bao gflm cong nghe quoc gia NAFOSTED, md so di tdi phi cgng huang tir hat nhan ID, 2D kit hgp 104.01-2010.19.
Tdi li^u tham kh^o
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Phytochemistry, 22,2061-2063.
Tap chiDirac lieu, tap 18, sd 4/2013 (Trang 248 - 253)
THANH PHAN HOA HOC CUA PHAN DOAN w-HEXAN DAY THIA CANH
HodngMinh Chau', Dd Thi Hd^, Nguyin Thf Bich Thu*^, Tran Vdn On^
'Cong ty cSphdn Nam Duge, Vien Duge li^u, ^Truong Dgi Hgc Duge Hd Ngi
*Email; ngbiehthu{ggmail.com; [email protected] (Nhan bai ngay 01 thang 7 nam 2013)
T6m tSt
Bang cic phuang phap s5c ky kk hgp v6i cac phuong phap ph6 (UV, IR, MS, 'H-NMR, '^C-NMR, DEPT) v4 c4c dtt li?u hoa ly, 3 chat gom ^-amyrin-3-j?-0-cinnamoyl (1), asperglaucid (2), acid benzoic (3) dS duge phan l$p va nh|n dang c3u trOc tii phan do^n djch chi€t n-hexan cua day thia canh. Trong d6, hgp chat asperglaucid (2) duge phan lap tan dau tien ti!r cay nky.
Tir kh6a: Ddy thia canh, fi-amyrin-3-fi-O-cinnamoyl, Asperglaucid. Acid benzoic.
Summary
Chemical Constituents of «-hexane Fraction otGymnema sylvestre (Retz.) R. Br. Ex Schult Three compounds, including /f-amyrin-3-y3-0-cinnamoyl (1), asperglaucide (2), and benzoic acid (3) were isolated from the «-hexane-soluble fraction of 96% aqueous ethanol extract of the arial parts of Gymnema sylvestre (Retz.) R. Br. Ex Schult. The structures of these isolated compounds were verified by comparing their physicochemical and spectroscopic data to published values. Among these, compound 2 was isolated from the first time in this plant.
Keywords: Gymnema sylvestre, 0-amyrin-3-fi-O-cinnamoyl,. i \perglaucid, Benzoic acid.
1. D^t van de sylvestre (Retz.) R. Br. Ex Schult, ehi Loa ti Day thia canh con ggi la loa ti rimg, day (Gymnema), hg Thien ly (Asclepiadaceae). CJ mufli, voi danh phap khoa hge la Gymnema Vi?t Nam phan b l rai rac a nhilu tinh thuOc 248 Tap chiDuac lieu, tap 18, so 4/2013
