TAP CHI HOA HOC
DOL 10.15625/0866-7144.2015-0093
T. 53(1)84-89 THANG 2 NAM 2015
NGHIEN CLPU THANH P H A N HOA HOC CUA CAY XAO LEO - PARAMIGNYA SCANDENS
Nguyen Thi Dieu Thuan', Nguyin Hihi Toan Phan'*, Nong Van Duy', Ninh Thi Nggc\
Nguyin Van Thanh^ Nguyen Xuan Cudng^, Nguyen Hoai N a m \ Phan Van K i e m \ Chau Van Minh^
'Vi?n Nghiin cuu Khoa hgc Tdy Nguyen. Vi^n Hdn ldm Khoa hgc vd Cdng nghe Vi^t Nam,
^ Vi4n Hda sinh Bidn, Vien Hdn ldm Khoa hgc vd Cdng nghe Viet Nam Din Tda soan 10-2014; Chip nhan dang 30-01-2015 Abstract
Phytochemical investigation of the methanol extract of Paramignya scandens led to isolation of seven compounds including: a limonoid methyl isolimonate (1); a flavonone diglycoside atripliside B (2); a phenyl derivative trans-ti-p- coumaroyl tyramine (3); two megastigmane glycosides gusanlungionoside C (4) and (6/i,95)-roseoside (5); a lignan glycoside syringaresinol di-0-/3-D-glucopyranoside (6); and a nucleoside adenosine (7). Their structures were elucidated by ID and 2D NMR experiments. This is the fust report of these compounds from P. scandens.
Keywords. Paramignya scandens, Rutaceae, limonoid, flavonone diglycoside, megastigmane, lignin.
1. MO DAU
Xao leo - Paramignya scandens (Griff.) Craib, la cay day leo nhd hoac trudn thugc chi Paramignya Wight, hg Rutaceae. O nude ta, loai nay thudng thiy d Nghe An, Quang Tri, Lam Ddng va D6ng Nai [I, 2]. Den nay, chua cd nhilu cdng trinh nghien cuu vl thanh phan hda hgc va boat tinh sinh hpc ciia cac loai thugc chi Paramignya dugc cdng bd. Mdt vai cdng trinh da cdng bd cho thiy cac loai Paramignya cd chiia cac hgp chit tritecpen dang khung tirucallan [3-5], courmarin [6, 7] va flavonoit [4, 5]. Trong cdng trinh nay, chiing tdi c6ng bo qua trinh phan lap va xac dinh cau true ciia bay hpp chat phan lap duoc tiir eay Xao leo - P. scandens la: methyl isolimonate (1), atripliside B (2), /rflni-N-/7-coumaroyl tyramine (3), gusanlungionoside C (4), (6fi,95)-roseoside (5), syringaresinol di-O-^D-gluco-pyranoside (6), va adenosine (7). Day la lin dau tien cac hgp chit nay dugc phat hien tir cay xao leo.
2. THUC NGHIEM 2.1. Phuong phap va thiet hi
Ph6 ' H - N M R (500 MHz) va '^C-NMR (125 MHz) dugc do tren may Bruker AM500 FT-NMR, TMS dugc sir dung lam chit chuan ngi. Phd khli lugng (ESI va APCI-MS) dugc do tren may Agilent 1260 series single quadrupole LC/MS. Sic ky cgt (CC) dugc tien hanh vdi chit hip phu la silica gel
(Kieselgel 60, 70-230 mesh and 230-^00 mesh, Merck) va YMC RP-18 (30-50 ^m, Fuji Silysia Chemical Ltd.). Sic ky ldp mdng (TLC) sir dyng ban mdng trang sin silica gel 60 F254 (1.05554.0001, Merck) va RP-18 F2S4S , plates (LI5685.000I, Merck). Vet chit dugc bien thj bing each phun thude thu axit H2SO4 10% va ho ndng tir tir den khi hien mau.
2.2. Mau thuc v^t
Mau cay Xao leo - Paramignya scandens (Griff.) Craib, thupc hg Cam quyt - Rutaceae, dugc thu thap t^i Da Lat, Lam Ddng trong thang 5 nam 2013. Ten khoa hgc dugc TS. Ndng Van Duy giam dinh. Miu tieu ban (sd TN3/055) dugc luu tai phdng miu Clia Vien Nghien cuu Khoa hpc Tay Nguyen.
2.3. Phan lap cac chat
Canh va la khd cay xao leo - P. scandens (1,5 kg) dugc nghiin nhd va chilt 3 lin vdi MeOH (3x5L) d nhi?t do tir 30-45 °C sii dyng thiit bj sieu am. Dich chiet thu dugc dugc loai bd dung mdi dudi ap suat giam thu dugc 85 g can chilt. C?n nay dugc hda vao nude cit va chilt phan bd lin lugt vdi cac dung mdi n-hexan va CH2CI2 thu dugc cac can chilt tuang ung: «-hexan (PSh, 15,2 g), CH2CI2 (PSc, 37,3 g) va ldp nude (PSw).
Can CH2CI2 (PSc, 37,3 g) dugc phan tach thanh 08 phan doan (FSc-I din FSc-8) bing sic ky cot
TCHH, T. 53(1), 2015
silica gel pha thudng, rua giai gradient CHjCb/MeOH lOO/I-l/l. Hgp chit 1 (9 mg) dugc tinh che tir phan doan PSc-4 (1,7 g) bang sac ky cpt silica gel pha dao rira giai bing Me0H/H2O 2/1 kit hgp vdi sic ky cgt Sephadex LH-20 rira giai bing MeOU/HiO 2/1. Ldp nude dugc tien hanh phan tach thd tren sic ky cpt sir dung pha tmh la Diaion HP-20 va rua giai lin lugt vdi Me0H/H20 0/10, 2,5/10, 5/10, 7,5/10 va 10/0 thu dugc b6n phan doan ky hieu PSw-l den PSw-4 sau khi logi bd phan rira giai bing HjO 100%. Phan doan PSw-1 (9 g) tilp tuc dugc phan tach thanh 5 phan doan nhd, PSw-1A den PSw- lE bang sac ky cpt silica gel pha thudng rua giai gradient cloroform/MeOH 2 0 / I - l / L Phan doan PSw-lC (1,3 g) dugc phan tach tilp bang sac ky cpt sir dung pha tmh la Sephadex LH-20 riia giai bing MeOWHiO 1/1 thu dugc 4 phan dogn nhd hon ky hieu PSw-lCl din PSw-lC4. Tinh chi phan dogn PSw-lC2 (700 mg) bing sac ky cdt silica gel pha thudng rira giai bang cloroform/MeOH 10/1 kit hgp vdi sic ky cgt silica gel pha dao rua giai bing Me0H/H2O 1/2 thu dugc cac hgp chit 5 (5 mg) va 7 (7 mg). Phan doan PSw-2 (22 g) tilp tuc dupe phan tach thanh 8 phan doan nhd, PSw-2A din PSw-2H bang sac ky cgt silica gel pha thudng rira giai gradient diclometan/MeOH 20/1-1/1. Hgp chat 3 (3 mg) dugc tinh che tir phan doan PSw-2B (I g) bang sac ky cdt silica gel pha dao rira giai bang MeOH/H20 1/2 ket hcrp vdi sac ky cgt silica gel pha
Nguyin Hiru Todn Phan vd cgng su thudng rita giai bang diclometan/MeOH 15/1. Tinh chi phan doan PSw-2D (1,8 g) bing sic ky edt silica gel pha thudng riia giai bang diclometan/MeOH 7/1 ket hgp vdi sac ky cpt silica gel pha dao rira giai bing MeOH/H20 1/3 thu dugc cac hgp chat 2 (6 mg), 4 (2 mg) va 6 (3 mg).
Methyl isolimonate (1): Chit bdt mau trang;
[ a j o " -35" (c, 0,1 MeOH); ' H - N M R (500 MHz,
CDClj) va '^C-NMR (125 MHz, CDCI3) xem bang 1; APCI-MS: m/z 503 [M+H]^ (C27H34O9, M - 502).
Atripliside B (2); Chit bdt mau vang nhat, [ajo^^
-45° (c, 0,15 MeOH); ' H - N M R (500 MHz, DMSO- df,) va " C - N M R (125 MHz, DMSO-t/g) xem bang I;
APCI-MS: m/z 609 [M-H]" (CjsHj^Ois, M - 610).
7rfl«5-N-/j-coumaroyi tyramine (3): Chat bdt mau tring; ' H - N M R (500 MHz, CD3OD) 5H 7,41 (2H, dd, J= 2,0, 8,5 Hz, H-2 va 6), 6,80 (2H, dd, J=
2,0, 8,5 Hz, H-3 va 5), 7,46 (IH, dd, J = 1,5, 15,5 Hz, H-7), 6,40 (IH, dd, / = 1,5, 15,5 Hz, H-8), 7,07 (2H, dd, 7 = 2,0, 8,5 Hz, H-2' va H-6'), 6,74 (2H, dd, J= 2,0, 8,5 Hz, H-3' va H-5'), 2,77 (2H, br d, J = 7,5 Hz, H-7'), 3,48 (2H, dt, 7 = 1,5, 7,5 Hz, H-8'); '^C- N M R (125 MHz, CD3OD) 6c 127,73 (C-l), 130,57 (C-2 va C-6), 116,72 (C-3 va C-5), 160,49 (C-4), 141,79 (C-7), 118,42 (C-8), 169,26 (C-9), 131,34 (C-l'), 130,74 (C-2' va C-6'), 116,17 (C-3' va C-5'), 156,89 (C-4'), 35,80 (C-7') va 42,55 (C-8'); ESI- MS: m/z 282 [M-H]- (CnHnNO,, M = 283).
'°HoV^^?V
HO. N ^ ^ K , * ^
'OH '' OMe " 0H» OH 7
Hinh I: Cau triic hda hpc ciia cac hgp chat 1-7
TCHH, T. 53(1), 2015 Nghien cdu thdnh phdn hda hgc...
Bdng 1: Sd lieu phd ' H - N M R (500 MHz) va '^C-NMR (125 MHz) cua 1,2 va cac chit tham khao
c
1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 28 29 30 OMe
•Sc 74,7 36,9 173,6 83,8 39,5 211,8 48,3 35,6 18,5 27,8 39,3 69,5 55,4 167,5 78,1 19,6 68,7 120,3 141,1 109,8 143,1 24,2 28,9 16,9 52,3
'Sc 74,9 37,2 173,4 83,7 48,4 39,5 211,8 52,4 35,8 48,7 18,6 28,0 39,2 69,0 55,3 167,4 78,1 19,5 68,7 120,3 141,1 109,7 143,0 24,2 28,9 16,8 52,1
8c 75,00 36,99 173,64
83,80 48,66 39,57 211,76
48,66 35,67 52,31 18,57 27,87 39,31 69,01 55,38 167,45 78,14 19,60 68,73 120,34 141,16 109,79 143,07 24,23 28,92 16,86 52,25
1'
8H dang pic (y= HZ) 4,19 d (10,5) 2,50 m/2,64 m
-
2,20 d (5,0) 2,45 m/2,60 m-
3,00 ml,70ni/2,18Tii l,52m/l,75rn
3,94 s 5,60 s 1,20 s 3,75/4,02 d (6,0) 7,42 br s 6,33 d (1,0) 7,401 (1,0) 1,13 s 1,26 s 1,42 s 3,75 s
C 2 3 4 5 6 7 8 9 10 1' 2' 3' 4' 5' 6' OMe
1"
2"
3"
4"
5"
6"
1'"
2'"
3"' 4"' 5"' 6'"
'8c 79,8 43,1 197,0 163,4 96,4 166,4 97,7 164,4 104,3 132,1 115,3 148,4 149,1 112,3 118,1 55,8 101,5 74,5 78,4 71,2 77,5 67,4 102,4 72,1 72,7 74,0 69,8 18,6
8c 78,41 42,07 197,05 162,53 95,61 165,18 96,43 163,07 103,37 130,93 114,17 146,49 148,02 112,10 118,02 55,74 99,51 73,03 75,56 69,65 76,30 66,06 100,63 70,31 70,74 72,12 68,36 17,85
2' 5Hd&ngpic(y=Hz) 5,49 dd (2,5, 12,0) 2,78 dd (2,5, 17,0) 3,27 dd (12,0, 17,0)
6,11 d(2,0)
-
6,13 d (2,0)6,93 br s
6,94 d (8,5) 6,90 br d (8,5) 3,77 s 4,96 d (7,5) 3,23' 3,54 t (8,5) 3,24' 3,27' 3,43/3,80' 4,52 s 3,63 br s 3,43' 3,15' 3,40' 1,08 d (6,0)
•8c cua metyl uguenenoat [8], \ cia metyl isolimonat [9], 'do trong CDClj, '6c cua atripliside B [10], Mo trong DMS0-t4, tin hieu bi chong lap.
Gusanlungionoside C (4): Chat bot mau trSng; 8), 6,66 (4H, s, H-2', H-6' H-2" va H-6") 3 76 (a]o -9,0° (c, 0,15 MeOH); ' H - N M R (500 MHz. (12H, s, 3',5',3",5"-OMe), 4,88 (2H d 7 = 7'5 Hz, CD3OD) va "C-NMR (125 MHz, CD3OD), xem bang H - 1 ' " va H-l"") 3 20 (4H H 2 ' " H 3 " ' H 2"" va 2; APCI-MS: ^ i 519 [M+H]* (Q,H,,0,„ M = 518). " L,\V J' fl^ut-\ Vn. nu I
(6fl,9S)-roseoside (5): Chat bot mau trang- V ). 3,13 (2H, H-4 va H-4 ), 3,04 (2H, m, H- M o " +65° (c, 0,15 MeOH); 'H-NMR (500 MHz ^ ™ ^-^""^' ^''^ P H , dd, J = 4,5, 12,0 Hz, H-6'"
CD3OD) va "C-NMR (125 MHz, CD3OD) xem "^ ""*"") ^ ' ^,60 (2H, dd, y = 1,5, 12,0 Hz, H-6'"
bang 2; ESI-MS: m/z 409 [M+Na]* (CHjoO, M= ^^ H-6""); "C-NMR (125 MHz, DMSO-t/,) 8c:
386). ' 53,58 (C-l va C-5), 85,03 (C-2 va C-6), 71,32 (C-4 Syringaresinol di-0-/3-D-glucopyranoside (6): ^^ C-8), 133,72 (C-l' va 1"), 104,22 (C-2', C-6', C- Chat bpt mau tring; 'H-NMR (500 MHz, DMSO-4) 2" va C-6"), 152,60 (C-3', C-5', C-3" va C-5"), 5„: 3,09 (2H, m, H-1 va H-5), 4,67 (2H, d,J= 3,5 137,08 (C-4' va C-4"), 56,41 (3',5',3",5"-OMe), Hz, H-2 va H-6), 3,83 (2H, dd, J = 3,0, 9,0 Hz, H.-4 102,65 (C-l'" va C-l"") 74 14 (C-2'" va C-2""), va H.-8), 4,20 (2H, dd, 7 = 7,0, 9,0 Hz, H r 4 va H^- 76,48 (C-3'" va C-3""), 69,91 (C-4'" va C-4""),
TCHH, T. 53(1), 2015
77,16 (C-5'" va C-5"") va 60,89 (C-6'" va C-6"");
ESI-MS: m/z 765 [M+Na]* (CMHUO,,, M = 742).
Adenosine (7): Tinh the hinh kim mau tring, d\km chay 234-235°C; ' H - N M R (500 MHz, DMSO- di) 5H: 8,13 (IH, s, H-2), 8,34 (IH, s, H-8), 5,88 (IH, d,J= 6,5 Hz, H - n , 4,61 (IH, dd, J= 4,5, 6,5 Hz, H-2'), 4,14 (IH, dd, J= 4,5, 7,5 Hz, H-3') 3,96 (IH, dd, J= 3,0, 7,5 Hz, H-4'), 3,55 (IH, m, H.-5'), 3,67 (IH, m, Hb-5'), 7,31 (2H, s, NH,); "C-NMR (125 MHz, DMSO-rfs) 5c: 152,34 (C-2), 149,05 (C- 4), 119,32 (C-5), 156,12 (C-6), 139,85 (C-8), 87,90 (C-l'), 73,44 (C-2'), 70,60 (C-3'), 85,85 (C-4') va 61,64 (C-5'); ESI-MS: m/z 290 [M+Na]*
(CioHijNiOj, M = 267).
3. KET QUA VA THAO LUAN
Hop chit I duQfC phan lap du6i dang bpt mau tring. Pho ' H va '^C-NMR cua no dac trung cho mpt hpp chat nortritecpen dang khung limonoit, mpt I6p chat chinh da dirpc phan lap ttr nhi8u loai thirc vat thupc hp cam - Rutaceae. Tren pho 'H-NMR ciia no
Nguyin Hau Todn Phan vd c^ng su xuat hien cac tin hieu dac tnmg cua mpt nhom metoxi [8H 3,75 (3H, s, OMe)] va bon nhom metyl gin vcri cacbon bac 4 [S„ 1,20 (H-18), 1,13 (H-28), 1,26 (H-29) va 1,42 (H-30), tuomg img moi tin hieu 3H, s]. Ngoai ra, ba tin hieu xuit hien a vung truang thap tai 5„ 7,41 (IH, br s, H-21), 6,33 (IH, d,J= 1,0 Hz, H-22) va 7,40 (IH, I, J = 1,0 Hz, H-23) gpi y cho cau triic manh ben dang vong furan. Du doan nay dupe khang djnh bai sir xuit hien 04 tin hieu cua mpt vong furan t»i 5c 120,34 (s, C-20), 141,16 (d, C-21), 109,79 (d, C-22) va 143,07 (d, C-23) tren pho '^C-NMR Clia 1. Ngoai ra, cac tin hieu cacbon Clia mpt nhom metoxi [5c 52,25 (OMe)], bon nh6m metyl [5c 19,60 (C-18), 24,23 (C-28), 28,92 (C-29) va 16,86 (C-30)], mpt nhom oximetilen [5c 68,73 (C-19)], ba nhom oximetin [5c 75,00 (C-l), 55,38 (C-15) va 78,14 (C-17)], hai cacbon bac 4 mang oxi [6c 83,80 (C-4) va 69,01 (C-14)] va ba nhom cacbonyl [5c 173,64 (C-3), 211,76 (C-7) va 167,45 (C-16)] ciing dupe xac dinh tren ca sa ket hop vai phan tich ph6 HSQC.
Bdng 2: S6 li?u pho 'H-NMR (500 MHz) va '^C-NMR (125 MHz) cua 4, 5 va cac chit tham khao
c
1 2 3 4 5 6 7 8 9 10 11 12 13r
2' 3' 4' 5' 6' 1"
2"
3"
4"
5"
6"
•8c 37,6 48,3 202,6 125,7 170,2 52,7 27,3 38,3 75,3 20,0 27,8 29,2 25,3 100,5 78,6 79,8 72,2 77,9 63,2 102,1 72,5 72,5 74,2 69,8 18,3
8c 37,32 48,12 202,43 125,44 170,00 52,37 26,74 37,83 74,95 19,17 27,59 29,08 25,00 100,36 78,29 79,61 72,05 77,80 62,93 101,85 72,27 73,32 73,96 69,58 18,10
4°
5H dang pic ( J - Hz)
-
2,00 d (17,0) 2,50 d (17,0)-
5,82 s-
2,02 d (5,0) l,54m/l,99m 1,65 m 3,92 m 1,22 d (5,0) 1,12s 1,03 s 2,07 d (1,0) 4,42 d (8,0) 3,39' 3,491 (9,0) 3,27"3,27°
3,67/3,88°
5,25 d (1,5) 3,91°
3,67°
3,40' 4,11m 1,22 d (5,0)
- "Sc - 42,36 50,66 201,09 127,20 166,90 79,98 134,12 133,80 74,70 22,22 23,47 24,84 19,39 100,91 75,00 78,25 71,76 78,12 62,90
6c 42,41 50,72 201,28 127,12 167,10 80,01 133,72 133,70 74,67 21,99 23,48 24,69 19,56 101,25 74,94 78,34 71,66 78,16 62,82
5' 5ii dang pic (/= Hz)
-
2,61 d(17,0) 2,12 d (17,0) 5,89 brs-
5,98 d (15,5) 5,75 dd (7,0, 15,5) 4,55 m 1,22 d (6,5) 1,06 brs 1,03 brs 1,96 brs 4,30 d (7,5) 3,22°3,32°
3,29°
3,18 m 3,65 dd (5,0, 12,0) 3,87 dd (2,0, 12,0)
'Sc cua gusanlungionoside C [11], ''do Uong CD3OD, '8c cua (6;;,9S)-roseoside [12], ''tin hieu bj chdng lip.
TCHH, T 53(1), 2015
Hmh 2: Cac tuong tac HMBC chinh cua 1 va cau triic hda hpc cua metyl uguenenoate (la) Tiir cac dB kien thu dugc, sd lieu phd '^C-NMR ciia 1 dugc so sanh vdi cac sd lieu tuong ung da dugc cdng bd ciia metyl uguenenoate (la) [8] va nhan dugc su phii hpp hoan toan d tat ca cae vi tri tucmg ling (bang 1). Phan tfch chi tiet cac tuong tac tren phd HMBC (hinh 2) cho phep xac djnh hai hpp chat 1 va la ed cimg cau true ciia vdng C, D va E.
Tuy nhien, xem xet eau tnic ciia metyl uguenenoat (la) cho thay tin hieu oximetilen C-19 bj dich chuyen rat manh ve phia vimg ..rudng thap tai 5c 68,73 la dau hieu khdng binh thudng cho mdt nhdm oximetilen tu do. DiSu nay cho phep du doan ciu triic vong A ciia 1 khdng phai dugc tao ra do su tao cau epoxi giBa C-I/C-4 ma giira C-19/C-4. Tiep tuc so sanh sd lieu phd '^C-NMR ciia 1 vdi cac sd li6u tuong ung ciia methyl isolimonate [9] thi cOng nhan dugc sy phii hgp hoan toan d bau bet eac vi tri. Dieu nay, cimg vdi tuong tac HMBC rit manh giira H-19 (5H 4,02) va C-4 (8c 83,80) cho phep khing dinh sir tgo cau epoxi giira C-19/C-4. Phan tich chi tiet cac tucmg tac HMBC khac (hinh 2) cho phep khing dinh hpp chat 1 chinh la metyl isolimonat.
^ OH
Hinh 3: Cac tucmg tac HMBC chinh ciia 2 va 4
Cac phd ' H - N M R va '^C-NMR ciia 2 dac trung cho mgt hgp chit flavonon diglycosit. So lieu phd
Nghien ciru thdnh phdn hda hgc...
NMR ciia chudi diglycosit tai 5c 99,51 (C-I"), 73,03 (C-2"), 75,56 (C-3"), 69,65 (C-4"), 76,30 (C-5"), 66,06 (C-6"), 100,63 (C-l'"), 70,31 (C-2'"), 70,74 (C-3'"), 72,12 (C-4'"), 68,36 (C-5'") va 17,85 (C- 6'") minh chung cho su xuat hien ciia chudi dudng rutinoside, mgt chudi dudng kha phd bien trong thien nhien. Cac tin hi?u ciia mdt nhdm oximetin [8c 78,41 (C-2)/5H 5,49 (IH, d d , y - 2,5, 12,0 Hz, H-2)J, mdt nhdm metilen [5c 42,07 (C-3)/5H 2,78 (IH, dd,^
= 2,5, 17,0 Hz, H,-3) va 3,27 (IH, d d , y = 12,0,17,0 Hz, Hb-3)] va mdt nhdm keton [5c 197,05] dac trung cho khung flavonon cung dugc xac dinh. Ba tin hi?u proton thupc vdng tham cd tuong tac he ABX t£ii 5H 6,93 (IH, br s, H-2'), 6,94 (IH, d, J= 8,5 Hz, H-5') va 6,90 (IH, br d, J = 8,5 Hz, H-6') ggi y cho sy co mgt cua vdng B ciia dang khung quercetin. Cac tin hieu proton lai cdn cua phan aglycon chiing minh su cd mat cua hai proton thupc vdng thorn tuong tac d vi tri meta vai nhau [5H 6,11 (H-6) va 6,13 (H-8), tuong irng mdi tin bieu IH, d, J = 2,0 Hz] va m§t nhdm metoxi [5H 3,77 (3H, s, OMe)]. Tir cac dij ki?n thu dugc, sd lieu phd '•'C-NMR ciia 2 dugc so sanh vdi cac sd lieu tuong ung cua atripliside B [10] va nhan dugc su phii hgp tai tat ca cac vi tri tuong ling (bang 1). Ngoai ra, phan tich chi tiet cac tucmg tac xa nhan dugc tren phd HMBC (hinh 3) cho phep xac dinh hgp chit 2 chinh la atripliside B.
Tucmg tu, so sanh sd lieu phd '^C-NMR vdi cac sd lieu tuong umg da dugc cdng bd va ket hgp phan tich chi t\k cac phd HSQC va HMBC cho phep xac dinh cac hgp chit con lai la /raM5-N-p-coumaroyl tyramine (3) [13], gusanlungionoside C (4) [11], (6;f,95)-roseoside (5) [12], syringaresinol di-O-^D- glucopyranoside (6) [14] va adenosine (7) [15]. Day la ian dau tien cac hgp chit 1-7 dugc cdng bo tit cay Xao leo - P. scandens.
Ldi cam ffn. Cdng trinh ndy duac hodn thdnh vdi su tdi trg kinh phi cua De tdi nghiin cicu khoa hgc cdp Nhd nude thugc Chuang trinh Tdy Nguyen 3 (md sd:
TN3/T14). Cdc tdc gid cdm an thac sy Ddng VU Luang (Vien Hda hgc) dd giup do cdc phd NMR.
T A I L I E U THAM KHAO
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