Mu 1: BO CO TM TT

M TI:

TN TI : NGHIN CU QUY TRNH PHN LP CC CHT T CY GI (EXCOECARIA AGALLOCHA L., EUPHOBIACEAE)

Sinh vin:H v tn Lp Kha

Gio vin hng dn:Hc hm. hc v. H v tn

Khoa/Vin ................................ in thoi nhm SV :

Phn Tm tt ni dung ti:Bi cnh v mc tiu : Cy Gi c tn khoa hc l Excoecaria agallocha L., h Euphorbiaceae l mt loi cy mc cc vng t bi ven bin, ven sng a t ct pha, c mn, nc l hoc nc mn, cy rt d tm v c kh nng pht trin tt. T Cy Gi (Excoecaria agallocha L.) ngi ta chit c mt s cht c hot tnh khng virus HIV, nhiu hp cht c hot tnh sinh hc cao, c tc dng c ch mnh i vi mt s loi virus, c kh nng khng vim, chng oxy ha v c ch mt s tc nhn gy ung th.[1] V vy ti Nghin cu chit tch v phn lp mt s cht t cy gi (Excoecaria agallocha L.) h Euphorbiaceae Vit Nam s gp phn tm hiu tim nng khai thc v s dng loi cy hu ch ny.Phng php: Bn mng v sc k bn mng, ct v sc k ct.Kt qu : T cn chit n-hexan ca dch chit tng methanol ca loi Excoecaria agallocha L. thu c hp cht EA1 (14-taraxerene-3-one) , EA2 (14-taraxerene-3-ol) , EA3 (14-taraxerene-3-ol).Kt lun :

TI LIU THAM KHO1. ............................................................................................................................................1. ............................................................................................................................................1. MU 2: BN BO CO Y CNG TRNH D THI SVNCKH CP TRNGB GIO DC V O TOTRNG I HC BCH KHOA H NI------o0o------

CNG TRNH THAM DGII THNG SINH VIN NGHIN CU KHOA HC CP TRNGNM 2015

Tn cng trnh: M s:H v tn sinh vin:Nam, N Lp, kha: Khoa: Tel:Gio vin hng dn:

I. t vn 0. Thc vt chi ExcoecariaCy Gi (Excoecaria agallocha L.) c vng phn b tng i rng, c th gp cc khu vc ven bin t min Nam n , Sri Lanka, Myanmar n Thi Lan, Vit Nam V pha Bc cn gp Trung Quc, Nht Bn. Pha Nam, c th gp Bc Austalia v khu vc Thi Bnh Dng . L cy c th sc ung cha ng kinh; gi ti p tr cc vt lot. Dch l nu vi du dng xoa p tr thp khp, phong v bi lit. R cy t c hn cc phn ca cy trn mt t. Gi ra ln vi Gng, dng lm thuc chm tr sng chn tay. Ht phi nng c th ch du dng tr gh.[2]Theo thng k, h Thu du (Euphorbiaceae) l mt h ln cathc vt c hoavi 240 chi v khong 6.000 loi. Phn ln lcy thn tho, nhng khu vc nhit i cng tn ti cc loicy bihoccy thn g. Mt s loi cy cha nhiu nc v tng t nh cc loixng rng.Cc cy thuc chi Excoecaria l mt loi Cy g cao 20m, ng knh 25cm. Cnh nhnh nhiu, khc khuu, v mu xm tro. Thn c nha m. L n, mc cch, thng tp trung u cnh, phin l dy cng hnh bu dc hoc hnh trng bu dc, u c mi li ngn, hi lch v t, gc l t, di 5 - 8cm, rng 2,5 - 4,5cm, mp hi gn sng, gn bn 8 - 9 i, cung l mnh, di 2cm, c mt tuyn nh gc phin l. Hoa n tnh khc gc hay cng gc. Cm hoa c bng, di 2 - 8cm. Hoa c c 3 cnh i, hnh di, 3 nh, ch nh phnh gc. Hoa ci, l bc ging hoa c, hoa gn nh khng cung, cnh i 3, hnh tam gic. Bu hnh trng 3 , 3 vi nhy; qu nang c cung nh, c 3 cnh, ng knh 1cm. Ht hnh cu, ng knh 4mm, mu xm nht.[3]

Hnh 1: Cy Gi (Excoecaria agallocha L.)

1.1 Tnh hnh nghin cu cy gi (Excoecaria agallocha L.)Trn th gii, Cy Gi c nghin cu rt nhiu v thnh phn ha hc v hot tnh sinh hc. Cc cht tch c ch yu thuc vo 2 lp cht diterpen v flavonoid.1.2 Cc diterpenDiterpen l mt nhm cht thuc lp cht terpen, thnh phn phn t cha 4 n v isopren (C5H8), c cng thc phn t l C20Hn, c cu to mch thng hoc mch vng. Cc nghin cu cho bit, nha m ca cy Gi l hn hp ca cc diterpen este (cc hp cht cha C20 ) vi cc axit bo bo ha tng t nh axit n-cacboxylic (vi C22-C30). Cc hp cht trn c tc dng gy kch thch, gy nhc nhi da khi tip xc.Nm 2000, Bng cc phng php ph Ammanamanchi v ng s ca ng phn lp c 11 diterpen t dch chit n-hexan ca r ca Cy Gi (Excoecaria agallocha L.) thu vng Godavari n . Trong c 5 diterpen mi l: 3-oxo-ent-13epi-8(13)-epoxy-15-chloro-14-hydroxylabdan (1); ent-15-chloro-13,14 dihydroxylabd-8(9)-en-3-on (2); ent-15-chloro-labd-8(9)en-3,13,14-triol (3); ent-11-hydroxy-8(14),15-isopimaradien-3-on (4); 8,13-epoxy-3-nor-2,3-seco-14-epilabden-2,4-olid (5). V 6 diterpen bit l: ent-3-oxo-13-epi-manoyl oxid (6); ent- 3-hydroxy-13-epi-manoyl oxid (7); (13R,14S)-ent-8,13;14,15-diepoxy-13-epi-labdan-3-on (8); ent-16-hydroxy-3- oxo-13-epi-manoyl oxid (9); ent-15-hydroxylabda-8(17),13E-dien-3-on (10); labda- 8(17),13E-dien-3,15-diol (11). Mt s cc Diterpen phn lp c c hot tnh chng li s pht trin ca khi u trong c th chut [4].

Nm 2000, Tenji Konishi v cng s phn lp c 2 diterpen mi c t nha g ca cy Gi (Excoecaria agallocha L.) thu Okinawa, Nht Bn. Cu trc ca 2 diterpen mi ny ny c xc nh nh cc phng php ph NMR v X-Ray n tinh th l Excoecarin M (12) v Excoecarin N (13) [5].

Nm 2002, Ammanamanchi v cng s phn lp v nhn dng c 3 diterpen mi t dch chit n-hexan ca r cy Gi (Excoecaria agallocha L.) thu vng ca sng Godavary, n l: ent-13-epi-8,13-epoxy- 4,6-dihydroxy-3,4-secolabd-14-en-3-oat (14); ent-13-epi-8,13-epoxy-2,3-secolabd-14-en-2,11-olid-3-oat (15); ent-17-hydroxy-3,4-secokaura-4(19),15-dien-3-oat 3 (16) [6].

Nm 2003, Tenji Konishi v cc ng s ca ng phn lp c ba diterpen khung secolabdan mi c tn l excoecarin S, T1 v T2 t dch chit n-hexan ca m cy Gi (Excoecaria agallocha L.), cu trc ca cc diterpen mi ny c xy dng da trn c s d liu quang ph 13C, 1H NMR v X-Ray n tinh th l: 13-epi-12-hydroxy-2,3-secolabda-14-en (17), axit ent-14S,15-epoxy-2,3-seco-13-epi-labdan-2,3-dioic (18) v axit ent-14R,15-epoxy-2,3-seco-13-epi-labdan-2,3-dioic (19). Trong T1v T2 c cng cng thc l . V 3 diterpen bit l axit ent-12-oxo-2 ,3-secobeyer-15-en-2,3-dioic (20); agallochin H (21); v ent-15-epoxy-beyeran-3-ol (22) [7].Gn y, mt phorbol este c tn l 12-deoxyphorbol-13-(3E, 5E-decadienoat), vi c tnh chng HIV, c phn lp t l v thn ca cy Gi (Excoecaria agallocha L.) nghin cu Ty bc Australia. Trong qu trnh nghin cu ngi ta thy cc thnh phn diterpen c kh nng c ch hiu qu vi virus Epstein-Barr gy ung th [1], [8].

Nm 2007, Ji-Dong Wang v cc ng s ca ng phn lp c 4 diterpen t dch chit etyl axetat t thn cy v l ca cy Gi ( Excoecaria agallocha L.) s dng cc phng php sc k ct s dng trn silica gel, Sephadex LH-20. Bng cc phng php ph nh ph hng ngoi (IR), 13C v 1H NMR xc nh c cu trc ca 4 loi diterpen mi c t tn excoagallochaols A-D l: Excoagallochaol A (23), Excoagallochaol B (24), Excoagallochaol C (25), Excoagallochaol D(26) .Trong Excoagallochaol D(26) l ng phn ca Excoagallochaol C (25) [8].

Nm 2009, Zhan Chang Wang v cng s phn lp t dch chit etanol ca v cy Gi (Excoecaria agallocha L.) c 4 diterpen trong mt diterpen mi v ba diterpen bit. l ent-16-hydroxy-atisan-3,4-lacton (30); ent-16-hydroxy-atisan-3-on (27); ent-atisan-3,16-diol (28); axt ent-3,4-seco-16-hydroxyatis- 4(19)-en -3-oic (29) [9].Mt s diterpen phn lp t g ca cy Gi (Excoecaria agallocha L.) cho thy hot tnh chng khi u cng nh ngn chn s chng g ca mt s loi sinh vt nh s, giun ng, rong bin [4], [9].

Nm 2010, Yongxin Li v cng s phn lp t dch chit metanol ca thn v cnh ca cy Gi (Excoecaria agallocha L.) Trung Quc. T phn lp c su diterpen khung ent-kauran c tn l agallochaol K-P l : Agallochaol K (axt ent-17-hydroxy-3,4-secokaur-4(18),15-die-3-oic ) (31) ; Agallochaol L (axt ent-17-caffeoyloxy-3,4-secokaur-4(18),15-die-3-oic ) (32); Agallochaol M (axt ent-17-coumaroyloxy-3,4-secokaur-4(18),15-die-3-oic ) (33); Agallochaol N (axt ent-3,4-secokaur-4(18),15-dien-3-oic ) (34); Agallochaol O (ent-17-caffeoyloxykaur-15-en-3-on) (35); Agallochaol P (ent-kaur-15-en-3b,17-diol-2-on) (36); Agallochaol M (axt ent-3,4-secoatisan-4(18),16-dien-3-oic) (37). V c 9 diterpen bit l: agallochin O (38); ent-17-hydroxykaur-15-en-3-on (39); ent-kaur-15-en-3,17-diol (40); 7-deoxogeayin (41); ent-15-hydroxylabd-8(17),13E-dien-3-on (42); ent-15,18-dihydroxylabd-8(17),13E-dien (43); ent-3, 11-dihydroxyisopimara-8(14),15-dien-2-on (44); v ent-3-hydroxybeyer-15-en-2,12-dion (45).Trong cc diterpen Agallochaol K (axt ent-17-hydroxy-3,4-secokaur-4(18),15-die-3-oic ) (31), Agallochaol O (ent-17-caffeoyloxykaur-15-en-3-on) (35), Agallochaol M (axt ent-3,4-secoatisan-4(18),16-dien-3-oic) (37), ent-17-hydroxykaur-15-en-3-on (39), ent-kaur-15-en-3,17-diol (40), v ent-15,18-dihydroxylabd-8(17),13E-dien (43) cho thy tim nng chng vim hiu qu [10].

1.3 Cc flavonoid Flavonoid l cc hp cht polyphenol, a dng v cu trc ha hc v sinh hc. Chng c hu ht cc b phn ca cy, c bit l trong cc t bo thc vt quang hp. Cc flavonoid khng c tng hp ngi v ng vt.Nm 2010, Yusnita Rifai v cc ng s ca ng phn lp c t dch chit metanol, n- hexan, etylaxetat v butanol t l ca cy Gi (Excoecaria agallocha L.) 8 flavonoid. Cu trc ca cc cht c xy dng nh s dng cc phng php ph, trong c 2 flavonoid mi (45), (46) v 6 flavonoid glycosid bit: afzelin (47); quercitrin (48); rutin (49); kaempferol-3-O-(2-O-acetyl--L-rhamnopyranosid (50); kaempferid 3 O--L-rhamnopyranosid (51) v kaempferol 3-Oa-Larabinofuranosid (52).Ba glycoside flavonoid bao gm 2 hp cht mi (45 v 46) c phn lp t cy Gi (Excoecaria agallocha L.) l cht c ch v chng li t bo ung th tuyn ty ca ngi v t bo ung th tuyn tin lit mang li nhiu hiu qu tch cc [11].

Nm 2011, Yongxin Li v cc ng s ca ng phn lp c t dch chit butanol ca cy Gi (Excoecaria agallocha L.). Bng cc phng php phn tch trn quang ph IR, MS, NMR xc nh c cy trc ca bn flavonoid mi. Bn flavonoid mi c phn lp l: Excoecariphenol A (53); Excoecariphenol B (54) ; Excoecariphenol C (55) ; Excoecariphenol D (56). Nhng flavonoid mi ny c th nghim v cho kt qu tch cc trong phng chng bnh vim gan HCV [12].

2. Hot tnh sinh hc ca cy gi (Excoecaria agallocha L.)Cy Gi Excoecaria agallocha c hot ng tt nh cha nhng thnh phn ha hc, c bit l:0. Diterpen0. Triterpen0. V nhng flavonloid

Mt s c tnh tr liu ca cy Gi:

c s dng theo truyn thng cha tr:0. Nhng vt thng 0. Nhng vt chch ca mt s loi ng vt bin0. Nhng bnh gy l lot0. c xem nh mt thuc ty x v lm nn

R cy Gi c th cha tr c au rang v sung.Nc p ca l cy Gi un si trong du c p dng trong:0. Nhng bnh thp khp0. Bnh phong ci0. Bnh bi litNc nu sc ca l cy Gi c dung trong cha bnh ng kinh v nhng bnh l lot. V cy Gi l cht ty x v lm nn. Du t v cy Gi c hiu qu chng nhng bnh thp khp, bnh phong ci v bnh t lit.

II. KT QU NGHIN CU

Thc nghim mu l cy Gi:

S 1: Quy trnh chit mu thc vt

Mu l kh 5.7kg1. Chit vi MeOH 95%2. Ct loi MeOHCn MeOH530gThm 2lit H2OChit vi ethyl axetat ct loi dmCn chit EtOAc 54.5gDch nc cn li310gChit vi n-hexanct loi dmCn chit n-hexan 96.1g

S 2: Quy trnh phn lp cht t cn n-hexan ca l cy Gi50g cn n-hexan

Sc k ct silicagel (10/1)n-hexan/EtOAc5% EtOAc10% EtOAcP2 12.4g

P1 6.6g

20%-50% EtOAcI.1I.2I.3P3-P7

EA2 (3) (taraxerol)

EA3 (2)(epitaraxerol)EA1 (1)(taraxerone)

5.7kg bt l kh ca cy Gi c chit siu m trong MeOH 95% 3ln (3 ting/ln). Dch chit tng c c quay p sut gim thu c 530g cn tng MeOH. em pha long cn tng MeOH vi 2lit nc v chit phn b ln lt vi n-hexan v etyl axetat, c quay gim p thu c 96.1g cn n-hexan, 54.5g cn etyl axetat v 310g cn nc. Tin hnh phn lp cht t 50g cn n-hexan ca dch chit tng MeOH t l ca cy gi bng sc k ct silica gel (t l cht/silica gel=10/1) vi h dung mi n-hexan/etyl axetat, tng dn t l etylaxetat t 0%-100% thu c 7 phn on chnh.Phn on 1(6.6g) thu c khi ra gi bng h n-hexan/etyl axetat vi t l etyl axetat 5%. Phn on 1 c tinh ch bng sc k ct (t l cht/silica gel=1/25), vi h dung mi ra gii l n-hexan/etyl axetat = 65/1 thu c 3 phn on chnh I.1, I.2, I.3. Kt tinh phn on I.1 trong n-hexan, ra li bng n-hexan lnh thu c 0.15g cht EA1(taraxer-14-en-3-one) l tinh th hnh kim, mu trng, Rf= 0.52 (n-hexan/etylaxetat = 20/1), tonc= 241-243oC. Phn on I.3 c kt tinh li trong n-hexan thu c 96mg EA3 (epitaraxerol) l tinh th hnh kim, mu trng, Rf=0.33 (n-hexan/etylaxetat = 20/1), tonc= 268-269oC.Phn on 2(12.4g) thu c khi ra gi bng h n-hexan/etyl axetat vi t l etyl axetat 10%. Sc k ct phn on 2 (t l cht/silica gel=30/1), dung mi ra gii l n-hexan/etylaxetat=50/1 thu c 1phn on chnh. Kt tinh trong CH2Cl2 v ra li bng CH2Cl2 lnh thu c 0.60g cht EA2 (taraxerol), dng tinh th hnh phin mu trng, Rf= 0.61 (n-hexan/etylaxetat = 10/1), tonc= 279-280oC.* Tho lun kt qu

Hp cht EA1 (1): 14-taraxerene-3-oneHp cht EA1 thu c t cn chit n-hexan ca dch chit tng metanol ca loi Excoecaria agallocha L. l cht kt tinh hnh kim, mu trng. Ph 1H-NMR c dng ph ca mt hp cht triterpen trong c s xut hin ca 8 nhm metyl bc bn trong phn t th hin qua 8 tn hiu singlet ti H 0.83 (3H), 0.91 (3H), 0.92 (3H), 0.95 (3H), 1.06 (3H), 1.08 (3H), 1.09 (3H), v 1.14 (3H). Ngoi ra, trn ph cn thy xut hin tn hiu mt proton olefin ti H 5.55 (1H, dd, J = 8.0, 3.5 Hz). Ph 13C-NMR xut hin tn hiu ca 30 cacbon, da vo kt qu ca cc ph DEPT cho thy hp cht ny c 8 cacbon bc bn ti C 217.5, 157.6, 47.5, 38.8, 37.7, 37.5, 35.7, 28.7; 4 nhm metin ti C 117.1, 55.7, 48.8, 48.7; 10 nhm metylen ti C 40.6, 38.3, 37.6, 36.6, 35.1, 34.1, 33.5, 33.1, 19.9, 17.4; v 8 nhm metyl ti C 33.3, 29.9, 29.8, 26.1, 25.5, 21.4, 21.3 v 14.8. Trong tn hiu ca nhm cacbonyl c xc nh ti C 217.5, mt ni i b th 3 v tr ti C 157.6 (C) v 117.1 (CH). Trn ph ESI-MS ion dng cht EA1 cho pic ion phn t ti m/z = 425 [M + H]+. Cng thc phn t c xc nh thng qua cc d liu ph MS v 13C-NMR l C30H48O. Phn tch cc tn hiu proton ca cc nhm metyl trn ph 1H-NMR v chuyn dch ha hc ca cc nguyn t cacbon trn ph 13C-NMR khng nh EA1 l mt triterpen khung taraxeran. So snh d liu ph ca EA1 vi ti liu [] cho php kt lun EA1 chnh l 14-taraxeren-3-one. Hp cht EA3 (2): 14-taraxerene-3-ol (epitaraxerol)Hp cht EA3 thu c di dng tinh th mu trng. Trn ph ESI-MS ion dng cht EA3 cho pic ion phn t ti m/z = 427 [M + H]+. Cng thc phn t c xc nh thng qua cc d liu ph MS v 13C-NMR l C30H50O. Trn ph 1H-NMR ca EA3 xut hin tn hiu ca 8 nhm metyl bc bn ti H 0.82, 0.86, 0.91(6H), 0.94(9H), 1.09 di dng cc singlet, mt tn hiu proton ni i ti H 5.52 (dd, J = 8.0, 3.5Hz) v mt tn hiu proton ti H 3.40 (1H, br). Nhn chung, ph 1H-NMR ca EA3 kh ging vi hp cht EA1, trn ph ca EA3 c xut hin thm tn hiu proton ti H 3.40 y l tn hiu ca nhm oximetin. iu ny cho php d on EA3 l mt dn xut b kh nhm cacbonyl (>C=O) ca EA1. Ph 13C-NMR ca EA3 xut hin tn hiu ca 30 cacbon kh ging vi hp cht EA1. Tuy nhin, trn ph 13C-NMR ca EA3 khng thy xut hin tn hiu ca nhm cacbonyl (C 217.5) m thay vo l tn hiu ca nhm oxymethine ti C 76.2. iu ny mt ln na khng nh d on trn l ph hp. Phn tch cc d kin ph thu c v so snh vi ti liu cng b [], hp cht EA3 c xc nh l epitaraxerol, mt dn xut ca taraxerone.Hp cht EA2 (3): 14-taraxerene-3-ol (taraxerol)Hp cht EA2 thu c di dng tinh th hnh phin mu trng, c nhit nng chy tonc= 279-280oC. Ph 1H-NMR ca EA2 xut hin 8 tn hiu singlet ca 8 nhm metyl bc bn ti H 0.80 (3H), 0.82(3H), 0.91(6H), 0.93(3H), 0.95(3H), 0.97(3H), 1.09(3H), mt tn hiu proton ni i ti H 5.54(dd, J = 8.0, 3.5 Hz), v mt tn hiu proton ti H 3.19 (1H, m). Ph 13C-NMR ca EA2 xut hin tn hiu ca 30 nguyn t. Cc ph 1H- v 13C-NMR ca EA2 v EA3 hon ton tng ng vi nhau. Ch c mt im khc bit v chuyn dch proton v cacbon ca nhm oximethine l: tn hiu proton ca nhm oximethine trong EA2 (H 3.19) chuyn dch v pha trng mnh hn trong EA3 (H 3.40), cn tn hiu cacbon ca nhm oxymethine trong EA2 (C 78.8) chuyn dch v pha trng thp hn trong EA3 (C 76.2) iu ny cho php d on EA2 l ng phn ca EA3 vi nhm oxymethine nm v tr 3. Phn tch cc d kin ph thu c v so snh vi ti liu cng b [], hp cht EA2 c xc nh l taraxerol. Nh vy khi nhm cacbonyl (>C=O) trong EA1 b kh ha s thu c hai dng ng phn 14-taraxerene-3-ol (EA3) v 14-taraxerene-3-ol (EA2). y l ln u tin hp cht ny c phn lp t loi E.Agalocha. Khi nghin cu kh nng c ch enzym acetylcholinesterase (AchE) t mt s loi thc vt v nm, Peter J. Houghton v cng s pht hin c kh nng c ch AchE ca 14-taraxeren-3-ol vi gi tr IC50 l 79M [63].

V trTaraxerone3-taraxerol3-taraxerol

23 41.08s0.93s0.94s

24 41.06s0.80 s0.82s

25 101.09s0.91s0.94s

26 81.14s0.97s1.09s

27 130.92s1.09s0.91s

28 170.83s0.82s0.86s

29 200.91s0.91s0.91s

30 200.95s0.95s0.93s

Hp cht EA1, EA2, EA3V tr CEA1 (1)14-taraxeren-3-on[TL1,2]EA2 (3)14-taraxeren-3-ol[TL2]EA3 (2)14-taraxeren-3-ol(epitaraxerol) [TL3]

C (CDCl3, 125MHz)H (CDCl3, 500MHz)C (CDCl3, 125MHz)H (CDCl3, 500MHz)C (CDCl3, 125MHz)H (CDCl3, 500MHz)

138.3(CH2)37.637.7(CH2)

234.1(CH2)2.56 (1H, ddd, J=16.0, 7.6, 3.5 Hz, Ha-2), 2.32(1H, ddd, J=16.0, 6.5, 3.5 Hz, Hb-2)26.725.0(CH2)

3217.5(C)78.83.19 (m)76.2(CH)3.40(br)

447.5(C)38.839.1(C)-

555.7(CH)55.449.2(CH)

619.9(CH2)18.618.7(CH2)

735.1(CH2)35.033.7(CH2)

838.8(C)38.638.0(C)

948.7(CH)48.648.9(CH)

1035.7(C)37.437.5(C)

1117.4(CH2)17.317.4(CH2)

1237.6(CH2)37.535.1(CH2)

1337.7(C)35.637.3(C)

14157.6(C)158.0158.2(C)

15117.1(CH)5.55(dd, J=8.0, 3.5, H-15) 116.75.54(dd, J=8.0, 3.5)116.7(CH)5.52(dd, J=8.0, 3.5)

1636.6(CH2)36.536.7(CH2)

1737.5(C)37.835.8(C)

1848.8(CH)49.548.7(CH)

1940.6(CH2)41.241.2(CH2)

2028.7(C)28.628.8(C)

2133.5(CH2)33.533.1(CH2)

2233.1(CH2)32.932.2(CH2)

2326.1(CH3)1.08s 27.70.93s 33.3(CH3)0.94s

2421.3(CH3)1.06s 15.30.80s 22.1(CH3)0.82s

2514.8(CH3)1.09s 15.20.91s 29.9(CH3)0.94s

2629.8(CH3)1.14s 29.6 0.97s 26.0(CH3)1.09s

2725.5(CH3)0.92s 25.7 1.09s 29.8(CH3)0.91s

2829.9(CH3)0.83s 29.7 0.82s 21.2(CH3)0.86s

2933.3(CH3)0.91s 33.1 0.91s 28.2(CH3)0.91s

3021.4(CH3)0.95s 21.1 0.95s 15.2(CH3)0.93s

KT LUNTrong qu trnh nghin cu ny, chng ti thu c mt s kt qu sau:10. x l mu cy Gi to cao chit tng v cao chit phn on bng cc dung mi hu c khc nhau.1. Bng vic kt hp cc phng php sc k phn lp c 3 hp cht t cao chit n-hexan ca cy Gi, kt hp vi cc phng php ph hin i bao gm cng hng t ht nhn mt chiu (1H-NMR, 13C-NMR, DEPT), ph khi lng (ESI-MS) phn lp c cu trc ha hc ca 3 hp cht. Cc hp cht l:0. Hp cht EA1 (1): 14-taraxerene-3-one0. Hp cht EA3 (2): 14-taraxerene-3-ol (epitaraxerol)0. Hp cht EA2 (3): 14-taraxerene-3-ol (taraxerol)

TI LIU NGHIN CU1. Tuyn tp bo co Hi ngh Sinh thi v Ti nguyn sinh vt ln th 3, 22/10/2009 - Vin ST&TNSV - Vin KH&VN Vit Nam.2. L nh Mi, Dng c Huyn, Nguyn Tin Bn (2004), Chi n ta (Excoecaria L.), chi Lnh cng (Fissistigma Griff.) Ti nguyn thc vt ng Nam , Nh xut bn Nng nghip, H Ni, tp 9(6), trang 3-18.3. Phm Hong H,Cy c Vit Nam, quyn 2 trang 284.4. Ammanamanchi S.R. Anjaneyulu , Vadali Lakshmana Rao, (2000),Phytochemistry, V. 55, p. 891-893.5. Tenji Konishi, Takao Konoshima, Takashi Maoka and Yasuhiro Fujiwara, (2000), Tetrahedron Letters, V.41, p. 3419.6. Ammanamanchi S.R. Anjaneyulu, Vadali Lakshmana Rao, (2002), Phytochemistry, V.62, p. 585-586.7. Tenji Konishi, Takao Konoshima, Takashi Maoka and Yasuhiro Fujiwara, (2003), Phytochemistry, V.64, p. 835- 840.8. Ji-Dong Wang , Wen Zhang , Zhen-Yu Li , Wen-Sheng Xiang ,Yue-Wei Guo , Karsten Krohn, (2007), Phytochemistry, V.68, p. 2436-2440.9. Zhan Chang Wang , Yi Ming Lin , Dan Qin Feng , Cai Huan Ke , Peng Lin , Chong Ling Yan and Jun De Chen, (2009), Open Access, V.14, p.414- 420.10. Yongxin Li, Jun Liu, Shanjiang Yu , Peter Proksch, Jun Gu, Wenhan Lin, Phytochemistry, (2010), V.71, p. 2124- 2130.11. Yusnita Rifai, Midori A. Arai, Samir K. Sadhu, Firoj Ahmed, Masami Ishibashi, (2011), Bioorganic & Medicinal Chemistry Letters V.21, p.718- 722.12. Yongxin Li, Shanjiang Yu, Dong Liu, Peter Proksch, Wenhan Lin, (2011), Bioorganic & Medicinal Chemistry Letters , p.1-313. Nguyn nh Triu, Cc phng php vt l hin i ng dng trong ha hc, Nh xut bn i hc quc gia H Ni, 2012.

PH LC