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T H A N H P H A N H O A H O C CUA T I N H DAU B O B E O TRANG (FISSISTIGMA THORELII (Pierre ex Fin. & Gagnep.) Merr.) O HA TINH
DO NGQC DAI, TRAN DINH T H A N G
Truang Dgi hoc Vinh TRAN MINH HQI Vien Sinh thdi va Tai nguyen sinh vat NGUYEN XUAN DUNGI Dgi hoc Quoc gia Ha Noi Chi Lanh cdng (Fissistigma Griff.) li mgt chi Idn ciia hg Na (Armonaeeae), c6 khoing 80 loai, phan bo d cie nude nhift ddi Chiu A, Uc, Chau Phi, Ma-lai-xi-a, In-do-ne-xi-a, Thai Lan, Campuchia, Lao va Viet Nam.
Cac loii trong chi Lanh cdng (Fissistigma) la ngudn nguyen lieu de tich chilt eic alkaloid CO hoat tinh sinh hgc cao cd khi nang dift khuan, chong ung thu... 0 Vift Nam mdi chi c6 mgt so cong trmh nghien curu ve mit hda hgc d chi nay. Hau bet cic loai thugc chi Lanh cong (Fissistigma) deu eo chua tinh dau hoac hucmg therm, song ham lugng va thanh phin hgc eiia tinh diu d moi loii thudng khic nhau.
Nghien cihi ve thanh phan h6a hgc tinh dau d tren the gidi va Vift Nam chi c6 mgt s6 it c6ng trinh. Tir cay Fissistigma shangtzeense, Fu. F. va cgng sy da phan lap dugc 40 hgp chit tir hoa, thanh phin chinh la linalol (37,8%) vi a-terpineol (12,1%,). Tran Dinh Thing va Nguyen Xuin Diing, 2007 da nghien cun mgt s6 loai trong chi Fissistigma a Vift Nam, xic dinh eic thinh phin chinh tir cay F. bracteatum li myrcene (83,01%), F. oldhamii la (E)-P-ocimene (10,15%o) va a-pinene (6,21%)), F. rubigirosa la myrcene (8,80%)), 6-cadinene (13,36%), (E)-P-oeimene (21,40%), F. polyalthoides la camphene (4,84%,), a-phellandrene (8,28%,), o-cymene (7,7%), P- ph«llandrene (14,19%,) va (E)-P-ocimene (43,40%).
Trong chuang trinh nghien cuu eiia ehung t6i ve mit hoi hgc, nham phuc vu cho vifc tim kiem eic loai tinh diu vi cic boat chit mdi; gop phan cho cong tie dieu tra eo bin nguon tii nguyen thien nhien eiia vimg Bic Trudng San, djnh hudng eho viec su dung ngudn tai nguyen nay. B6 beo trang (Fissistigma thorelii (Pierre ex Fin. & Gagnep.) Merr.) li ket qui nghien curu dau tien cua chiing tdi ve ebi nay.
I. PHUONG PHAP NGHIEN c u t ;
Canh ciia cay B6 beo tring (Fissistigma thorelii (Pierre ex Fin. & Gagnep.) Merr.) dugc thu hai d Hi Tinh vao thing 5 nim 2007. Tieu bin cua loii niy da luu giir d Trudng Dai hgc Vinh.
Canh tuai (3kg) dugc cit nhd va chung cit bing phuang phip loi cuon hai nude trong thdi gian 3 gid d ip suit thudng theo tieu chuin Dugc dien Vift Nam. Him lugng tinh diu li la 0,1% (tinh theo nguyen lifu tuai). Hoi tan 1,5 mg tinh diu da dugc lam kho bing natrisunfat khan trong 1ml metanol tinh khiet sic ky hoac loai dimg eho phan dch ph6.
sic ky khi (GC): Dugc thye hifn tren may Agilent Technologies HP 6890N Plus gin vao detecta FID eiia hang Agilent Technologies, My. Cgt sic ky HP-5MS vdi chieu dai 30m, dudng kinh frong (ID) = 0,25mm, Idp phim mdng 0,25nm da dugc sir dung. Didu kifn phan tich nhu cong bo trong cac bai bio trudc diy cua ehiing tdi. Khi mang H2. Nhift dg budng bam mau (kT
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thuat chuang frinh nhift dg-PTV) 250°C. Nhift do detecta 260°C. Chuang trinh nhift do bu6ng difu nhift: 60°C (2 min), ting 4°C/min cho dfn 220°C, dimg d nhift do nay frong 10 min.
Sdc ky khi-khSiphd (GC/MS): Vifc phan ti'ch dinh tinh dugc thye hien tren hf th6ng thiet bi sic ky khi vi phd ky lien hgp GC/MS cua hang Agilent Technologies HP 6890N. Agilent Technologies HP 6890N/ HP 5973 MSD dugc lip vdi cgt tach mao quan vi van hanh sic ky nhu d trfn vdi He lim khi mang.
Vifc xic nhan cic ciu tir dugc thye hien bang each so sinh cic dir kien phd MS ciia ehiing vdi phd chuin da dugc cdng bd cd trong thu vien Willey/Chemstation HP. Trong mgt s6 trudng hgp dugc kifm tra bang eic chat frong tinh dau da biet hoac chit chuin.
II. KET QUA NGHIEN CUtJ
1. Mo ta va phan bo cua cay Bd beo trang
Day leo than go, dai 10-20m. Canh non ed long ta mau ving. L i hinh biu due thuon, ca (13)16-25(30) X (5)7-10(16)em, chop li gin trdn (cd gai ngin d dinh), gde l i trdn hoac gin hmh tun, mat dudi nhieu ldng to; gin bfn khoang 8-22 ddi, song song vi tan mep; cuong li dai 1-
1,2cm. Hoa hgp thinh xim bd, gin nhu d dinh cinh hoac ngoii nich li. Nu hoa hinh tning thudn. Cinh hoa ngoai hmh mie dii 2,5-3,5cm rgng chimg 6mm; eanh hoa trong hep ban, c9 1,7-2 X 0,3em. Nhi dii cd 1,5mm. L i noan khoing 10-15, dii chimg 4mm; biu cd long ram.
Noan 10-16. Phan qui hinh hiing hoic thudn, 4-5 x 2,5-3,5em, vd qui day (4-5mm), rit sin siii va ed Idng miu vang.
Sinh hgc va sinh thii: Cay ra hoa thing 3-7, mang qui thing 11-3 (nam sau). Mgc rii ric d rimg nguyen sinh, nai im, gin khe suoi, vimg niii dit, d dg cao 5 00-1000m.
Phan bd: Lao Cai (Sapa), San La (Mgc Chau: ChiSng Ve), Hda Binh (Di Bic, Cao Son, chan Niii Bifu), Nghf An (Quynh Luu), Ha Tinh (Thach Ha), Thira Thien Huf (A Minh, A Ludi, Bach Ma), D i Ning (Deo Hii Van), Kon Tum (Die Glay: Mudng Hoong, Kon Plong:
Mang Cinh), Dak Lik (Dik Mil: Due Minh; Dik Ndng: Dao NghTa), Lam Dong (Dran et Ka Nam, Di Linh), Dong Nai (Bien Hda, Bio Chinh), edn cd d Lao, Campuchia.
2. Thanh phan hda hgc cua tinh dau canh cay Bo beo trSng
Him lugng tinh diu tir cinh cay Bo beo fring (Fissistigma thorelii (Pierre ex Fin. &
Gagnep.) Merr.) li 0,1% (theo nguyen lifu tuai). Tinh diu li chit ldng cd miii tham die bift.
Nghien cuu thanh phin hda hgc cua tinh diu cinh cay Bd beo tring (Fissistigma thorelii (Pierre ex Fm. & Gagnep.) Merr.) d H i TTnh bing phuang phip sic ky khi (GC) vi sic ky khi kh6i ph6 (GC/MS). Kit qua phan tich dugc trinh biy d bang 1.
Sd lifu thu dugc d bang 1 cho thiy, ban 50 hgp chit dugc tich ra tir tinh diu, trong ib 35 hgp chat dugc xic dinh, chifm dfn 95,3% cua tdng ham lugng tinh diu. Thanh phin chinh cua tmh dau li y-terpinen (22,0). Cic cau tir khic it ban la p-phellandren (7,3%), bicyclogermacren (7,2%), (Z)-P-ocimen (6,4%), a-terpmen (6,0%), p-earyophyllen (6,0%), P-elemen (6,0%), p- cymen (5,9%), (E)-p-ocimen (4,8%), a-humulen (3,6%), eudesma-4 (I4),ll-dien (3,2%), 5-3- caren (2,3%), germacren D (2,3%), myrcen (2,2%), p-selinen (1,8%), a-phellandren (1,6%), germacren A (1,6%). Cic chit edn lai phin Idn cd ham lugng tir 0,1% den 0,9%.
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Thanh phan hoa hgc cua tinh dau (Fissistigma thorelii (Pierre ex Fin.
canh cay Bo beo trang
& Gagnep.) Merr.)
Ban^ 1
STT 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35
Hgp chat a-thujen
a-pinen Sabinen P-pinen Myrcen a-phellandren 6-3-caren a-terpinen p-cymen (3-phellandren (Z)-P-ocimen (E)-P-ocimen y-terpinen a-terpinolen linalool Alloocimen a-cubebcn a-copaen p-elemen (Z)-a-bergamoten p-caryophyllcn a-guaien Aromadendren a-huinulen germacrene D P-selinen bicyclogermacren germacrene A selina-3,7(l 1) dien 5-cadinen Spathulenol Caryophyllene oxit Viridiflorol T-muurolol benzyl benzoat
KI 929 939 976 980 990 1006 1013 1016 1026 1030 1043 1052 1061 1-090 1100 1144 1376 1391 1391 1428 1419 1440 1445 1454 1486 1490 1499 1509 1547 1525 1576 1581 1592 1641 1763
% FID 0,2
1,3 vet 0,9 2,2 1,6 2,3 6,0 5,9 7,3 6,4 4,8 22,0
0,3 vet 0,2 vet 0,3 6,0 vet 6,0 vet vet 3,6 2,3 1,8 7,2 1,6 vet 0,2 0,3 0,7 0,2
X ,
vet 0,5
Chi chu: KI: Chi so Kovats; vet <0,r/o.
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HI. KET LUAN
Ham lugng tinh dau trong canh cay Bd beo tring (Fissistigma thorelii (Pierre ex Fin. &
Gagnep.) Merr.) d Ha TTnh li 0,1% (theo nguyen lieu tuai).
35 hgp chit trong tinh diu tix cinh cay Bd beo tring (Fissistigma thorelii (Pierre ex Fin. &
Gagnep.) Merr.) d H i TTnh da dugc xic dinh, chifm dfn 95,3% cua tdng ham lugng tinh diu.
Thanh phin chinh cua tinh diu li y-terpinen (22,0), P-phellandren (7,3%), bicyclogermacren (7,2%), (Z)-P-ocunen (6,4%), a-terpinen (6,0%), P-caryophyllen (6,0%), P-elemen (6,0%), p- cymen (5,9%).
TAI LIEU THAM KHAO
1. Adams R. P., 2001: Identification of Essential Oil Components by Gas Chromatography/
Quadmpole Mass Specfrometry. Allured Publishing Corp., Carol Sfream, IL
2. Nguyen Tien Ban, 2000: Thye vat chi Viet Nam - Hg Na (Annonaceae). NXB. KH & KT, Ha Ngi.
3. Chen Y., D. Q. Yu, 1996: Planta Medica, 62(6): 512-514.
4. Dugc dien Vift Nam, 1997: NXB. Y hgc. Ha Ngi.
5. Do Nggc Dai, Tran Dinh ThSng, Nguyen Xuan Diing, 2008: Tap chi Smh hgc, 30(4): 52-56.
6. Fu F., Z. Zhang, Y. Shi, 1988: Yunnan Zhi Wu Yan Jiu, 10: 105-108.
7. Joulain D., W. A. Koenig, 1998: The Atlas of Spectral Data of Sesquiterpene Hydrocarbons. E. B. Verlag, Hamburg.
8. Heller S. R., G. W. A. Milne, 1978, 1980, 1983: EPA/NIH Mass Spectral Data Base. U.S.
Government Printing Office. Washington D. C.
9. Kan W. S., 1979: In Pharmaceutical Botany. National Research Institute of Chinese Medicine: Taiwan, p. 268.
10. Lien T. P. et al., 2000: Phytochemistry, 53(8): 991-995.
11. La Dinh Moi, Duong Dire Huyen, Nguyen Tien Ban, 2004: Chi Lanh cdng (Fissistigma Griff.). Tai nguyen thye vat Ddng Nam A, Tap 6: 11-18. NXB. Ndng nghifp. Ha Ngi.
12. Porzel A. et al., 2000: Tetrahedron, 56(6): 865-872.
13. SFDA, 2007: In Chinese Herbal Medicine; Shanghai Science and Technology. Publishing Co. Shanghai, Vol. 3, pp. 1594-1595.
14. Stenhagen E., S. Abrahamsson, F. W. McLafferty, 1974: Regisfry of Mass Specfral Data. Wiley, New York.
15. Swigar A. A., R. M. Siverstein, 1981: Monoterpenens. Aldrich, Milwaukee.
16. Thang T. D., H. V. Luu, N. X. Dung, 2004: J. Essent. Oil Bearing Plants, 7(1): 43-48.
17. Tran Dinh Thing, Nguyen Xuan Dung, 2007: Progress in the study of some Fissistigma species from Vietnam, in book Edit by: Dr. Leopold Jirovetz, Dr. Nguyen Xuan Dung and Dr. V.K. Varshney. Aromatic Plants from Asia their Chemistry and Application in Food and Therapy. Har Krishan Bhalla & Sons, Dehradun, India.
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CHEMICAL COMPOSITION OF ESSENTIAL OILS OF
FISSISTIGMA THORELII (Pierre ex Fin. & Gagnep.) Merr.) FROM HATINH
DO NGOC DAI, TRAN DINH TH.VNG. TRAN MINH HOI NGUYTN XUAN DUNG SUMMARY
The stems of Fissistigma thorelii (Pierre ex Fin. & Gagnep.) Merr. collected from HaTmh provmce, Vietnam in May 2007 was isolated by steam distillation with oil yield of 0.1% and analyzed by Capillary GC and GC/MS. Thirty five components have been identified accounting for more than 93.1% of the oil. The major constituents of this oil appeared to be y-terpinene (22.0). Less predominant constituents included P-phellandrene (7.3%)), bicyclogermacrene (7.2%), (Z)-P-ocimene (6.4%,), a-terpinene (6.0%,), P-earyophyllene (6.0%o), P-elemene (6.0%o), p-eymene (5.9%), (E)-P-ocimene (4.8%), a-humulene (3.6%,), eudesma^ (I4),ll-diene (3.2%), 5-3-carene (2.3%), germacrene D (2.3%), myrcene (2.2%,), P-selinene (1.8%), a-phellandrene (1.6%), and germacrene A (1.6%,). All the other components were m eoneenfration of less than 0.1 - 0.9%.
