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研究生:柯漢傑
研究生(外文):Ko Han-Chieh
論文名稱:中藥吳茱萸成分Rutaecarpine之抽取及其藥物動力學研究
論文名稱(外文):Extraction of rutaecarpine from Evodia rutaecarpa and its
指導教授:黎世源黎世源引用關係
指導教授(外文):Li Shyh-Yuan
學位類別:碩士
校院名稱:文化大學
系所名稱:應用化學系
學門:自然科學學門
學類:化學學類
論文種類:學術論文
論文出版年:1994
畢業學年度:82
語文別:中文
論文頁數:80
中文關鍵詞:吳茱萸芸香科吳茱萸次鹼藥物動力學二維核磁共振光譜
外文關鍵詞:Evodiae Fructusrutaceaerutaecarpinepharmacokinetc2D-NMR
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吳茱萸次鹼(Rutaecarpine)是由中藥吳茱萸芸香科吳茱萸 Evodia
rutaecarpa (Juss.) Benth. 的未成熟果實,依一般分離及純化步驟,
所抽提出來的有效成份之一,吳茱萸為中國民間常用藥物,主治腹痛、
胃痛、頭痛、痢疾、產後出血及停經等疾病。其為淡黃色針狀結晶粉末
,熔點為259-260.5℃,可溶於Alcohol、Benzene、Chloroform、Ether
,以Dragendorff reagent 顯色呈橘黃色,測得紅外線光譜νmax(KBr)
cm-1:3342.0,1654.9,1600.0,1548.1;質譜m/z(%):287(M+,100),
258(9.2),144(6.5),129(6.5);紫外線光譜λmax(Me0H) nm:360.2,
343.2,330.0 ,288.4,276.2,212.8 ;1氫-核磁共振光譜(DMSO-d6)
δ:3.14(2H,t,J=6.8Hz),4.43(2H,t,J=6.8Hz),7.05(1H,dt,J=1.1,
7.8Hz),7.24(1H,dt,J=1.2,7.8Hz),7.42(1H,dt,J=1.1,6.7Hz),7.50
(1H,d,J=8.1Hz),7.59(1H,d,J=7.8Hz),7.65(1H,d,J=7.8Hz),7.76(1
H,dt,J=1,1,6.8Hz),8.15(1H,dd,J=1,1,7.1Hz),11.77(1H,s,N-H);
13碳-核磁共振光譜(DMSO-d6)δ:160.44(C-5),147.26(C-14a),145.
11(C-13b),138.60(C-12a),134.13(C-2),126.97(C-13a),126.41(C
-4),126.27(C-1),125.71(C-3),124.81(C-8b),124.54(C-11),120.
59(C-4a),119.72(C-9),119.55(C-10),117.67(C-8a),112.44(C-12)
,40.66(C-7),18.80(C-8)。綜合上列資料,並參考相關文獻,推定確
為吳茱萸次鹼(Rutaecarpine)。
本實驗亦用一種迅速、精確、省時又高靈敏的高效液相層析儀,來
分離並定量血漿中吳茱萸次鹼含量,並以之從事其藥物動力學之研究。
取 0.1ml含有吳茱萸次鹼之血漿(經氰化甲烷除去蛋白),注入裝有逆相
層析管柱之高效液相層析儀,其紫外線光譜檢測波長設定為 344nm,同
時以牡丹酚 (Paeonol)當內標準品,選擇出最理想的分析條件為移動相
acetonitrile-water(60:40,v/v),加入orthophosphoric acid 調整其
pH為 2.5-2.8來分析吳茱萸次鹼。本方法可有效的定量吳茱萸次鹼在大
白鼠血漿中的濃度,將吳茱萸次鹼以2mg/kg之劑量靜脈投予大白鼠後,
發現吳茱萸次鹼在血中濃度與時間變化,得到一快速分佈和緩慢排除的
圖示,依分析結果呈現一種二室體模式(two compartment open model)
的關係,得到藥物動力學參數(平均值±標準偏差,n=6)為:K10(min-1
) = 0.10±0.01,K12(min-1) = 0.12±0.02,K21(min-1)=0.08±0.02
;T(β)1/2 = 29.29±4.25(min);Vol= 655.15±43.93(ml kg-1);Cl
(t) = 63.46±5.39(ml min-1 kg-1);AUC(o-inf) = 32.93±3.39(μg
min ml-1)。

Rutaecarpine is one of the major bioactive components of
Chinese herbal drug Wu-Chu-Yu, dried unripen fruit of Evodia
rutaecarpa (Juss.) Benth., which has been used in the tradit-
ional Chinese medicine for the treatmentof abdominal pain,
gastrointestinal disorders, headache, dysentery, postpartum
haemorrhage and amenorrhea. Rutaecarpine was obtained from
methanol extracts of the Wu-Chu-Yu by classical separation and
purification procedures. It is pale yellowish needles, mp:259-
260.5 ℃, sol in alcohol, benzene, chloroform, ether; FT-IR ν
max(KBr)cm-1:3342.0,1654.9,1600.0,1548.1;MSm/z(%):287(M+,100),
258(9.2),144(6.5),129(6.5); UVλmax(Me0H)nm:360.2,343.2,330.0,
288.4,276.2,212.8; 1H-NMR(DMSO-d6)δ: 3.14(2H,t,J=6.8Hz),4.43(
2H,t,J=6.8Hz),7.05(1H,dt,J=1.1,7.8Hz),7.24(1H,dt,J=1.2,7.8Hz),
7.42(1H,dt,J=1.1,6.7Hz),7.50(1H,d,J=8.1Hz),7.59(1H,d,J=7.8Hz),
7.65(1H,d,J=7.8Hz),7.76(1H,dt,J=1.1,6.8Hz),8.15(1H,dd,J=1.1,7.
1Hz),11.77(1H,s,N-H); 13C-NMR(DMSO-d6)δ:160.44(C-5),147.26(C-
14a),145.11(C-13b),138.60(C-12a),134.13(C-2),126.97(C-13a),126.
41(C-4),126.27(C-1),125.71(C-3),124.81(C-8b),124.54(C-11),120.
59(C-4a),119.72(C-9),119.55(C-10),117.67(C-8a),112.44(C-12),40.
66(C-7),18.80(C-8).
A simple and sensitive high-performance liquid chromato-
graphic coupled with ultraviolet or photodiode-array detection
method for determination and identification of rutaecarpine in
rat plasma has also been developed. Up to 0.1ml of plasma con-
taining rutaecarpine was deproteinized by acetonitrile, which
contained an internal standard (paeonol). The supernatant was
injected onto a reversed-phase column using a acetonitrile-
water (60:40 v/v, pH2.5-2.8, adjusted by orthophosphoric acid)
as the mobile phase and ultraviolet detection at 344nm. It was
applied to pharmacokinetic study of rutaecarpine in rat after
2mg/kg intravenous administration. The pharmacokinetic parame-
ters phenomenon with a rapid distribution followed by a slower
elimination phase was observed from the plasma concentration-
time curve. Compartmental analysis yielded a two-compartment
model. The pharmacokinetic parameters are expressed as mean±
SEM(n=6):K10(min-1) = 0.10±0.01, K12(min-1) = 0.12±0.02,K21
(min-1)= 0.08±0.02;T(β)1/2= 29.29±4.25(min);Vol= 655.15±
43.93(ml kg-1);Cl(t)= 63.46±5.39(ml min-1 kg-1);AUC(o-inf)=
32.93±3.39(μg min ml-1)。

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