CN1061601A - The preparation method of tripterygium wilforbii and antifertility purposes - Google Patents
The preparation method of tripterygium wilforbii and antifertility purposes Download PDFInfo
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- CN1061601A CN1061601A CN 90105974 CN90105974A CN1061601A CN 1061601 A CN1061601 A CN 1061601A CN 90105974 CN90105974 CN 90105974 CN 90105974 A CN90105974 A CN 90105974A CN 1061601 A CN1061601 A CN 1061601A
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- tripterygium
- wilforbii
- chloroform
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Abstract
The invention provides the preparation method and the antifertility purposes of compound tripterygium wilforbii.Its method is, the plant trypterygine is used solvent extraction, again extract carried out chromatography, carries out wash-out, crystallization then with organic solvent.Resulting tripterygium wilforbii has significant male antifertility effect, does not have obvious toxic and side effects.Its antifertility action is clear and definite and reversible, is a kind of promising male anti-fertility compound.
Description
The present invention relates to the preparation method and the antifertility purposes of tripterygium wilforbii.
The compound tripterygium wilforbii (tripdiolide) that from plant trypterygine [Tripterygium Wilfordii Hook.f.] rhizome leaf, extracts, its chemical structure is at " The Journo lof America Chemical science ", 1972:94(20): deliver on 7194, structural formula is as follows:
But its preparation method trouble and yield are low, and its antitumor action had report, but do not relate to its antifertility action in the report.Existing male antifertility medicine gossypol has certain toxic side effect; Under antifertility dosage, all the user can cause that all blood potassium reduces, and wherein the 1-10% pill taker in half a year hypokalemia and paralysis can take place; 1/4 pill taker's fertility is changed into irreversible; Can cause 30% pill taker tubular injury in various degree, pathology also has same performance, negates its application as the male antifertility medicine in the world substantially.Therefore, the new male anti-fertility compound of development has become the task of top priority.
The purpose of this invention is to provide the new preparation method of tripterygium wilforbii and its new purposes aspect male antifertility.
Its method for making is as follows: tripterygium root or cauline leaf are extracted with ethanol (or chloroform), extract uses column chromatography, or with trypterygine raw material poach, water cooking liquid is used chloroform extraction again, concentrates chloroform solution, concentrated solution uses column chromatography, with the organic solvent wash-out, collect the part that contains tripterygium wilforbii, once more chromatographic separation, recrystallization then, get final product the pure product of tripterygium wilforbii.Above organic solvent can be a chloroform, ether, cyclohexane-acetone, sherwood oil-acetone, acetone-benzene, methyl alcohol-chloroform, acetone-chloroform, ethanol-chloroform, ethyl acetate-chloroform, ethyl acetate-sherwood oil, cyclohexane-chloroform, benzene-methyl alcohol etc.
The used filler of above column chromatography is silica gel or aluminum oxide.
The pharmacological action of this compound is as follows:
1, primary dcreening operation: Kunming kind healthy male mice, 27.6 ± 0.5 gram, every group 10, every day gastric infusion 0.56,0.28,0.14mg/kg once, continuous 32 days, mated at 1: 1 with the normal adult female mice in the 26th day, dissected male mouse and get a side vas deferens total length in the 33rd day,, on the white blood cell count(WBC) plate, observe motility of sperm and make the sperm comparative counting in vitro with 0.5ml normal saline flushing sperm.Dissect female mouse in 8 days behind the branch cage, observe embryo number (live tire and absorption tire).The result shows: three administration groups all make testis loss of weight, sperm count minimizing and vigor reduce, and are dose-effect relationship, and all cause sterile (seeing Table 1).
Table 1, medicine are to the influence of mouse propagation parameter (X ± SE)
| Dosage (mg/kg) | n | Sperm (%) alive | Sperm concentration (ten thousand/bar vas deferens) | Two testis weight (mg/10g body weight) | Pairing fertility embryo number |
| 0.08 | 10 | 10.1*** ±4.8 | 28.1*** ±8.5 | 40.2*** ±2.4 | 0 |
| 0.02 | 10 | 39.8*** ±6.7 | 270.8*** ±37.2 | 55.8* ±4.2 | 0 |
| Contrast | 10 | 76.2 ±1.6 | 579.8 ±37.9 | 54.0 ±4.8 | 8.6 ±1.1 |
＊＊P＜0.01，＊＊＊P＜0.001
2, multiple sieve: male ripe SD rat, every day, per os gavaged tripterygium wilforbii 0.025mg/kg, 6 times weekly, 6-7 after week mating test show that all rats are all sterile, cauda epididymidis sperm count and motility rate also significantly descend, and see table 2 for details.This dosage does not all have obvious influence to body weight, sexual behaviour, serum testosterone, various sexual accessory gland weight.The medication group is 1(1/10 only) mouse sees the minority spermatid that comes off, the accidental spermatocyte that comes off, surplus nothing obviously changes.Epididymal is normal, and tube chamber sees that come off on a small quantity spermatid and sperm slightly reduce.Internal organs such as the heart, liver, lung, spleen, kidney all are as good as with contrast.Carry out two batches of experiments altogether, every batch 20 mouse (administration and contrast half and half), basically identical as a result.Show that also tripterygium wilforbii obviously reduces rat epididymis head, tail carnitine content, suggesting effect is in epididymis.
The influence (X ± S, D) that table 2, tripterygium wilforbii are given birth to rat
The female mouse of cauda epididymidis sperm mating
Group (N)
The density motility rate
10
6/ ml 0/0 pregnancy rate tire son alive/pregnant mouse stillborn foetus son/pregnant mouse
Contrast (10) 108 ± 5 82 ± 2 10,/10 13.2 ± 2.1
Administration (10) 78 ± 5* 0* 0/10* 0*
* P＜0.001 is compared with control group
Compound provided by the present invention has clear and definite male antifertility effect, simultaneously, does not have significant cytotoxicity under antifertility dosage, does not have other side effects, and prospect in medicine is preferably arranged.Preparation method provided by the invention, the method height of the existing document of yield, easy to implement.
Below be preparation embodiment.
Embodiment 1, and the enriched material 100g after trypterygine raw material (root or stem or leaf) is concentrated leaching liquid with alcohol (70-95% ethanol) leaching carries out silica gel column chromatography with 1%-10% ethanol-chloroform gradient elution, collects to merge the component that contains tripterygium wilforbii.
The above-mentioned component that contains tripterygium wilforbii is carried out primary column chromatography again, is eluent with the ether, collects with the 100ml bottle, and the part merging that will contain tripterygium wilforbii concentrates, and gets pure tripterygium wilforbii twice with ether or methylene dichloride-ether recrystallization.
Embodiment 2, get trypterygine raw material (root or cauline leaf) poach and remove slag, and concentrate behind the chloroform extraction, and the method by embodiment 1 is prepared then.
The also available benzene-acetone of column chromatography eluting solvent, benzene-methyl alcohol, cyclohexane-acetone, ether-methyl alcohol, ethyl acetate-sherwood oil etc., the column chromatography filler also can use aluminum oxide.
Claims (3)
1, the preparation method of tripterygium wilforbii, it is characterized in that directly carrying out chromatographic separation with the material of chloroform extraction again with the extract of alcohol or chloroform extraction trypterygine raw material or with poach trypterygine raw material, carry out wash-out with organic solvent or compound organic molten machine, collect and merge the component that contains tripterygium wilforbii, crystallization then.
2, the tripterygium wilforbii preparation method who stipulates by claim 1, it is characterized in that said organic solvent or compounded organic solvent refer to: chloroform, ether, methyl alcohol-chloroform, acetone-chloroform, ethanol-chloroform, ethyl acetate-chloroform, cyclohexane-chloroform, cyclohexane-acetone, sherwood oil-acetone, acetone-benzene, ethyl acetate-sherwood oil or ether-methyl alcohol, benzene-methyl alcohol.
3, the purposes of tripterygium wilforbii is characterized in that this compound as the male antifertility medicine, by oral or injecting drug use.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 90105974 CN1061601A (en) | 1990-11-15 | 1990-11-15 | The preparation method of tripterygium wilforbii and antifertility purposes |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 90105974 CN1061601A (en) | 1990-11-15 | 1990-11-15 | The preparation method of tripterygium wilforbii and antifertility purposes |
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| Publication Number | Publication Date |
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| CN1061601A true CN1061601A (en) | 1992-06-03 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| CN 90105974 Pending CN1061601A (en) | 1990-11-15 | 1990-11-15 | The preparation method of tripterygium wilforbii and antifertility purposes |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104231032A (en) * | 2013-06-13 | 2014-12-24 | 宁波工程学院 | Method for separating tripdiolide from Tripterygium Wilfordii Hook F leaves |
| CN105601700A (en) * | 2016-01-07 | 2016-05-25 | 江西中医药大学 | Method for preparing tripdiolide from tripterygium wilfordii |
-
1990
- 1990-11-15 CN CN 90105974 patent/CN1061601A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104231032A (en) * | 2013-06-13 | 2014-12-24 | 宁波工程学院 | Method for separating tripdiolide from Tripterygium Wilfordii Hook F leaves |
| CN105601700A (en) * | 2016-01-07 | 2016-05-25 | 江西中医药大学 | Method for preparing tripdiolide from tripterygium wilfordii |
| CN105601700B (en) * | 2016-01-07 | 2019-05-17 | 江西中医药大学 | The method of triptolide is prepared from tripterygium wilfordii |
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