CN102030800B - Abies holophylla triterpenoid compound, extraction separation thereof and application thereof - Google Patents

Abstract

The invention provides a firpine triterpenoid compound, including the following compounds 1, 2, 3, 4, and 5. The present invention has carried out cytotoxic activity experiment to described compound, and the result shows, 5 compounds all have better inhibitory activity to human lung cancer cell, human intestinal cancer cell, human small cell lung cancer cell, human breast cancer cell, have very good antitumor effect. The curative effect experiment on mouse S180 sarcoma (solid type) showed that five compounds had significant tumor-inhibiting effects. It can be used to prepare anticancer drugs. The medicine of the invention is composed of fir pinus triterpenoids as active ingredients and conventional pharmaceutical carriers. The medicine of the present invention can be made into preparations according to conventional methods. The medicine of the invention is a traditional Chinese medicine preparation, has little toxic effect and good curative effect, provides a new anticancer medicine for clinical practice, and has great practical application value and good social benefits.

Description

Pinus triterpenoids and their extraction, separation and application

technical field

The invention relates to medicinal chemistry, in particular to fir-pine triterpenoids and their extraction, separation and application. In particular, it relates to the application of fir pine triterpenoids in the preparation of anticancer drugs.

Background technique

Tumor is one of the main causes of human death. The Ministry of Health of China announced the main causes of death of urban and rural residents in 2006. Statistics show that malignant tumors have become the leading cause of death. It can be seen that the prevention and treatment of tumors is very urgent. Drug therapy is one of the main treatments for tumors. At present, although dozens of anti-tumor drugs have been developed, they can effectively prolong the life of patients or improve the quality of life of patients. However, the research and development of tumor drugs is still facing great challenges. For example, most anti-tumor drugs are cytotoxic drugs, and their side effects are obvious, which limits the efficacy of these drugs. Cheng Shujun, a well-known tumor etiologist and academician of the Chinese Academy of Engineering, believes that the prevention and treatment of tumors in modern medicine is still in its infancy. Traditional Chinese medicine has the basis of thousands of years of human toxicity experiments. Searching for high-efficiency and low-toxicity anti-tumor active lead compounds from natural products has always been a hot spot in new drug research.

Abies is an important genus of Pinaceae, with about 50 species, distributed in the alpine regions of Asia, Europe, North America, Central America and northern Africa. There are 19 species and 3 variants in China. Distributed in the alpine areas of Northeast China, North China, Northwest China, Southwest China and Zhejiang and Taiwan provinces. Some of these plants are used as folk medicine in some areas for the treatment of colds, stomachaches, indigestion, and blood vessel, lung and venereal diseases. Modern studies have shown that some compounds and their derivatives isolated from plants of this genus have various biological activities, including: insect juvenile protection, anti-tumor, anti-bacterial, anti-ulcer, anti-inflammatory, anti-hypertensive, antitussive and treatment of central nervous system Systemic disease. Since most of the plants in this genus have a wide range of physiological activities, from 1938 to now, there have been many studies on this genus in the world.

Abies holophylla is a species of fir. It is mainly produced in the mountains of the Mudanjiang River Basin in Northeast China, the Changbai Mountains and the mountains in the east of the Liaohe River. In view of the good pharmacological activity of Abies, the inventors conducted a systematic study on the chemical components of Pinus fir, and found that the triterpenoids of Pinus fir have good antitumor activity, and planned to develop antitumor drugs.

Contents of the invention

The technical problem to be solved by the present invention is to study the anti-tumor activity of fir-pine triterpenoids, design the extraction and separation method of fir-pine triterpenoids and its application in pharmacy.

The present invention provides a fir pinus triterpenoids, including the following compounds 1, 2, 3, 4, 5:

Compound 1: 25,26,27-nortricarbon-3α-hydroxycycloartinane-24-carboxylic acid; Compound 2: 25,26,27-nortricarbon-3α-methoxycycloartitane-24 Carboxylic acid; compound 3: 24,25,26,27-nortricarbon-3-carbonyl-9βhydrogen-lanostane-7-ene-23-carboxylic acid; compound 4: 3,4-opening-9βhydrogen - Lanostane-4(28), 7,22,25-tetraene-23,26-lactone-3-carboxylic acid; Compound 5: Lanostane-7,9(11), 24-triene- 26-Carboxylic acid

Compound 1: 25, 26, 27-Trinor-3α-hydroxycyclartan-24-oic acid

25,26,27-nortricarbon-3α-hydroxycycloartinane-24-carboxylic acid

Amorphous powder, optical rotation: +12.1 (c 0.08, ethanol), maximum ultraviolet absorption wavelength: 226nm; maximum absorption wavenumbers of infrared spectrum: 3445, 2928, 2868, 1715, 1457, 1383, 1068, 971cm ^-1 , ESI-MS : 415[MH] ^- , high resolution mass spectrum: 467.3170[M+Na] ⁺ (calcd for C ₂₇ H ₄₄ O ₃ Na, 467.3161).

Compound 2: 25, 26, 27-Trinor-3α-methoxycycloartan-24-oic acid

25,26,27-nortricarbon-3α-methoxycycloartinane-24 carboxylic acid

Amorphous powder, optical rotation: +9.0 (c 0.16, chloroform), maximum UV absorption wavelength: 223nm; maximum infrared absorption wavenumbers: 3445, 2955, 2924, 1700, 1456, 1382, 1098cm ^-1 , ESI-MS: 453 [M+Na] ⁺ , high resolution mass spectrum: 453.3329 [M+Na] ⁺ (calcd for C ₂₈ H ₄₆ O ₃ Na, 453.3339).

Compound 3: 24, 25, 26, 27-Tetranor-3-oxo-9βH-lanosta-7-en-23-oic acid

24,25,26,27-nortricarbon-3-carbonyl-9βhydro-lanostane-7-ene-23-carboxylic acid

Amorphous powder, optical rotation: +43.5 (c 0.23, ethanol), maximum ultraviolet absorption wavelength: 229nm; maximum absorption wavenumbers of infrared spectrum: 3439, 3031, 2961, 1730, 1458, 1320, 1050, 968, 668cm ^-1 , ESI - MS: 399 [MH] ^- , high resolution mass spectrum: 423.2888 [M+Na] ⁺ (calcd for C ₃₀ H ₄₃ O ₄ Na, 423.2870).

Compound 4: 3,4-seco-9βH-Lanosta-4(28), 7,22,25-tetraen-23,26-olid-3-oicacid

3,4-ring-opening-9βhydro-lanostane-4(28),7,22,25-tetraene-23,26-lactone-3-carboxylic acid

Amorphous powder, optical rotation value: -83.4 (c 0.79, chloroform), maximum ultraviolet absorption wavelength: 279nm; maximum absorption wavenumber of infrared spectrum: 3446, 2969, 2949, 1738, 1436, 1366, 1092, 962, 758cm ^-1 , ESI - MS: 489 [M+Na] ⁺ , high resolution mass spectrum: 489.2994 [M+Na] ⁺ (calcd for C ₃₀ H ₄₂ O ₄ Na, 489.2975).

Compound 5: Lanosta-7,9(11)24-trien-26-oic acid

Lanostane-7,9(11),24-triene-26-carboxylic acid

Amorphous powder, optical rotation value: -83.4 (c 0.79, chloroform), maximum ultraviolet absorption wavelength: 279nm; maximum absorption wavenumber of infrared spectrum: 3446, 2969, 2949, 1738, 1436, 1366, 1092, 962, 758cm ^-1 , ESI - MS: 489 [M+Na] ⁺ , high resolution mass spectrum: 489.2994 [M+Na] ⁺ (calcd for C ₃₀ H ₄₂ O ₄ Na, 489.2975).

Table 1. ¹ H and ¹³ CNMR Spectroscopic Data of compound 1-4in CDCl ₃

^a analysis frequency 100MHz ^b analysis frequency 400MHz. ^c analysis frequency 150MHz. ^d analysis frequency 600MHz.

Compound 5 is a known compound, and its carbon spectrum and hydrogen spectrum data are all published information, and the literature can be consulted.

Another object of the present invention is to provide the extraction and separation method of the above-mentioned fir pinus triterpenoids.

Include the following steps:

The raw material fir pine used in the method of the present invention is collected from the Changbai Mountains in Northeast China, and its dry pine branches are obtained.

(1) Extraction: crush the dried branches and leaves of fir pine, extract 1-3 times with 75-95% ethanol 8-20 times volume W/V back flow, each time for 2-3 hours, combine the extracts, and concentrate the extracts under reduced pressure to obtain Liquid extract, the liquid extract is equivalent to 1ml containing fir 0.9-1.1g, the liquid extract is diluted with 1-3 times the amount of water W/V, extracted 3-5 times with 0.5-2 times the amount of V/V of chloroform to obtain Chloroform extraction part;

(2) Separation: apply silica gel column chromatography to the above-mentioned chloroform extraction part, and use petroleum ether/ethyl acetate system gradient elution with a volume ratio of 100:0-1:1, and thin-layer chromatography detection, according to the order of elution Fractions containing compounds 2, 1, 3, 5, and 4 were collected respectively; the compounds of each fraction were subjected to Sephadex gel chromatography, eluted with chloroform/methanol at a volume ratio of 1:1, and then subjected to C18 reaction. Phase column chromatography, eluting with methanol/water with a volume ratio of 6:4-10:0, and detection by thin layer chromatography finally obtained 5 compounds.

Another object of the present invention is to provide the application of the above-mentioned firpine triterpenoids in the preparation of anticancer drugs.

The present invention has carried out cytotoxic activity experiment to above-mentioned compound, including A549 (human lung cancer cell), Colo 205 (human intestinal cancer cell), NCI-H446 (human small cell lung cancer cell) and MDA-MB-435 (human breast cancer cell) ), the results showed that the five compounds had good inhibitory activity on human lung cancer cells, human intestinal cancer cells, human small cell lung cancer cells, and human breast cancer cells, and had good antitumor effects. The curative effect test of compounds on mouse S180 sarcoma (solid type) was carried out, and the results showed that all five compounds had significant tumor-inhibiting effects. It can be used to prepare anticancer drugs.

The medicine of the invention consists of firpine triterpenoids as active ingredients and conventional pharmaceutical carriers, and can be made into pharmaceutical preparations according to conventional methods.

The medicine of the invention is a traditional Chinese medicine preparation, has little toxic effect and good curative effect, provides new anticancer medicine for clinic, and has great practical application value and good social benefit.

Detailed ways

Example 1

The raw material of the following examples is fir pine collected from the Changbai Mountains in Northeast China, and its dried branches and leaves are taken.

(1) Extraction: Grind 10Kg of dried branches and leaves of fir pine, extract once with 80L of 75% ethanol under reflux, each time for 2 hours, combine the extracts, concentrate the extracts under reduced pressure to form a fluid extract, the fluid extract is equivalent to 1ml containing fir Pine 0.9g, the liquid extract was diluted with 12L of water, extracted 3 times with 6L of chloroform to obtain the chloroform extraction fraction;

(2) Separation: The above-mentioned chloroform extraction part is subjected to silica gel column chromatography, and the petroleum ether/ethyl acetate system gradient elution with a volume ratio of 100:0-1:1 is used for thin-layer chromatography detection. The fractions of compounds, the elution order is compound 2, 1, 3, 5, 4. The five compounds were chromatographed on Sephadex gel, eluted with chloroform/methanol with a volume ratio of 1:1, and finally reacted with C18 Phase column chromatography, eluting with methanol/water with a volume ratio of 6:4-10:0, and thin-layer chromatography detection, finally obtained 5 compounds, compound 1 was 50 mg, compound 2 was 83 mg, and compound 3 was 71 mg , compound 4 was 38 mg, and compound 5 was 126 mg.

Compound 1 is an amorphous powder, optical rotation value: +12.1 (c 0.08, ethanol), maximum ultraviolet absorption wavelength: 226nm; maximum absorption wavenumbers of infrared spectrum: 3445, 2928, 2868, 1715, 1457, 1383, 1068, ^{971cm -1} , ESI-MS: 415 [MH] ^- , high resolution mass spectrum: 467.3170 [M+Na] ⁺ (calcd for C ₂₇ H ₄₄ O ₃ Na, 467.3161).

Compound 2 amorphous powder, optical rotation: +9.0 (c 0.16, chloroform), maximum UV absorption wavelength: 223nm; maximum absorption wavenumbers of infrared spectrum: 3445, 2955, 2924, 1700, 1456, 1382, 1098cm ^-1 , ESI-MS : 453[M+Na] ⁺ , high-resolution mass spectrum: 453.3329[M+Na] ⁺ (cal cd for C ₂₈ H ₄₆ O ₃ Na, 453.3339).

Compound 3 amorphous powder, optical rotation: +43.5 (c 0.23, ethanol), maximum UV absorption wavelength: 229nm; maximum absorption wavenumbers of infrared spectrum: 3439, 3031, 2961, 1730, 1458, 1320, 1050, 968, ^{668cm -1} , ESI-MS: 399 [MH] ⁻ , high resolution mass spectrum: 423.2888 [M+Na] ⁺ (calcd for C ₃₀ H ₄₃ O ₄ Na, 423.2870).

Compound 4 amorphous powder, optical rotation value: -83.4 (c 0.79, chloroform), maximum ultraviolet absorption wavelength: 279nm; maximum absorption wavenumber of infrared spectrum: 3446, 2969, 2949, 1738, 1436, 1366, 1092, 962, ^{758cm -1} , ESI-MS: 489[M+Na] ⁺ , high resolution mass spectrum: 489.2994[M+Na] ^{+ (} calcd for C ₃₀ H ₄₂ O ₄ Na, 489.2975).

Compound 5 amorphous powder, optical rotation value: -83.4 (c 0.79, chloroform), maximum ultraviolet absorption wavelength: 279nm; maximum absorption wavenumber of infrared spectrum: 3446, 2969, 2949, 1738, 1436, 1366, 1092, 962, ^{758cm -1} , ESI-MS: 489[M+Na] ⁺ , high resolution mass spectrum: 489.2994[M+Na] ⁺ (calcd for C ₃₀ H ₄₂ O ₄ Na, 489.2975).

Table 1. ¹ H and ¹³ CNMR Spectroscopic Data of Compounds 1-4 in CDCl ₃

^a analysis frequency 100MHz ^b analysis frequency 400MHz. ^c analysis frequency 150MHz. ^d analysis frequency 600MHz.

Example 2

(1) Extraction: crush 5Kg of dried branches and leaves of fir pine, extract 3 times with 100L of 80% ethanol under reflux, each time for 3 hours, combine the extracts, and concentrate the extracts under reduced pressure to form a liquid extract, which is equivalent to 1ml containing Chinese fir Pine 1.0g, the liquid extract was diluted with 10L of water, extracted 4 times with 20L of chloroform to obtain the chloroform extraction fraction;

(3) Separation: apply silica gel column chromatography to the above-mentioned chloroform extraction part, and use the petroleum ether/ethyl acetate system gradient elution with a volume ratio of 100:0-1:1, and detect by thin-layer chromatography. Compound fractions, the elution order is compound 2, 1, 3, 5, 4, 5 compounds respectively? Sephadex chromatography, eluted with chloroform/methanol with a volume ratio of 1:1, and then C18 reverse-phase column chromatography, eluted with methanol/water with a volume ratio of 6:4-10:0, Thin-layer chromatography detection finally obtained 5 compounds respectively, the compound 1 was 31 mg, the compound 2 was 40 mg, the compound 3 was 32 mg, the compound 4 was 20 mg, and the compound 5 was 73 mg.

Example 3

(1) Extraction: Grind 20Kg of dried branches and leaves of fir pine, reflux extraction with 95% ethanol 200L for 3 times, each time for 3 hours, combine the extracts, and concentrate the extracts under reduced pressure to form a liquid extract, which is equivalent to 1ml containing Chinese fir Pine 1.1g, the liquid extract was diluted with 54L of water, extracted 5 times with 54L of chloroform to obtain the chloroform extraction fraction;

(4) Separation: The above-mentioned chloroform extraction part is subjected to silica gel column chromatography, and the petroleum ether/ethyl acetate system gradient elution with a volume ratio of 100:0-1:1 is used for thin-layer chromatography detection. The fractions of compounds, the elution order is compound 2, 1, 3, 5, 4. The five compounds were chromatographed on Sephadex gel, eluted with chloroform/methanol with a volume ratio of 1:1, and finally reacted with C18 Phase column chromatography, eluting with methanol/water with a volume ratio of 6:4-10:0, and detection by thin layer chromatography, finally obtained 5 compounds respectively. Compound 1 was 115 mg, Compound 2 was 157 mg, Compound 3 was 151 mg, Compound 4 was 84 mg, and Compound 5 was 267 mg.

Example 4

(1) Extraction: crush 10Kg of dried branches and leaves of fir pine, extract 3 times with 150L of 85% ethanol under reflux, each time for 2 hours, combine the extracts, and concentrate the extracts under reduced pressure to form a liquid extract, which is equivalent to 1ml containing Chinese fir Pine 1.05g, the liquid extract was diluted with 10L of water, extracted 4 times with 8L of chloroform to obtain the chloroform extraction fraction;

(5) Separation: Apply silica gel column chromatography to the above-mentioned chloroform extraction part, and use the petroleum ether/ethyl acetate system gradient elution with a volume ratio of 100:0-1:1, and detect by thin-layer chromatography. Compound fractions, the elution order is compound 2, 1, 3, 5, 4. The five compounds were chromatographed on Sephadex gel, eluted with chloroform/methanol with a volume ratio of 1:1, and then reacted with C18 Phase column chromatography, eluting with methanol/water with a volume ratio of 6:4-10:0, and detection by thin layer chromatography, finally obtained 5 compounds respectively. Compound 1 was 54 mg, Compound 2 was 79 mg, Compound 3 was 80 mg, Compound 4 was 36 mg, and Compound 5 was 119 mg.

Example 5

Cytotoxic activity test of compounds

1. Experimental materials

1.1. Test samples

After dissolving 5 compounds (prepared in Example 1) with DMSO (dimethyl sulfoxide) (Merck) respectively, add PBS (phosphate buffer saline) (-) to form a solution or a uniform suspension of 1000 μg/ml, Then it was diluted with PBS(-) containing DMSO.

1.2. Cell lines

A549 (human lung cancer cells)

Colo 205 (human intestinal cancer cell)

NCI-H446 (human small cell lung cancer cells)

MDA-MB-435 (human breast cancer cells)

1.3. Culture medium

RPMI1640+15%NBS+double antibody

other materials

Automatic microplate reader: model: WellscanMK-2, manufacturer: Labsystems imported 96-well culture plate, etc.

2. Test method

MTT (tetramethylazolium salt microenzyme reaction colorimetric method) method: Add 100 μl of cell suspension with a concentration of 4-6× ¹⁰ cells/ml to each well of a 96-well plate, and culture at 37°C and 5% CO ₂ inside the box. After 24 hours, add the sample solution, 10 μl/well, set up duplicate wells, and act at 37°C and 5% CO ₂ for 72 hours. Add 20 μl of 5 mg/ml MTT solution to each well, add the solution after 4 hours of action, 100 μl/well, put it in an incubator, measure the 570nm OD value (absorbance) with MK-2 automatic microplate reader after dissolution.

3. Test results

The results are shown in Table 3. The results show that the five compounds have good inhibitory activity on human lung cancer cells, human intestinal cancer cells, human small cell lung cancer cells, and human breast cancer cells, and have good antitumor effects and good antitumor effects. Development prospects.

Table 35 compounds have inhibitory effect on the proliferation of human tumor cells in vitro

The curative effect experiment of embodiment 6 compound on mouse S180 sarcoma (solid type)

1. Experimental materials

1.1 Test sample

The 5 compounds (prepared in Example 1) were respectively dissolved with a small amount of Tween-80 and then prepared into solutions with 0.5% CMC.

1.2 Animals

Strain: Kunming mouse

Source: Provided by the Experimental Animal Center of Second Military Medical University.

Certificate number: Shanghai Donghe Zhengzi No. 107

Weight: 18-20g

Gender: female.

1.3 Transplanted tumors

The mouse S180 sarcoma was maintained by the Shanghai Institute of Pharmaceutical Industry.

2. Experimental method

Get the well-growing mouse S180 sarcoma ascites, dilute it 1:4 with normal saline, inoculate 0.2ml under the skin of each mouse armpit, divide into random groups, be divided into control group, cyclophosphamide group (CTX group, 20mg/kg, ip ×7), administration (5mg/kg) group, administration from the next day after inoculation, administration volume is 0.5ml/20g body weight, continuous gavage for 7 days. Ten days after the inoculation, the animals were sacrificed by dislocation of the neck, and the body weight of the animals was weighed, and then the tumor mass was dissected and weighed. The results are judged according to the following formula:

3. Experimental results

Five compounds have significant antitumor effect. The experimental results are shown in Table 4.

The inhibitory effect of table 45 compounds on mouse S180 sarcoma

Compared with the control group: *P<0.05, **P<0.01.

Claims (10)

1. fir pine triterpenoid compound, is characterized in that, described compound is following compound 1,2,3,4: Compound 1: 25,26,27-nortricarbon-3α-hydroxycycloartinane-24-carboxylic acid

Amorphous powder, optical rotation: +12.1c 0.08, ethanol, UV maximum absorption wavelength: 226nm; infrared spectrum maximum absorption wavenumber: 3445, 2928, 2868, 1715, 1457, 1383, 1068, 971cm ^-1 , ESI-MS: 415 [MH] ^- , high resolution mass spectrum: 467.3170[M+Na] ⁺ : C ₂₇ H ₄₄ O ₃ Na, 467.3161; Compound 2: 25,26,27-nortricarbon-3α-methoxycycloartinane-24 carboxylic acid

Amorphous powder, optical rotation: +9.0c 0.16, chloroform, maximum ultraviolet absorption wavelength: 223nm; maximum infrared absorption wavenumber: 3445, 2955, 2924, 1700, 1456, 1382, 1098cm ^-1 , ESI-MS: 453[M +Na] ⁺ , high resolution mass spectrum: 453.3329[M+Na] ⁺ : C ₂₈ H ₄₆ O ₃ Na, 453.3339; Compound 3: 24,25,26,27-nortricarbon-3-carbonyl-9βhydro-lanostane-7-ene-23-carboxylic acid Amorphous powder, optical rotation: +43.5c 0.23, ethanol, UV maximum absorption wavelength: 229nm; infrared spectrum maximum absorption wavenumber: 3439, 3031, 2961, 1730, 1458, 1320, 1050, 968, 668cm ^-1 , ESI-MS : 399[MH] ^- , high resolution mass spectrum: 423.2888[M+Na] ⁺ : C ₃₀ H ₄₃ O ₄ Na, 423.2870; Compound 4: 3,4-cyclo-9βhydro-lanostane-4(28),7,22,25-tetraene-23,26-lactone-3-carboxylic acid

Amorphous powder, optical rotation: -83.4c 0.79, chloroform, maximum UV absorption wavelength: 279nm; maximum infrared absorption wavenumber: 3446, 2969, 2949, 1738, 1436, 1366, 1092, 962, 758cm ^-1 , ESI-MS : 489[M+Na] ⁺ , high resolution mass spectrum: 489.2994[M+Na] ⁺ : C ₃₀ H ₄₂ O ₄ Na, 489.2975; Compound 1-4 ¹ H and ¹³ CNMR data CDCl ₃

^a analysis frequency 100MHz ^b analysis frequency 400MHz. ^c analysis frequency 150MHz. ^d analysis frequency 600MHz. 2. the extraction and separation method of fir pine triterpenoids as claimed in claim 1, is characterized in that, the method comprises the following steps: (1) Extraction: crush the dried branches and leaves of Abies holophylla, reflux extraction with 75-95% ethanol 8-20 times W/V for 1-3 times, each time for 2-3 hours, combine the extracts, and decompress the extracts Concentrate into a liquid extract, the liquid extract is equivalent to 1ml containing 0.9-1.1g of fir pine, the liquid extract is diluted with 1-3 times the amount of water W/V, and extracted 3-5 times with 0.5-2 times the amount of V/V of chloroform , to obtain the chloroform extraction part; the fir pine is collected from the Changbai Mountains in Northeast China, and its dry pine branches are obtained; (2) Separation: apply silica gel column chromatography to the above-mentioned chloroform extraction part, and use petroleum ether/ethyl acetate system gradient elution with a volume ratio of 100:0-1:1, and thin-layer chromatography detection, according to the order of elution Fractions containing compounds 2, 1, 3, and 4 were collected separately; the compounds in each fraction were subjected to Sephadex gel chromatography, eluted with chloroform/methanol at a volume ratio of 1:1, and then passed through a C18 reverse-phase column Chromatography, eluting with methanol/water with a volume ratio of 6:4-10:0, and detection by thin layer chromatography, finally obtained 4 compounds. 3. the application of fir pine triterpenoids in the preparation of anticancer drugs as claimed in claim 1, wherein said cancer is lung cancer, intestinal cancer and breast cancer. 4. The application according to claim 3, characterized in that the firpine triterpenoid is 25,26,27-nortricarbon-3α-hydroxycycloaltinane-24-carboxylic acid. 5. The application according to claim 3, characterized in that the firpine triterpenoid is 25,26,27-nortricarbon-3α-methoxycycloartinane-24 carboxylic acid. 6. according to the application of claim 3, it is characterized in that, described fir pine triterpenoid is 24,25,26,27-nortricarbon-3-carbonyl-9β hydrogen-lanostane-7-ene-23 -carboxylic acid. 7. according to the application of claim 3, it is characterized in that, described fir pine triterpenoid compound is 3,4-ring-opening-9β hydrogen-lanostane-4(28),7,22,25-tetraene- 23,26-Lactone-3-carboxylic acid. 8. The application according to claim 3, characterized in that the drug consists of firpine triterpenoids as active ingredients and conventional pharmaceutical carriers. 9. The application according to claim 3, characterized in that the application is in the preparation of drugs against human lung cancer cells, human intestinal cancer cells and human breast cancer cells. 10. The application according to claim 9, characterized in that the application is in the preparation of anti-human small cell lung cancer cell medicine.