Analysis of the chemical constituents of frankincense essential oil by gas chromatography-mass spectrometry

Abstract: Frankincense is a colloidal resin containing volatile oil. It is obtained from Boswellia (Boswellia) trees produced in East Africa or Arabia. It was famous in ancient times for the application of spices and smoke in sacrificial offerings. It is still an important incense. Resin.

Objective To extract and analyze the chemical constituents of frankincense essential oil, to fully develop and utilize Chinese medicine resources. Methods The volatile oil extractor was used to extract the components of frankincense volatile oil according to the conventional reflux method, and it was analyzed and identified by gas chromatography-mass spectrometry. Results A total of 47 components were isolated and identified, accounting for 96.95% of the total volatile oil. In the volatile oil component, the main components are octyl acetate (31.3%) and Verticiol (11.43%); In addition, it also contains undecyl alcohol, α-pinene, eucalyptus olein, norbornene acetate, 3-carene, aromatic Camphor alcohol and other components. Conclusion The frankincense essential oil contains various active ingredients, so it is necessary to make further research and exploration in terms of extraction and utilization.

1 Equipment and methods

1.1 Instruments and materials Frankincense (purchased by pharmacies); anhydrous sodium sulfate (analytical purity), Tianjin Tanggu Dengzhong Chemical Factory; volatile oil extractor (conventional glass instrument); PolarisQ gas chromatography-mass spectrometer, Thermo-Finnigan Corporation of the United States ; CKDM type magnetic stirring thermostat electric heating jacket, Longkou Xianke Instrument Company; QE-200 medicinal material crusher, Wuyi County Perseverance Tools Co., Ltd.

1.2 Extraction of frankincense essential oil The frankincense oil was accurately weighed and crushed into coarse pieces, soaked for 12 hours, and then extracted with a volatile oil extractor for 10 hours under normal reflux. The volatile oil component was obtained after drying over anhydrous sodium sulfate, and the oil recovery rate was 2.1% . Volatile oil is a light yellow transparent oily liquid with a special rich fragrance. Refrigerate after sealing, to be tested.

1.3 GC / MS analytical chromatographic conditions of frankincense essential oil: chromatographic column is 5% benzyl polysiloxane elastic quartz capillary column, carrier gas is high-purity helium, flow rate is 1ml / min, inlet temperature is 240 ℃, interface The temperature is 230 ° C, the split ratio is 20: 1, the initial temperature of the column chamber is 70 ° C, and the temperature is maintained for 5 minutes, and the heating rate is 10 ° C / min to 200 ° C, and the temperature is maintained for 5 minutes. Mass spectrometry conditions: EI ion source, interface temperature 230 ° C, electron energy 70eV, scanning range 50-400aum.

2 results

Under the above experimental conditions, the total ion current chromatogram (Figure 1) of the chemical components of frankincense essential oil was obtained by GC-MS analysis. After searching through the standard mass spectrometry library in the computer memory, 47 components were identified and identified, and The peak areas of the total ion current chromatogram were normalized to obtain the relative contents of the purchased frankincense components (Table 1). As can be seen from Table 1, the components of frankincense essential oil are very complex. Among the volatile oil components, olefins account for 10.86%, esters account for 40.69%, alcohols account for 39.08%, and other substances (alkanes, ketones, aldehydes, quinones, acids, etc.) account for 6.42%.

3 Discussion

3.1 The content of volatile oil components can be seen from Table 1. In this experiment, the content of octyl acetate was the highest in the frankincense volatile oil, accounting for 31.3% of the total volatile oil. Conclusions were given with related literature [1, 3 ~ 5] Consistent. However, other components of volatile oil are slightly different from the literature. Verticiol accounts for 11.43% of the total volatile oil content; undecyl alcohol 8.31%, α-pinene 4.4%, myristyl alcohol 4.39%, eucalyptus 3.95%, cis -Australis bergenol accounted for 3.41%, and borneol acetate accounted for 3.05%. In addition, 1-octanol, 3-carene, linalyl butyrate, mesitazol, vitamin D2, decyl acetate, linalool, testosterone, 1-methyl-4- (1- The content of methyl ethyl) -cyclohexene is more than 1%.

Among the components of the frankincense oil obtained, mesitamole, penconazole, vitamin D2, testosterone, and cis-aulbalanol have not been reported in other literatures.

3.2 The function of the components

3.2.1 Octyl acetate Octyl acetate is one of the main active ingredients of frankincense essential oil, which has analgesic and anti-inflammatory effects, and it has been reported in the literature [3].

3.2.2 Verticiol Verticiol is a newly discovered ingredient in Cordyceps sinensis [6], a substance with a structure very similar to that of fritilline, this substance has a special effect on respiratory diseases [7], and there are few reports on Verticiol in the literature , Its large amount may be one of the reasons that frankincense has anti-inflammatory effect. It can be used directly in the production of cold medicines such as cough and phlegm. This is a hypothesis with great development prospects and has great room for development in the application of traditional Chinese medicine.

3.3 α-pinene α-pinene is a bicyclic monoterpene compound, widely present in the bark, leaves and fruits of Phellodendron chinense, pinene is also the main component of pine oil (80% to 90%). α-pinene has a significant inhibitory effect on the biosynthesis of Candida albicans. It inhibits the synthesis of ergosterol in the cell membrane of candida albicans, chitin in the cell wall, polysaccharides and the synthesis of nucleic acid DNA and RNA. To sterilization [8, 9].

3.4 Linalool Linalool (Linalool), also known as linalool, coriander alcohol, garool alcohol, linalool, etc., has a lily of the valley fragrance. The natural linalool smells pure, round, sweet and elegant. Synthetic linalool is difficult to compare. In medicine, linalool has antibacterial and antiviral effects, and has good antibacterial activity against Escherichia coli, Proteus, Enterobacter, Enterococcus, Staphylococcus, Saccharomyces cerevisiae, Coccus albicans, Aspergillus niger, and agar. . Its antibacterial effect is five times that of phenol, and it has similar antibacterial effect as citronellol. In addition, linalool also has deodorant, sedative, anti-caries, and insecticidal functions.

Through the analysis of frankincense volatile oil and literature review, the author found that the extraction rate of volatile oil in this article is relatively low compared with literature [1], which may be related to the source, extraction method and extraction conditions of frankincense, and will be further studied and discussed in subsequent work. In order to provide a basis for the comprehensive utilization of frankincense.

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