望江南茎提取物的抑菌活性成分分析

doi:10.3969/j.issn.0253-2417.2024.01.016

Abstract

Abstract:

Using stems of Senna occidentalis as raw material, four kinds of extracts were obtained through ultrasonic ethanol extraction and subsequent extracted with different polar solvents. The antibacterial activities of these four extracts against Staphylococcus aureus, Candida albicans, and Acinetobacter baumannii were tested using the filter paper diffusion method. It was found that the chloroform extract exhibited the best overall antibacterial effect. Further separation and purification of the chloroform extract was achieved through chromatography to obtain component 1, component 2, and component 3. Mass spectrometry analysis was used to identify the main antibacterial compounds in component 1 with significant antibacterial activity. The results indicated that component 1, which had relatively low polarity, showed significant antibacterial effects. In component 1, 22 compounds were detected, including 7 flavonoids, 13 anthraquinones, 1 polyphenol, and 1 coumarin. Three individual anthraquinone compounds, namely emodin, chrysophanol, and physcion, were selected for determination of the minimum inhibitory concentration(MIC) and minimum bactericidal concentration(MBC). The results showed that the MIC and MBC values of these three compounds against A. baumannii and S. aureus were lower than those of the chloroform extract. Among them, emodin, chrysophanol, and physcion exhibited the strongest inhibition activity against S. aureus, with MIC values of 0.2 g/L and MBC values of 0.39 g/L. Physcion showed the best overall inhibitory effect and might be one of the main compounds responsible for the antibacterial activity in S. occidentalis.

Key words: antibacterial activity, Senna occidentalis, mass spectrometry, separation

CLC Number:

TQ35
TQ630

Jin YANG, Yining ZHANG, Yuhong ZHANG. Component Analysis and Antifungal Activity of Extract from Senna occidentalis[J]. Chemistry and Industry of Forest Products, 2024, 44(1): 120-128.

Figures/Tables 7

Fig.1

Table 1

Table 2

Fig.2

Table 3

Fig.3

Table 4

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萃取物 extract	抑菌圈bacteriostatic circle/mm
萃取物 extract	鲍曼不动杆菌(G-) A. baumannii	白色念珠菌 C. albicans	金黄色葡萄球菌(G+) S. aureus
石油醚petroleum ether	8.92±0.67c	9.63±1.43cd	8.14±0.48c
乙酸乙酯ethyl acetate	9.69±1.25c	10.63±0.47c	8.65±0.28bc
氯仿chloroform	18.30±1.94a	>25a	12.58±0.78a
水water	—	8.93±1.00d	—
超声波提取液ultrasonic extraction	8.60±1.35cd	8.86±0.46d	9.49±0.92b
青霉素penicillin	12.44±0.68b	21.35±0.48b	12.90±0.63a
空白对照blank control	—	—	—

氯仿馏分 chloroform fraction	抑菌圈bacteriostatic circle/mm
氯仿馏分 chloroform fraction	鲍曼不动杆菌(G-) A. baumannii	白色念珠菌 C. albicans	金黄色葡萄球菌(G+) S. aureus
组分1 component 1	＞20a	＞20a	14.40±1.07a
组分2 component 2	10.17±0.32b	11.24±1.46b	10.23±0.73b
组分3 component 3	7.41±0.41c	—	10.80±0.36b

序号¹⁾ No.	化合物²⁾ compound	分子式 molecular formula	碎片离子(m/z) fragment ion	保留时间/min retention time	文献 literature	相对峰面积/% relative peak area
1	大黄酚chrysophanol	C₁₅H₁₀O₄	210, 182	10.19	[12]	4.19
2	大黄素emodin	C₁₅H₁₀O₅	240.04, 210.03, 197.06	15.18	[13]	9.9
3	Ω-羟基大黄素ω-hydroxyemodin	C₁₅H₁₀O₆	211.04, 255.03	10.43	[14]	3.2
4	橙黄决明素aurantio-obtusin	C₁₇H₁₄O₇	299.02, 314.04	12.38	[15]	1.0
5	大黄素甲醚physcion	C₁₆H₁₂O₅	211, 183	16.71	[16]	3.3
6	芦荟大黄素aloe-emodin	C₁₅H₁₀O₅	—	15.62	[16]	2.1
7	大黄酸rhein	C₁₅H₈O₆	257.22	12.71	[17]	2.5
8	黄决明素glucoaurantio-obtusin	C₂₃H₂₄O₁₂	326.04, 329.01	12.38	[18]	2.2
9	美决明子素obtusifolin	C₁₆H₁₂O₅	—	12.70	[19]	2.7
10	决明素obtusin	C₁₈H₁₆O₇	—	8.46	[19]	1.2
11	1, 8二羟基蒽醌 1, 8-dihydroxyanthraquinone	C₁₄H₈O₄	—	12.22	[20]	0.03
12	6-甲基芦荟大黄素6-methyl-aloeemodine	C₁₆H₁₃O₅	—	12.8	[21]	0.15
13	胭脂红酸kermesicacid	C₂₂H₂₀O₁₃	257.81	16.41	[22]	1.0
14	牡荆素vitexin^△	C₂₁H₂₀O₁₀	283.06, 415.10	20.96	[23]	3.1
15	牡荆素-2-O-鼠李糖苷 vitexin-2-O-rhamnoside^△	C₂₇H₃₀O₁₄	415.1, 397.09, 415.10	6.9	[23]	0.19
16	4-O-甲基槲皮素4-O-methylquercetin^△	C₁₆H₁₂O₇	—	9.40	[24]	2.5
17	藿香黄酮醇3, 7, 3-tri-O-methylquercetin^△	C₁₈H₁₆O₇	301.03	11	[24]	2.0
18	芹菜素4, 5, 7-trihydroxyflavone	C₁₅H₁₀O₅	—	10.04	[25]	2.2
19	木犀草素luteolin	C₁₅H₁₀O₆	—	8.82	[25]	2.3
20	槲皮素quercetin	C₁₅H₁₀O₇	107.01	9.03	[26]	0.3
21	白藜芦醇resveratrol	C₁₄H₁₂O₃	115.05, 117, 185	9.08	[27]	0.2
22	7-羟基-3-(4-羟基苯基)-3，4-二氢香豆素7-hydroxy-3-(4-hydroxyphenyl) -3, 4-dihydrocoumarin	C₁₅H₁₂O₄	164.63	11.22	—	1.6

化合物 compound	MIC/(g·L^-1)			MBC/(g·L^-1)
化合物 compound	鲍曼不动杆菌 A. baumannii	金黄色葡萄球菌 S. aureus	白色念珠菌 C.albicans	鲍曼不动杆菌 A. baumannii	金黄色葡萄球菌 S. aureus	白色念珠菌 C.albicans
大黄素emodin	0.78	0.2	3.13	1.56	0.39	6.25
大黄酚hrysophanol	0.78	0.2	0.39	1.56	0.39	0.39
大黄素甲醚physcion	0.39	0.2	0.78	0.78	0.39	0.78
氯仿萃取物chloroform extract	6.25	12.5	1.56	12.50	25	3.13
组分1 compound 1	6.25	6.25	1.56	12.50	12.50	3.13
青霉素penicillin	0.012 5	0.012 5	0.006 25	0.025	0.025	0.012 5

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Component Analysis and Antifungal Activity of Extract from Senna occidentalis

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