Psidium guajava Essential Oil: Extraction, Component Identification and Bioactivity Against Red Imported Fire Ant

doi:10.11924/j.issn.1000-6850.casb2022-0058

Abstract

Abstract:

In order to investigate the fumigation activity of guava essential oil (EO) against red imported fire ants (RIFA), the bioactivity analysis of essential oil against RIFA was determined by fumigation and gas chromatography-mass spectrometry (GC-MS). 31 compounds were identified in EO, and caryophyllene (37.86%) was the major constituent in EO. The bioactivity test showed that when RIFA were fumigated for 48 h with 20 µL/tube of EO, the mortality rate reached more than 90%. After fumigation for 9 h, the aggregation rate was decreased by 78%, the climbing rate was decreased by 45%, the grabbing rate was decreased by 34%, and the walking rate was decreased by 30%. When RIFA were fumigated for 48 h with 10 µL/tube of EO, the catalase (CAT) and carboxylesterase (CarE) activities in vivo were decreased by 56.62% and 58.57%, respectively. The composition of piperidine compounds secreted by RIFA venom glands was decreased by 50%. In summary, the EO of guava has a good fumigation activity against RIFA, and it could inhibit the behavioral ability, enzyme activity and alkaloid secretion of RIFA. This study could provide a theoretical basis for the in-depth development of guava and the biological control of RIFA.

Key words: guava, essential oil, red imported fire ant, fumigation activity, behavioral ability

SHAO Xuehua, LAI Duo, XIAO Weiqiang, LIU Chuanhe, HE Han, KUANG Shizi. Psidium guajava Essential Oil: Extraction, Component Identification and Bioactivity Against Red Imported Fire Ant[J]. Chinese Agricultural Science Bulletin, 2022, 38(36): 138-145.

Figures/Tables 5

References 29

[1]	龚伟荣. 入侵生物红火蚁在中国适生性的初步研究[D]. 南京: 南京农业大学, 2005.
[2]	陆永跃, 梁广文, 曾玲. 华南地区红火蚁局域和长距离扩散规律研究[J]. 中国农业科学, 2008, 41(4):1053-1063.
[3]	沈文君, 王雅男, 万方浩. 应用相似离度法预测红火蚁在中国适生区域及其入侵概率[J]. 中国农业科学, 2008, 41(6):1673-1683.
[4]	陈婷, 谭思思, 温锦君, 等. 广东省红火蚁发生危害现状与防控对策[J]. 植物检疫, 2022, 36(2):78-81.
[5]	BENELLI G. Plant-borne compounds and nanoparticles: challenges for medicine, parasitology and entomology[J]. Environmental science and pollution research, 2018, 25:10149-11015. doi: 10.1007/s11356-017-9960-y URL
[6]	ZHANG Y, FU J T, HUANG C L, et al. Insecticidal activity of the soil in the rhizosphere of Viburnum odoratissimum against Solenopsis invicta (hymenoptera: formicidae)[J]. Sociobiology, 2017, 64(1):1-6. doi: 10.13102/sociobiology.v64i1.1067 URL
[7]	洪佳敏, 林宝妹, 张朝坤, 等. 番石榴醇提物抗氧化能力及α-葡萄糖苷酶抑制活性研究[J]. 西北农林科技大学学报:自然科学版, 2019, 47(1):139-146.
[8]	邵雪花, 刘牛, 赖多, 等. 基于AFLP分子标记对广东省番石榴种质资源多样性分析及指纹图谱构建[J]. 果树学报, 2020, 37(3):9.
[9]	DAKAPPA-SHRUTHI S, ADHIKARI R, TIMILSINA S S, et al. A review on the medicinal plant Psidium guajava L. (Myrtaceae)[J]. Journal of drug delivery and therapeutics, 2013, 3(2):162-168.
[10]	JOSEPH B & PRIYA M. Review on nutritional, medicinal and pharmacological properties of guava (Psidium guajava Linn.)[J]. International Journal of pharma and bio sciences, 2011, 2(1):53-69.
[11]	CHAUHAN A K, SINGH S, SINGH R P, et al. Guava-enriched dairy products: a review[J]. India journal dairy science, 2015, 68(1): 1-5.
[12]	PARK B J, MATSUTA T, CHANG K J, et al. Phenolic compounds from the leaves of Psidium guajava: hydrolysable tannins and benzophenone glycosides[J]. Chemistry of natural compounds, 2011, 47(4):632-635. doi: 10.1007/s10600-011-0015-1 URL
[13]	SHAO M, WANG Y, JIAN Y Q, et al. Chemical constituents of leaves of Psidium guajava[J]. Zhong guo zhong yao za zhi, 2014, 39(6):1024-1029.
[14]	DIVYA N & ILAVENIL S. Hypoglycemic and hypolipidemic potentials of Psidium guajava in alloxan induced diabetic rats[J]. Research journal of pharm technology, 2012, 5(1):125-128.
[15]	FU L, LU W Q, ZHOU X M. Phenolic compounds and in vitro antibacterial and antioxidant activities of three tropic fruits: persimmon, guava, and sweetsop[J]. Biomed research international, 2016, (2016):1-9.
[16]	QIN X J, YU Q, YAN H, et al. Meroterpenoids with antitumor activities from guava (Psidium guajava)[J]. Journal of agricultural and food chemistry, 2017:4993.
[17]	SANTOS F A, RAO V S N, SILVEIRA E R. Investigations on the antinociceptive effect of Psidium guajava leaf essential oil and its major constituents[J]. Phytotherapy research, 1998, 12(1):24-27. doi: 10.1002/(SICI)1099-1573(19980201)12:1<24::AID-PTR181>3.0.CO;2-B URL
[18]	SANCHES N R, GARCIA CORTEZ D A, SCHIAVINI M S, et al. An evaluation of antibacterial activities of Psidium guajava (L.)[J]. Brazilian archives of biology technology, 2005, 48(3):429-436. doi: 10.1590/S1516-89132005000300014 URL
[19]	RIZZO L Y, LONGATO G B, RUIZ A L, et al. In vitro, in vivo and in silico analysis of the anticancer and estrogen-like activity of guava leaf extracts[J]. Current medicinal chemistry, 2014, 21(20):2322-2330. doi: 10.2174/0929867321666140120120031 URL
[20]	尹浩, 王晨笑, 岳进, 等. 油樟叶精油的提取,化学成分,抗氧化以及抗菌活性研究[J]. 保鲜与加工, 2020, 4:183-191.
[21]	张元波, 张敏, 程启斌, 等. 连翘叶抗氧化谱效相关质量评价研究[J]. 天然产物研究与开发, 2017, 29(4):629-634.
[22]	肖春霞, 张佩文, 谭煜婷, 等. 氟啶虫胺腈对红火蚁毒杀活性及活动能力的影响[J]. 贵州农业科学, 2018, 46(4):48-51.
[23]	AFAF W, AMNA A K, JAMAL A S, et al. Chemical composition and biological activities of the essential oils of Psidium guajava leaf[J]. Journal of king saud university-science, 2019, 31(4):993-998. doi: 10.1016/j.jksus.2018.07.021 URL
[24]	HU W, ZHANG N, CHEN H L, et al. Fumigant activity of sweet orange essential oil fractions against red imported fire ants (Hymenoptera: formicidae)[J]. Journal of economic entomology, 2017, 110(4):1556-1562. doi: 10.1093/jee/tox120 pmid: 28444322
[25]	HUSSAIN R, LING S, TIAN F, et al. Toxicity and enzyme inhibition activities of the essential oil and dominant constituents derived from Artemisia absinthium L. against adult Asian citrus Psyllid diaphorina citri kuwayama (Hemiptera: psyllidae)[J]. Industrial crops and products, 2018, 121:468-475. doi: 10.1016/j.indcrop.2018.05.031 URL
[26]	FERNANDES C C, REZENDE J L, STENICO L, et al. Chemical composition and biological activities of essential oil from flowers of Psidium guajava (myrtaceae)[J]. Brazilian journal of biology, 2020, 80:1-9. doi: 10.1590/1519-6984.182599 URL
[27]	KAMRAN A, MISHRA R, GUPTA R, et al. Therapeutic effects of essential oil from waste leaves of Psidium guajava L. against cosmetic embarrassment using phylogenetic approach[J]. American journal of plant sciences, 2012, 3(6): 745-752. doi: 10.4236/ajps.2012.36090 URL
[28]	SOLLEY G. Fire ant sting anaphylaxis in Australia[J]. Journal of allergy & clinical immunology, 2004, 113(2):75.
[29]	IRWIN & FRIDOVICH. Oxygen is toxic[J]. Bioscience, 1977, 7(27):462-466.

序号	保留时间/min	化合物	百分比/%
1	5.188	Benzaldehyde	0.28
2	7.417	Limonene	0.03
3	7.708	α-Pinene	0.6
4	8.192	cis-β-Ocimene	0.13
5	14.058	α-Terpineol	0.07
6	20.825	(-)-α-Copaene	1.69
7	21.442	Alloaromadendren	0.07
8	21.642	(+)-α-Longipinene	0.04
9	21.808	(-)-α-Gurjunene	0.28
10	22.158	Caryophyllene	37.86
11	22.283	Humulen-(Ⅵ)	0.15
12	22.383	(+)-Calarene	0.12
13	22.642	α-Guaiene	0.21
14	22.892	α-Caryophyllene	4.69
15	23.675	α-Zingiberene	0.54
16	23.750	(+)-Ledene	0.75
17	23.867	α-Santalene	6.66
18	23.992	cis-α-Bisabolene	8.69
19	24.125	α-Amorphene	0.67
20	24.275	(-)-Isoledene	2.82
21	24.408	α-Bergamotene	1.89
22	24.950	Nerolidol	7.61
23	25.383	β-Humulen	7.43
24	25.675	[1R-(1α,3)]-4-ethenyl-α,α,4-trimethyl-3- (1-methylethenyl)-Cyclohexanemethanol	2.19
25	25.775	octahydro-1H-Inden-1-One	0.12
26	26.025	Thujopsene	0.39
27	26.225	γ-Muurolene	1.46
28	26.425	α-Eudesmol	0.69
29	26.583	cis-Myrtanol	0.39
30	26.792	Levomenol	0.48
31	33.125	Hexadecanoic acid	0.35

序号	保留时间/min	化合物	百分比/%
1	5.188	Benzaldehyde	0.28
2	7.417	Limonene	0.03
3	7.708	α-Pinene	0.6
4	8.192	cis-β-Ocimene	0.13
5	14.058	α-Terpineol	0.07
6	20.825	(-)-α-Copaene	1.69
7	21.442	Alloaromadendren	0.07
8	21.642	(+)-α-Longipinene	0.04
9	21.808	(-)-α-Gurjunene	0.28
10	22.158	Caryophyllene	37.86
11	22.283	Humulen-(Ⅵ)	0.15
12	22.383	(+)-Calarene	0.12
13	22.642	α-Guaiene	0.21
14	22.892	α-Caryophyllene	4.69
15	23.675	α-Zingiberene	0.54
16	23.750	(+)-Ledene	0.75
17	23.867	α-Santalene	6.66
18	23.992	cis-α-Bisabolene	8.69
19	24.125	α-Amorphene	0.67
20	24.275	(-)-Isoledene	2.82
21	24.408	α-Bergamotene	1.89
22	24.950	Nerolidol	7.61
23	25.383	β-Humulen	7.43
24	25.675	[1R-(1α,3)]-4-ethenyl-α,α,4-trimethyl-3- (1-methylethenyl)-Cyclohexanemethanol	2.19
25	25.775	octahydro-1H-Inden-1-One	0.12
26	26.025	Thujopsene	0.39
27	26.225	γ-Muurolene	1.46
28	26.425	α-Eudesmol	0.69
29	26.583	cis-Myrtanol	0.39
30	26.792	Levomenol	0.48
31	33.125	Hexadecanoic acid	0.35

项目		12 h	24 h	36 h	48 h	60 h
CAT	对照 CK	8.71±0.24a	8.64±0.11a	7.96±0.18a	8.23±0.26a	8.41±0.13a
CAT	处理	6.91±0.33b	5.92±0.33b	5.17±0.25b	4.66±0.31b	3.93±0.17b
CarE	对照 CK	6.65±1.00a	6.12±0.46a	5.94±0.44a	6.71±0.62a	6.64±0.74a
CarE	处理	5.68±0.79a	5.38±1.13a	4.13±0.70b	3.93±0.58b	3.17±0.12b

项目		12 h	24 h	36 h	48 h	60 h
CAT	对照 CK	8.71±0.24a	8.64±0.11a	7.96±0.18a	8.23±0.26a	8.41±0.13a
CAT	处理	6.91±0.33b	5.92±0.33b	5.17±0.25b	4.66±0.31b	3.93±0.17b
CarE	对照 CK	6.65±1.00a	6.12±0.46a	5.94±0.44a	6.71±0.62a	6.64±0.74a
CarE	处理	5.68±0.79a	5.38±1.13a	4.13±0.70b	3.93±0.58b	3.17±0.12b

序号	保留时间/min	化合物	CAS	对照CK	处理
1	20.77	(2S,6R)-2-methyl-6-nonylpiperidine	848415-28-1	+	+
2	21.015	2-methyl-6-propylpiperidine	068170-79-6	+	－
3	22.215	(2S,6R)-2-methyl-6-((Z)-non-4-en-1-yl) piperidine	181378-96-1	+	+
4	22.658	1-Piperidinepropanenitrile	003088-41-3	+	－
5	24.267	2-methyl-6-tridecyl-6-piperideine	1000111-54-1	+	+
6	24.57	1-(dicyclohexylphosphorothioyl) methylpiperidine	1000298-06-2	+	+
7	24.856	N-[2-(perfluorophenoxy)ethyl] piperidine	117766-21-9	+	+
8	26.278	4-chloro-1-methyl- piperidine	005570-77-4	+	－
9	26.534	2-methyl-6-tridecyl-6-piperideine	1000111-54-1	+	－
10	26.651	3,5-dichlorobenzoate-2- piperidine	1000240-19-9	+	－
11	26.808	1-(2-phenylethyl)- piperidine	000332-14-9	+	－
12	27.193	N-[azirid-1-ylmethyl]-piperidine	001523-29-1	+	+