Research Progress on Active Chemical Components of Perilla Leaves and Their Antioxidant and Antibacterial Activity

doi:10.11924/j.issn.1000-6850.casb2025-0010

Abstract

Abstract:

The purpose of this study is to deeply explore the research trends of Perilla leaf's active chemical components and clarify its chemical composition and active mechanisms, and offers theoretical support for future research directions and the multi-domain development of Perilla leaf resources. Through bibliometrics and systematic review, we analyzed the research path and mechanisms of Perilla leaf's active components. We summarized the evolution and cutting-edge trends of its active component research, focusing on key components like essential oils, flavonoids, phenolic acids, and anthocyanins. Their chemical structures, structure-activity relationships, and molecular mechanisms of functional activities (e.g., antioxidant and antibacterial properties) were clarified. This study highlights the research progress and direction of Perilla leaves functional components, and probes into its resource potential in food, medicine, cosmetics and other fields.

Key words: Perilla, Perilla leaves, active chemical components, antioxidant activity, antibacterial activity, biliometric analysis

AN Yan, OU Qiaoming, WANG Li, LIANG Tingyu, CUI Wenjuan, ZHU Xu. Research Progress on Active Chemical Components of Perilla Leaves and Their Antioxidant and Antibacterial Activity[J]. Chinese Agricultural Science Bulletin, 2025, 41(20): 128-142.

Figures/Tables 15

References 55

[1]	ZHANG T, SONG C, SONG L, et al. RNA Sequencing and coexpression analysis reveal key genes involved in α-linolenic acid biosynthesis in Perilla frutescens seed[J]. International journal of molecular sciences, 2017, 18(11):2433.
[2]	欧巧明, 崔文娟, 叶春雷, 等. 油用紫苏种质主要农艺性状及品质特征鉴定与评价[J]. 核农学报, 2018, 32(9):1721-1739. doi: 10.11869/j.issn.100-8551.2018.09.1721
[3]	ITO M, TOYODA M, KAMAKURA S, et al. A new type of essential oil from Perilla frutescens from Thailand[J]. Journal of essential oil research, 2002, 14(6):416-419.
[4]	胡彦, 丁友芳, 温春秀, 等. 吹扫捕集GC-MS法测定紫苏不同变种叶片中的挥发性成分[J]. 食品科学, 2010, 31(12):159-164. ‎ doi: 10.7506/spkx1002-6630-201012037
[5]	赵彦巧, 王少平, 王月, 等. 紫苏叶体外抗氧化和降糖活性分析[J]. 食品工业科技, 2024, 45(8):318-324.
[6]	张良琦, 李文姣, 肖美凤. 紫苏不同部位活性成分比较及其药理作用研究进展[J]. 中国中药杂志, 2023, 48(24):6551-6571.
[7]	LI Y, GONG J, LIU C, et al. Phytochemicals, nutritional analysis and In vitro antioxidant activities of pickled Perilla frutescens ethanolic leaf extract[J]. European journal of medicinal plants, 2014, 4(3):303-314.
[8]	王仙萍, 商志伟, 沈奇, 等. 两种紫苏叶主要营养及药用成分评价[J]. 植物生理学报, 2021, 57(7):1419-1426.
[9]	邓梦雅, 朱丽, 吴东慧, 等. 蔬菜中矿物质含量测定、营养评价及风险评估[J]. 食品研究与开发, 2018, 39(9):97-102.
[10]	李会珍, 刘艳, 李晓君, 等. 不同品种紫苏种子营养成分及脂肪酸组分分析[J]. 中国农学通报, 2014, 30(3):276-280. ‎
[11]	AKRITI D, RDJNI C, MEENAKSHI G. A review on nutritional value, functional properties and pharmacological application of Perilla (Perilla frutescens L.)[J]. Biomedical and pharmacology journal, 2019, 12(2):649-660.
[12]	LEE M W, CHOI E B, PARK J E, et al. Analysis of functional components of the perilla leaves (Perilla frutescens var. japonica Hara) grown in organic and conventional conditions[J]. Korean journal of soil science and fertilizer, 2016, 49(5):517-523.
[13]	向福, 江安娜, 项俊, 等. 不同生育期紫苏叶中β-胡萝卜素和总黄酮的动态积累[J]. 食品工业科技, 2015, 36(14):143-146,151.
[14]	杨春梅, 吴金鸿, 包萨日娜, 等. 紫苏咀嚼片制备工艺的研究[J]. 食品与药品, 2012, 14(7):241-245.
[15]	李娜. 紫苏精油提取及其防腐复合材料的制备和性能研究[D]. 太原: 中北大学, 2018.
[16]	袁康, 胡振阳, 陈可欣, 等. 紫苏精油抑制灰绿曲霉的活性与机理[J]. 食品科学, 2020, 41(23):63-69.
[17]	魏长玲, 郭宝林. 紫苏叶挥发油的不同化学型及研究进展[J]. 中国中药杂志, 2015, 40(15):2937-2944. ‎
[18]	郭佳琪, 李卫萍, 沈奇, 等. 62份非PK型紫苏种质的挥发油GC-MS分析和新化学型发现[J]. 中国现代中药,‎ 2019, 21(8):1068-1075. ‎
[19]	AHMED M H, TAVASZI-SAROSI S. Identification and quantification of essential oil content and composition, total polyphenols and antioxidant capacity of Perilla frutescens (L.) Britt[J]. Food chemistry, 2018: 730-738.
[20]	杨慧, 马培, 林明宝, 等. 紫苏叶化学成分、抗炎作用及其作用机制研究进展[J]. 中国药理学与毒理学杂志, 2017, 31(3):279-286. doi: 10.3867/j.issn.1000-3002.2017.03.012
[21]	ZHANG H J, GUO J S, GOU Y P, et al. The interacting effect of urea and fenoxaprop-P-ethyl on photosynthesis and chlorophyll fluorescence in Perilla frutescens[J]. Photosynthetica, 2014, 52(3):456-463.
[22]	YOU X C, YANG K, WU Y, et al. Chemical composition and insecticidal activities of the essential oil of Perilla frutescens (L.) Britt. aerial parts against two stored product insects[J]. European food research and technology, 2014, 239(3):481-490.
[23]	VERMA S R, PADALIA C R, CHAUHAN A. Volatile oil composition of Indian Perilla [Perilla frutescens (L.) Britton] collected at different phenophases[J]. Journal of essential oil research, 2013, 25(2):92-96.
[24]	霍立娜, 王威, 刘洋, 等. 紫苏叶化学成分研究[J]. 中草药, 2016, 47(1):26-31.
[25]	SHANG X C, ZHANG M M, HU J, et al. Chemical compositions, extraction optimizations, and In Vitro bioactivities of flavonoids from Perilla Leaves (Perillae folium) by microwave-assisted natural deep eutectic solvents[J]. Antioxidants, 2022, 12(1):104.
[26]	郎玉英, 张琦. 紫苏总黄酮的抗炎作用研究[J]. 中草药, 2010, 41(5):791-794.
[27]	王贝, 葛娅娅. 响应面法优化紫苏叶总黄酮提取工艺[J]. 中国饲料, 2023(18):28-32.
[28]	张琛武, 郭佳琪, 李卫萍, 等. PA型紫苏不同部位8种酚酸和黄酮类成分的含量相关性研究[J]. 中国中药杂志, 2022, 47(13):3447-3451. ‎
[29]	落艳娇, 张琛武, 郭佳琪, 等. 异地种植对PA型紫苏叶酚酸黄酮类成分及挥发油的影响[J]. 中国现代中药, 2022, 24(10):1939-1944.
[30]	艾鑫卫, 胡思平, 龚姮姮, 等. 高效液相色谱-串联质谱法测定各生长期紫苏中酚类物质的含量[J]. 食品科学, 2016, 37(18):126-132. doi: 10.7506/spkx1002-6630-201618021
[31]	马腾, 荣一方, 张昕楠, 等. 紫苏叶酚酸类成分研究[J]. 中国药物化学杂志, 2023, 33(6):449-457. ‎
[32]	杨馥菡. 高纯度紫苏叶迷迭香酸和咖啡酸的制备研究[D]. 太原: 中北大学, 2021.‎
[33]	落艳娇, 郭佳琪, 李卫萍, 等. 紫苏叶不同栽培年份和采收期8种酚类成分含量研究[J]. 中国中药杂志, 2021, 46(3):567-574. ‎‎
[34]	MENG L, LOZANO Y, BOMBAEBA I, et al. Anthocyanin and flavonoid production from Perilla frutescens: pilot plant scale processing including cross-flow microfiltration and reverse osmosis.[J]. Journal of agricultural and food chemistry, 2006, 54(12):4297-4303. ‎
[35]	HAN X X, HUI H J, CAI J W, et al. Microwave-ultrasonic technique development coupled with natural deep eutectic solvents in anthocyanin extraction from perilla (Perilla frutescens var. Acuta) leaves[J]. Journal of the science of food and agriculture, 2022, 103(6):3006-3016.
[36]	聂黎行, 王馨平, 康帅, 等. 紫苏叶和白苏叶叶色数字化表征及与花青素含量相关性研究[J]. 中国医院药学杂志, 2024, 44(21):2477-2483. ‎ doi: 10.13286/j.1001-5213.2024.21.07
[37]	CHEN L, HU N, ZHAO C Q, et al. High-efficiency foam fractionation of anthocyanin from perilla leaves using surfactant-free active Al₂O₃ nanoparticle as collector and frother: Performance and mechanism.[J]. Food chemistry, 2023,427:136708.
[38]	邹盛勤, 曹伟莹, 陈武. 紫苏子和白苏子中熊果酸和齐墩果酸的分离与检测[J]. 中国油脂, 2008(7):77-79.
[39]	LU D P, KONG J, LI S T, et al. Quality evaluation of Perillae folium based on representation model of effective characteristic spectrum of reference[J]. Journal of Beijing university of traditional Chinese medicine, 2020, 43(2):162-167.
[40]	曹娅, 张金龙, 王强. 紫苏活性成分及其生物功能的研究进展[J]. 中国食物与营养, 2021, 27(8):42-49.
[41]	李振杰, 冒德寿, 向能军, 等. 白花紫苏化学成分及其抗氧化活性研究[J]. 中国民族民间医药, 2022, 31(2):44-48.
[42]	吕晓玲, 朱惠丽, 姜平平, 等. 紫苏提取物抗氧化活性体外实验研究[J]. 中国食品添加剂, 2003(5):22-25.
[43]	TIAN J, ZENG X, ZHANG S, et al. Regional variation in components and antioxidant and antifungal activities of Perilla frutescens essential oils in China[J]. Industrial crops ‎and products, 2014(59): 69-79 ‎
[44]	李秀信, 汪晓峰, 王兰珍, 等. 紫苏茎中黄酮类化合物的提取及鉴定[J]. 西北农业学报, 2002, 11(4):49-51.
[45]	郭玲玲, 相玉秀. 超声波-微波协同辅助萃取紫苏叶黄酮工艺优化及其抗氧化活性研究[J]. 食品研究与开发, 2020, 41(18):147-154.
[46]	王根女. 紫苏中酚类物质的微波辅助提取工艺及其抗氧化能力研究[D]. 杭州: 浙江大学, 2010.‎
[47]	于海鑫, 张秀玲, 高诗涵, 等. 紫苏叶花色苷微波辅助提取工艺优化及其抗氧化活性[J]. 食品工业, 2019, 40(10):51-55.
[48]	郑哲浩, 禹宸, 邱林燕, 等. 微波-超声波协同辅助提取紫苏精油工艺优化及抑菌活性的研究[J]. 中国粮油学报, 2022, 37(1):115-121,141.
[49]	林硕, 邵平, 马新, 等. 紫苏挥发油化学成分GC/MS分析及抑菌评价研究[J]. 核农学报, 2009, 23(3):477-481. doi: 10.11869/hnxb.2009.03.0477
[50]	ZHANG Y N, LI H Z, ZHANG Z J, et al. Extraction, preparative monomer separation and antibacterial activity of total polyphenols from Perilla frutescens[J]. Food function, 2022, 13(2):880-890.
[51]	NAOMI O, AKIKO Y, MIDORI N, et al. Rosmarinic acid inhibits epidermal inflammatory responses: anticarcinogenic effect of Perilla frutescens extract in the murine two-stage skin model[J]. Carcinogenesis, 2004, 25(4):549-557. ‎
[52]	CHOI U K, LEE O H, LIM S I, et al. Optimization of Antibacterial Activity of Perilla frutescens var. acuta Leaf against Pseudomonas aeruginosa Using the evolutionary operation-factorial design technique[J]. International journal of molecular sciences, 2010, 11(10):3922-3932.
[53]	RI S K, HEE M C, HWA D C, et al. Profiles of toxin genes and antibiotic susceptibility of staphylococcus aureus isolated from Perilla leaf cultivation area[J]. Journal of food hygiene and safety, 2015, 30(1):51-58.
[54]	魏磊, 李晓, 王学方, 等. 紫苏叶总三萜超声提取工艺优化及对10种常见致病菌的抑菌作用研究[J]. 中国药房, 2018, 29(16):2193-2197. ‎
[55]	LI H ZH, REN Z Q, REDDY V N, et al. In silico evaluation of antimicrobial, antihyaluronidase and bioavailability parameters of rosmarinic acid in Perilla frutescens leaf extracts[J]. Discover applied sciences, 2020, 2(9):2397-2404.

序号	类型	化学型	主要成分	参考文献
A1	单一型	PA	紫苏醛Perillaldehyde	[16]
A2		PK	紫苏酮Perilla ketone	[16]
A3		PT	胡椒烯酮Piperitenone	[16]
A4		PL	紫苏烯Perillene	[16]
A5		EK	香薷酮Elscholtzione	[16]
A6		C	柠檬醛Citral	[16]
A7		PP-s	β-细辛脑β-asarum	[17]
A8		PP-am	芹菜脑Apopinol、肉豆蔻醚Myristicin	[17]
A9		PP-dm	莳萝油脑Dillapiole、肉豆蔻醚Myristicin	[17]
A10		M	β-石竹烯β-caryophyllene、	[17]
A11		SF	2-己酰呋喃2-shisofuran	[17]
A12		PP-em	榄香素Elemicin、肉豆蔻醚Myristicin	[18]
A13		PS	倍半萜Sesquiterpenes	[18]
A14		PA-Ⅱ	D-柠檬烯D-limoneneand‎	[18]
A15		PT-Ⅱ	+-胡椒酮 +-Piperitone	[18]
A16		PP	石竹烯 Caryophyllene	[19]
A17		PP-a	芹菜脑Apopinol	[19]
A18		PP-m	肉豆蔻醚Myristicin	[19]
A19		PP-e	榄香素Elemicin	[20]
A20		PP-as	芹菜脑Apopinol、细辛脑Asarone	[20]
A21		DLP	D-柠檬烯-薄荷烯酮型D-limoneneandpiperitone	[21]
A22		IEM	异榄香素型Isoelemicin	[22]
A23		DEK	脱氢香薷酮型Dehydoelsholtziaketone	[22]
B1	复合型	PAPK	紫苏醛Perillaldehyde、紫苏酮Perillone	[17]
B2		PAPT	紫苏醛Perillaldehyde、胡椒烯酮Piperitenone	[18]
B3		PAPS	紫苏醛Perillaldehyde、倍半萜Sesquiterpenes	[19]
B4		PAPP	紫苏醛Perillaldehyde、紫苏烯Perillylene	[20]
B5		PKPP	紫苏酮Perillone、紫苏烯Perillylene	[21]
B6		PPPS	紫苏烯Perillylene、倍半萜Sesquiterpenes	[22]

序号	类型	化学型	主要成分	参考文献
A1	单一型	PA	紫苏醛Perillaldehyde	[16]
A2		PK	紫苏酮Perilla ketone	[16]
A3		PT	胡椒烯酮Piperitenone	[16]
A4		PL	紫苏烯Perillene	[16]
A5		EK	香薷酮Elscholtzione	[16]
A6		C	柠檬醛Citral	[16]
A7		PP-s	β-细辛脑β-asarum	[17]
A8		PP-am	芹菜脑Apopinol、肉豆蔻醚Myristicin	[17]
A9		PP-dm	莳萝油脑Dillapiole、肉豆蔻醚Myristicin	[17]
A10		M	β-石竹烯β-caryophyllene、	[17]
A11		SF	2-己酰呋喃2-shisofuran	[17]
A12		PP-em	榄香素Elemicin、肉豆蔻醚Myristicin	[18]
A13		PS	倍半萜Sesquiterpenes	[18]
A14		PA-Ⅱ	D-柠檬烯D-limoneneand‎	[18]
A15		PT-Ⅱ	+-胡椒酮 +-Piperitone	[18]
A16		PP	石竹烯 Caryophyllene	[19]
A17		PP-a	芹菜脑Apopinol	[19]
A18		PP-m	肉豆蔻醚Myristicin	[19]
A19		PP-e	榄香素Elemicin	[20]
A20		PP-as	芹菜脑Apopinol、细辛脑Asarone	[20]
A21		DLP	D-柠檬烯-薄荷烯酮型D-limoneneandpiperitone	[21]
A22		IEM	异榄香素型Isoelemicin	[22]
A23		DEK	脱氢香薷酮型Dehydoelsholtziaketone	[22]
B1	复合型	PAPK	紫苏醛Perillaldehyde、紫苏酮Perillone	[17]
B2		PAPT	紫苏醛Perillaldehyde、胡椒烯酮Piperitenone	[18]
B3		PAPS	紫苏醛Perillaldehyde、倍半萜Sesquiterpenes	[19]
B4		PAPP	紫苏醛Perillaldehyde、紫苏烯Perillylene	[20]
B5		PKPP	紫苏酮Perillone、紫苏烯Perillylene	[21]
B6		PPPS	紫苏烯Perillylene、倍半萜Sesquiterpenes	[22]

序号		化合物		分子式	参考文献
1		月桂烯Myrcene		C₁₀H₁₆	[16]
2		芳樟醇Linalool		C₁₀H₁₈O	[17]
3		大牛儿烯Germacrene		C₁₅H₂₄	[18]
4		紫苏醇Perilla Alcohol		C₁₀H₁₆O	[19]
5	法尼醇Farnesol		C₁₅H₂₆O			[19]
6	长叶薄荷酮(+)-Pulegone		C₁₀H₁₆O			[19]
7	愈创木烯Guaiene		C₁₅H₂₄			[19]
8	长叶烯Longifolene		C₁₅H₂₄			[19]
9	橙花叔醇Nerolidol		C₁₅H₂₆O			[20]
10	β-榄香烯β-Elemene		C₁₅H₂₄			[21]

序号		化合物		分子式	参考文献
1		月桂烯Myrcene		C₁₀H₁₆	[16]
2		芳樟醇Linalool		C₁₀H₁₈O	[17]
3		大牛儿烯Germacrene		C₁₅H₂₄	[18]
4		紫苏醇Perilla Alcohol		C₁₀H₁₆O	[19]
5	法尼醇Farnesol		C₁₅H₂₆O			[19]
6	长叶薄荷酮(+)-Pulegone		C₁₀H₁₆O			[19]
7	愈创木烯Guaiene		C₁₅H₂₄			[19]
8	长叶烯Longifolene		C₁₅H₂₄			[19]
9	橙花叔醇Nerolidol		C₁₅H₂₆O			[20]
10	β-榄香烯β-Elemene		C₁₅H₂₄			[21]

序号	化合物	分子式	参考文献
1‎	苯乙烯Styrene	C₈H₈	[19]
‎2‎	苯甲醛Benzaldehyde	C₇H₆O	[19]
‎3‎	异丁香酚Isoeugenol	C₁₀H₁₂O₂	[19]
‎4‎	乙酸丁香酚酯Acetyl eugenol	C₁₂H₁₄O₃	[19]
‎5‎	邻苯二甲酸 Phthalic acid	C₈H₆O₄	[20]
‎6‎	苯乙酮Acetophenone	C₈H₈O	[20]
‎7‎	异榄香脂素Isoelemicin	C₁₂H₁₆O₃	[21]
‎8‎	α-细辛脑α-Asarol	C₁₂H₁₆O₃	[21]
‎9‎	甲基丁香酚 Methyl eugenol	C₁₁H₁₄O₂	[22]
‎10‎	对叔戊基苯酚4-Tert-pentylphenol	C₁₁H₁₆O	[22]