Active Volatile Constituents in Perilla frutescens Essential Oils and Improvement of Antimicrobial and Anti-Inflammatory Bioactivity by Fractionation

Li Yun Lin, Chiung-Chi Peng, Hui Er Wang, Yen Wei Liu, Kun Hung Shen, Kuan-Chou Chen, Robert Y. Peng

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Perilla frutescens (L.) Britt Labiatae (Pl), known as “Zi-So” and widely grown in China (red cultivar, Rpl) and Japan (green cultivar, Gpl), is frequently served on “Sa-Shi-Mi” dishes. Considering whether the perilla leaves substantially possess antimicrobial activity, we prepared the essential oils (EO: EOr and EOg), the pentane and ether [E: E(rp) and E(gp)] subfractions, the aqueous [Rpl(w) and Gpl(w)] and ethanolic extracts [pl(E), Rpl(E) and Gpl(E)] to compare their biological activities. Results indicated Gpl(E) and Rpl(E) contained huge amount (in mg/100 g) of polyphenoilcs (1472±1.0 vs. 1269.8±1.7), rutin (20.8±0.8 vs. 11.4±0.6), quercetin (29.8±0.9 vs. 13.6±0.6), and lutein (13.9±0.7 vs. 14.2±0.8). The total number of volatile constituents present in EOr and EOg were 27 in each but different phytochemicals. The top five major constituents (in %) in EOr were perilla aldehyde (54.35%), limonene (23.81%), trans-caryophyllene (7.2%), cis,trans-α-farnescene (7.02%), and linalool (2.40%); that in EOg were perilla aldehyde (65.26%), limonene (12.49%), cis,trans-α-farnescene (7.31%), trans- caryophyllene (5.91%), and linalool (2.75%); The top two constituents in E(rp) were perilla aldehyde (93.19%) and linalool (4.02%); that of E(gp) were perilla aldehyde (84.40%) and linalool (5.03%). EO and E showed moderate DPPH free radical scavenging-, ferrous ion chelating-, superoxide anion- and H2O2 -scavenging capabilities. At 1.0 mg/mL the Es always revealed to be superior to EOs against E. coli, S. aureus, V. parahemolyticus, and T. mentagrophytes. Amazingly, E was stronger than perilla aldehyde against S. typhimurium,. The cytotoxicity test indicated Gpl(E) was more toxic than Rpl(E) and the pl(E)s were more toxic than pl(w)s. Conversely, the pl(w)s showed stronger TNF-α suppressing activity than pl(E)s. The pentane subfractions were entirely ineffective. Conclusively, the Perilla EOs contain huge amount of polyphenoilcs, the Es exhibit the rather good antimicrobial and cytotoxic effects, while the pl(w)s possess rather promising anti-inflammatory effect, underlying the promising antimicrobial and antiinflammtory effects of perilla leaves.

Original languageEnglish
Pages (from-to)1957-1983
Number of pages27
JournalJournal of Essential Oil-Bearing Plants
Volume19
Issue number8
DOIs
Publication statusPublished - Nov 16 2016

Fingerprint

Perilla frutescens
Volatile Oils
Fractionation
Bioactivity
Perilla
Anti-Inflammatory Agents
Poisons
Scavenging
Lamiaceae
Lutein
Rutin
Quercetin
Phytochemicals
Cytotoxicity
Chelation
Superoxides
Ether
Escherichia coli
Free Radicals
China

Keywords

  • Antiinflammatory
  • Antimicrobial
  • Antioxidant
  • DPPH
  • ferrous ion chelating
  • Perilla frutescens
  • TNF-α

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

Cite this

Active Volatile Constituents in Perilla frutescens Essential Oils and Improvement of Antimicrobial and Anti-Inflammatory Bioactivity by Fractionation. / Lin, Li Yun; Peng, Chiung-Chi; Wang, Hui Er; Liu, Yen Wei; Shen, Kun Hung; Chen, Kuan-Chou; Peng, Robert Y.

In: Journal of Essential Oil-Bearing Plants, Vol. 19, No. 8, 16.11.2016, p. 1957-1983.

Research output: Contribution to journalArticle

@article{34b5de4026a3462a8355e42fef933125,
title = "Active Volatile Constituents in Perilla frutescens Essential Oils and Improvement of Antimicrobial and Anti-Inflammatory Bioactivity by Fractionation",
abstract = "Perilla frutescens (L.) Britt Labiatae (Pl), known as “Zi-So” and widely grown in China (red cultivar, Rpl) and Japan (green cultivar, Gpl), is frequently served on “Sa-Shi-Mi” dishes. Considering whether the perilla leaves substantially possess antimicrobial activity, we prepared the essential oils (EO: EOr and EOg), the pentane and ether [E: E(rp) and E(gp)] subfractions, the aqueous [Rpl(w) and Gpl(w)] and ethanolic extracts [pl(E), Rpl(E) and Gpl(E)] to compare their biological activities. Results indicated Gpl(E) and Rpl(E) contained huge amount (in mg/100 g) of polyphenoilcs (1472±1.0 vs. 1269.8±1.7), rutin (20.8±0.8 vs. 11.4±0.6), quercetin (29.8±0.9 vs. 13.6±0.6), and lutein (13.9±0.7 vs. 14.2±0.8). The total number of volatile constituents present in EOr and EOg were 27 in each but different phytochemicals. The top five major constituents (in {\%}) in EOr were perilla aldehyde (54.35{\%}), limonene (23.81{\%}), trans-caryophyllene (7.2{\%}), cis,trans-α-farnescene (7.02{\%}), and linalool (2.40{\%}); that in EOg were perilla aldehyde (65.26{\%}), limonene (12.49{\%}), cis,trans-α-farnescene (7.31{\%}), trans- caryophyllene (5.91{\%}), and linalool (2.75{\%}); The top two constituents in E(rp) were perilla aldehyde (93.19{\%}) and linalool (4.02{\%}); that of E(gp) were perilla aldehyde (84.40{\%}) and linalool (5.03{\%}). EO and E showed moderate DPPH free radical scavenging-, ferrous ion chelating-, superoxide anion- and H2O2 -scavenging capabilities. At 1.0 mg/mL the Es always revealed to be superior to EOs against E. coli, S. aureus, V. parahemolyticus, and T. mentagrophytes. Amazingly, E was stronger than perilla aldehyde against S. typhimurium,. The cytotoxicity test indicated Gpl(E) was more toxic than Rpl(E) and the pl(E)s were more toxic than pl(w)s. Conversely, the pl(w)s showed stronger TNF-α suppressing activity than pl(E)s. The pentane subfractions were entirely ineffective. Conclusively, the Perilla EOs contain huge amount of polyphenoilcs, the Es exhibit the rather good antimicrobial and cytotoxic effects, while the pl(w)s possess rather promising anti-inflammatory effect, underlying the promising antimicrobial and antiinflammtory effects of perilla leaves.",
keywords = "Antiinflammatory, Antimicrobial, Antioxidant, DPPH, ferrous ion chelating, Perilla frutescens, TNF-α",
author = "Lin, {Li Yun} and Chiung-Chi Peng and Wang, {Hui Er} and Liu, {Yen Wei} and Shen, {Kun Hung} and Kuan-Chou Chen and Peng, {Robert Y.}",
year = "2016",
month = "11",
day = "16",
doi = "10.1080/0972060X.2016.1226962",
language = "English",
volume = "19",
pages = "1957--1983",
journal = "Journal of Essential Oil-Bearing Plants",
issn = "0972-060X",
publisher = "Har Krishan Bhalla and Sons",
number = "8",

}

TY - JOUR

T1 - Active Volatile Constituents in Perilla frutescens Essential Oils and Improvement of Antimicrobial and Anti-Inflammatory Bioactivity by Fractionation

AU - Lin, Li Yun

AU - Peng, Chiung-Chi

AU - Wang, Hui Er

AU - Liu, Yen Wei

AU - Shen, Kun Hung

AU - Chen, Kuan-Chou

AU - Peng, Robert Y.

PY - 2016/11/16

Y1 - 2016/11/16

N2 - Perilla frutescens (L.) Britt Labiatae (Pl), known as “Zi-So” and widely grown in China (red cultivar, Rpl) and Japan (green cultivar, Gpl), is frequently served on “Sa-Shi-Mi” dishes. Considering whether the perilla leaves substantially possess antimicrobial activity, we prepared the essential oils (EO: EOr and EOg), the pentane and ether [E: E(rp) and E(gp)] subfractions, the aqueous [Rpl(w) and Gpl(w)] and ethanolic extracts [pl(E), Rpl(E) and Gpl(E)] to compare their biological activities. Results indicated Gpl(E) and Rpl(E) contained huge amount (in mg/100 g) of polyphenoilcs (1472±1.0 vs. 1269.8±1.7), rutin (20.8±0.8 vs. 11.4±0.6), quercetin (29.8±0.9 vs. 13.6±0.6), and lutein (13.9±0.7 vs. 14.2±0.8). The total number of volatile constituents present in EOr and EOg were 27 in each but different phytochemicals. The top five major constituents (in %) in EOr were perilla aldehyde (54.35%), limonene (23.81%), trans-caryophyllene (7.2%), cis,trans-α-farnescene (7.02%), and linalool (2.40%); that in EOg were perilla aldehyde (65.26%), limonene (12.49%), cis,trans-α-farnescene (7.31%), trans- caryophyllene (5.91%), and linalool (2.75%); The top two constituents in E(rp) were perilla aldehyde (93.19%) and linalool (4.02%); that of E(gp) were perilla aldehyde (84.40%) and linalool (5.03%). EO and E showed moderate DPPH free radical scavenging-, ferrous ion chelating-, superoxide anion- and H2O2 -scavenging capabilities. At 1.0 mg/mL the Es always revealed to be superior to EOs against E. coli, S. aureus, V. parahemolyticus, and T. mentagrophytes. Amazingly, E was stronger than perilla aldehyde against S. typhimurium,. The cytotoxicity test indicated Gpl(E) was more toxic than Rpl(E) and the pl(E)s were more toxic than pl(w)s. Conversely, the pl(w)s showed stronger TNF-α suppressing activity than pl(E)s. The pentane subfractions were entirely ineffective. Conclusively, the Perilla EOs contain huge amount of polyphenoilcs, the Es exhibit the rather good antimicrobial and cytotoxic effects, while the pl(w)s possess rather promising anti-inflammatory effect, underlying the promising antimicrobial and antiinflammtory effects of perilla leaves.

AB - Perilla frutescens (L.) Britt Labiatae (Pl), known as “Zi-So” and widely grown in China (red cultivar, Rpl) and Japan (green cultivar, Gpl), is frequently served on “Sa-Shi-Mi” dishes. Considering whether the perilla leaves substantially possess antimicrobial activity, we prepared the essential oils (EO: EOr and EOg), the pentane and ether [E: E(rp) and E(gp)] subfractions, the aqueous [Rpl(w) and Gpl(w)] and ethanolic extracts [pl(E), Rpl(E) and Gpl(E)] to compare their biological activities. Results indicated Gpl(E) and Rpl(E) contained huge amount (in mg/100 g) of polyphenoilcs (1472±1.0 vs. 1269.8±1.7), rutin (20.8±0.8 vs. 11.4±0.6), quercetin (29.8±0.9 vs. 13.6±0.6), and lutein (13.9±0.7 vs. 14.2±0.8). The total number of volatile constituents present in EOr and EOg were 27 in each but different phytochemicals. The top five major constituents (in %) in EOr were perilla aldehyde (54.35%), limonene (23.81%), trans-caryophyllene (7.2%), cis,trans-α-farnescene (7.02%), and linalool (2.40%); that in EOg were perilla aldehyde (65.26%), limonene (12.49%), cis,trans-α-farnescene (7.31%), trans- caryophyllene (5.91%), and linalool (2.75%); The top two constituents in E(rp) were perilla aldehyde (93.19%) and linalool (4.02%); that of E(gp) were perilla aldehyde (84.40%) and linalool (5.03%). EO and E showed moderate DPPH free radical scavenging-, ferrous ion chelating-, superoxide anion- and H2O2 -scavenging capabilities. At 1.0 mg/mL the Es always revealed to be superior to EOs against E. coli, S. aureus, V. parahemolyticus, and T. mentagrophytes. Amazingly, E was stronger than perilla aldehyde against S. typhimurium,. The cytotoxicity test indicated Gpl(E) was more toxic than Rpl(E) and the pl(E)s were more toxic than pl(w)s. Conversely, the pl(w)s showed stronger TNF-α suppressing activity than pl(E)s. The pentane subfractions were entirely ineffective. Conclusively, the Perilla EOs contain huge amount of polyphenoilcs, the Es exhibit the rather good antimicrobial and cytotoxic effects, while the pl(w)s possess rather promising anti-inflammatory effect, underlying the promising antimicrobial and antiinflammtory effects of perilla leaves.

KW - Antiinflammatory

KW - Antimicrobial

KW - Antioxidant

KW - DPPH

KW - ferrous ion chelating

KW - Perilla frutescens

KW - TNF-α

UR - http://www.scopus.com/inward/record.url?scp=85006970601&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85006970601&partnerID=8YFLogxK

U2 - 10.1080/0972060X.2016.1226962

DO - 10.1080/0972060X.2016.1226962

M3 - Article

VL - 19

SP - 1957

EP - 1983

JO - Journal of Essential Oil-Bearing Plants

JF - Journal of Essential Oil-Bearing Plants

SN - 0972-060X

IS - 8

ER -