Zum Hauptinhalt springen

Chemical Composition and Antioxidant Activity of Essential Oil from Fruit of Schisandra perulata

Thinh, B. B. ; Thanh, V. Q. ; et al.
In: Chemistry of Natural Compounds, Jg. 58 (2022-07-01), S. 763-765
Online unknown

Chemical Composition and Antioxidant Activity of Essential Oil from Fruit of Schisandra perulata 

Translated from Khimiya Prirodnykh Soedinenii, No. 4, July–August, 2022, pp. 643–645.

Plants of the genus Schisandra (Schisandraceae) grow in East Asia and number ~30 species [[1]]. They are rich sources of lignans and triterpenoids that are known to activate various useful biological processes [[2]–[4]]. In particular, fruit of several species of this genus are used as astringents, sedatives, and adaptogens and tonics for treating chronic cough, spontaneous sweating, tachycardia, and spermatorrhea [[4]].

S. perulata Gagnep. is an endemic species of the genus Schisandra found in Vietnam [[5]]. It is a deciduous woody vine that is often scattered in evergreen forests at elevations of ~1500 m. The chemical composition and biological activity of essential oils obtained from fruit of Schisandra were studied several times [[6]–[8]]. However, essential oil obtained from fruit of S. perulata has not been examined. In continuation of studies of the composition and biological activity of essential oils [[9]–[13]], we analyzed the composition and antioxidant activity of essential oil obtained from fruit of S. perulata.

Fresh fruit of S. perulata was collected in September 2019 in Lao Cai Province, Vietnam. The plant was identified by the University Botanist Hong Duc (Vietnam). A control sample was submitted for preservation in the herbarium (ID No. LC139). Fruit was dried in air at room temperature for one week, mechanically ground in a laboratory mill, and passed through a 0.5-mm sieve. Essential oils were separated by steam distillation using a Clevenger apparatus for 4 h at atmospheric pressure according to the method given in the Vietnam Pharmacopoeia [[14]] and in other studies [[9]]. Essential oils were collected, dried over anhydrous Na2SO4, and stored at 4°C for further analysis. Each extraction was performed in triplicate.

The chemical compositions of essential oils from fruit of S. perulata were determined by gas chromatography (GC) and GC-mass-spectrometry (GC-MS) using the published method [[10]]. GC analysis used an Agilent Technologies 7890A chromatograph equipped with an HP-5ms column (30 m × 0.25 mm i.d., film thickness 0.25 μm) and a flame-ionization detector (FID). The carrier gas was He (1.0 mL/min). The programmed operating conditions were as follows: initial column temperature increased from 60°C (2 min holding) to 220°C (10 min holding) at 4°C/min. The detector and injector temperatures were 260 and 250°C, respectively. The division coefficient was 10:1. Compounds were quantitatively determined using calibration curves obtained by analyzing representative standards of each class.

GC-MS analysis used an Agilent GC 7890A chromatograph equipped with the same column and the conditions described for GC analysis. The capillary column was connected directly to an HP 5973 MSD mass spectrometer (Hewlett Packard, USA). The injector temperature was 250°C; He carrier gas flow rate, 1.0 mL/min. All mass spectra were recorded under the following conditions: thermoelectric emission current 40 mA, ionization potential 70 eV, recording in scan range 35–350 amu at a rate of 1.0 scan/s.

Constituent parts of essential oils were identified by comparing retention indices (RI Exp.) of their GC-MS spectra with spectra obtained using a homologous series of n-alkanes under identical experimental conditions. Combined injections with known compounds under the same GC conditions were used in several instances. Mass spectral fragmentation patterns were compared with spectra of other essential oils of known composition that were recently reported in the literature [[10], [13], [15]].

The average yield of essential oil from fruit of S. perulata was 0.85 ± 0.02% (volume/mass), which was calculated from the ratio to the dry mass. The oil samples were light-yellow in color. Analysis of GC-MS spectra of the essential oil detected 46 compounds making up 90.25% of the oil (Table 1). The essential oil was dominated by sesquiterpenes (76.90%). Oxygen-saturated sesquiterpenes, monoterpenes, and oxygen-saturated monoterpenes made up 4.94, 4.86, and 3.55%, respectively. The main oil constituents were δ-cadinene (24.74%), α-ylangene (16.38), trans-α-bergamotene (7.84), β-elemene (6.91), and β-himachalene (6.27). This is the first report on the chemical composition of essential oil from fruit of S. perulata.

Table 1. Chemical Composition of Essential Oil from Fruit of Schisandra perulata

Compounda

RIb

%

Compounda

RIb

%

α-Pinene

937

0.74

trans-Cadinen-1(6),4-diene

1470

0.25

Camphene

956

1.32

γ-Muurolene

1480

1.63

α-Phellandrene

1003

0.39

α-Zingiberene

1491

1.54

α-Terpinene

1018

1.07

α-Selinene

1493

0.20

p-Cymene

1026

0.15

β-Himachalene

1498

6.27

Limonene

1030

0.11

Bicyclogermacrene

1500

0.77

β-Phellandrene

1035

0.26

Epizonarene

1502

0.15

Terpinolene

1184

0.82

Germacrene A

1509

0.11

Linalool

1101

0.79

γ-Cadinene

1514

2.93

Terpinen-4-ol

1175

0.24

δ-Cadinene

1516

24.74

α-Terpineol

1188

0.37

(E)-α-Bisabolene

1536

0.35

Bornyl acetate

1289

2.15

β-Calacorene

1560

0.21

Bicycloelemene

1325

0.72

(E)-Nerolidol

1563

1.69

α-Cubebene

1351

0.12

Spathulenol

1578

0.54

Cyclosativene

1368

0.13

Caryophyllene oxide

1583

0.35

α-Copaene

1377

2.37

Globulol

1585

0.17

β-Bourbonene

1382

0.74

1-epi-Cubenol

1624

0.62

α-Ylangene

1386

16.38

β-Eudesmol

1651

0.18

β-Cubebene

1389

0.26

α-Cadinol

1654

1.05

β-Elemene

1391

6.91

α-Bisabolol

1671

0.34

α-Santalene

1427

0.43

Monoterpene hydrocarbons

4.86

trans-α-Bergamotene

1435

7.84

Monoterpenes saturated with oxygen

3.55

(Z)-β-Farnesene

1443

0.17

Sesquiterpene hydrocarbons

76.90

α-Humulene

1454

0.39

Sesquiterpenes saturated with oxygen

4.94

β-Santalene

1459

0.97

Total

90.25

9-epi-(E)-Caryophyllene

1465

0.32

aElution order on HP-5ms column; bretention index on HP-5ms column.

Previous research showed that the compositions of essential oils obtained from fruit of Schisandra, namely species such as S. chinensis, S. grandiflora, S. rubriflora, S. sphenanthera, and S. propinqua were dominated by sesquiterpenes [[6]–[8]]. This agreed with the oil composition from fruit of S. perulata examined in the present work. However, the main compounds of the individual fruits varied, e.g., the main constituents of oil from fruit of S. chinensis were ylangene (37.72%), β-himachalene (10.46), and α-bergamotene (8.57) [[7]] while δ-cadinene (25.6%) was the main constituent in oil from fruit of S. sphenanthera [[8]].

The antioxidant activity of essential oil extracted from fruit of S. perulata was determined by two methods, i.e., by eliminating impurities from 2,2-diphenyl-1-picrylhydrazyl (DPPH) and by analysis of the ferric reducing antioxidant power (FRAP) test, as described before [[16]]. The DPPH analysis of the essential oil showed moderate antioxidant activity. The IC50 value was 0.571 ± 0.029 mg/mL as compared to 0.046 ± 0.002 mg/mL for BHT. The FRAP analysis of the essential oil found reducing activity for ferric ions with a trolox equivalent antioxidant concentration of 214.9 ± 13.7 μmol of trolox per gram. In general, essential oil from fruit of S. perulata could be a potential source of natural antioxidants. However, further research is necessary before this species is used for other pharmaceutical purposes.

Acknowledgment

We thank Mr. Ho A Minh for assistance with the field studies and sample collection.

References 1 Saunders RMK. Syst. Bot. Monogr. 2000; 58: 1. 10.2307/25027879 2 Xiao WL, Li RT, Huang SX, Pu JX, Sun HD. Nat. Prod. Rep. 2008; 25: 871. 1:CAS:528:DC%2BD1cXhtFKhsLvO. 10.1039/b719905h 3 Zhou Y, Men L, Sun Y, Wei M, Fan X. Eur. J. Pharmacol. 2021; 892. 1:CAS:528:DC%2BB3MXkt12kuw%3D%3D. 10.1016/j.ejphar.2020.173796 4 Shi YM, Xiao WL, Pu JX, Sun HD. Nat. Prod. Rep. 2015; 32: 367. 1:CAS:528:DC%2BC2cXitV2itrzJ. 10.1039/C4NP00117F 5 Vietnam Red Data Book, Part II: Plants, Vietnam Academy of Science and Technology, Natural Science and Technology Publish House, Hanoi, 2007. 6 Wang X, Liu Y, Niu Y, Wang N, Gu W. Molecules. 2018; 23: 1645. 10.3390/molecules23071645 7 Chen X, Zhang Y, Zu Y, Yang L. Nat. Prod. Res. 2012; 26: 842. 1:CAS:528:DC%2BC38XmtlKhtr8%3D. 10.1080/14786419.2011.558016 8 Song L, Ding JY, Tang C, Yin CH. Am. J. Chin. Med. 2007; 35: 353. 1:CAS:528:DC%2BD2sXktVOrsLs%3D. 10.1142/S0192415X07004874 9 Thinh BB, Doudkin RV, Chac LD, Chinh HV, Hong NTM, Setzer WN, Ogunwande IA. J. Essent. Oil-Bear. Plants. 2021; 24: 461. 1:CAS:528:DC%2BB3MXhtlCls7jF. 10.1080/0972060X.2021.1936206 Thin DB, Thanh VQ, Thinh BB. Proc. Univ. Appl. Chem. Biotechnol. 2021; 11: 523. 1:CAS:528:DC%2BB38XhtVehu7bN Suleimen YM, Iskakova ZB, Dudkin RV, Gorovoi PG. Chem. Nat. Compd. 2018; 54: 597. 1:CAS:528:DC%2BC1cXhtFSmt73L. 10.1007/s10600-018-2421-0 Suleimen YM, Sisengalieva GG, Adilkhanova A, Dudkin RV, Gorovoi PG, Iskakova ZB. Chem. Nat. Compd. 2019; 55: 154. 1:CAS:528:DC%2BC1MXotVKht7w%3D. 10.1007/s10600-019-02641-7 Thinh BB, Doudkin RV, Thanh VQ. Biointerface Res. Appl. Chem. 2021; 11: 12275. 1:CAS:528:DC%2BB3MXovVSht7g%3D. 10.33263/BRIAC114.1227512284 Vietnamese Pharmacopoeia, Medical Publishing House, Hanoi, Vietnam, 1997. Chemistry Web Book, Data from NIST Standard Reference Database 69, NIST, 2018. Moghaddam M, Miran SNK, Pirbalouti AG, Mehdizadeh L, Ghaderi Y. Ind. Crop. Prod. 2015; 70: 163. 1:CAS:528:DC%2BC2MXks1antrs%3D. 10.1016/j.indcrop.2015.03.031 Benzie IF, Strain JJ. Anal. Biochem. 1996; 239: 70. 1:CAS:528:DyaK28XksFCmt7Y%3D. 10.1006/abio.1996.0292

By B. B. Thinh; V. Q. Thanh; D. H. Hanh; D. B. Thin and R. V. Doudkin

Reported by Author; Author; Author; Author; Author

Titel:
Chemical Composition and Antioxidant Activity of Essential Oil from Fruit of Schisandra perulata
Autor/in / Beteiligte Person: Thinh, B. B. ; Thanh, V. Q. ; Hanh, D. H. ; Thin, D. B. ; Doudkin, R. V.
Link:
Zeitschrift: Chemistry of Natural Compounds, Jg. 58 (2022-07-01), S. 763-765
Veröffentlichung: Springer Science and Business Media LLC, 2022
Medientyp: unknown
ISSN: 1573-8388 (print) ; 0009-3130 (print)
DOI: 10.1007/s10600-022-03789-5
Schlagwort:
  • Plant Science
  • General Chemistry
  • General Biochemistry, Genetics and Molecular Biology
Sonstiges:
  • Nachgewiesen in: OpenAIRE
  • Rights: CLOSED

Klicken Sie ein Format an und speichern Sie dann die Daten oder geben Sie eine Empfänger-Adresse ein und lassen Sie sich per Email zusenden.

oder
oder

Wählen Sie das für Sie passende Zitationsformat und kopieren Sie es dann in die Zwischenablage, lassen es sich per Mail zusenden oder speichern es als PDF-Datei.

oder
oder

Bitte prüfen Sie, ob die Zitation formal korrekt ist, bevor Sie sie in einer Arbeit verwenden. Benutzen Sie gegebenenfalls den "Exportieren"-Dialog, wenn Sie ein Literaturverwaltungsprogramm verwenden und die Zitat-Angaben selbst formatieren wollen.

xs 0 - 576
sm 576 - 768
md 768 - 992
lg 992 - 1200
xl 1200 - 1366
xxl 1366 -