Skip to main content
Top
Published in: BMC Complementary Medicine and Therapies 1/2019

Open Access 01-12-2019 | Coumarin | Research article

Phytochemical composition of wormwood (Artemisia gmelinii) extracts in respect of their antimicrobial activity

Authors: Aliya S. Mamatova, Izabela Korona-Glowniak, Krystyna Skalicka-Woźniak, Aleksandra Józefczyk, Krzysztof K. Wojtanowski, Tomasz Baj, Zuriyadda B. Sakipova, Anna Malm

Published in: BMC Complementary Medicine and Therapies | Issue 1/2019

Login to get access

Abstract

Background

Extracts from medicinal plants with phytochemicals with known antimicrobial properties can be an effective adjunct in the complex treatment of infectious diseases. This study aimed to evaluate the antimicrobial activity of wormwood extracts collected in Kazakhstan (Artemisia gmelinii Weber ex Stechm.), along with their phytochemical analysis.

Methods

The ethanolic and chloroform extracts were subjected to HPLC combined with quadrupole time-of-flight mass spectrometry method. For quantitative assessment of antimicrobial activity, minimal inhibitory concentration (MIC) of the tested extracts was determined by micro-dilution broth method for the panel of the reference microorganisms. Minimal bactericidal concentration (MBC) or minimal fungicidal concentration (MFC) were also determined.

Results

LC/MS analysis showed the presence of 13 compounds in the tested extracts, including flavonoids: apigenin, luteolin, rutin, two O-methylated flavonols (isorhamnetin, rhamnazine), coumarin compounds (umbelliferone, scopoletin and scopolin (scopoletin 7-glucoside), 3-hydroxycoumarin and 4-hydroxycoumarin), chlorogenic acid and two dicaffeoylquinic acid isomers. Quantitative HPLC analysis showed that umbelliferone was dominant in the chloroform extract while chlorogenic acid was identified as a main compound in the ethanolic extract. The antibacterial and antifungal activity of chloroform and ethanolic extracts was comparable. The most sensitive were the Gram-positive bacteria represented by staphylococci, Micrococcus luteus and Bacillus spp. (MIC = 1.25–5 mg/ml) and yeasts represented by Candida spp. (MIC = 2.5–5 mg/ml), irrespective of the assayed extract.

Conclusions

Extracts of wormwood Artemisia gmelinii have shown a wide spectrum of antibacterial and antifungal activity. Luteolin, rutin, isorhamnetin and scopolin were identified in A. gmelinii species for the first time. The determining of the most potential compounds of Artemisia gmelinii can be used to develop effective antibacterial and antifungal agents.
Appendix
Available only for authorised users
Literature
1.
go back to reference Yuan HD, Jin GZ, Piao GC. Hepatoprotective effects of an active part from Artemisia sacrorum Ledeb. Against acetaminophen-induced toxicity in mice. J Ethnopharmacol. 2010;127:528–33.CrossRef Yuan HD, Jin GZ, Piao GC. Hepatoprotective effects of an active part from Artemisia sacrorum Ledeb. Against acetaminophen-induced toxicity in mice. J Ethnopharmacol. 2010;127:528–33.CrossRef
2.
go back to reference Chen YL, Chen YS. Asteraceae in Shi, Z., Flora of China. Science Press (Beijing) & Missouri Botanical Garden Press (St. Louis), 2011, Vol 20-21, 688. Chen YL, Chen YS. Asteraceae in Shi, Z., Flora of China. Science Press (Beijing) & Missouri Botanical Garden Press (St. Louis), 2011, Vol 20-21, 688.
3.
go back to reference Yuan HD, Jin GZ, Piao GC. Protective effects of the active part of Artemisia sacrorum Ledeb. Against acetaminophen-induced liver injury in mice. Biol Pharm Bull. 2009;32:1683–8.CrossRef Yuan HD, Jin GZ, Piao GC. Protective effects of the active part of Artemisia sacrorum Ledeb. Against acetaminophen-induced liver injury in mice. Biol Pharm Bull. 2009;32:1683–8.CrossRef
4.
go back to reference Desiree CKR, Renem FKP, Jonas K. Antibacterial and antifungal activity of the essential oil extracted by hydro-distillation from Artemisia annua grown in West-Cameroon. J Pharmacol Toxicol. 2013;4:89–94.CrossRef Desiree CKR, Renem FKP, Jonas K. Antibacterial and antifungal activity of the essential oil extracted by hydro-distillation from Artemisia annua grown in West-Cameroon. J Pharmacol Toxicol. 2013;4:89–94.CrossRef
6.
go back to reference Verdian-Rizi M, Sadat-Ebrahimi E, Hadjakhoondi A, Fazeli M, Pirali HM. Chemical composition and antimicrobial activity of Artemisia annua L. essential oil from Iran. Planta Med. 2008;7:58–62. Verdian-Rizi M, Sadat-Ebrahimi E, Hadjakhoondi A, Fazeli M, Pirali HM. Chemical composition and antimicrobial activity of Artemisia annua L. essential oil from Iran. Planta Med. 2008;7:58–62.
7.
go back to reference Li Y, Hao-Bin H, Xu-Dong Z, Ji-Hua Z, Li-Ping L. Composition and antimicrobial activity of essential oil from the aerial part of Artemisia annua. Planta Med. 2011;5:3629–33. Li Y, Hao-Bin H, Xu-Dong Z, Ji-Hua Z, Li-Ping L. Composition and antimicrobial activity of essential oil from the aerial part of Artemisia annua. Planta Med. 2011;5:3629–33.
8.
go back to reference Juteau F, Masotti V, Bessière JM, Dherbomez M, Viano J. Antibacterial and antioxidant activities of Artemisia annua essential oil. Fitoterapia. 2002;73:532–5.CrossRef Juteau F, Masotti V, Bessière JM, Dherbomez M, Viano J. Antibacterial and antioxidant activities of Artemisia annua essential oil. Fitoterapia. 2002;73:532–5.CrossRef
9.
go back to reference Cha JD, Jung EK, Kil BS, Lee KY. Chemical composition and antibacterial activity of essential oil from Artemisia feddei. J Microbiol Biotechnol. 2007;17:2061–5.PubMed Cha JD, Jung EK, Kil BS, Lee KY. Chemical composition and antibacterial activity of essential oil from Artemisia feddei. J Microbiol Biotechnol. 2007;17:2061–5.PubMed
10.
go back to reference Ahameethunisa AR, Hopper W. Antibacterial activity of Artemisia nilagirica leaf extracts against clinical and phytopathogenic bacteria. BMC Complem Altern Med. 2010;10:1–6.CrossRef Ahameethunisa AR, Hopper W. Antibacterial activity of Artemisia nilagirica leaf extracts against clinical and phytopathogenic bacteria. BMC Complem Altern Med. 2010;10:1–6.CrossRef
11.
go back to reference Zhigzhitzhapova SV. Chemical composition of essential oils from Artemisia gmelinii web. Et Stechm., growing in Central Asia. Chem Plant Raw Mat. 2010;2:131–3. Zhigzhitzhapova SV. Chemical composition of essential oils from Artemisia gmelinii web. Et Stechm., growing in Central Asia. Chem Plant Raw Mat. 2010;2:131–3.
12.
go back to reference Chemesova II, Belenovskaya LM, Markova LP. Phenolic compounds of Artemisia gmelinii. Chem Nat Comp. 1983;19:365–6.CrossRef Chemesova II, Belenovskaya LM, Markova LP. Phenolic compounds of Artemisia gmelinii. Chem Nat Comp. 1983;19:365–6.CrossRef
13.
go back to reference Könczöl A, Béni Z, Sipos MM, Rill A, Háda V, Hohmann J, Máthé I, Szántay C Jr, Keseru GM, Balogh GT. Antioxidant activity-guided phytochemical investigation of Artemisia gmelinii Webb. Ex Stechm.: isolation and spectroscopic challenges of 3,5-O-dicaffeoyl (epi?) quinic acid and its ethyl ester. J Pharm Biomed Ana. 2012;59:83–9.CrossRef Könczöl A, Béni Z, Sipos MM, Rill A, Háda V, Hohmann J, Máthé I, Szántay C Jr, Keseru GM, Balogh GT. Antioxidant activity-guided phytochemical investigation of Artemisia gmelinii Webb. Ex Stechm.: isolation and spectroscopic challenges of 3,5-O-dicaffeoyl (epi?) quinic acid and its ethyl ester. J Pharm Biomed Ana. 2012;59:83–9.CrossRef
14.
go back to reference Skalicka-Wozniak K, Walasek M, Ludwiczuk A, Glowniak K. Isolation of terpenoids from Pimpinella anisum essential oil by high-performance counter-current chromatography. J Sep Sci. 2013;36:2611–4.CrossRef Skalicka-Wozniak K, Walasek M, Ludwiczuk A, Glowniak K. Isolation of terpenoids from Pimpinella anisum essential oil by high-performance counter-current chromatography. J Sep Sci. 2013;36:2611–4.CrossRef
16.
go back to reference Sermukhamedova O, Wojtanowski KK, Widelski J, Korona-Głowniak I, Elansary HO, Sakipova Z, Malm A, Głowniak K, Skalicka-Woźniak K. Metabolic profile of and antimicrobial activity in the aerial part of Leonurus turkestanicus V.I. Krecz. Et Kuprian. From Kazakhstan. J AOAC Int. 2017;100:1700–5.CrossRef Sermukhamedova O, Wojtanowski KK, Widelski J, Korona-Głowniak I, Elansary HO, Sakipova Z, Malm A, Głowniak K, Skalicka-Woźniak K. Metabolic profile of and antimicrobial activity in the aerial part of Leonurus turkestanicus V.I. Krecz. Et Kuprian. From Kazakhstan. J AOAC Int. 2017;100:1700–5.CrossRef
17.
go back to reference Ahameethunisa AR, Hopper W. In vitro antimicrobial activity on clinical microbial strains and antioxidant properties of Artemisia parviflora. Ann Clin Microbiol Antimicrob. 2012;11:1–7.CrossRef Ahameethunisa AR, Hopper W. In vitro antimicrobial activity on clinical microbial strains and antioxidant properties of Artemisia parviflora. Ann Clin Microbiol Antimicrob. 2012;11:1–7.CrossRef
18.
go back to reference Karabegovic I, Nikolova M, Velickovic D, Stojicevic S, Veljkovic V, Lazic M. Comparison of antioxidant and antimicrobial activities of methanolic extracts of the Artemisia sp recovered by different extraction techniques. Chin J Chem Eng. 2011;19:504–11.CrossRef Karabegovic I, Nikolova M, Velickovic D, Stojicevic S, Veljkovic V, Lazic M. Comparison of antioxidant and antimicrobial activities of methanolic extracts of the Artemisia sp recovered by different extraction techniques. Chin J Chem Eng. 2011;19:504–11.CrossRef
19.
go back to reference Tajehmiri A, Issapour F, Moslem NM, Lakeh MT, Kolavani MH. In vitro antimicrobial activity of Artemisia annua leaf extracts against pathogenic bacteria. Adv Stud Biol. 2014;6:93–7.CrossRef Tajehmiri A, Issapour F, Moslem NM, Lakeh MT, Kolavani MH. In vitro antimicrobial activity of Artemisia annua leaf extracts against pathogenic bacteria. Adv Stud Biol. 2014;6:93–7.CrossRef
20.
go back to reference Lou Z, Wang H, Zhu S, Ma C, Wang Z. Antibacterial activity and mechanism of action of chlorogenic acid. J Food Sci. 2011;6:M398–403.CrossRef Lou Z, Wang H, Zhu S, Ma C, Wang Z. Antibacterial activity and mechanism of action of chlorogenic acid. J Food Sci. 2011;6:M398–403.CrossRef
21.
go back to reference French GL. Bactericidal agents in the treatment of MRSA infections – the potential role of daptomycin. J Antimicrob Chemother. 2006;58:1107–17.CrossRef French GL. Bactericidal agents in the treatment of MRSA infections – the potential role of daptomycin. J Antimicrob Chemother. 2006;58:1107–17.CrossRef
22.
go back to reference Poiată A, Tuchiluş C, Ivănescu B, Ionescu A, Lazăr MI. Antibacterial activity of some Artemisia species extract. Rev Med Chir Soc Med Nat Iasi. 2009;113:911–4.PubMed Poiată A, Tuchiluş C, Ivănescu B, Ionescu A, Lazăr MI. Antibacterial activity of some Artemisia species extract. Rev Med Chir Soc Med Nat Iasi. 2009;113:911–4.PubMed
23.
go back to reference Suresh J, Reddy V, Rajan D, Ihsanullah M, Khan MN. Antimicrobial activity of Artemisia abortanum and Artemisia pallens. IJPPR. 2011;3:18–21. Suresh J, Reddy V, Rajan D, Ihsanullah M, Khan MN. Antimicrobial activity of Artemisia abortanum and Artemisia pallens. IJPPR. 2011;3:18–21.
24.
go back to reference Mazimba O. Umbelliferone: sources, chemistry and bioactivies review. Bulletin of Faculty of Pharmacy, Cairo University. 2017;55:223–32.CrossRef Mazimba O. Umbelliferone: sources, chemistry and bioactivies review. Bulletin of Faculty of Pharmacy, Cairo University. 2017;55:223–32.CrossRef
25.
go back to reference Ji Q, Ge Z, Ge Z, Chen K, Wu H, Liu X, Huang Y, Yuan L, Yang X, Liao F. Synthesis and biological evaluation of novel phosphoramidate derivatives of Coumarin as chtin synthase inhibitors and antifungal agents. Eur J Med Chem. 2016;108:166–76.CrossRef Ji Q, Ge Z, Ge Z, Chen K, Wu H, Liu X, Huang Y, Yuan L, Yang X, Liao F. Synthesis and biological evaluation of novel phosphoramidate derivatives of Coumarin as chtin synthase inhibitors and antifungal agents. Eur J Med Chem. 2016;108:166–76.CrossRef
26.
go back to reference Habibipour R, Rajabi M. Antibacterial effects of Arctium lappa and Artemisia absinthium extracts in laboratory conditions. J Herb Med Pharmacol. 2015;4:133–7. Habibipour R, Rajabi M. Antibacterial effects of Arctium lappa and Artemisia absinthium extracts in laboratory conditions. J Herb Med Pharmacol. 2015;4:133–7.
27.
go back to reference Shin NR, Ryu HW, Ko JW, Park SH, Yuk HJ, Kim HJ, Kim JC, Jeong SH, Shin IS. Artemisia argyi attenuates airway inflammation in ovalbumin-induced asthmatic animals. J Ethnopharmacol. 2017;209:108–15.CrossRef Shin NR, Ryu HW, Ko JW, Park SH, Yuk HJ, Kim HJ, Kim JC, Jeong SH, Shin IS. Artemisia argyi attenuates airway inflammation in ovalbumin-induced asthmatic animals. J Ethnopharmacol. 2017;209:108–15.CrossRef
28.
go back to reference Zhang L, Tu ZC, Wang H, Fu ZF, Wen QH, Fan D. Metabolic profiling of antioxidants constituents in Artemisia selengensis leaves. Food Chem. 2015;186:123–32.CrossRef Zhang L, Tu ZC, Wang H, Fu ZF, Wen QH, Fan D. Metabolic profiling of antioxidants constituents in Artemisia selengensis leaves. Food Chem. 2015;186:123–32.CrossRef
29.
go back to reference Tan RX, Zheng WF, Tang HQ. Biologically active substances form genus Artemisia. Planta Med. 1998;64:295–302.CrossRef Tan RX, Zheng WF, Tang HQ. Biologically active substances form genus Artemisia. Planta Med. 1998;64:295–302.CrossRef
30.
go back to reference Zeng W, Quesheng Zhang Q, Liang H. Flavonoids from Artemisia gmelinii web. Ex Stechm. J Chin Pharm Sci. 2014;23(7):496–9.CrossRef Zeng W, Quesheng Zhang Q, Liang H. Flavonoids from Artemisia gmelinii web. Ex Stechm. J Chin Pharm Sci. 2014;23(7):496–9.CrossRef
31.
go back to reference Sotiropoulou NSD, Kokkini MK, Megremi SFP, Daferera DJ, Skotti EP, Kimbaris AC, Polissiou MG, Tarantilis PA. Determination of α- and β-thujone in wormwood and sage infusions of Greek flora and estimation of their average toxicity. Curr Res Nutr Food Sci. 2016;4:152–60.CrossRef Sotiropoulou NSD, Kokkini MK, Megremi SFP, Daferera DJ, Skotti EP, Kimbaris AC, Polissiou MG, Tarantilis PA. Determination of α- and β-thujone in wormwood and sage infusions of Greek flora and estimation of their average toxicity. Curr Res Nutr Food Sci. 2016;4:152–60.CrossRef
32.
go back to reference Radulovic NS, Gencic MS, Stojanowic NM, Randjelovic PJ, Stojanovic-Radic ZZ, Stojiljkovic NI. Toxic essential oils. Part V: behaviour modulating and toxic properties of thujones and thujone-containing essential iols of Salvia officinalis L., Artemisia absinthium L., Thuja occidentalis L. and Tanacetum vulgare L. Food Chem Toxicol. 2017;105:355–69.CrossRef Radulovic NS, Gencic MS, Stojanowic NM, Randjelovic PJ, Stojanovic-Radic ZZ, Stojiljkovic NI. Toxic essential oils. Part V: behaviour modulating and toxic properties of thujones and thujone-containing essential iols of Salvia officinalis L., Artemisia absinthium L., Thuja occidentalis L. and Tanacetum vulgare L. Food Chem Toxicol. 2017;105:355–69.CrossRef
Metadata
Title
Phytochemical composition of wormwood (Artemisia gmelinii) extracts in respect of their antimicrobial activity
Authors
Aliya S. Mamatova
Izabela Korona-Glowniak
Krystyna Skalicka-Woźniak
Aleksandra Józefczyk
Krzysztof K. Wojtanowski
Tomasz Baj
Zuriyadda B. Sakipova
Anna Malm
Publication date
01-12-2019
Publisher
BioMed Central
Keyword
Coumarin
Published in
BMC Complementary Medicine and Therapies / Issue 1/2019
Electronic ISSN: 2662-7671
DOI
https://doi.org/10.1186/s12906-019-2719-x

Other articles of this Issue 1/2019

BMC Complementary Medicine and Therapies 1/2019 Go to the issue