Structure elucidation and antimicrobial activities of five compounds from <i>Artemisia integrifolia</i> L

Wang, Qinghu; Xu, Yang; Bao, Wenqiang; Pa, Bilegetu; Hao, Junsheng

doi:10.1515/znc-2018-0208

Cited by 4 publications

(7 citation statements)

References 3 publications

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“…Moreover, EOs rich in hexahydrofarnesyl acetone have been described as possessing considerable antimicrobial activity [ 55 , 56 ]. In addition, ar -turmerone has been reported as antimicrobial agent in Artemisia integrifolia [ 57 ]. Our findings supported the potential uses of the EO of K. aegyptiaca in the food industries, as well as in the manufacturing of cosmetics and aromas, due to its potent antioxidant and/or antimicrobial significance.…”

Section: Resultsmentioning

confidence: 99%

Chemical Composition of Kickxia aegyptiaca Essential Oil and Its Potential Antioxidant and Antimicrobial Activities

Abd‐ElGawad

El‐Amier

Bonanomi

et al. 2022

Plants

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The exploration of new bioactive compounds from natural resources as alternatives to synthetic chemicals has recently attracted the attention of scientists and researchers. To our knowledge, the essential oil (EO) of Kickxia aegyptiaca has not yet been explored. Thus, the present study was designed to explore the EO chemical profile of K. aegyptiaca for the first time, as well as evaluate its antioxidant and antibacterial activities, particularly the extracts of this plant that have been reported to possess various biological activities. The EO was extracted from the aerial parts via hydrodistillation and then characterized by gas chromatography-mass spectrometry (GC-MS). The extracted EO was tested for its antioxidant activity via the reduction in the free radicals, 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS). In addition, the EO was tested as an antibacterial mediator against eight Gram-negative and Gram-positive bacterial isolates. Forty-three compounds were identified in the EO of K. aegyptiaca, with a predominance of terpenoids (75.46%). Oxygenated compounds were the main class, with oxygenated sesquiterpenes attaining 40.42% of the EO total mass, while the oxygenated monoterpenes comprised 29.82%. The major compounds were cuminic aldehyde (21.99%), caryophyllene oxide (17.34%), hexahydrofarnesyl acetone (11.74%), ar-turmerone (8.51%), aromadendrene oxide (3.74%), and humulene epoxide (2.70%). According to the IC50 data, the K. aegyptiaca EO revealed considerable antioxidant activity, with IC50 values of 30.48 mg L−1 and 35.01 mg L−1 for DPPH and ABTS, respectively. In addition, the EO of K. aegyptiaca showed more substantial antibacterial activity against Gram-positive bacterial isolates compared to Gram-negative. Based on the minimum inhibitory concentration (MIC), the EO showed the highest activity against Escherichia coli and Bacillus cereus, with an MIC value of 0.031 mg mL−1. The present study showed, for the first time, that the EO of K. aegyptiaca has more oxygenated compounds with substantial antioxidant and antibacterial activities. This activity could be attributed to the effect of the main compounds, either singular or synergistic. Thus, further studies are recommended to characterize the major compounds, either alone or in combination as antioxidants or antimicrobial agents, and evaluate their biosafety.

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Section: Resultsmentioning

confidence: 99%

Chemical Composition of Kickxia aegyptiaca Essential Oil and Its Potential Antioxidant and Antimicrobial Activities

Abd‐ElGawad

El‐Amier

Bonanomi

et al. 2022

Plants

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“…In parallel, dichloromethane extract of A. integrifolia was identified as the most active fraction. Six compounds were identified and their anti-bacterial activities for E. coli , B. cereus , S. aureus , and Y. enterocolitica are listed as follows in descending order: integracid ( 73 ) (MIC = 60–120 µg/mL) > zerumbone ( 37 ) (MIC = 90–230 µg/mL) > (+)-( S )- ar -turmerone ( 35 ) (MIC = 100–260 µg/mL) = α-curcumene ( 14 ) > (+)-( S )-dihydro- ar -turmerone ( 36 ) (MIC = 120–160 µg/mL) > dihydro- ar -curcumene ( 15 ) (MIC = 120–4000 µg/mL) [ 39 ]. Furthermore, a crude extract of A. afra inhibited Gram-positive bacteria ( A. naeslundii , A. israelii , and S. mutans ), and Gram-negative bacteria ( P. intermedia , P. gingivalis , and A. actinomycetemcomitans ) with a MIC value of 25 to 1600 µg/mL [ 9 ].…”

Section: Anti-bacterial Properties Of the Artemisia ...mentioning

confidence: 99%

“…Artemisia plants and their phytochemicals are well known for their antimicrobial properties [ 9 , 28 , 39 , 46 ]. More and more studies report that Artemisia plants and their phytochemicals possess a variety of anti-bacterial mechanisms [ 37 , 52 , 55 , 59 , 65 ].…”

Section: Mechanisms Of Action Of Artemisia Plants ...mentioning

confidence: 99%

“…However, other Artemisia plants might have distinctive essential oils that make up their main components. For instance, A. absinthium, A. herba-alba, and A. campestris, have 32.07% β-pinene (10), 39.21% chamazulene, and 29.39% α-thujone (29), as major constituents of their essential oils, respectively [24]. The aerial parts of tarragon (A. dracunculus) oil was found to mainly be made up of 84% p-allylanisole (estragole) (53), 7.46% (E)-β ocimene (3), 6.24% (Z)-β ocimene (4), and 1.42% limonene (6&7).…”

Section: Chemical Compositionsmentioning

confidence: 99%

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Phytochemistry, Pharmacology and Mode of Action of the Anti-Bacterial Artemisia Plants

et al. 2023

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Over 70,000 people die of bacterial infections worldwide annually. Antibiotics have been liberally used to treat these diseases and, consequently, antibiotic resistance and drug ineffectiveness has been generated. In this environment, new anti-bacterial compounds are being urgently sought. Around 500 Artemisia species have been identified worldwide. Most species of this genus are aromatic and have multiple functions. Research into the Artemisia plants has expanded rapidly in recent years. Herein, we aim to update and summarize recent information about the phytochemistry, pharmacology and toxicology of the Artemisia plants. A literature search of articles published between 2003 to 2022 in PubMed, Google Scholar, Web of Science databases, and KNApSAcK metabolomics databases revealed that 20 Artemisia species and 75 compounds have been documented to possess anti-bacterial functions and multiple modes of action. We focus and discuss the progress in understanding the chemistry (structure and plant species source), anti-bacterial activities, and possible mechanisms of these phytochemicals. Mechanistic studies show that terpenoids, flavonoids, coumarins and others (miscellaneous group) were able to destroy cell walls and membranes in bacteria and interfere with DNA, proteins, enzymes and so on in bacteria. An overview of new anti-bacterial strategies using plant compounds and extracts is also provided.

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“…Although synthetic chemical insecticides have played a significant role in modern agricultural pest management, repeat and extensive application of those agrochemicals over the years has resulted in the development of resistance in insect pest populations and environmental problems [1][2][3]. Due to pesticides produced from plant secondary metabolites may causing less or slower resistance development and lower environmental pollution, recently, the discovery of new insecticidal agents directly from plant secondary metabolites, or by using them as the lead compounds for structural modifications, have been one of the important procedures for research and development of new pesticides [4][5][6][7][8][9][10]. Additionally, besides structural modification of the lead compounds, the toxicology study of the lead compounds is also a very important procedure to develop new insecticidal agents.…”

Section: Introductionmentioning

confidence: 99%

Toxicology study of fraxinellone as ovicidal agents against Mythimna separata Walker and Bombyx mori Linaeus

Chen

Zhang

et al. 2020

Zeitschrift Für Naturforschung C

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AbstractFraxinellone is a naturally occurring degraded limonoid isolated from many species of plants in Meliaceae and Rutaceae. Besides structural modification of the lead compounds, the toxicology study of the lead compounds is also a very important procedure to develop insecticidal agents. Herein the toxicology study of fraxinellone was carried out as the ovicidal agent against the eggs of two lepidopteran insects Mythimna separata Walker and Bomboyx mori Linaeus. Fraxinellone selectively exhibited an ovicidal activity against the eggs of M. separata. After treatment with fraxinellone, the eggshells of M. separata were shrinked, whereas those of B. mori had no obvious change. The dynamic process of M. separata embryo development demonstrated that the distinct difference between the treated eggs and the control ones was obvious at the second day after treatment, especially, the control embryo finished blastokinesis, whereas the treated ones were still laid at pre-reversion status and a lot of yolk can be seen around the embryo. It ultimately resulted in the eggshell withered and the egg hatching inhibited.

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Structure elucidation and antimicrobial activities of five compounds from Artemisia integrifolia L

Cited by 4 publications

References 3 publications

Chemical Composition of Kickxia aegyptiaca Essential Oil and Its Potential Antioxidant and Antimicrobial Activities

Chemical Composition of Kickxia aegyptiaca Essential Oil and Its Potential Antioxidant and Antimicrobial Activities

Phytochemistry, Pharmacology and Mode of Action of the Anti-Bacterial Artemisia Plants

Toxicology study of fraxinellone as ovicidal agents against Mythimna separata Walker and Bombyx mori Linaeus

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