Essential oils of Pinus halepensis and P. heldreichii: Chemical composition, antimicrobial and insect larvicidal activity

Mitić, Zorica S.; Jovanović, Boris; Jovanović, Snežana Č.; Stojanović-Radić, Zorica; Mihajilov‐Krstev, Tatjana; Jovanović, Nikola; Nikolić, Biljana; Marin, Petar D.; Zlаtković, Bojаn; Stojanović, Gordana

doi:10.1016/j.indcrop.2019.111702

Cited by 34 publications

(26 citation statements)

References 27 publications

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“…The yellow PEO with characteristic odor was obtained by hydrodistillation and 41 components were identified by GC-MS, accounting 95.73% of the total oil (Table 1), and the main components were respectively α-Pinene (40.91%), Limonene (24.82%), and β-Pinene (7.04%). It was similar to the chemical composition of oils from fresh needles with different pinus species [19,29]. Figure 1 shows sensitive signals in the total ion currency (TIC) profile.…”

Section: Resultssupporting

confidence: 57%

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Essential Oil from Pinus Koraiensis Pinecones Inhibits Gastric Cancer Cells via the HIPPO/YAP Signaling Pathway

et al. 2019

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Pinecone is a traditional folk herb, which has been used in China for many years. In this paper, the essential oil from Pinus koraiensis pinecones (PEO) was obtained by hydrodistillation and 41 compounds were identified by gas chromatography–mass spectrometry (GC-MS), mainly including α-Pinene (40.91%), Limonene (24.82%), and β-Pinene (7.04%). The purpose of this study was to investigate the anti-tumor activity of PEO on MGC-803 cells and its mechanism. Anti-tumor experiments in vitro showed PEO could significantly inhibit the proliferation and migration of MGC-803 cells, and it also could arrest the cell cycle in the G2/M phase, decrease the mitochondrial membrane potential, and induce apoptosis. Finally, the effects of PEO on genes expression on MGC-803 cells were analyzed by RNA sequencing, and results showed that after treatment with PEO, 100 genes were up-regulated, and 57 genes were down-regulated. According to the KEGG pathway and GSEA, FAT4, STK3, LATS2, YAP1, and AJUBA were down-regulated, which were related to HIPPO signaling pathway. Real-time PCR and western blot further confirmed the results of RNA sequencing. These results indicated that PEO may exert anti-tumor activity via the HIPPO/YAP signaling pathway. The anti-tumor mechanism of this oil can be further studied, which is important for the development of anti-tumor drugs.

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Section: Resultssupporting

confidence: 57%

“… a Retention index determined on a DB-5-MS capillary column relative to a series of n-alkanes (C8–C40). b Retention index reported from the literature [19,29,30]. …”

Section: Figurementioning

confidence: 99%

Essential Oil from Pinus Koraiensis Pinecones Inhibits Gastric Cancer Cells via the HIPPO/YAP Signaling Pathway

et al. 2019

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“…Previous studies showed that S.aureus was sensitive to Pinus helepensis essential oils and suggesting that caryophyllene-E (29.06 % of total oil level) is responsible for the antimicrobial activity against this strain (Dahham et al (2015) and Mitić et al (2019). The difference in the inhibition diameters could be mainly due to the difference in the chemical composition of essential oil, while the antibacterial compounds are responsible for inhibiting bacterial multiplication, sporulation, and toxin synthesis (Gachkar et al 2007;Rasooli et al 2008).…”

Section: Discussionmentioning

confidence: 93%

“…Aleppo pine resin is commonly used in popular medicine, as a powerful antiseptic, and as a cure for treating infections of respiratory and urinary tracts, gallstones, sinusitis, and rheumatism (Motte-Florac 2000;Berroukche et al 2014). The chemical composition of P. halepensis essential oils has been widely studied (Roussi et al 1995;Hmamouchi et al 2001;Lahlou 2003;Macchioni et al 2003;Dob et al 2005;Dob et al 2007;Tumen et al 2010;Abi-Ayad et al 2011;Ustun et al 2012, Gallis et al 2012Amri et al 2013;Amri et al 2014;Efestathia et al 2014;Djerrad et al 2015;Fekih et al 2015;Mohareb et al 2017;El Baha et al 2016;Nam et al 2016;Rodrigues et al 2017;Bouyahiya et al 2019;Mitić et al 2019) (Table S1).…”

Section: Introductionmentioning

confidence: 99%

Chemical composition and antimicrobial activity of Pinus halepensis from Algeria

et al. 2020

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Abstract. Haichour R, Lograda T, Ramdani M, Chalard P, Figueredo G. 2020. Chemical composition and antimicrobial activity of Pinus halepensis from Algeria. Biodiversitas 21: 4345-4360. The chemical composition of Pinus halepensis essential oils and their antibacterial activities were investigated. Plant samples were collected in the flowering stage from the East locality of Algeria. The aerial parts of P. halepensis obtained from fifteen localities were subjected to a hydro-distillation, providing pale yellow viscous oils. The obtained yield average was 0.64 ± 0.37%. The analysis of the chemical composition of essential oils was performed by using GC and GC / MS. A total of thirty-seven compounds representing 99.4 ± 0.5% of the total oils were identified in P. halepensis. The hydrocarbon compounds were found to dominate essential oils in P. halepensis. In addition, the major compounds were caryophyllene-E (29.06 ± 8.5%), myrcene (19.14 ± 6.67%), a-pinene (16.86 ± 3.35%), phenyl ethyl 3-methyl butanoate (5.67 ± 2.47%), a-humulene (4.81 ± 1.43%), terpinolene (3.94 ± 1.6%) and sabinene (3.11 ± 1.84%). Based on their chemical composition, essential oil samples were clustered in five groups by UPGMA analysis. The first group includes the Tafrent essential oil population. It is characterized by the phenyl ethyl-3-methyl butanoate – Sabinene ‒ Δ3-carene chemotype. The second group was subdivided into two clusters. The first cluster or chemotype was characterized by the myrcene ‒ α-pinene ‒ caryophyllene-E. The second chemotype was characterized by caryophyllene-E ‒ α-humulene ‒ myrcene. The essential oil of P. halepensis is an effective antimicrobial against Staphylococcus aureus; Klebsiella pneumonia; Salmonella enteric spp arizonae; Listeria innocua; Proteus mirabilis and Bacillus cereus, and no effect on the E. coli and Pseudomonas aeruginosa.

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“…Terpenes and terpenoids have been found to be substances with multiple useful features [ 4 ]. They demonstrated anti-inflammatory [ 5 ], antifungal [ 6 ], antimicrobial [ 7 , 8 , 9 ], insecticidal [ 7 , 9 , 10 ], repellent [ 10 , 11 ], anticonvulsant [ 12 ], antioxidant [ 12 , 13 ], and even anticancer activities [ 8 , 13 ]. Derivatives of natural quinic acid play a role as antioxidants [ 14 ].…”

Section: Introductionmentioning

confidence: 99%

Stereoselective Synthesis of Multisubstituted Cyclohexanes by Reaction of Conjugated Enynones with Malononitrile in the Presence of LDA

et al. 2020

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Reaction of linear conjugated enynones, 1,5-diarylpent-2-en-4-yn-1-ones, with malononitrile in the presence of lithium diisopropylamide LDA, as a base, in THF at room temperature for 3–7 h resulted in the formation of the product of dimerization, multisubstituted polyfunctional cyclohexanes, 4-aryl-2,6-bis(arylethynyl)-3-(aryloxomethyl)-4-hydroxycyclohexane-1,1-dicarbonitriles, in yields up to 60%. Varying the reaction conditions by decreasing time and temperature and changing the ratio of starting compounds (enynone and malononitrile) allowed isolating some intermediate compounds, which confirmed a plausible reaction mechanism. The relative stability of possible stereoisomers of such cyclohexanes was estimated by quantum chemical calculations (DFT method). The obtained cyclohexanes were found to possess photoluminescent properties.

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Essential oils of Pinus halepensis and P. heldreichii: Chemical composition, antimicrobial and insect larvicidal activity

Cited by 34 publications

References 27 publications

Essential Oil from Pinus Koraiensis Pinecones Inhibits Gastric Cancer Cells via the HIPPO/YAP Signaling Pathway

Essential Oil from Pinus Koraiensis Pinecones Inhibits Gastric Cancer Cells via the HIPPO/YAP Signaling Pathway

Chemical composition and antimicrobial activity of Pinus halepensis from Algeria

Stereoselective Synthesis of Multisubstituted Cyclohexanes by Reaction of Conjugated Enynones with Malononitrile in the Presence of LDA

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