11-Hydroxyisocom-2-en-5-one, a new sesquiterpenoid from Echinops spinosissimus

Ni, Zhi Yu; Nagashima, Yuta; Zhang, Man Li; Wang, Yu Fang; Dong, Ming; Sauriol, Françoise; Huo, Chang Hong; Shi, Qing; Gu, Yu‐Cheng; Kiyota, Hiromasa

doi:10.1007/s10600-013-0696-8

Cited by 5 publications

(5 citation statements)

References 10 publications

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“…Literature on the phytochemistry of this species is limited; chemical investigations on E. spinosissimus have revealed a Phyto complex that includes metabolites relative to different molecular classes. Fokialakis et al [5] reported in this species the presence of two thiophenes compounds, the α-Terthiophene and the Acetylene 2,2-dimethyl-4-[5'-(prop-1ynyl)-2,2'-bithiophen-5-yl]-1,3-dioxalane, while another group [6,7] isolated three novel sesquiterpenoids (Echinopine A, Echinopine B, 11-Hydroxyisocom-2-en-5-one) from the methanol extract of E. spinosissimus root grown in Morocco. An Egyptian study documented the existence of flavonoids (e.g., Apigenin; Apigenin-7-O-β-glucopyranoside or cosmosiin; Apigenin-7-β-D-O-(6"-O-p-coumaroyl)-glucopyranoside) in the aerial parts of E. spinosissimus, although even two quinoline alkaloids, the Echinopsine and the Echinorine, have been identified in the inflorescences [8,9].…”

Section: Introductionmentioning

confidence: 84%

“…Roots were air-dried and ground to a fine powder. Sixty grams of this plant material were subjected to successive extraction according to Ni et al [7] with slight modifications. In detail, the procedure was performed in a continuous extraction apparatus (Soxhlet) with solvents of increasing polarity, for 3 h each, in the following order: Petroleum ether, ethyl acetate, and methanol.…”

Section: Plant Materials and Extraction Methodsmentioning

confidence: 99%

“…Fresh roots of E. spinosissimus (Figure 5) were collected in growing naturally in western Algeria (Sidi Belattar Mostaganem, The identification and authentication of the plant species were c Hayat, a botanist at the Medical Botany Laboratory of Pharmacy Oran 1 (Algeria), where a voucher specimen (Essb 0026) has bee air-dried and ground to a fine powder. Sixty grams of this plant to successive extraction according to Ni et al [7] with slight mo procedure was performed in a continuous extraction apparatus ( increasing polarity, for 3 h each, in the following order: Petroleum methanol. The residue left after each extraction was air-dried be next solvent.…”

Section: Plant Materials and Extraction Methodsmentioning

confidence: 99%

“…We also observed the presence of Kaempferol and its derivatives (peaks no. 7,11,14), Eriodictyol-4'-O-neohesperidoside-7-O-glucoside (peak no. 8), Isorhamnetin-3-O-rutinoside (peak no.…”

Section: Phenolic Profilementioning

confidence: 99%

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Echinops spinosissimus Turra Root Methanolic Extract: Characterization of the Bioactive Components and Relative Wound Healing, Antimicrobial and Antioxidant Properties

Zitouni-Nourine

Belyagoubi-Benhammou

Zitouni-Haouar

et al. 2022

Plants

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Echinops spinosissimus Turra subsp. bovei (Asteraceae) is a medicinal plant in western Algeria. Traditionally, roots and inflorescences are employed as hypertensive agents and in the treatment of hemorrhoids. The current study evaluates the chemical composition, antioxidant, antimicrobial, and wound-healing properties of the root methanolic extract from E. spinosissimus subsp. bovei. The content of total phenolics, flavonoids, and tannins was determined. In addition, the phenolic profile was typified. The studied plant extract resulted in being primarily composed of Apigenin, Kaempferol, and their derivatives. The total phenolic content was equal to 95.31 ± 2.90 mg GAE/g DW, while the number of flavonoids and condensed tannins was 16.01 ± 0.16 mg CE/g DW and 8.30 ± 0.65 mg CE/g DW, respectively. The methanolic extract was found to exhibit antioxidant activity towards the DPPH radical, with an IC50 of 7.99 ± 0.28 mg/mL and a TAC of 30.30 ± 0.54 mg AAE/g DW, as well as an antibacterial effect, especially against P. aeruginosa. No significant wound-healing property was observed, even though the histopathological observations showed enhanced wound-healing quality. According to our evidence, E. spinosissimus could represent a source of phytochemicals with potential beneficial effects for human health in terms of antioxidant and antibiotic properties, although further investigations on this species are needed.

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Section: Introductionmentioning

confidence: 84%

Section: Plant Materials and Extraction Methodsmentioning

confidence: 99%

Section: Plant Materials and Extraction Methodsmentioning

confidence: 99%

“…We also observed the presence of Kaempferol and its derivatives (peaks no. 7,11,14), Eriodictyol-4'-O-neohesperidoside-7-O-glucoside (peak no. 8), Isorhamnetin-3-O-rutinoside (peak no.…”

Section: Phenolic Profilementioning

confidence: 99%

See 2 more Smart Citations

Echinops spinosissimus Turra Root Methanolic Extract: Characterization of the Bioactive Components and Relative Wound Healing, Antimicrobial and Antioxidant Properties

Zitouni-Nourine

Belyagoubi-Benhammou

Zitouni-Haouar

et al. 2022

Plants

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“…Thirteen sterols were characterized, among which ß-sitosterol and stigmasterol were the most abundant [ 20 ]. A new thiophene, known as the acetylene 2,2-dimethyl-4 [5′-(prop-1-ynyl)-2,2′-bithiophen-5-yl]-1,3-dioxalane, was discovered in roots [ 24 ]. Furthermore, a new sesquiterpenoid, 11-hydroxyisocom-2-en-5-one, was identified in root extracts [ 19 ].…”

Section: Introductionmentioning

confidence: 99%

In Vivo Efficacy of Echinops spinosus Decoction as a Therapeutic for Cows at Risk of Clinical Endometritis

Boudelal

Adnane

Niar

et al. 2022

Animals

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Clinical endometritis (CE) is a multifactorial disease of dairy animals. Retained fetal membranes (RFM) and metritis are the major risk factors of CE in dairy cows. Because uterine inflammation affects the profitability of the dairy industry, antibiotics and hormonal therapies are commonly used to mitigate against the disease. However, the One-Health concept aims to reduce antibiotic use in food animals to avoid the emergence of drug resistance or residues in milk or meat. Thus, phytotherapy may represent a good alternative to antibiotics in food animals. Echinops spinosus (E. spinosus) is a natural plant known to have therapeutic, anti-inflammatory, antimicrobial, and wound-healing properties in vitro. The aim of the present study was to investigate the efficacy of E. spinosus as a preventive strategy for CE in dairy cows with other postpartum complications. Holstein–Friesian cows (n = 36) diagnosed with RFM or metritis enrolled in the study were allocated into three groups. One group received antibiotic treatment. Another group received prostaglandin injection (PG). The experimental group received E. spinosus decoction orally. As a control group, eutocic cows (n = 36), without RFM and metritis were included in the study. The efficiency of the treatment was based on the occurrence of CE and improved reproductive outcomes. At 30 ± 2 DPP, CE was diagnosed in 25%, 58.34%, and 75% in antibiotic, PG, and E. spinosus groups, respectively (p < 0.05). There were no differences between the groups at 55 ± 5 DPP (16.67%, 33.44%, and 41.67% in antibiotic, PG and E. spinosus groups, respectively, p > 0.05). The E. spinosus group had the longest open days, lowest conception rate at 150 DPP, and highest number of services per conception. Oral E. spinosus extract is ineffective as a therapeutic for cows at risk of CE. These findings may pave the way for future innovative strategies employing E. spinosus to protect cattle against endometritis.

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