Chemical composition and antimicrobial activity of the essential oil from leaves of &lt;i&gt;Magnolia coriacea&lt;/i&gt; (Hung T. Chang &amp;  B. L. Chen) figlar growing in Vietnam

Ha, Chu Thị Thu; Thanh, Bùi Văn; Thuy, Dinh Thi Thu

doi:10.15625/2615-9023/v42n3.14739

Cited by 5 publications

(20 citation statements)

References 20 publications

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“…𝛼 𝐷 25 = + 22.6 (c 0.5 in CH2Cl2) 1 H NMR (DMSO-d6, 500 MHz) δH (ppm) 4.62 (2H, s, H-15), 4.03 (s, OH), 2.37 (1H, dd, J = 6.5 Hz, 13.5 Hz, H-1), 2.07 (1H, m, H-9), 1.97 (1H, t, J = 13 Hz, H-2), 1.85 (1H, m), 1.65 (1H, m), 1.48-1.40 (2H, m), 1.22 (1H, t, J = 10.5 Hz, H-5), 1.18 (3H, s, H-14), 1.01 (3H, s, H-13), 0.97 (3H, s, H-12), 0.91 (1H, t, J = 13 Hz, H-9), 0.64 (1H, m, H-7), 0.45 (1H, t, J = 9.5 Hz, H-6). 13 Caryophyllenol-II (2): [16] Yellow oil. ESI-MS (m/z): 203 [M-H2O+H] + .…”

Section: Extraction and Isolationmentioning

confidence: 99%

“…1 H NMR (CDCl3, 500 MHz) δH (ppm) 5.55 (1H, t, J = 8.5 Hz, H-3), 4.78 (1H, dd, J = 11.5 Hz, 4.0 Hz, H-5), 4.73 (1H, q, J = 1.5 Hz, H-12), 4.49 (1H, t, J = 2.0 Hz, H-12), 2.68 (1H, q, J = 9.0 Hz, H-9), 2.17 (1H, ddd, J = 14.0 Hz, 7.5 Hz, 1.5 Hz, H-11), 2.10 (1H, ddd, J = 13.0 Hz, 13.0 Hz, 8.0 Hz, H-2), 1.97 (1H, ddd, J = 9.0 Hz, 8.5 Hz, 1.0 Hz, H-10), 1.92 (1H, ddd, J = 14.0 Hz, 8.5 Hz, 1.5 Hz, H-2), 1.87 (1H, t, J = 15.0 Hz, H-7), 1.70 (1H, ddd, J = 15.5 Hz, 6.5 Hz, 4.5 Hz, H-6), 1.64 (3H, d, J = 8.5 Hz, H-15), 1.62 (1H, td, J = 12.0 Hz, 6.0 Hz, H-6), 1.57 (1H, t, J = 10.0 Hz, H-10), 1.55 (1H, q, J = 10.0 Hz, H-1), 1.01 (3H, s, H-13), 0.96 (3H, s, H-14). 13 Rutin (3): [17] Yellow amorphous. HRESI-MS (m/z): 633.1297 [M+Na] + , 609.1492 [M-H] -, 1 H NMR (CD3OD, 500 MHz) δH (ppm) 7.69 (1H, d, J = 2.0 Hz, H-2'), 7.64 (dd, J = 8.5 Hz, 2.0 Hz, H-6'), 6.90 (1H, d, J = 8.5 Hz, H-5'), 6.40 (1H, d, J = 1.5 Hz, H-8), 6.22 (1H, d, J = 2 Hz, H-2), 5.12 (1H, d, J = 7.5 Hz, H-1''), 4.54 (1H, s, H-1'''), 1.15 (3H, d, J = 6.5 Hz, H-6''').…”

Section: Extraction and Isolationmentioning

confidence: 99%

“…HRESI-MS (m/z): 633.1297 [M+Na] + , 609.1492 [M-H] -, 1 H NMR (CD3OD, 500 MHz) δH (ppm) 7.69 (1H, d, J = 2.0 Hz, H-2'), 7.64 (dd, J = 8.5 Hz, 2.0 Hz, H-6'), 6.90 (1H, d, J = 8.5 Hz, H-5'), 6.40 (1H, d, J = 1.5 Hz, H-8), 6.22 (1H, d, J = 2 Hz, H-2), 5.12 (1H, d, J = 7.5 Hz, H-1''), 4.54 (1H, s, H-1'''), 1.15 (3H, d, J = 6.5 Hz, H-6'''). 13 Quercitrin (4): [18] Yellow amorphous. IR (KBr) ν (cm - Rhamnocitrin 3-rutinoside (5): [19,20] Oxytroflavoside G (6): [21] Yellow amorphous.…”

Section: Extraction and Isolationmentioning

confidence: 99%

“…[ 12 ] Recently, essential oil analysis from the leaves of Magnolia coriacea has demonstrated the presence of main components of sesquiterpene hydrocarbons (33.6 %), oxygenated sesquiterpenoids (31.4 %), bicyclogermacrene (12.6 %) and spathulenol (17.0%). [ 13 ] These components showed potentially antibacterial activity. However, detailed phytochemistry of this plant has not been investigated.…”

Section: Introductionmentioning

confidence: 99%

“…Nine compounds, which included two sesquiterpenes: (+)-spathulenol (1), caryophyllenol-II (2), five flavonol glycosides: rutin (3), quercitrin (4), rhamnocitrin 3-rutinoside (5), oxytroflavoside G (6), curcucomoside D (7), and two fatty hydrocarbons: 2-phyten-1-yl-caprylate (8) and tritriacontan-1-ol (9) (figure 1), were isolated and detail elucidated. 13 C, DEPT, HSQC, COSY, NOESY and HMBC) were recorded on a Bruker Avance with tetramethyl silane (TMS) as internal standard. Thin layer chromatography was performed on aluminum plates coated with silica gel 60 F254 and RP-18 F254S (Merck), visualized under UV light (λmax 254 nm) and stained with 1 % w/w vanillin in H2SO4 followed by heating.…”

Section: Introductionmentioning

confidence: 99%

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Phytochemistry of the Aerial parts of Magnolia coriacea collected in Ha Giang, Viet Nam

Ninh,

Dung,

Van Loc

et al. 2022

Vietnam Journal of Chemistry

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Nine compounds, including two sesquiterpenes [((+)‐spathulenol (1), caryophyllenol‐II (2)], five flavonol glycosides [rutin (3), quercitrin (4), rhamnocitrin 3‐rutinoside (5), oxytroflavoside G (6), curcucomoside D (7)], and two hydrocarbons [2‐phyten‐1‐yl‐caprylate (8) and tritriacontan‐1‐ol (9)] were reported for the first time from the leaves and twigs of Magnolia coriacea. Their detailed structures were confirmed by 1D and 2D NMR spectra analyses and compared to the published data.

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Section: Extraction and Isolationmentioning

confidence: 99%

Section: Extraction and Isolationmentioning

confidence: 99%

Section: Extraction and Isolationmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Phytochemistry of the Aerial parts of Magnolia coriacea collected in Ha Giang, Viet Nam

Ninh,

Dung,

Van Loc

et al. 2022

Vietnam Journal of Chemistry

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In Silico Investigation of Aporphine Alkaloids Isolated From Magnolia coriacea Against α-Glucosidase and Tyrosine Phosphatase 1B

Ninh

Bui

Dung

et al. 2023

Natural Product Communications

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Objective Magnolia coriacea is a rare species of Magnoliaceae and categorized as critically endangered, yet known for its valuable pharmaceutical properties. Phytochemical study of the plant was carried out, and the isolated compounds were subjected to different computational platforms to predict their chemical, inhibitory, physicochemical, and pharmacological properties. Methods M coriacea dried twig or leaf powder was partially extracted with n-hexane, ethyl acetate, and 90% methanol to produce the corresponding extracts, which were subjected to column chromatography. The isolated compounds were identified by nuclear magnetic resonance (NMR) spectroscopic and electrospray ionization mass spectrometry (ESI-MS) methods. Results Eight known aporphine alkaloids were isolated, (+)-glaucine N-oxide (1), N-methyl glaucine acetate (2), (+)-( S)-glaucine (3), magnoflorine (4), pontevedrine (5), O-methylatheroline (6), 7-hydroxydehydroglaucine (7), and mangochinine acetate (8). Quantum-based calculations found no abnormal structural constraints and suggested 2, 4, and 8 as the most promising inhibitors of protein structures in general with intensive nucleophilic reactive sites at their nitrogen atoms. Classical-based docking simulation agrees with this with respect to 3W37 (docking score [DS] < −12 kcal·mol−1) and PTP1B (DS ca −13 kcal·mol−1) structures. The biocompatibility and pharmacokinetics of the three candidates given by quantitative structure–activity relationship (QSAR) and absorption, distribution, metabolism, excretion, and toxicity (ADMET) regressions justify their potential for medicinal development. The results encourage further experimental studies of the promising M coriacea-extracted aporphine alkaloids for drug-developing purposes, especially mangochinine acetate (8). Conclusions Isolation and molecular docking simulation of 8 aporphine alkaloids were accomplished. QSAR and ADMET regressions suggested that three compounds (2, 4, and 8) were the most suitable for medicinal applications given both biocompatibility and pharmacokinetics based on specific prediction toward 3W37 (α-glucosidase) and PTP1B (tyrosine phosphatase 1B) structures.

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Michelia alba DC (Botany, benefits and its essential oils)

Silalahi¹,

Sutoyo²,

Cawang³

et al. 2023

GSC Biol. Pharm. Sci.

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Michelia alba (Magnolioceae) has been used as a source of essential oils and traditional medicine. This study aims to explain the botany, utilization, bioactivity and essential oil of M. alba. The research was conducted with literature studies obtained from Google Scholar using the keywords M. alba, M. alba bioactivity and M. alba essential oil. The results obtained are synthesized so that they are explained comprehensively about the botany, utilization, bioactivity and M. alba essential oil. In traditional medicine it is used to treat fever, syphilis, gonorrhea and malaria, bronchitis, prostatitis, malaria, and cancer. The bioactivities of M. alba such as: anti-microbial, antioxidant, anti-cancer and skin whitening. Almost all M. alba organs produce essential oils, but the levels and types vary from one organ to another. The main essential oils in M. alba are linalool, α-terpineol, phenylethyl alcohol, β-pinene, and geraniol. M. alba essential oil has great potential for the pharmaceutical and beauty industry, especially as a skin whitener. The bioactivity of M. alba as a skin whitener is related to its activity as an inhibitor of the tyrosinase enzyme.

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Chemical composition and antimicrobial activity of the essential oil from leaves of <i>Magnolia coriacea</i> (Hung T. Chang & B. L. Chen) figlar growing in Vietnam

Cited by 5 publications

References 20 publications

Phytochemistry of the Aerial parts of Magnolia coriacea collected in Ha Giang, Viet Nam

Phytochemistry of the Aerial parts of Magnolia coriacea collected in Ha Giang, Viet Nam

In Silico Investigation of Aporphine Alkaloids Isolated From Magnolia coriacea Against α-Glucosidase and Tyrosine Phosphatase 1B

Michelia alba DC (Botany, benefits and its essential oils)

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