Isolation and structure elucidation of two new compounds from artemisia <i>Ordosica Krasch</i>

Wang, Qinghua; Hao, Junsheng; Jun-hua, Gong; Bao, Wenqiang

doi:10.1080/14786419.2018.1564298

Cited by 10 publications

(4 citation statements)

References 9 publications

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“…The NMR analysis proved that compounds Sgr1 and Ss1 as well as compounds Sgr2 and Ss2 were identical and determined as 2 Z -dehydromatricaria ester and 2 E -dehydromatricaria ester, respectively (Table ). The NMR spectral data of the isomers were essentially identical with those reported before. − The NMR assignment of compound Ss3 allowed its identification as benzyl 2-hydroxy-6-methoxybenzoate (Table ) that was also confirmed by comparison to reported spectral data. , …”

Section: Resultssupporting

confidence: 74%

Goldenrod Root Compounds Active against Crop Pathogenic Fungi

Krüzselyi

Bakonyi

Ott

et al. 2021

J. Agric. Food Chem.

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Root extracts of three goldenrods were screened for antimicrobial compounds. 2Z,8Z- and 2E,8Z-matricaria esters from European goldenrod (Solidago virgaurea) and E- and Z-dehydromatricaria esters from grass-leaved goldenrod (Solidago graminifolia) and first from showy goldenrod (Solidago speciosa) were identified by high-performance thin-layer chromatography combined with effect-directed analysis and high-resolution mass spectrometry or nuclear magnetic resonance spectroscopy after liquid chromatographic fractionation and isolation. Next to their antibacterial effects (against Bacillus subtilis, Aliivibrio fischeri, and Pseudomonas syringae pv. maculicola), they inhibited the crop pathogenic fungi Fusarium avenaceum and Bipolaris sorokiniana with half maximal inhibitory concentrations (IC50) between 31 and 107 μg/mL. Benzyl 2-hydroxy-6-methoxybenzoate, for the first time found in showy goldenrod root, showed the strongest antifungal effect, with IC50 of 25–26 μg/mL for both fungal strains.

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Section: Resultssupporting

confidence: 74%

Goldenrod Root Compounds Active against Crop Pathogenic Fungi

Krüzselyi

Bakonyi

Ott

et al. 2021

J. Agric. Food Chem.

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“…Although these four compounds were not new, the antifungal and antibacterial bioactivities of TDDE are described here for the first time. With respect to its uses in traditional Chinese herbal medicine for thousands of years [ 20 , 24 , 29 ], TDDE and the crude extracts of A. ordosica should be safe to humans and the environment. Therefore, they have great potential to be developed as novel low cost, high efficacy, and environmentally friendly botanical fungicides.…”

Section: Discussionmentioning

confidence: 99%

“…The chemical constituents of A. ordosica are abundant and diverse, including flavonoids [ 16 ], terpenes [ 17 , 18 ], polysaccharides, sterols [ 19 ], coumarins [ 20 ], phenylpropanoids [ 17 ], organic acids, amino acids, and microelements [ 15 ]. In recent years, some compounds have been isolated, including a new lignan glycoside (artemordolignan glycoside A) [ 21 ], a new coumarin having a new skeleton (arteordocoumarin A) [ 22 ], four new compounds (arteordoyn A, arteordoyn B, arteordosin A, and arteordosin B) [ 23 , 24 ], and five polyacetylenes (capillene, capillinol, capillin, trans-dehydromatricaria ester, and cis-dehydromatricariaria ester) [ 25 ].…”

Section: Introductionmentioning

confidence: 99%

Bioassay-Guided Isolation of Broad-Spectrum Fungicidal Active Compound from Artemisia ordosica

Tang

Yang

et al. 2021

Metabolites

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To avoid the widespread resistance of commercial fungicides, new broad-spectrum botanical fungicides need to be developed. In previous bioactive screening assays, extracts of Artemisia ordosica Krasch. (A. ordosica) had highly antifungal activities, but the responsible phytochemicals were unidentified. In this study, active compounds of A. ordosica extracts were identified using a bioassay-guided method, and antifungal assays were performed in vitro and in vivo. The bioactive compounds were dissolved in petroleum ether, and the best antifungal fraction contained four compounds: trans-dehydromatricaria ester (TDDE), 7, 4-demetylnringenin, capillarin, and stearic acid. Among them, TDDE exhibited the highest antifungal activity against six pathogenic fungi and five bacteria. It exhibited significant fungicidal activity against Thanatephorus cucumeris and Botrytis cinerea with EC50 values of 0.464 μg/mL and 1.4 μg/mL, respectively. The living tissue bioassay results showed that the relative protection effects (RPE) of TDDE on tomato leaves, tomato fruit, and strawberry leaves infected with B. cinerea reached 76.78%, 86.2%, and 80.89%, respectively. In pot experiments, the RPE on tomato and strawberry plants infected with B. cinerea reached 84.11% and 96.37%, respectively. Morphological and physiological examination showed that TDDE had significant inhibitory effects on mycelial growth, including increased top offshoot, contorted hyphal tips, and extravasated cytochylema. Meanwhile, bactericidal activities of TDDE were significantly higher than kanamycin and streptomycin in five bacteria, and the plant tissue experiments further demonstrated that it had an 88.31% RPE on walnut leaves infected with Xanthomonas campestris pv. jugiandis, 72.18% RPE on potato infected with Erwinia carotovora subsp. carotovora, and 82.50% RPE on kiwifruit branches infected with Pseudomonas syringae pv. actinidiae. The active compounds isolated from A. ordosica in this study show great potential value for developing broad-spectrum fungicides, and also provide an important way to identify and isolate new bioactive products from medicinal plants.

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“…Diatsetilen diollari va ularning tabiiy hosilalari o'simliklar tarkibida mavjudligi aniqlangan va ularni ajratib olish texnologiyalari ishlab chiqilgan. Jumladan, Artemisia ordosica Crasch o'simligini dietil efir yordamida ekstraksiyalash orqali poliatsetilen diollari, Platycodon grandiflorum o'simligining ildizidan isolobetyol va lobetyol, yanchilgan Artemisia halodendronni etanol bilan ekstraksiyalanishi orqali (3R,8S)-geptadeka-1,16-dien-4,6-diyne-3,8-diol [6][7][8] sistema yordamida atsetilen diollarining oksidlanish reaksiyasi, Heck tomonidan atsetilen diollarining dimerlanish jarayoni Pd asosidagi yumshoq katalitik sistema ishtirokida oksidlash jarayonlari ishlab chiqilgan [9,10]. Havodagi kislorod orqali Fe/Cu birikmalari asosida tayyorlangan qo'sh katalizatorlar ishtirokida terminal alkinollarni oksidlanishidan dimer mahsulotlar 84% gacha unum bilan sintez qilingan [11].…”

Section: Synthesis Of Diynediols Based On Oxidative Homocoupling Reac...unclassified

Terminal Atsetilen Spirtlarining Oksidlanishi Asosida Diindiollar Sintezi

Tirkasheva

2023

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Molekulasida alifatik, alisiklik va aromatik o'rinbosarlar saqlagan terminal atsetilen spirtlarining oksidlanish bilan boradigan gomolitik birikish reaksiyasi o'rganilgan. Jarayonda katalizator sifatida mis (I) xlorid, ligand sifatida N,N,Nˊ,Nˊ- tetrametiletilendiamin, oksidlovchi agent tetraxlorometan va erituvchi methanol yordamida diatsetilen diollari sintez qilindi. Terminal atsetilen spirtlarining dimerlanish jarayonini boshqarish va nazorat qilishning eng muqobil sharoitlari topilgan hamda reaksiya mexanizmlari taklif etilgan. Sintez qilingan diindiollari identifikatsiyalangan va ularning fizik-kimyoviy xossalarini o'rganilgan.

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Isolation and structure elucidation of two new compounds from artemisia Ordosica Krasch

Cited by 10 publications

References 9 publications

Goldenrod Root Compounds Active against Crop Pathogenic Fungi

Goldenrod Root Compounds Active against Crop Pathogenic Fungi

Bioassay-Guided Isolation of Broad-Spectrum Fungicidal Active Compound from Artemisia ordosica

Terminal Atsetilen Spirtlarining Oksidlanishi Asosida Diindiollar Sintezi

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