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Статті в журналах з теми "ISOPETASINA"

Автор: Grafiati

Опубліковано: 10 березня 2023

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1

Witschel, Matthias Christian, and Hans Jürgen Bestmann. "Synthese der Pestwurzinhaltsstoffe (+)-Petasin und (+)-Isopetasin." Tetrahedron Letters 36, no. 19 (May 1995): 3325–28. http://dx.doi.org/10.1016/0040-4039(95)00475-r.

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2

Witschel, Matthias C., and Hans Jürgen Bestmann. "The Total Synthesis of (+)-Petasin and (+)-Isopetasin." Synthesis 1997, no. 01 (January 1997): 107–12. http://dx.doi.org/10.1055/s-1997-1492.

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3

WITSCHEL, M. C., and H. J. BESTMANN. "ChemInform Abstract: The Total Synthesis of (+)-Petasin and (+)-Isopetasin." ChemInform 28, no. 23 (August 3, 2010): no. http://dx.doi.org/10.1002/chin.199723211.

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4

Urda, Lorena, Matthias Heinrich Kreuter, Jürgen Drewe, Georg Boonen, Veronika Butterweck, and Thomas Klimkait. "The Petasites hybridus CO2 Extract (Ze 339) Blocks SARS-CoV-2 Replication In Vitro." Viruses 14, no. 1 (January 7, 2022): 106. http://dx.doi.org/10.3390/v14010106.

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Анотація:

The coronavirus disease 2019 (COVID-19), caused by a novel coronavirus (SARS-CoV-2), has spread worldwide, affecting over 250 million people and resulting in over five million deaths. Antivirals that are effective are still limited. The antiviral activities of the Petasites hybdridus CO2 extract Ze 339 were previously reported. Thus, to assess the anti-SARS-CoV-2 activity of Ze 339 as well as isopetasin and neopetasin as major active compounds, a CPE and plaque reduction assay in Vero E6 cells was used for viral output. Antiviral effects were tested using the original virus (Wuhan) and the Delta variant of SARS-CoV-2. The antiviral drug remdesivir was used as control. Pre-treatment with Ze 339 in SARS-CoV-2-infected Vero E6 cells with either virus variant significantly inhibited virus replication with IC50 values of 0.10 and 0.40 μg/mL, respectively. The IC50 values obtained for isopetasin ranged between 0.37 and 0.88 μM for both virus variants, and that of remdesivir ranged between 1.53 and 2.37 μM. In conclusion, Ze 339 as well as the petasins potently inhibited SARS-CoV-2 replication in vitro of the Wuhan and Delta variants. Since time is of essence in finding effective treatments, clinical studies will have to demonstrate if Ze339 can become a therapeutic option to treat SARS-CoV-2 infections.

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5

WITSCHEL, M. C., and H. J. BESTMANN. "ChemInform Abstract: Synthesis of (+)-Petasin and (+)-Isopetasin, Constituents of Petasitis hybridus." ChemInform 26, no. 35 (August 17, 2010): no. http://dx.doi.org/10.1002/chin.199535301.

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6

Thomet, O. A. R., U. N. Wiesmann, K. Blaser, and H. U. Simon. "Differential inhibition of inflammatory effector functions by petasin, isopetasin and neopetasin in human eosinophils." Clinical & Experimental Allergy 31, no. 8 (August 2001): 1310–20. http://dx.doi.org/10.1046/j.1365-2222.2001.01158.x.

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7

Lin, Ling-Hung, Tzu-Jung Huang, Sheng-Hao Wang, Yun-Lian Lin, Sheng-Nan Wu, and Wun-Chang Ko. "Bronchodilatory effects of S-isopetasin, an antimuscarinic sesquiterpene of Petasites formosanus, on obstructive airway hyperresponsiveness." European Journal of Pharmacology 584, no. 2-3 (April 2008): 398–404. http://dx.doi.org/10.1016/j.ejphar.2008.02.034.

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8

Ko, Wun-Chang, Sheng-Hao Wang, Mei-Chun Chen, Yun-Lian Lin, and Chieh-Fu Chen. "S-Isopetasin, A Sesquiterpene of Petasites formosanus, Allosterically Antagonized Carbachol in Isolated Guinea Pig Atria." Planta Medica 68, no. 7 (July 2002): 652–55. http://dx.doi.org/10.1055/s-2002-32905.

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9

Benemei, Silvia, Francesco De Logu, Simone Li Puma, Ilaria Maddalena Marone, Elisabetta Coppi, Filippo Ugolini, Wolfgang Liedtke, et al. "The anti-migraine component of butterbur extracts, isopetasin, desensitizes peptidergic nociceptors by acting on TRPA1 cation channel." British Journal of Pharmacology 174, no. 17 (July 20, 2017): 2897–911. http://dx.doi.org/10.1111/bph.13917.

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10

Disch, Lucia, Kristina Forsch, Beate Siewert, Jürgen Drewe, and Gert Fricker. "In Vitro and In Situ Absorption and Metabolism of Sesquiterpenes from Petasites hybridus Extracts." Planta Medica 84, no. 11 (January 16, 2018): 795–805. http://dx.doi.org/10.1055/s-0044-100401.

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Анотація:

Abstract Petasites hybridus extract is used in the treatment of seasonal allergic rhinitis. The aim of this study was to evaluate the active constituent petasin and its isomers isopetasin and neopetasin (petasins) in the P. hybridus extract Ze 339 for liberation, dissolution, absorption, and metabolism. The determination of pH-dependent thermodynamic solubility was performed via the shake-flask method. Petasins exhibited a low solubility that was pH independent. In vivo, the concentration of solute drugs is decreased continuously by intestinal absorption. Therefore, low solubility is not assumed to be critical for in vivo performance. Additionally, dissolution of an herbal medicinal product containing P. hybridus extract Ze 339 was assessed. Furthermore, high permeability through Caco-2 monolayers was evident. Using an in situ rat model, absorption capacity for petasins was found in all tested intestinal segments, namely, duodenum, jejunum, and ileum. Besides, high metabolism was evident both in Caco-2 monolayers and in the rat intestine. To compare intestinal and hepatic metabolism of petasins, in vitro enzyme assays using liver and intestinal cytosol and microsomes (S9 fraction) of rats and humans were performed. A significantly higher metabolic rate was found in the liver S9 fraction of both species compared with the intestinal S9 fraction.

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11

Ko, Wun-Chang, Chien-Bang Lei, Yun-Lian Lin, and Chieh-Fu Chen. "Mechanisms of Relaxant Action of S-Petasin and S-Isopetasin, Sesquiterpenes of Petasites formosanus, in Isolated Guinea Pig Trachea." Planta Medica 67, no. 3 (2001): 224–29. http://dx.doi.org/10.1055/s-2001-11991.

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12

Mihajilov-Krstev, Tatjana, Boris Jovanović, Bojan Zlatković, Jelena Matejić, Jelena Vitorović, Vladimir Cvetković, Budimir Ilić, et al. "Phytochemistry, Toxicology and Therapeutic Value of Petasites hybridus Subsp. Ochroleucus (Common Butterbur) from the Balkans." Plants 9, no. 6 (May 31, 2020): 700. http://dx.doi.org/10.3390/plants9060700.

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Petasites hybridus (Common butterbur) is extensively used in traditional medicine, and is currently gaining interest and popularity as a food supplement and for its medicinal properties. It contains a large number of active compounds of potential therapeutic activity, but also toxic pyrrolizidine alkaloids. Science-based information is needed to support the developing modern use of this plant, and to direct continued safe practice in traditional medicine. The present study focused on the essential oils from leaves and rhizomes of the understudied P. hybridus ssp. ochroleucus from the Balkans, and evaluated its phytochemistry and potential therapeutic activities (antimicrobial, antioxidant, anti-cholinesterase and anti-inflammatory), as well its toxicology potential (acute toxicity in insects and mice). We studied the essential oils, which are not commonly used in traditional practices, but have a potential for safe use since the toxic pyrrolizidine alkaloids, which are non-volatiles, are usually not present in the distilled essential oils. Pyrrolizidine alkaloids were indeed not detected in the essential oils; ingestion of the essential oils did not induce toxicity signs in mice, and topical application did not elicit skin irritation in humans. The essential oils had no antimicrobial properties against 20 pathogenic bacterial strains, but demonstrated good local anti-inflammatory activity in a Carrageenan-induced paw edema test. An insect toxicity test demonstrated that the leaf essential oil is an efficient insect repellent, and the demonstrated anti-cholinesterase activity suggests a potential for the treatment of neurological conditions. Isopetasin, a sesquiterpene found in plants of the genus Petasites, known to have anti-inflammatory effects, was present only in the rhizomes essential oil (3.9%), and sesquiterpene lactones concentrations were high, likely contributing to the antioxidant activity.

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13

Ożarowski, Marcin, Jędrzej Przystanowicz, and Artur Adamczak. "Phytochemical, pharmacological and clinical studies of petasites hybridus (l.) P. Gaertn., B. Mey. & Scherb. A review /." Herba Polonica 59, no. 4 (December 1, 2013): 108–28. http://dx.doi.org/10.2478/hepo-2013-0028.

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Abstract Preparations from rhizomes of Petasites hybridus (L.) Gaertn., B. Mey. & Scherb. (common butterbur) have a long history of use in folk medicine in treatment of several diseases as anti-inflammatory and spasmolytic drugs. Extracts from this species are of interest to researchers in the field of phytopharmacology due to their biologically active compounds, particularly two eremophilane sesquiterpenes (petasin and isopetasin), which are contained not only in rhizomes and roots, but also in leaves. Moreover, P. hybridusa contains pyrrolizidine alkaloids, which showed hepatotoxic, carcinogenic and mutagenic properties. Hence, special extracts devoid of alkaloids obtained by sub- and super-critic carbon dioxide extraction were used in the preclinical, clinical studies and phytotherapy. Our review aims to provide a literature survey of pharmacological as well as clinical trials of P. hybridus, carried out in 2000-2013. Also several studies of other species used in non-European countries have been included. Besides, the botanical description of Petasites genus and phytochemical characteristic of P. hybridus and toxicological studies of pyrrolizidine alkaloids as well as chemical profile of patented commercial extracts from rhizomes, roots and leaves of this species used in European phytotherapy have been performed. In this review, attention has also been paid to the promising and potential application of special extracts of P. hybridus not only in the prevention of migraine, treatment of allergic rhinitis symptoms, asthma and hypertension, but also in prevention and slowing the progression of neurodegenerative diseases developing with the inflammatory process in the CNS as a new therapeutic strategy. In fact, there is already an evidence of promising properties of P. hybridus extracts and sesquiterpens - decrease in the prostaglandins and leukotrienes release, inhibition of COX-1 and COX-2 activity, as well as antagonism of L-type voltage-gated calcium channels. In order to explain the new mechanisms of action of P. hybridus extracts in the CNS and their future application in phytotherapy of diseases with neuroinflammatory process, further studies should be performed.

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14

Kleeberg-Hartmann, Johanna, Birgit Vogler, and Karl Messlinger. "Petasin and isopetasin reduce CGRP release from trigeminal afferents indicating an inhibitory effect on TRPA1 and TRPV1 receptor channels." Journal of Headache and Pain 22, no. 1 (April 13, 2021). http://dx.doi.org/10.1186/s10194-021-01235-5.

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Abstract Background Butterbur root extract with its active ingredients petasin and isopetasin has been used in the prophylactic treatment of migraine for years, while its sites of action are not completely clear. Calcitonin gene-related peptide (CGRP) is known as a biomarker and promoting factor of migraine. We set out to investigate the impact of petasins on the CGRP release from trigeminal afferents induced by activation of the calcium conducting transient receptor potential channels (TRPs) of the subtypes TRPA1 and TRPV1. Methods We used well-established in vitro preparations, the hemisected rodent skull and dissected trigeminal ganglia, to examine the CGRP release from rat and mouse cranial dura mater and trigeminal ganglion neurons, respectively, after pre-incubation with petasin and isopetasin. Mustard oil and capsaicin were used to stimulate TRPA1 and TRPV1 receptor channels. CGRP concentrations were measured with a CGRP enzyme immunoassay. Results Pre-incubation with either petasin or isopetasin reduced mustard oil- and capsaicin-evoked CGRP release compared to vehicle in an approximately dose-dependent manner. These results were validated by additional experiments with mice expressing functionally deleted TRPA1 or TRPV1 receptor channels. Conclusions Earlier findings of TRPA1 receptor channels being involved in the site of action of petasin and isopetasin are confirmed. Furthermore, we suggest an important inhibitory effect on TRPV1 receptor channels and assume a cooperative action between the two TRP receptors. These mechanisms may contribute to the migraine prophylactic effect of petasins.

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15

Abdelfatah, Sara, Madeleine Böckers, Maitane Asensio, Onat Kadioglu, Anette Klinger, Edmond Fleischer, and Thomas Efferth. "Isopetasin and S-isopetasin as novel P-glycoprotein inhibitors against multidrug-resistant cancer cells." Phytomedicine, March 2020, 153196. http://dx.doi.org/10.1016/j.phymed.2020.153196.

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16

Okazaki, Keisuke, Mitsumi Takeda, Eiji Yamaguchi, Kazuki Heishima, and Akichika Itoh. "Rapid Total Synthesis of Petasin and Isopetasin." SSRN Electronic Journal, 2022. http://dx.doi.org/10.2139/ssrn.4187025.

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17

Okazaki, Keisuke, Mitsumi Takeda, Eiji Yamaguch, Kazuki Heishima, and Akichika Itoh. "Rapid Total Synthesis of Petasin and Isopetasin." Tetrahedron Letters, August 2022, 154092. http://dx.doi.org/10.1016/j.tetlet.2022.154092.

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18

"Isolierung, HPLC-Trennung und Quantifizierung der Sesquiterpenfraktion von Petasites hybridus (L.) G. M. et SCH." CHIMIA 48, no. 12 (December 21, 1994): 564. http://dx.doi.org/10.2533/chimia.1994.564.

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Анотація:

A simple and easily reproducible HPLC procedure allows to separate total extracts of Petasites hybridus (L.) G. M. et SCH. and to detect numerous sesquiterpenes (in most cases sesquiterpene esters) of the general formula 1 (isopetasols), 2 (neopetasols), 3 (petasols), 4 (13-substituted isopetasols), and 5 (13-substituted neopetasols). Four so far unknown sesquiterpene esters 2f (neo-S-petasin), 2g ((E)-3-(methylthio)-acryloyl-neopetasol), 3g ((E)-3-(methylthio)-acryloyl-petasol), and 5b (3-desoxy-13-(angeloyloxy)-neopetasol) have been isolated and the contents of the pharmacologically most interesting compounds isopetasin (1b), neopetasin (2b), and petasin (3b), have been quantitatively determined. Additionally two of the basic alcohols petasol and isopetasol have been detected for the first time in small amounts in roots of P. hybridus.

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