The flavonoids of Tanacetum parthenium and T. vulgare and their anti-inflammatory properties - PubMed (original) (raw)
The flavonoids of Tanacetum parthenium and T. vulgare and their anti-inflammatory properties
C A Williams et al. Phytochemistry. 1999 Jun.
Erratum in
- Phytochemistry 1999 Nov;52(6):1181-2
Abstract
The lipophilic flavonoids in leaf and flower of Tanacetum parthenium and T. vulgaris have been compared. While those of T. parthenium are methyl ethers of the flavonols 6-hydroxykaempferol and quercetagetin, the surface flavonoids of T. vulgare are methyl ethers of the flavones scutellarein and 6-hydroxyluteolin. Apigenin and two flavone glucuronides are surprisingly present in glandular trichomes on the lower epidermis of the ray florets of T. parthenium. The opportunity has been taken to revise the structures of the four 6-hydroxyflavonol methyl ethers of T. parthenium based on NMR measurements. These are now shown to be uniformly 6- rather than 7-O-methylated. Tanetin, previously thought to be a new structure, is now formulated as the known 6-hydroxykaempferol 3,6,4'-trimethyl ether. The vacuolar flavonoids of both plants are dominated by the presence of apigenin and luteolin 7-glucuronides; nine other glycosides were present, including the uncommon 6-hydroxyluteolin 7-glucoside in T. vulgare. When the major flavonol and flavone methyl ethers of the two plants were tested pharmacologically, they variously inhibited the major pathways of arachidonate metabolism in leukocytes. There were significant differences in potency, with the tansy 6-hydroxyflavones less active than the feverfew 6-hydroxyflavonols as inhibitors of cyclo-oxygenase and 5-lipoxygenase.
Similar articles
- A biologically active lipophilic flavonol from Tanacetum parthenium.
Williams CA, Hoult JR, Harborne JB, Greenham J, Eagles J. Williams CA, et al. Phytochemistry. 1995 Jan;38(1):267-70. doi: 10.1016/0031-9422(94)00609-w. Phytochemistry. 1995. PMID: 7766058 - Variations in lipophilic and vacuolar flavonoids among European Pulicaria species.
Williams CA, Harborne JB, Greenham JR, Grayer RJ, Kite GC, Eagles J. Williams CA, et al. Phytochemistry. 2003 Sep;64(1):275-83. doi: 10.1016/s0031-9422(03)00207-3. Phytochemistry. 2003. PMID: 12946426 - The role of lipophilic and polar flavonoids in the classification of temperate members of the Anthemideae.
Williams CA, Greenham J, Harborne JB. Williams CA, et al. Biochem Syst Ecol. 2001 Oct;29(9):929-945. doi: 10.1016/s0305-1978(01)00039-4. Biochem Syst Ecol. 2001. PMID: 11445294 - Recent Advances on 3-Hydroxyflavone Derivatives: Structures and Properties.
Butun B, Topcu G, Ozturk T. Butun B, et al. Mini Rev Med Chem. 2018;18(2):98-103. doi: 10.2174/1389557517666170425102827. Mini Rev Med Chem. 2018. PMID: 28443520 Review. - Flavonoids as key bioactive components of Oxytropis falcata bunge, a traditional anti-inflammatory and analgesic Tibetan medicine.
Zhang MR, Jiang K, Yang JL, Shi YP. Zhang MR, et al. Nat Prod Res. 2020 Dec;34(23):3335-3352. doi: 10.1080/14786419.2019.1574786. Epub 2019 Mar 1. Nat Prod Res. 2020. PMID: 30821521 Review.
Cited by
- Moroccan Antihypertensive Plants and their Mechanisms of Action.
Amtaghri S, Slaoui M, Eddouks M. Amtaghri S, et al. Endocr Metab Immune Disord Drug Targets. 2024;24(11):1254-1279. doi: 10.2174/0118715303272284231126145853. Endocr Metab Immune Disord Drug Targets. 2024. PMID: 38243970 Review. - Ethnobotany and phytochemistry of plants used to treat musculoskeletal disorders among Skaw Karen, Thailand.
Kantasrila R, Pandith H, Balslev H, Wangpakapattanawong P, Panyadee P, Inta A. Kantasrila R, et al. Pharm Biol. 2024 Dec;62(1):62-104. doi: 10.1080/13880209.2023.2292261. Epub 2023 Dec 22. Pharm Biol. 2024. PMID: 38131672 Free PMC article. - Chemical Profiling and Antioxidant Activity of Tanacetum vulgare L. Wild-Growing in Latvia.
Šukele R, Lauberte L, Kovalcuka L, Logviss K, Bārzdiņa A, Brangule A, Horváth ZM, Bandere D. Šukele R, et al. Plants (Basel). 2023 May 12;12(10):1968. doi: 10.3390/plants12101968. Plants (Basel). 2023. PMID: 37653885 Free PMC article. - Phenolic Composition and Antioxidant Activity of Tanacetum parthenium Cultivated in Different Regions of Ukraine: Insights into the Flavonoids and Hydroxycinnamic Acids Profile.
Hordiei K, Gontova T, Trumbeckaite S, Yaremenko M, Raudone L. Hordiei K, et al. Plants (Basel). 2023 Aug 14;12(16):2940. doi: 10.3390/plants12162940. Plants (Basel). 2023. PMID: 37631152 Free PMC article. - Antimicrobial and Apoptotic Efficacy of Plant-Mediated Silver Nanoparticles.
Radzikowska-Büchner E, Flieger W, Pasieczna-Patkowska S, Franus W, Panek R, Korona-Głowniak I, Suśniak K, Rajtar B, Świątek Ł, Żuk N, Bogucka-Kocka A, Makuch-Kocka A, Maciejewski R, Flieger J. Radzikowska-Büchner E, et al. Molecules. 2023 Jul 19;28(14):5519. doi: 10.3390/molecules28145519. Molecules. 2023. PMID: 37513392 Free PMC article.
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources