Stereochemistry of Methoxylated Flavonoids from Artemisia semiarida

Турдыбеков, К. М.; Рахимова, Б. Б.; Махмутова, А. С.; Smailova, Zh. R.; Нуркенов, О. А.; Адекенов, С. М.

doi:10.1007/s10600-014-0889-9

Cited by 3 publications

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References 9 publications

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“…The ring systems in four of these structures are planar, with perhaps a tendency towards a slight bowing along the axis of the threering system, similar to that observed in (2), as seen solely from visual inspection. These structures are 5,7,4 0 -trihydroxy-6,3 0 ,5 0trimethoxyflavone ethyl acetate solvate (Martinez-Vazquez et al, 1993), 5,3 0 -dihydroxy-6,7,4 0 -trimethoxyflavone (Parvez et al, 2001), 5,7-dihydroxy-6,3 0 ,4 0 -trimethoxyflavone (Suleimenov et al, 2005) and 5,7,3 0 -trihydroxy-6,4 0 ,5 0 -trimethoxyflavone (Adizov et al, 2013;Turdybekov et al, 2014). In the structure of 5,6,7,2 0 ,3 0 ,4 0 -hexamethoxyflavone (Butler et al, 2018), the bowing within the fused rings appears to be more prominent.…”

Section: The Crystal Structures Of (2) and (3)mentioning

confidence: 99%

Anthelmintic flavonoids and other compounds from Combretum glutinosum Perr. ex DC (Combretaceae) leaves

et al. 2021

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A chemical study of the hydro-ethanol extract of the leaves of Combretum glutinosum resulted in the isolation of nine compounds, including 5-demethylsinensetin (1), umuhengerin (2), (20S,24R)-ocotillone (3), lupeol (4), β-sitosterol (5), oleanolic acid (6), betulinic acid (7), corymbosin (8) and β-sitosterol glucoside (9). Four compounds have been isolated for the first time from the genus Combretum [viz. (1), (2), (3) and (8)]. The crystal structures of flavonoid (2), C20H20O8, Z′ = 2, and triterpene (3), C30H50O3, Z′ = 1, have been determined for the first time; the latter confirmed the absolute configuration of native (20S,24R)-ocotillone previously derived from the crystal structures of related derivatives. The molecules of (3) are linked into supramolecular chains by intermolecular O—H...O hydrogen bonds. The crude extracts obtained by aqueous decoction and hydro-ethanolic maceration, as well as the nine isolated compounds, were tested for their anthelmintic activity on the larvae and adult worms of Haemonchus contortus, a hematophage that causes parasitic disorders in small ruminants. The evaluated anthelmintic activity showed that the extracts at different doses, as well as all the compounds tested at 150 µg ml−1, inhibited the migration of the larvae and the motility of the adult worms of the parasite compared with the phosphate buffer solution negative reference control. The best activity was obtained with flavonoids (1), (2) and (8) on both stages of the parasite. The flavones that showed good activity can be used for the further development of other derivatives, which could increase the anthelmintic efficacy.

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Section: The Crystal Structures Of (2) and (3)mentioning

confidence: 99%

Anthelmintic flavonoids and other compounds from Combretum glutinosum Perr. ex DC (Combretaceae) leaves

et al. 2021

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Constituent Composition of Essential Oil from Artemisia semiarida

et al. 2022

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Traditional Use, Phytochemical Profiles and Pharmacological Properties of Artemisia Genus from Central Asia

et al. 2022

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The flora of Kazakhstan is characterized by its wide variety of different types of medicinal plants, many of which can be used on an industrial scale. The Traditional Kazakh Medicine (TKM) was developed during centuries based on the six elements of ancient Kazakh theory, associating different fields such as pharmacology, anatomy, pathology, immunology and food nursing as well as disease prevention. The endemic Artemisia L. species are potential sources of unique and new natural products and new chemical structures, displaying diverse bioactivities and leading to the development of safe and effective phytomedicines against prevailing diseases in Kazakhstan and the Central Asia region. This review provides an overview of Artemisia species from Central Asia, particularly traditional uses in folk medicine and the recent numerous phytochemical and pharmacological studies. The review is done by the methods of literature searches in well-known scientific websites (Scifinder and Pubmed) and data collection in university libraries. Furthermore, our aim is to search for promising and potentially active Artemisia species candidates, encouraging us to analyze Protein Tyrosine Phosphatase 1B (PTP1B), α-glucosidase and bacterial neuraminidase (BNA) inhibition as well as the antioxidant potentials of Artemisia plant extracts, in which endemic species have not been explored for their secondary metabolites and biological activities so far. The main result of the study was that, for the first time, the species Artemisia scopiformis Ledeb. Artemisia albicerata Krasch., Artemisia transiliensis Poljakov, Artemisia schrenkiana Ledeb., Artemisia nitrosa Weber and Artemisia albida Willd. ex Ledeb. due to their special metabolites, showed a high potential for α-glucosidase, PTP1B and BNA inhibition, which is associated with diabetes, obesity and bacterial infections. In addition, we revealed that the methanol extracts of Artemisia were a potent source of polyphenolic compounds. The total polyphenolic contents of Artemisia extracts were correlated with antioxidant potential and varied according to plant origin, the solvent of extraction and the analytical method used. Consequently, oxidative stress caused by reactive oxygen species (ROS) may be managed by the dietary intake of current Artemisia species. The antioxidant potentials of the species A. schrenkiana, A. scopaeformis, A. transiliensis and Artemisia scoparia Waldst. & Kitam. were also promising. In conclusion, the examination of details between different Artemisia species in our research has shown that plant materials are good as an antioxidant and eznyme inhibitory functional natural source.

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Stereochemistry of Methoxylated Flavonoids from Artemisia semiarida

Cited by 3 publications

References 9 publications

Anthelmintic flavonoids and other compounds from Combretum glutinosum Perr. ex DC (Combretaceae) leaves

Anthelmintic flavonoids and other compounds from Combretum glutinosum Perr. ex DC (Combretaceae) leaves

Constituent Composition of Essential Oil from Artemisia semiarida

Traditional Use, Phytochemical Profiles and Pharmacological Properties of Artemisia Genus from Central Asia

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