New withanolides with anti-inflammatory activity from the leaves of Datura metel L.

Tan, Jinyan; Liu, Yan; Cheng, Yangang; Sun, Yanping; Pan, Juan; Guan, Wei; Li, Xiaomao; Huang, Jin; Jiang, Peng; Guo, Shuang; Kuang, Hai‐Xue; Yang, Bing‐You

doi:10.1016/j.bioorg.2019.103541

Cited by 15 publications

(14 citation statements)

References 39 publications

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“…In order to determine the absolute configuration of monosaccharides in the new compounds, the acid hydrolysis of compounds 3 , 12 and 29 were performed according to the previous literature [ 51 ]. The n -hexane fractions were then detected by GC-MS with a DB-5 capillary column, and the absolute configuration of sugar components was confirmed to be D-glucose, L-arabinofuranose and d -glucose in compounds 3 , 12 and 29 , respectively, compared with standards.…”

Section: Methodsmentioning

confidence: 99%

The Chemical Constituents of Diaphragma Juglandis Fructus and Their Inhibitory Effect on α-Glucosidase Activity

et al. 2022

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In our current investigation, 37 constituents (1–37), including 11 megastigmanes (1–11), 17 flavonoids (12–28) and 9 phenylpropanoids (29–37), were isolated from a 70%-EtOH extract of Diaphragma juglandis Fructus. Among them, compounds 1–3, 12 and 29 were new compounds and their structures were elucidated on the basis of physicochemical evidence and meticulous spectroscopic analysis (NMR, HRESIMS and CD). Compounds 13, 16, 21 and 28 showed moderate inhibitory effect on α-glycosidase inhibitory activities, with IC50 values being in the range of 29.47–54.82 µM and stronger than the positive control (acarbose, 60.01 ± 4.82 µM).

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Section: Methodsmentioning

confidence: 99%

The Chemical Constituents of Diaphragma Juglandis Fructus and Their Inhibitory Effect on α-Glucosidase Activity

et al. 2022

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“…The new undescribed withanolides, daturmetelides 172 – 180 ( Figure 24 ), were isolated from the leaves of D. metel L. and were evaluated for their anti-inflammatory activity [ 146 ] and mechanism of action. Compounds 172 – 180 were the only active compounds of all the tested compounds, with moderate effect against NO production.…”

Section: Withanolides As Anti-inflammatory Agentsmentioning

confidence: 99%

Recent Advances in the Chemistry and Therapeutic Evaluation of Naturally Occurring and Synthetic Withanolides

et al. 2022

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Natural products are a major source of biologically active compounds that make promising lead molecules for developing efficacious drug-like molecules. Natural withanolides are found in many flora and fauna, including plants, algae, and corals, that traditionally have shown multiple health benefits and are known for their anti-cancer, anti-inflammatory, anti-bacterial, anti-leishmaniasis, and many other medicinal properties. Structures of these withanolides possess a few reactive sites that can be exploited to design and synthesize more potent and safe analogs. In this review, we discuss the literature evidence related to the medicinal implications, particularly anticancer properties of natural withanolides and their synthetic analogs, and provide perspectives on the translational potential of these promising compounds.

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“…In different species of the genus Datura, the presence of different groups of compounds has been described, such as terpenoids, flavonoids [35]- [37], steroids [22], [28], lectins [39]- [41] glycosides, fatty acids, saponins [12], tannins [42], phenolic compounds [12], [18], [43], withanolides [44]- [46] and different volatile terpenes [47], [48].…”

Section: Phytochemistry Of the Genusmentioning

confidence: 99%

“…The identification of compounds from D. metel stems presented 6 sesquiterpenes, where two new compounds were isolated for the first time in the genus Datura (figure 4) [51]. On the other hand, nine new and three known sesquiterpenes were isolated from D. metel leaves displaying anti-inflammatory activity in nitric oxide production suppression assays [35].…”

Section: Terpenesmentioning

confidence: 99%

“…Five withanolides were identified from the aerial parts (flowers, leaves and stems) of D. quercifolia Kunth (Figure 6) which showed weak cytotoxic and prooxidant activities, as well as a relevant inhibitory activity against acetylcholinesterase [44]. Many new undescribed withanolides were isolated from leaves of D. metel and two of them has showed anti-inflammatory activity [35].…”

Section: Withanolidesmentioning

confidence: 99%

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Secondary Metabolites and Biological Profiles of Datura Genus

Céspedes

2021

J. Chil. Chem. Soc.

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Solanaceae is an important family of plants where many species of this family are source for food, industrial products, ornamental and medicinal uses. Within the family of Solanaceae, the genus Datura is one of the most interesting, in principle for its known medicinal and psychotropic uses against different pathologies. Multiple biological activities of Datura species have been documented. The species of the genus are attributed with insecticide, fungicide, antioxidant, antimicrobial, hypoglycemic, and immune response enhancing activity against cancer cells. These activities are related to the presence of different secondary metabolites such us: terpenoids, flavonoids, withanolides, tannins, phenolic compounds and tropane alkaloids, the main secondary metabolite of the genus Datura, being the most abundant atropine and scopolamine. The propose of this review is to identify the main phytochemical compounds isolated from the genus Datura and describe their biological activities associated to different secondary metabolites.

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New withanolides with anti-inflammatory activity from the leaves of Datura metel L.

Cited by 15 publications

References 39 publications

The Chemical Constituents of Diaphragma Juglandis Fructus and Their Inhibitory Effect on α-Glucosidase Activity

The Chemical Constituents of Diaphragma Juglandis Fructus and Their Inhibitory Effect on α-Glucosidase Activity

Recent Advances in the Chemistry and Therapeutic Evaluation of Naturally Occurring and Synthetic Withanolides

Secondary Metabolites and Biological Profiles of Datura Genus

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