Scoparone is a biologically active constituent isolated from Artemisia capillaris and possesses a variety of pharmacological activities, such as anti-inflammatory, anti-tumor, anti-allergic and anti-cardiovascular activities. However, there are no studies focusing on the effects of scoparone aga...
A comprehensive polymorph and cocrystal study for the natural pharmaceutical molecule scoparone (1) with low solubility was conducted, in which a novel polymorph B and four cocrystals, i.e. scoparone-3,5-difluorobenzoic acid (1a), scoparone-urea (1b), scoparone-pyrimethamine (1c) and scoparone-s...
Substitution of alkyl groups on the ortho-position of 3-phenylsydnone causes a steric hindrance in coplanarity of the sydnone and phenyl rings. This was proved from the shift of the polarographic half-wave potentials (in excess of the polar effects), from the ultra-violet spectra, and from scale...
A general method is suggested for introduction of substituents into the 4-position of 3-phenylsydnone by palladium(0) catalyzed cross-coupling of 4-copper-3-phenyl-sydnone with aryl iodides and vinyl bromides.
The selectivity of the 1,3-dipolar cycloaddition reaction of methyl propiolate to 3-phenylsydnone was measured under various conditions of pressure (7.6–30.4 MPa) and temperature (333–423 K) in near- or supercritical carbon dioxide. The reaction produces a mixture of two regioisomers, 3-carbom...
Readily available 3-phenylsydnone (1) reacts with n-butyllithium/TMEDA to form the dilithio species 2 which can be regiospecifically acylated at the ortho-aryl position using N-methoxy-N-methylamides (Weinreb's amides).
3-Phenylsydnone reacts with cyclooctatetraene to give a 2:1-cycloadduct containing the dihydrobullvalene moiety as the major product.
Readily available 3-phenylsydnone (3) reacts with n-butyllithium/TMEDA to form the dilithio species 4 which can be trapped with suitable electrophiles. This represents the first use of a mesoionic ring system for directed lithiation.
It has been reported that Rhus verniciflua exhibits anti-inflammatory, anti-oxidant and anti-cancer activities. However, little is known about biological activity of sulfuretin, a flavonoid isolated from R. verniciflua. In the present study, we investigated the anti-inflammatory effect and the u...
Rhus verniciflua Stokes (Anacardiaceae) has traditionally been used as an ingredient in East Asian medicines used to treat oxidative damage and cancer. Sulfuretin is one of the major flavonoid components isolated from R. verniciflua. In the present study, we isolated sulfuretin from R. vernicifl...
AimSulfuretin, a major flavonoid isolated from Rhus verniciflua, is known to have anti-inflammatory effects. However, the mechanisms underlying the anti-inflammatory effect of sulfuretin on rheumatoid arthritis have not been elucidated. In this study we investigated whether sulfuretin treatment ...
Sulfuretin, a potent anti-oxidant, has been thought to provide health benefits by decreasing the risk of oxidative stress-related diseases. In this study, we investigated the mechanisms of sulfuretin protection of neuronal cells from cell death induced by the Parkinson’s disease (PD)-related ne...
Sulfuretin (3′,4′,6′-trihydroxyaurone), one of the key flavonoids isolated from Rhus verniciflua, is known to suppress inflammation and oxidative stress. However, the anti-cancer properties of sulfuretin as well as its mechanism of action remain poorly understood. Here, we show that the expre...
Sulfuretin is one of the main flavonoids produced by Rhus verniciflua, which is reported to inhibit the inflammatory response by suppressing the NF-κB pathway. Because NF-κB activation plays a pivotal role in the pathogenesis of allergic airway inflammation, we here examined the effect of sulf...
Sulfuretin, one of the major flavonoid glycosides found in the stem bark of Albizzia julibrissin and heartwood of Rhus verniciflua, is a known anti-oxidant. We previously demonstrated that sulfuretin inhibits neuronal death via reactive oxygen species (ROS)-dependent mechanisms in human SH-SY5Y ...
Acquired lymphedema is a pathological condition associated with lymphatic dysfunction caused by surgical treatments for cancer. Although global estimates of the prevalence of acquired lymphedema have been rising, there are currently no effective therapeutics available. Since adipose tissue accum...
This study suggests sulfuretin as an ant-skin aging agent. Sulfuretin significantly reduces solar UV (sUV)-increased matrix metalloproteinase-1 (MMP-1) expression and c-Jun phosphorylation in human dermal fibroblasts as well as skin tissue. An examination of the underlying mechanisms showed that...
We report here the transformation of 3/5-trifluoromethylpyrazoles derivative into the corresponding NH-pyrazole-3/5-carboxylic acids. Moreover, from 4- or 5-iodinated-3/5-trifluoromethylpyrazoles building blocks and the use of Suzuki–Miyaura or Negishi reactions followed by the trifluoromethyl ...
Summary4-Amino-N-[(4-benzyl-2-morpholinyl)methyl]-5-chloro-2-methoxybenzamide 1a and its 2-ethoxy analogue 1b show a potent gastroprokinetic activity. To examine the effect of reversal of the amide linkage of 1a and 1b, N-(4-amino-5-chloro-2-methoxyphenyl)-4-benzyl-2-morpholineacetamide and rela...
Tissue-nonspecific alkaline phosphatase (TNAP) is an ectoenzyme crucial for bone matrix mineralization via its ability to hydrolyze extracellular inorganic pyrophosphate (ePPi), a potent mineralization inhibitor, to phosphate (Pi). By the controlled hydrolysis of ePPi, TNAP maintains the correct...
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