69829-46-5Relevant academic research and scientific papers
Polytopic carriers for platinum ions: From digalloyl depside to tannic acid
Fogagnolo, Marco,Bergamini, Paola,Marchesi, Elena,Marvelli, Lorenza,Gambari, Roberto,Lampronti, Ilaria
, p. 12227 - 12235 (2020/07/30)
A novel dinuclear platinum(ii) complex, namely [Pt2m-GG(Me2SO-S)4] (8, GG = deprotonated methyl digallate), was easily synthesized under solvent-free conditions by grinding a solid m/p digalloyl depside with the Pt precursor [PtCO3(Me2SO-S)2]. Similarly, platinum nuclei were introduced into the galloyl chains of tannic acid (TA). In particular, three complexes A, B and C were prepared by reacting TA as a polytopic ligand with an increasing amount of [PtCO3(Me2SO-S)2]. The antiproliferative activity of complexes 8, A, B and C together with the corresponding ligands GG and TA was tested in vitro and compared with that of cisplatin on two human tumor cell lines, A2780 (ovarian cisplatin-sensitive) and A2780cis (ovarian cisplatin-resistant), and one non-tumoral cell line, HaCat. The experiments focusing on their pro-apoptotic activity indicated that the antiproliferative activity of the most active Pt(II) complexes is associated with the induction of apoptosis. This journal is
INHIBITORS OF D-AMINO ACID OXIDASE (DAAO) AND USES THEREOF
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, (2019/12/24)
Provided herein are compounds of Formula (I) and uses thereof for inhibiting the activity of D-amino acid oxidase (DAAO) or treating diseases or disorders associated with DAAO, such as a central nervous system (CNS) disorder, obesity, diabetes, or hyperlipidemia. Also provided in the present disclosure are methods of synthesizing the Formula (I) compounds described herein.
Inhibitor for FcεRI expression on mast cell from Verbasucum thapsus L.
Tamura, Satoru,Yoshihira, Kunichika,Kawano, Tomikazu,Murakami, Nobutoshi
, p. 3342 - 3345 (2018/09/14)
We found out 2′,3′-dihydroxypuberulin from South American medicinal plant, V. thapsus L., as a candidate of an anti-allergic lead which inhibits the expression of high-affinity receptor of IgE (FcεRI) on the surface of mast cells. Furthermore, the analysis of structure-activity relationship by using synthesized 2′,3′-dihydroxypuberulin analogs revealed that both hydroxy groups in the side chain and both of methyl moieties on phenolic hydroxy groups were crucial for potent activity, but absolute configuration of C-3′ position wasn't. The active principle, 2′,3′-dihydroxypuberulin, was disclosed to down-regulate the mRNA level of β-chain of FcεRI, different from previous reported active natural product reducing γ-chain level.
Design and structural analysis of aromatic inhibitors of type II dehydroquinase from mycobacterium tuberculosis
Howard, Nigel I.,Dias, Marcio V.B.,Peyrot, Fabienne,Chen, Liuhong,Schmidt, Marco F.,Blundell, Tom L.,Abell, Chris
, p. 116 - 133 (2015/04/14)
3-Dehydroquinase, the third enzyme in the shikimate pathway, is a potential target for drugs against tuberculosis. Whilst a number of potent inhibitors of the Mycobacterium tuberculosis enzyme based on a 3-dehydroquinate core have been identified, they generally show little or no in vivo activity, and were synthetically complex to prepare. This report describes studies to develop tractable and drug-like aromatic analogues of the most potent inhibitors. A range of carbon-carbon linked biaryl analogues were prepared to investigate the effect of hydrogen bond acceptor and donor patterns on inhibition. These exhibited inhibitory activity in the high-micromolar range. The addition of flexible linkers in the compounds led to the identification of more potent 3-nitrobenzylgallate- and 5-aminoiso-phthalate-based analogues.
Isolation, synthesis, and neurite outgrowth-promoting activity of illicinin A from the flowers of Illicium anisatum
Takaoka, Shigeki,Takaoka, Noriko,Minoshima, Yuka,Huang, Jian-Mei,Kubo, Miwa,Harada, Kenichi,Hioki, Hideaki,Fukuyama, Yoshiyasu
experimental part, p. 8354 - 8361 (2009/12/26)
Two new prenylated C6-C3 compounds, illicinin A (1) and (4S)-illicinone I (2), were isolated from the flowers of Illicium anisatum. The structures of the new compounds were elucidated by spectroscopic methods. The absolute structure of (4S)-illicinone I was determined by comparing its CD spectrum and specific rotation with those of (4S)-illicinone A (4). Illicinin A (1) and 4-allyl-2,6-dimethoxy-3-(3-methylbut-2-enyl)phenol (3) were found to exhibit neurite outgrowth-promoting activity at concentrations ranging from 0.1 to 10 μM in primary cultured rat cortical neurons. Illicinin A and its derivatives were synthesized for structure-activity relationship studies by employing sequential Stille reactions to introduce a prenyl and an allyl group to the benzene ring, thereby indicating that an allylphenyl moiety in the molecule of 1 is essential for its neurotrophic properties.
Multi-functionalization of gallic acid towards improved synthesis of α- and β-DDB
Alam, Ashraful,Takaguchi, Yutaka,Ito, Hideyuki,Yoshida, Takashi,Tsuboi, Sadao
, p. 1909 - 1918 (2007/10/03)
The synthesis of mono-, di- and trisubstituted gallic acids and their ester with similar or different groups including different acetal and ketals is described. Regioselective bromination on two ortho-positions of methyl gallate, which is very crucial for many organic syntheses, was achieved in high yield and purity. The α- and β-DDB were synthesized in high overall yield and purity from the regioselective bromoderivatives.
O-Methylglucogalloyl esters: Synthesis and evaluation of their antimycotic activity
Romani, Annalisa,Menichetti, Stefano,Arapitsas, Panagiotis,Nativi, Cristina,Turchetti, Benedetta,Buzzini, Pietro
, p. 4000 - 4003 (2007/10/03)
The two anomers of O-methyl gluco-2,3-digalloyl esters were synthesized and their antimycotic activity toward yeasts of biomedical importance was evaluated. When used at subinhibitory concentration and regardless of stereochemistry at the anomeric carbon,
Preparation of a highly alkyl-substituted dicatechol ligand and its dinuclear titanium(IV) complex
Albrecht,Schneider
, p. 2234 - 2238 (2007/10/03)
The highly alkyl-substituted dicatechol derivative 10-H4 is prepared with a triphenyl phosphite activated amide bond formation and a trifluoroacetic acid promoted dioxolane cleavage as the crucial steps in the reaction sequence. Compound 10-Hs
Gallic acid metabolites are markers of black tea intake in humans
Hodgson, Jonathan M.,Morton, Lincoln W.,Puddey, Ian B.,Beilin, Lawrence J.,Croft, Kevin D.
, p. 2276 - 2280 (2007/10/03)
Gallic acid is one of the main phenolic components of black tea. The objective of this study was to identify urinary gallic acid metabolites with potential for use as markers of black tea intake. In an initial study, nine compounds, assessed by using gas chromatography-mass spectrometry, were found to increase in concentration in urine after 3 cups of black tea over 3 h. A subsequent study employed a controlled crossover design in which 10 subjects consumed 5 cups per day of black tea or water for 4 weeks in random order. Twenty-four hour urine samples were collected at the end of each period. Of the 9 candidate compounds identified in the initial study, only 3 were present at higher concentrations in urine of all 10 subjects during tea- drinking in comparison to water-drinking periods. These compounds were identified as 4-O-methylgallic acid, 3-O-methylgallic acid, and 3,4-O- dimethylgallic acid, all methyl ether derivatives of gallic acid. It is suggested that these compounds have the potential to be used as markers of black tea intake.
