Biomimetic synthesis and HPLC–ECD analysis of the isomers of dracocephins A and B

• Viktor Ilkei,
• András Spaits,
• Anita Prechl,
• Áron Szigetvári,
• Zoltán Béni,
• Miklós Dékány,
• Csaba Szántay Jr,
• Judit Müller,
• Árpád Könczöl,
• Ádám Szappanos,
• Attila Mándi,
• Sándor Antus,
• Ana Martins,
• Attila Hunyadi,
• György Tibor Balogh,
• György Kalaus (†),
• Hedvig Bölcskei,
• László Hazai and
• Tibor Kurtán

Beilstein J. Org. Chem. 2016, 12, 2523–2534, doi:10.3762/bjoc.12.247

• the other hand, the possibility for neuroprotective activity could not be tested with the applied experimental setup. As an additional bioassay on compounds 2a–d and 3a–d, their potential to interfere with the function of P-glycoprotein (P-gp) was tested. By transporting a wide variety of compounds

A selective and mild glycosylation method of natural phenolic alcohols

• Mária Mastihubová and
• Monika Poláková

Beilstein J. Org. Chem. 2016, 12, 524–530, doi:10.3762/bjoc.12.51

• -glucopyranoside (vanillyl β-D-glucoside, 1) isolated from the exocarp of Juglans mandshurica Maxim showed antibacterial activity [1]. A wide range of pharmacological effects, e.g., anti-oxidant, anti-inflammatory, anticancer, hepatoprotective, cardioprotective, neuroprotective, antidiabetic, and antiviral

Synthesis of icariin from kaempferol through regioselective methylation and para-Claisen–Cope rearrangement

• Qinggang Mei,
• Chun Wang,
• Zhigang Zhao,
• Weicheng Yuan and
• Guolin Zhang

Beilstein J. Org. Chem. 2015, 11, 1220–1225, doi:10.3762/bjoc.11.135

• relative drug preparations [5]. Icariin, icariside I (2), and their aglycone, icaritin (3) (Figure 1), possess multiple biological activities, such as anti-oxidative [6], anti-inflammatory [7], anti-osteoporotic [8], anticancer [9], neuroprotective [10], angiogenesis stimulating [11], testosterone mimetic

Preparation of neuroprotective condensed 1,4-benzoxazepines by regio- and diastereoselective domino Knoevenagel–[1,5]-hydride shift cyclization reaction

• László Tóth,
• Yan Fu,
• Hai Yan Zhang,
• Attila Mándi,
• Katalin E. Kövér,
• Tünde-Zita Illyés,
• Attila Kiss-Szikszai,
• Balázs Balogh,
• Tibor Kurtán,
• Sándor Antus and
• Péter Mátyus

Beilstein J. Org. Chem. 2014, 10, 2594–2602, doi:10.3762/bjoc.10.272

• . Separated enantiomers of the products were characterized by HPLC-ECD data, which allowed their configurational assignment on the basis of TDDFT-ECD calculation of the solution conformers. Two compounds showed neuroprotective activities against hydrogen peroxide (H2O2) or β-amyloid25–35 (Aβ25–35)-induced

• cellular injuries in human neuroblastoma SH-SY5Y cells in the range of those of positive controls. Keywords: 1,4-benzoxazepine; diastereoselective domino Knoevenagel–[1,5]-hydride shift cyclization; neuroprotective; tert-amino effect; TDDFT-ECD calculation; Introduction The 1,4-benzoxazepine structural

• unit and its analogues are found in several pharmacologically active derivatives such as the selective 5-HT1A agonist SUN 8399 (1) [1], the neuroprotective piclozotan (2) [2][3], the antihistaminic rocastine (3) [4][5], and the antihelmintic 4 [6] (Figure 1). We report herein the preparation of two

Application of cyclic phosphonamide reagents in the total synthesis of natural products and biologically active molecules

• Thilo Focken and
• Stephen Hanessian

Beilstein J. Org. Chem. 2014, 10, 1848–1877, doi:10.3762/bjoc.10.195

• mGluR agonist DCG-IV (162) (Figure 9) as a potent anticonvulsant and neuroprotective agent [123] had sparked interest in more efficient routes for its synthesis. Pellicciari and Marinozzi developed an asymmetric synthesis of DCG-IV (162) based on Hanessian’s cyclopropanation protocol (Scheme 20) [57

Aza-Diels–Alder reaction between N-aryl-1-oxo-1H-isoindolium ions and tert-enamides: Steric effects on reaction outcome

• Amitabh Jha,
• Ting-Yi Chou,
• Zainab ALJaroudi,
• Bobby D. Ellis and
• T. Stanley Cameron

Beilstein J. Org. Chem. 2014, 10, 848–857, doi:10.3762/bjoc.10.81

• ] and anticancer [5] activities. The bioactive β-carboline alkaloids canthinone [6] and vinpocitine [7] also bear these substructures. Vinpocetine is a dehydrated derivative of the natural alkaloid of vincamine [8]. It is reported to have cerebral blood-flow enhancing [7] and neuroprotective effects [9

Synthesis and biological activity of N-substituted-tetrahydro-γ-carbolines containing peptide residues

• Nadezhda V. Sokolova,
• Valentine G. Nenajdenko,
• Vladimir B. Sokolov,
• Daria V. Vinogradova,
• Elena F. Shevtsova,
• Ludmila G. Dubova and
• Sergey O. Bachurin

Beilstein J. Org. Chem. 2014, 10, 155–162, doi:10.3762/bjoc.10.13

• view, mitochondria and the MPT process are very attractive targets for the search of new neuroprotective agents [4][5]. Several promising mitochondria-targeting neuroprotectors have been reported in the literature. Thus, the antihistaminic drug dimebon [6][7], which relates to tetrahydro-γ-carboline

The chemistry of isoindole natural products

• Klaus Speck and
• Thomas Magauer

Beilstein J. Org. Chem. 2013, 9, 2048–2078, doi:10.3762/bjoc.9.243

• -(deoxyadenosin-N6-yl)aristolactam I (dA–AAI, 128). Interestingly, aristolactams are not mutagenic themselves but show immunosuppressant [104], antiplatelet [105], antimycobacterial [106], neuroprotective [107] activities and are excellent inhibitors of cyclin-dependent kinases (CDKs) with IC50 values in the

Palladium(II)-catalyzed Heck reaction of aryl halides and arylboronic acids with olefins under mild conditions

• Tanveer Mahamadali Shaikh and
• Fung-E Hong

Beilstein J. Org. Chem. 2013, 9, 1578–1588, doi:10.3762/bjoc.9.180

• Substituted olefins are important structural motifs in natural products, pharmaceuticals, bioactive compounds and organic materials [1][2]. Olefins such as stilbene derivatives normally show antitumor [3], antiinflammatory [4], neuroprotective [5], and cardioprotective [6] properties. Due to its importance in

A study on electrospray mass spectrometry of fullerenol C₆₀(OH)₂₄

• Mihaela Silion,
• Andrei Dascalu,
• Mariana Pinteala,
• Bogdan C. Simionescu and
• Cezar Ungurenasu

Beilstein J. Org. Chem. 2013, 9, 1285–1295, doi:10.3762/bjoc.9.145

• ], neuroprotective [4][5][6][7], and anticancer agents [8][9][10][11][12][13], polyhydroxylated [C60]fullerenes, C60(OH)x, have received much attention in recent years. However, to the best of our knowledge, except for the compositionally and structurally well characterized C60(OH)24, prepared by alkaline hydrolysis

Recent progress in the discovery of small molecules for the treatment of amyotrophic lateral sclerosis (ALS)

• Allison S. Limpert,
• Margrith E. Mattmann and
• Nicholas D. P. Cosford

Beilstein J. Org. Chem. 2013, 9, 717–732, doi:10.3762/bjoc.9.82

• (thiosemicarbazonato)copper complexes (Cu(II)(btsc)s; Figure 9), reduced stress-induced kinase activity and prevented TDP-43 aggregation [38]. Cu(II)(btsc)s have previously been demonstrated to have neuroprotective effects in mouse models of neurodegeneration [47] and elicited similar results in cells overexpressing

• studies are needed to determine the effects of enhancing VGF or antagonizing Epha4 on other cellular pathways before these treatments have the potential for human testing. Neuroprotective compounds An alternative approach for the treatment of ALS is the use of known neuroprotective or neurogenic compounds

• spinal cord. Further investigation determined that the inhibition of GSK-3 in SOD1 G93A mice led to a decrease in cleaved caspase-3 and cytosolic cytochrome c in the spinal cord [63], indicating that the inhibition of GSK3 may be neuroprotective in this disease model. Furthermore, treatment of SOD1 G93A

Regioselective synthesis of 7,8-dihydroimidazo[5,1-c][1,2,4]triazine-3,6(2H,4H)-dione derivatives: A new drug-like heterocyclic scaffold

• Nikolay T. Tzvetkov,
• Harald Euler and
• Christa E. Müller

Beilstein J. Org. Chem. 2012, 8, 1584–1593, doi:10.3762/bjoc.8.181

• - and chemoselective reaction; thionation; X-ray structure; Introduction Imidazotriazines represent an important class of condensed heterobicycles that display a variety of significant biological activities, including anticancer [1], antimicrobial [2], anti-inflammatory [3] and neuroprotective [4

Carbamate derivatives and sesquiterpenoids from the South China Sea gorgonian Melitodes squamata

• Li-Si Huang,
• Fei He,
• Hui Huang,
• Xiao-Yong Zhang and
• Shu-Hua Qi

Beilstein J. Org. Chem. 2012, 8, 170–176, doi:10.3762/bjoc.8.18

• towards E. coli at 25 μg/disc. It was reported that taurine and its derivatives have a number of physiological functions, including interference with GABA and glycine receptors, antinociceptic effects, anticonvulsive actions, neuroprotective actions, etc. [14]. In this study, because of the limited

Studies on Pd/NiFe₂O₄ catalyzed ligand-free Suzuki reaction in aqueous phase: synthesis of biaryls, terphenyls and polyaryls

• Sanjay R. Borhade and
• Suresh B. Waghmode

Beilstein J. Org. Chem. 2011, 7, 310–319, doi:10.3762/bjoc.7.41

• (Table 4, entry 35). Whereas, activated aryl chlorides gave the coupling product in moderate yields after 24 h (Table 4, entries 33, 34). Recently, terphenyls have attracted attention due to their wide range of significant biological applications including potent immunosuppressant, neuroprotective