- Behavior of Ruthenium Trisbipyridine-Anthraquinone Conjugates Connected with Alkyl Spacers in Homogeneous and Microheterogeneous Media
-
A series of mononuclear Ru trisbypiridine complexes connected to an anthraquinone unit by a flexible alkyl chain of varying lengths and a bolaamphiphilic dinuclear ruthenium complex bearing an anthraquinone unit in the middle of alkyl chain spacers were synthesized. Their conformational preference in CH3CN and in dihexadecyl phosphate vesicles was probed by utilizing the intramolecular electron-transfer quenching of the metal-to-ligand charge-transfer excited state of the Ru center by the appended quinone moiety. The length of the alkyl chain spacer had little effect on the quenching efficiency in either medium. A marked difference in the quenching behavior was observed only in the case of the dinuclear Ru complex in vesicles. These results indicate that the bolaamphiphilic structure is necessary and effective for the set of immobilized molecules to take a stretched conformation spanning a bilayer membrane.
- Otsuki, Joe,Ogawa, Hiroyuki,Okuda, Naotoshi,Araki, Koji,Seno, Manabu
-
-
Read Online
- Use of acylphosphonates for the synthesis of α-chlorinated carboxylic and α,α′-dichloro dicarboxylic acids and their derivatives
-
α-Chloro acylphosphonates and α,α′-dichloro bisacylphosphonates were prepared in situ by chlorination of acylphosphonates and bisacylphosphonates, respectively, using sulfuryl chloride. Subsequently, they were cleaved to the corresponding α-chlorinated or α,α′-dichlorinated (di)carboxylic acids with a hydrogen peroxide-sodium bicarbonate system. Performing the cleavage with an alcohol or an amine yielded the corresponding α-chlorinated esters and α-chlorinated amides, respectively.
- Stevens, Christian V,Vanderhoydonck, Bart
-
-
Read Online
- Homobivalent ligands of the atypical antipsychotic clozapine: Design, synthesis, and pharmacological evaluation
-
To date all typical and atypical antipsychotics target the dopamine D 2 receptor. Clozapine represents the best-characterized atypical antipsychotic, although it displays only moderate (submicromolar) affinity for the dopamine D2 receptor. Herein, we present the design, synthesis, and pharmacological evaluation of three series of homobivalent ligands of clozapine, differing in the length and nature of the spacer and the point of attachment to the pharmacophore. Attachment of the spacer at the N4′ position of clozapine yielded a series of homobivalent ligands that displayed spacer-length-dependent gains in affinity and activity for the dopamine D 2 receptor. The 16 and 18 atom spacer bivalent ligands were the highlight compounds, displaying marked low nanomolar receptor binding affinity (1.41 and 1.35 nM, respectively) and functional activity (23 and 44 nM), which correspond to significant gains in affinity (75- and 79-fold) and activity (9- and 5-fold) relative to the original pharmacophore, clozapine. As such these ligands represent useful tools with which to investigate dopamine receptor dimerization and the atypical nature of clozapine.
- McRobb, Fiona M.,Crosby, Ian T.,Yuriev, Elizabeth,Lane, J. Robert,Capuano, Ben
-
-
Read Online
- Synthesis of α,ω-Diketodiesters from Betulin
-
A new synthesis of 3-oxo-28-hydroxylup-20(29)-ene from the available natural triterpenoid betulin was developed. α,ω-Diketodiesters were prepared for the first time by different methods from 3-oxo-28-hydroxylup-20(29)-ene and a series of natural dicarboxylic acids. Steglich reaction conditions gave the highest yields. One of the synthesized α,ω-diketodiesters was moderately active in vitro against A-549 lung carcinoma.
- Ishmuratov, G. Yu.,Sayakhov, R. R.,Talipov, R. F.,Vydrina, V. A.,Yakovleva, M. P.,Zileeva, Z. R.
-
-
Read Online
- A new class of star-shaped cholesteric liquid crystal containing a 1,3,5-trihydroxybenzene unit as a core
-
A new class of star-shaped cholesteric liquid crystals were designed and synthesized, which used 1,3,5-trihydroxybenzene unit as a core and ω-cholesteric alkyl diacid monoester as mesogenic arm. Their chemical structures were confirmed by element analyses, FT-IR, and 1H NMR. The mesomorphic properties and thermal stability were investigated by differential scanning calorimetry, thermogravimetric analysis, polarizing optical microscopy, and X-ray diffraction measurements. The experimental results demonstrated that the mesogenic arm structures strongly affected the phase behavior. 4a did not show any liquid crystallinity, while 4b, 4c and 4d revealed reversible cholesteric phase transition. As the intermedius alkyl chain of the star-shaped compounds lengthened (from n = 2 to n = 8), their melting points decreased but mesomorphic temperature ranges increased. Focal conic texture, one of cholesteric phase can be observed in the liquid crystalline state.
- Yao, Dan-Shu,Zhang, Bao-Yan,Zhang, Wei-Wei,Tian, Mei
-
-
Read Online
- Synthesis of novel α,ω-type 1-glucosamide and 1-galactosamide bolaamphiphiles
-
A new family of bolaamphiphiles in which two glucosylamine or galactosylamine moieties are linked via a β-N-glycosdic bond to an α,ω-dicarboxylic acid has been described. The 1-D-glucosamide and 1-D-galactosamide bolaamphiphiles were obtained in good yield by the condensation of the dicarboxylic acid dichloride with the corresponding 1-aldopyranosylamine.
- Masuda, Mitsutoshi,Shimizu, Toshimi
-
-
Read Online
- Symmetric dimeric adamantanes for exploring the structure of two viroporins: Influenza virus M2 and hepatitis C virus p7
-
Background: Adamantane-based compounds have been identified to interfere with the ion-channel activity of viroporins and thereby inhibit viral infection. To better understand the difference in the inhibition mechanism of viroporins, we synthesized symmetric dimeric adamantane analogs of various alkyl-spacer lengths. Methods: Symmetric dimeric adamantane derivatives were synthesized where two amantadine or rimantadine molecules were linked by various alkyl-spacers. The inhibitory activity of the compounds was studied on two viroporins: the influenza virus M2 protein, expressed in Xenopus oocytes, using the two-electrode voltage-clamp technique, and the hepatitis C virus (HCV) p7 channels for five different genotypes (1a, 1b, 2a, 3a, and 4a) expressed in HEK293 cells using whole-cell patch-clamp recording techniques. Results: Upon testing on M2 protein, dimeric compounds showed significantly lower inhibitory activity relative to the monomeric amantadine. The lack of channel blockage of the dimeric amantadine and rimantadine analogs against M2 wild type and M2-S31N mutant was consistent with previously proposed drug-binding mechanisms and further confirmed that the pore-binding model is the pharmacologically relevant drug-binding model. On the other hand, these dimers showed similar potency to their respective monomeric analogs when tested on p7 protein in HCV genotypes 1a, 1b, and 4a while being 700-fold and 150-fold more potent than amantadine in genotypes 2a and 3a, respectively. An amino group appears to be important for inhibiting the ion-channel activity of p7 protein in genotype 2a, while its importance was minimal in all other genotypes. Conclusion: Symmetric dimeric adamantanes can be considered a prospective class of p7 inhibitors that are able to address the differences in adamantane sensitivity among the various genotypes of HCV.
- Mandour, Yasmine M.,Breitinger, Ulrike,Ma, Chunlong,Wang, Jun,Boeckler, Frank M.,Breitinger, Hans-Georg,Zlotos, Darius P.
-
-
Read Online
- Investigation of novel ropinirole analogues: Synthesis, pharmacological evaluation and computational analysis of dopamine D2 receptor functionalized congeners and homobivalent ligands
-
Herein, we report the development of novel functionalized congeners of ropinirole toward the design of pharmacological tools to probe structural requirements at the dopamine D2 receptor. Subsequently, we have used the functionalized amine congener 11 and synthesized and pharmacologically evaluated a series of homobivalent ligands of ropinirole with designated spacer lengths ranging from 14 to 30 atoms. The most potent homobivalent ligands (22-, 26- and 30-atom spacers) showed approximately 20- to 80-fold greater potency (EC50 = 3.9, 6.2 and 14 nM, respectively) than ropinirole (304 nM) in a [35S]GTPγS functional assay. Molecular modeling studies suggest that the observed increase in potency of the homobivalent ligands is possibly due to a bitopic binding mode involving the orthosteric site and an allosteric interaction at the dopamine D2 receptor protomer rather than bridging interactions at two orthosteric sites across a dopamine D 2 receptor dimer. This research has the potential to advance the development of structurally related bitopic ligands, biomarkers such as radioligands and fluorescently labeled probes, and furnish new homo- and heterobivalent ligands towards a better understanding of the dopamine D 2 receptor and potential novel treatment for Parkinson's disease.
- J?rg, Manuela,Kaczor, Agnieszka A.,Mak, Frankie S.,Lee, Kiew Ching K.,Poso, Antti,Miller, Neil D.,Scammells, Peter J.,Capuano, Ben
-
-
Read Online
- Electrocatalytic debromination of open-chain and cyclic dibromides in ionic liquids with cobalt(II)salen complex as mediator
-
The electrocatalytic reduction of open-chain and cyclic dibromides in ionic liquids, mediated by cobalt(II)salen, was investigated. Macro-scale constant-potential electrolysis in an undivided cell gave the corresponding debrominated products in moderate to good yields. The workup process after electrolysis proved to be much simpler in the ionic liquid than that in organic solvents. The possibility of reuse of the ionic liquid was demonstrated.
- Shen, Yi,Inagi, Shinsuke,Atobe, Mahito,Fuchigami, Toshio
-
-
Read Online
- A SUNSCREEN FORMULATION
-
Provided herein is synthesis of new classes of sunscreen agents, the usage of such sunscreen agents to prepare sunscreen formulation materials aiming at reduction of sunscreen agents' skin penetration. The whole purpose is to improve the biosafety of sunscreen products via novel sunscreen materials and formulation technology to reduce or to eliminate skin penetration of sunscreen agents. The technology can be applied to cosmetics, pharmaceutical or insects' repellent products.
- -
-
Paragraph 00129-00132
(2021/03/19)
-
- SUBSTITUTED 3-ISOBUTYL-9,10-DIMETHOXY-1,3,4,6,7,11B-HEXAHYDRO-2H-PYRIDO[2,1-a]ISOQUINOLIN-2-OL COMPOUNDS, THEIR SYNTHESIS, AND USE THEREOF
-
The invention relates to substituted 3-isobutyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-ol compounds, their synthesis, pharmaceutical compositions containing them, and methods of using them in the treatment of disorders benefiting from inhibition of vesicular monoamine transporter 2 (VMAT2).
- -
-
Paragraph 0129-0130; 0189-0190
(2021/04/02)
-
- Small-Molecule Activators of Glucose-6-phosphate Dehydrogenase (G6PD) Bridging the Dimer Interface
-
We recently identified AG1, a small-molecule activator that functions by promoting oligomerization of glucose-6-phosphate dehydrogenase (G6PD) to the catalytically competent forms. Biochemical experiments indicate that the activation of G6PD by the original hit molecule (AG1) is noncovalent and that one C2-symmetric region of the G6PD homodimer is important for ligand function. Consequently, the disulfide in AG1 is not required for activation of G6PD, and a number of analogues were prepared without this reactive moiety. Our study supports a mechanism of action whereby AG1 bridges the dimer interface at the structural nicotinamide adenine dinucleotide phosphate (NADP+) binding sites of two interacting G6PD monomers. Small molecules that promote G6PD oligomerization have the potential to provide a first-in-class treatment for G6PD deficiency. This general strategy could be applied to other enzyme deficiencies in which control of oligomerization can enhance enzymatic activity and/or stability.
- Raub, Andrew G.,Hwang, Sunhee,Horikoshi, Naoki,Cunningham, Anna D.,Rahighi, Simin,Wakatsuki, Soichi,Mochly-Rosen, Daria
-
supporting information
p. 1321 - 1324
(2019/07/04)
-
- Synthesis method, derivative and battery system of anthraquinone derivative containing carboxyl group
-
The invention provides a synthesis method, a derivative and a battery system of an anthraquinone derivative containing a carboxyl group. The synthesis method of the anthraquinone derivative containingthe carboxyl group includes the following steps that S1, dibasic acid containing a terminal carboxyl group and sulfoxide chloride are mixed, toluene is added as a reaction solvent, a catalyst is added, and heated to a set temperature reaction; S2, after the reaction is completed, the solvent and the sulfoxide chloride are removed, the toluene is added for distillation, and a reactant is obtained;S3, the reactant is mixed with amino-anthraquinone, the toluene is added as the reaction solvent, and heating is conducted to a reflux reaction; and S4, after the reaction is completed, the solvent is removed, solids are filtered and removed, the pH value of a filtrate is adjusted to a predetermined value, the solids are separated out, filtered, washed and dried, and the anthraquinone derivativecontaining the carboxyl group is obtained. According to the synthesis method of the anthraquinone derivative containing the carboxyl group, simpleness is achieved, operation is easy, the cost is low,and the synthesis method can be applied to the battery system to solve the problem of electrochemical energy storage.
- -
-
Paragraph 0057; 0097-0099
(2019/12/25)
-
- Thermotropic liquid crystalline polyesters derived from 2-chloro hydroquinone
-
Abstract: Synthesis of thermotropic liquid crystalline polyesters derived from bis[4-hydroxy benzoyloxy]-2-chloro-1,4-benzene (BHBOCB) and aliphatic dicarboxylic acid chlorides by interfacial polycondensation methodology is presented. Synthesised polyesters consist of bis[4-hydroxy benzoyloxy]-2-chloro-1,4-benzene as a mesogen and aliphatic diacid chloride as flexible spacer. The length of oligomethylene units in the polymer was varied from the trimethylene to the dodecamethylene groups. Synthesized polyesters were characterized by differential scanning calorimetry and optical microscopy. The transition temperatures and thermodynamic properties were studied for all these polymers. These polyesters exhibited thermotropic liquid crystalline behavior and showed nematic texture except decamethylene spacer. Decamethylene spacer based polyester showed marble texture of smectic C. Mesophase stability of these polyesters was higher than 123 °C (except first heating cycle of PE-1). Graphical Abstract:: SYNOPSIS The present study deals with the synthesis of thermotropic liquid crystalline polyesters derived from bis[4-hydroxy benzoyloxy]-2-chloro-1,4-benzene (BHBOCB) and aliphatic dicarboxylic acid chlorides by interfacial polycondensation methodology. [Figure not available: see fulltext.].
- Manurkar, Nagesh,More, Sayaji,Mulani, Khudbudin,Ganjave, Nitin,Chavan, Nayaku
-
p. 1461 - 1468
(2017/09/27)
-
- LYMPH DIRECTING PRODRUGS
-
H:\dar\Interwoven\NRPortbl\DCC\DAR\8230712_1.doc-12/08/2015 Abstract The present invention relates to compounds and their uses, in particular, compounds in the form of prodrugs that promote transport of a pharmaceutical agent to the lymphatic system and subsequently enhance release of the parent drug.
- -
-
Page/Page column 43; 44
(2016/02/29)
-
- Chemical synthetic method of 8-furan-8-oxomethyl caprylate
-
The invention relates to a chemical synthetic method of 8-furan-8-oxomethyl caprylate. The method comprises the following steps of adding octanedioic acid and sulfoxide chloride into a reaction bulb, agitating an obtained mixture at a room temperature until a reaction is complete, and distilling to remove the sulfoxide chloride under normal pressure; afterwards, adding a solvent and a catalyst into the reaction bulb to carry out another reaction, dropwise adding methanol into the reaction bulb for quenching, decompressing the reaction bulb and distilling to remove the solvent, dissolving a target product by using an extracting solution to obtain a solution, and distilling the solution under reduced pressure to obtain a yellowish oily 8-furan-8-oxomethyl caprylate pure product. According to the chemical synthetic method of the 8-furan-8-oxomethyl caprylate, a synthetic strategy of a one-pot method is adopted; by proceeding from the low-cost octanedioic acid, the octanedioyl chloride is prepared with a high yield; afterwards, the octanedioyl chloride and furan are subjected to a regioselectivity Friedel-Crafts acylation reaction; finally, acyl chloride at the other end is quenched by using the methanol to directly generate methyl ester to obtain the product; by using the method, the synthetic route of the target product is simplified; the reaction time is greatly shortened; the synthetic total yield is improved; therefore, the production cost is decreased; the chemical synthetic method has the advantages of being low in cost, higher in yield, simple to operate and suitable for industrial production, and the like.
- -
-
Paragraph 0024; 0025; 0026
(2016/11/17)
-
- FLUOROALKANE DERIVATIVE, GELATOR, LIQUID CRYSTALLINE COMPOUND AND GEL COMPOSITION
-
PROBLEM TO BE SOLVED: To provide a novel fluoroalkane derivative, a gelator comprising a compound thereof, a gel composition comprising the gelator, and a liquid crystalline compound comprising the novel fluoroalkane derivative. SOLUTION: The present invention provides a fluoroalkane derivative represented by general formula (1): R2-L1-Ar1-X1-R1 (where, Ar1 is a substituted or unsubstituted divalent aromatic group having 6 to 30 nuclear atoms, R1 is a saturated or unsaturated monovalent hydrocarbon group having a perfluoroalkyl group with 2 to 22 carbon atoms, X1 is an oxygen atom, a sulfur atom or a group represented by -SO2-, R2 is a specific monovalent group, L1 is a group represented by -COO- or a group represented by -OCO- depending on the type of R2). SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT
- -
-
Paragraph 0136-0137
(2017/01/05)
-
- Synthesis and binding profile of haloperidol-based bivalent ligands targeting dopamine D2-like receptors
-
Homodimers of dopamine D2-like receptors are suggested to be of particular importance in the pathophysiology of schizophrenia and, thus, serve as promising targets for the discovery of atypical antipsychotics. This study describes the development of a series of novel bivalent molecules with a pharmacophore derived from the dopamine receptor antagonist haloperidol. These dimers were investigated in comparison to their monomeric analogues for their D2long, D2short, D3, and D4 receptor binding and the ability to bridge two neighboring receptor protomers. Radioligand binding studies provided diagnostic insights when Hill slopes close to two for the bivalent ligand 13 incorporating 22 spacer atoms and a comparative analysis with monovalent control ligands indicated a bivalent binding mode with a simultaneous occupancy of two neighboring binding sites.
- Salama, Ismail,L?ber, Stefan,Hübner, Harald,Gmeiner, Peter
-
supporting information
p. 3753 - 3756
(2014/09/16)
-
- Efficient new constructs against triple negative breast cancer cells: Synthesis and preliminary biological study of ferrocifen-SAHA hybrids and related species
-
Chemotherapeutic agents combining several active groups within a single molecule can modulate multiple cellular pathways and, thus, exhibit higher efficacy than single-target drugs. In this study, six new hybrid compounds combining tamoxifen (TAM) or ferrocifen (FcTAM) structural motifs with suberoylanilide hydroxamic acid (SAHA) were synthesised and evaluated. Antiproliferative activity was first explored in cancer cell lines. Combining FcTAM and SAHA structural motifs to form the unprecedented FcTAM-SAHA hybrid molecule led to an increased cytotoxicity (IC50 = 0.7 μM) in triple-negative MDA-MB-231 breast cancer cells when compared to FcTAM or SAHA alone (IC50 = 2.6 μM and 3.6 μM, respectively), while the organic hybrid analogue TAM-SAHA was far less cytotoxic (IC50 = 8.6 μM). In hormone-dependent MCF-7 breast cancer cells, FcTAM-SAHA was more active (IC50 = 2.0 μM) than FcTAM (IC50 = 4.4 μM) and TAM-SAHA (IC50 > 10 μM), but less toxic than SAHA (IC 50 = 1.0 μM). Surprisingly, FcTAM-PSA, an N1- phenylsuberamide derivative, also possessed strong antiproliferative activity (IC50 = 0.5 μM and 1.8 μM in MDA-MB-231 and MCF-7 cells, respectively). Subsequent biochemical studies indicate that estrogen receptor alpha (ERα) and histone deacetylases (HDAC) are not the main targets of the hybrid compounds for their antiproliferative effect. Interestingly, both organometallic compounds were able to induce p21waf1/cip1 gene expression in MCF-7 breast cancer cells in accordance with their antiproliferative activity.
- Cazares Marinero, Jose De Jesus,Lapierre, Marion,Cavailles, Vincent,Saint-Fort, Renette,Vessieres, Anne,Top, Siden,Jaouen, Gerard
-
p. 15489 - 15501
(2013/11/06)
-
- Synthesis, thermal, and photocrosslinking studies of thermotropic liquid crystalline poly(benzylidene-ether)esters containing α,β-unsaturated ketone moiety in the main chain
-
A series of poly(benzylidene-ether)esters containing a photoreactive benzylidene chromophore in the main chain were synthesized from 2,6-bis(4-hydroxy-3-methoxybenzylidene)cyclohexanone (BHMBCH) with various aliphatic and aromatic diacid chlorides by an interfacial polycondensation technique. The intrinsic viscosity of the synthesized homo and copolymers determined by Ubbelohde viscometer was found to be 0.12 to 0.17 dL/g. The molecular structure of the monomer and polymers was confirmed by FT-IR, 1H NMR, and 13C NMR spectral analyses. These polymers were studied for their thermal stability and photochemical properties. Thermal properties were evaluated by thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). It was found that the polymers were stable up to 280 °C and start degrading thereafter. Increase in acid methylene spacer length decreased the thermal stability. The self-extinguishing property of the synthesized polymers was studied by calculating the limiting oxygen index (LOI) value using a Van Krevelen's equation. The influence of the length of methylene spacer on phase transition was investigated using DSC and odd-even effect has been observed. Hot-stage optical polarizing microscopic (HOPM) study showed that most of the polymers exhibited birefringence and opalescence properties. The photolysis of liquid crystalline poly(benzylidene-ether)esters revealed that α,β-unsaturated ketone moiety in the main chain dimerises through 2π + 2π cycloaddition reaction to form a cyclobutane derivative and leads to crosslinking.
- Muthusamy, Athianna,Balaji, Krishnasamy,Murugavel, Salem Chandrasekaran
-
p. 1707 - 1715
(2013/04/24)
-
- Synthesis of 10-methyl-8,10-diazabicyclo[4.3.1]decane as a new building block for nicotinic modulators
-
A convenient method for the synthesis of 10-methyl-8,10-diazabicyclo[4.3.1] decane, possessing a novel diazabicyclic ring system, as an important synthetic organic chemistry building block was developed using octanedioic acid as a starting material. The k
- Paliulis, Osvaldas,Peters, Dan,Holzer, Wolfgang,Sackus, Algirdas
-
p. 240 - 250
(2013/10/21)
-
- Titanium(IV) enolates of 2-nitrocarboxylic esters and their oxidative chlorinationa convenient route to α-chloro-α-nitrocarboxylates
-
A new method for the synthesis of 2-chloro-2-nitrocarboxylic esters from 2-nitrocarboxylates is described. The procedure consists of the oxidative chlorination of titanium(IV) enolates of 2-nitro esters in the presence of ammonium nitrate. Esters of 2-chloro-2-nitrocarboxylic acids are formed in very good to quantitative yields. Application of this method for the chlorination of α,α′-dinitrodicarboxylates leads to α,α′- dichloro-α,α′-dinitrocarboxylic esters with high meso-diastereoselectivity. The absence of ammonium nitrate from the reaction mixture affects the reduction of nitro groups and leads to partial transformation of 2-nitrocarboxylic esters into 2-(hydroxyimino)carboxylates. Georg Thieme Verlag Stuttgart - New York.
- Ciez, Dariusz,Kalinowska-T?us?cik, Justyna
-
supporting information; experimental part
p. 267 - 271
(2012/03/11)
-
- Synthesis and biological evaluation of novel sinomenine derivatives as anti-inflammatory agents
-
Sinomenine (1) is clinically available for the treatment of rheumatoid arthritis (RA), however, its efficacy is quite weak. In the present study, a library of novel sinomenine-based homodimers and monomers through variable-length linkers were designed and synthesized, and their bioactivities were evaluated using RAW264.7 cells and mice. Among the compounds, 2f and 3b possessed much more potent inhibitory effects on the production of nitric oxide (NO), interleukin-6 (IL-6) and tumor necrosis factor-α (TNF-α) than 1. Preliminary mechanism investigation revealed that 3b inhibited nuclear factor-κB (NF-κB) signaling pathway specifically, 2f suppressed both NF-κB and mitogen-activated protein kinase (MAPK) cascades. Moreover, 3b and 2f significantly alleviated the lipopolysaccharide (LPS)-induced mortality. These two compounds might serve as valuable candidates for anti-inflammatory drug discovery.
- Teng, Peng,Liu, Hai-Liang,Zhang, Lei,Feng, Li-Li,Huai, Yue,Deng, Zhang-Shuang,Sun, Yang,Xu, Qiang,Li, Jian-Xin
-
experimental part
p. 63 - 74
(2012/07/14)
-
- Anion recognition by N,N′-diarylalkanediamides
-
The preparation of N,N′-diarylalkanediamides from the respective aliphatic dicarboxylic acids and 4-nitroaniline via microwave-prompted reactions is presented. The most positive effect of microwave irradiation was observed for N,N′-bis(4-nitrophenyl)butanediamide. Anion binding studies on the obtained diamides were carried out in DMSO and acetonitrile using UV-vis and 1H NMR spectroscopy. A mechanism for selective fluoride recognition by N,N′-bis(4-nitrophenyl)butanediamide in DMSO is proposed.
- Wagner-Wysiecka, Ewa,Lukasik, Natalia
-
supporting information
p. 6029 - 6034,6
(2020/08/20)
-
- Catalytic, asymmetric transannular aldolizations: Total synthesis of (+)-hirsutene
-
We report an asymmetric, catalytic transannular aldolization that provides polycyclic products useful for natural product synthesis. We found that a proline-derivative catalyzes the transannular aldol reaction of 1,4-cyclooctanediones to the corresponding cyclic β-hydroxy ketones in good yields and with high enantioselectivities. The utility of our reaction has been demonstrated in a total synthesis of (+)-hirustene. Copyright
- Chandler, Carley L.,List, Benjamin
-
p. 6737 - 6739
(2008/12/22)
-
- Synthesis and characteriation of novel poly (ester amide)s containing benzthiazole heterocyclic ring
-
The novel Poly (ester-amide)s (PEAs) were prepared by inrter-facial polycondensation of 5 - hydroxy - 2 - amino benzthiazole with various di-basic acid chlorides. The PEAs were characterized by elements analysis, IR spectra studies, Mn estimated by non aqueous conductometric titration and thermogravimetry. The electric conductivity of all the poly (ester amide)s PEAs was also measured at room temperature and it was found that the PEAs have semiconducting properties.
- Patel,Desai,Patel
-
p. 203 - 208
(2007/10/03)
-
- Synthesis and Structure-Activity Relationship of Di-(3,8-diazabicyclo[3.2.1]octane) Diquaternary Ammonium Salts as Unique Analgesics
-
Based on the structure characteristics of the lead compounds, 1,1′2-octanedioyl-4,4′-dimethyl-4,4′-dibenzyl dipiperazinium dibromide (2) and 3,8-disubstituted-3,8-diazabicyclo[3.2.1]octanes (DBO), di-(3,8-diazabicyclo[3.2.1]octane) diquaternary ammonium salts 3 a-c were designed and synthesized through a highly practical procedure. Target compounds 3 a-c and the hydrochloride salts of their precursors 10 a-c were evaluated for their in vivo analgesic and sedative activities. Interestingly, the introduction of an endoethylenic bridge in the piperazine of lead compound 2 causes loss of the analgesic activity and increases the toxicity dramatically. This result shows that the flexible conformation of piperazine in compound 2 is favorable for interaction with the receptor, and the quaternization of compounds 10 a-c is the main reason for the toxicity increase.
- Liu, Hong,Cheng, Tie-Ming,Zhang, Hong-Mei,Li, Run-Tao
-
p. 510 - 513
(2007/10/03)
-
- Synthesis of N,N′-diarylalkanediamides and their antimycobacterial and antialgal activity
-
A set of N,N′-diarylalkanediamides was synthesized. The compounds were tested for their antimycobacterial and antialgal activity. The antimycobacterial activity of N,N′-diarylalkanediamides depends on the lipophilicity of the respective acid. Antimycobacteri-ally active substances were found only in the series of N,N′-diarylethanediamides and N,N′-diarylbutanediamides. Other compounds (derivatives of pentane-, hexane-, octane- and nonanediamide) were inactive against various strains of mycobacteria. The compounds inhibited growth and chlorophyll production in Chlorella vulgaris. Their relatively low antial-gal activity is probably connected with their lowered aqueous solubility, and hence by a restricted passage of the inhibitor through the hydrophilic regions of thylakoid membranes.
- Kubicova, Lenka,Waisser, Karel,Kunes, Jiri,Kralova, Katarina,Odlerova, Zelmira,Slosarek, Milan,Janota, Jiri,Svoboda, Zbynek
-
p. 714 - 726
(2007/10/03)
-
- A detailed investigation of the preparation of 2,7-diaminosuberic acid and 2,5-diaminoadipic acid derivatives using Kolbe electrolysis
-
The yield of protected 2,7-diaminosuberic acid (DAS) prepared by Kolbe reaction of N-protected α-glutamic acid esters is dependent on solvent, temperature, concentration of carboxylate onion, and protecting groups. The highest yield of protected L,L-2,7-diaminosuberic acid is obtained with Boc-Glu-OMe as starting material using MeOH/pyridine/NaOMe as electrolyte.
- Hiebl, Johann,Blanka, Michael,Guttman, Andras,Kollmann, Hermann,Leitner, Kornelia,Mayrhofer, Guenter,Rovenszky, Franz,Winkler, Karin
-
p. 2059 - 2074
(2007/10/03)
-
- A pair of pyrene groups as a conformational probe for designed two α-helix polypeptides
-
Peptides with two α-helix segments anchored on 2,2'-bipyridyl-4,4'-dicarboxylic acid and suberic acid have been designed and synthesized.L-1-Pyrenylalanine (Pya) was introduced near the centre of each α-helical segment as a CD and fluorescent probe to detect the arrangement of the two α-helix segments.The amphiphilic α-helical 14-peptide was designed with an amino acid sequence in which the hydrophobic amino acids, Leu and Pya, are deployed in the same manner as hydrophobic amino acids in coiled-coil proteins.The synthesis was carried out by a solid-phase synthesis on Kaiser's oxime resin and solution coupling with anchors.The probing behaviour of a pair of Pya residues was examined by CD and fluorescent measurements under various conditions, e.g. in aqueous and methanolic solutions, in the presence of guanidine hydrochloride (GuHCl) and under increasing temperature.The peptides showed a highly α-helical CD pattern in the far-UV region in aqueous solution.Furthermore, they showed strong split CD peaks with positive and negative maxima at longer and shorter wavelength, respectively, at the pyrene absorption region (1La and 1Bb).These split CD signals decreased with the disruptions of the two α-helix structure by the addition of methanol, GuHCl and also with increasing temperature.On the other hand, the excimer emmission of pyrene in fluorescence was very weak in aqueous solution, but it was transiently increased while the helix-helix interaction was relaxed to some extent with the addition of methanol.These facts indicate that the two pyrene groups are forced to be in close proximity and to be in a right-handed sense between the two α-helix structures in aqueous solution; whereas, the arrangement of the pyrene groups is loosened by the destruction of the 3D structure.Thus, the pyrene probe has been demonstrated to provide significant information about the arrangement of the two α-helix segments by the simple measurements of CD and fluorescence spectra.
- Mihara, Hisakazu,Tanaka, Yuji,Fujimoto, Tsutomu,Nishino, Norikazu
-
p. 1133 - 1140
(2007/10/02)
-
- Preparation of Large Macrocyclic Tetra-amines Consisting of a Methylene Backbone and a Cyclophane Type Skeleton
-
Efficient synthetic routes to 1,10,19,28-tetraazacyclohexatriacontane, a 36-membered ring compound with a methylene backbone, and bis(N,N'-octamethylene-4,4'-diaminodiphenylmethane), a 38-membered tetraamine with a cyclophane skeleton, have been developed
- Uoto, Kouichi,Tomohiro, Takenori,Okuno, Hiroaki (Yohmei)
-
p. 893 - 897
(2007/10/02)
-
- Conception et synthese de chelatants du fer III pour le traitement de la chlorose ferrique
-
New iron chelates containing pyrocatechol subunits bounded in α-position of a linear dicarboxylic acid are reported.The design of the structure and the choice of the synthetic scheme (with the help of Assisted Organic Synthesis) are presented.The six steps synthesis scheduled, needs the protection-deprotection of the carboxylic acids and the use of gaiacol preferably to pyrochatecol.The synthetic route is discussed.The individual steps and the characteristics of 20 reaction intermediates and products are described.The scope of the study is presented.
- Mhenni, F.,Bouraoui, A.,Mighri, Z.,Gallo, R.
-
p. 824 - 829
(2007/10/02)
-
- INTRAMOLECULAR END-TO-END REACTIONS OF PHOTOACTIVE TERMINAL GROUPS LINKED BY POLYMETHYLENE CHAINS.
-
Intramolecular end-to-end reactions of a pair of photoactive terminal groups, dibenz left bracket b,f right bracket azepine (DBA) chromophores, linked by a series of polymethylene chains (DBA-CO(CH//2)//nCO-DBA, n equals 2-30) were studied by two different approaches. One approach is to measure the intramolecular deactivation rate constants of the excited triplet state of terminal DBA groups by the nanosecond laser photolysis and the other is to measure the intramolecular photocyclization rates of these bichromophoric compounds by the quantitative product analysis with GPC. The excited triplet state of the DBA group is the intermediate of the reaction.
- Ashikaga,Ito,Yamamoto,Nishijima
-
p. 198 - 204
(2007/10/02)
-
- Magnetic, Spectral and Thermal Studies on Some New Polymeric Complexes of Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) with Bis-phenylhydrazides of Suberic and Sebacic Acids
-
Coordination polymers of Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) with bis-phenylhydrazides of sulberic acid and sebacic acid have been prepared.These polymers have been characterized on the basis of the elemental analysis, magnetic susceptibility, reflectance and infrared spectral, and thermogravimetric data.
- Juneja, H. D.,Munshi, K. N.
-
p. 451 - 453
(2007/10/02)
-
- A Convenient Method for the Synthesis of Macrocyclic Tetra-amides by Double Condensation Reaction
-
A facile condensation reaction between bifunctional amines and carboxylic acid derivatives has been found to be very efficient for the formation of macrocyclic tetra-amide ring, and tetralactams with 33- to 37-membered rings were readily synthesized in good yield (60-90percent).
- Okuno, Yohmei,Horita, Kiyoshi,Yonemitsu, Osamu,Shibata, Kazue,Amemiya, Toshiyuki,Holm, Richard H.
-
p. 1115 - 1118
(2007/10/02)
-
- 20. N,N,N',N'-Tetrabutyl-3,6-dioxaoctan-dithioamid, Ionophor mit Selektivitaet fuer Cd(2+)
-
The dioxa-dithioamide 3 behaves as a highly selective ionophore for Cd(2+) in solvent polymeric membranes.It induces cation-permselectivity in these membranes with a transference number of 1 for Cd(NO3)2- and of 2 for CdCl2-solutions.In the presence of a proton carrier, 3 may be used to selectively pump Cd(2+) through membranes by coupling with a pH gradient.
- Schneider, Juerg K.,Hofstetter, Peter,Pretsch, Ernoe,Ammann, Daniel,Simon, Wilhelm
-
p. 217 - 224
(2007/10/02)
-
