Synthesis and innate immunosuppressive effect of 1,2-cyclopentanediol derivatives.


:Innate immunity is the front line of self-defense against infectious microorganisms. In mammals, innate immunity interacts with adaptive immunity and plays a key role in regulating the immune response. Therefore, innate immunity is a good pharmaceutical target for the development of immune regulators. After searching for natural substances that regulate innate immunity using an ex vivo Drosophila culture system, we identified a cyclopentanediol-type compound 1 as an immunosuppressor. In this study, we synthesized and evaluated 1 and its derivatives. Several methylamide- or phenylamide-containing derivatives showed effects that were 20-25 times more potent than those of 1.


Eur J Med Chem


Kikuchi H,Okazaki K,Sekiya M,Uryu Y,Ueda K,Katou Y,Kurata S,Oshima Y




Has Abstract


2011-04-01 00:00:00














  • Synthesis, cytotoxicity and structure-activity relationship of indolizinoquinolinedione derivatives as DNA topoisomerase IB catalytic inhibitors.

    abstract::Our previous studies reveal that indolizinoquinolinedione scaffold is a base to develop novel DNA topoisomerase IB (TOP1) catalytic inhibitors. In this work, twenty-three novel indolizinoquinolinedione derivatives were synthesized. TOP1-mediated relaxation, nicking and unwinding assays revealed that three fluorinated ...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Yu Q,Yang H,Zhu TW,Yu LM,Chen JW,Gu LQ,Huang ZS,An LK

    更新日期:2018-05-25 00:00:00

  • Cyclopentadienyl ruthenium(II) carbosilane metallodendrimers as a promising treatment against advanced prostate cancer.

    abstract::In searching for efficient and selective antitumour drugs, a new family of carbosilane metallodendrimers functionalized with [Ru(η5-C5H5)(PTA)Cl] (PTA = 1,3,5-triaza-7-phosphatricyclo-[] decane) is reported. Experiments of the biophysical characterization showed an ability to interact with biological membranes,...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Sanz Del Olmo N,Bajo AM,Ionov M,García-Gallego S,Bryszewska M,Gómez R,Ortega P,de la Mata FJ

    更新日期:2020-08-01 00:00:00

  • Prodrug strategy for cancer cell-specific targeting: A recent overview.

    abstract::The increasing development of targeted cancer therapy provides extensive possibilities in clinical trials, and numerous strategies have been explored. The prodrug is one of the most promising strategies in targeted cancer therapy to improve the selectivity and efficacy of cytotoxic compounds. Compared with normal tiss...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章,评审


    authors: Zhang X,Li X,You Q,Zhang X

    更新日期:2017-10-20 00:00:00

  • New and efficient approach for synthesis of novel bioactive [1,3,4]thiadiazoles incorporated with 1,3-thiazole moiety.

    abstract::A series of novel 1,3,4-thiadiazoles incorporated with thiazole moiety was synthesized by reaction of 5-acetyl-2-benzoylimino-3-phenyl-1,3,4-thiadiazole thiosemicarbazone 2 with each of N-phenyl 2-oxo-propanehydrazonoyl chloride 3 and ethyl (N-aryl-hydrazono) chloroacetate 5 in dioxane in basic medium. Also, another s...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Farghaly TA,Abdallah MA,Masaret GS,Muhammad ZA

    更新日期:2015-06-05 00:00:00

  • Discovery of new potent hits against intracellular Trypanosoma cruzi by QSAR-based virtual screening.

    abstract::Chagas disease is a neglected tropical disease (NTD) caused by the protozoan parasite Trypanosoma cruzi and is primarily transmitted to humans by the feces of infected Triatominae insects during their blood meal. The disease affects 6-8 million people, mostly in Latin America countries, and kills more people in the re...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Melo-Filho CC,Braga RC,Muratov EN,Franco CH,Moraes CB,Freitas-Junior LH,Andrade CH

    更新日期:2019-02-01 00:00:00

  • Epoxide-containing side chains enhance antiproliferative activity of paullones.

    abstract::The introduction of side chains bearing epoxide motifs into the molecular scaffold of kenpaullone and 9-trifluoromethylpaullone led to improved antiproliferative activity of the novel derivatives for human tumor cell lines. The syntheses were accomplished applying Stille coupling for the introduction of unsaturated si...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Xie X,Lemcke T,Gussio R,Zaharevitz DW,Leost M,Meijer L,Kunick C

    更新日期:2005-07-01 00:00:00

  • Synthesis and pharmacological properties of a new hydrophilic and orally bioavailable 5-HT4 antagonist.

    abstract::5-HT4 receptor antagonists have been suggested to have clinical potential in treatment of atrial fibrillation, diarrhea-prone irritable bowel syndrome and urinary incontinence. Recently, the use of 5-HT4 antagonists has been suggested to have a therapeutic benefit in heart failure. Affinity for the hERG potassium ion ...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Brudeli B,Moltzau LR,Nguyen CH,Andressen KW,Nilsen NO,Levy FO,Klaveness J

    更新日期:2013-06-01 00:00:00

  • Design and synthesis of pironetin analogue/combretastatin A-4 hybrids containing a 1,2,3-triazole ring and evaluation of their cytotoxic activity.

    abstract::We here describe the preparation of a series of hybrid molecules containing a combretastatin A-4 moiety and a pironetin analogue fragment connected through a spacer of variable length which includes a 1,2,3-triazole ring. The cytotoxic activities of these compounds have been measured. Relations between structure and c...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Vilanova C,Torijano-Gutiérrez S,Díaz-Oltra S,Murga J,Falomir E,Carda M,Alberto Marco J

    更新日期:2014-11-24 00:00:00

  • Design and synthesis of a C7-aryl piperlongumine derivative with potent antimicrotubule and mutant p53-reactivating properties.

    abstract::Small molecules that can restore biological function to the p53 mutants found in human cancers have been highly sought to increase the anticancer efficacy. In efforts to generate hybrid anticancer drugs that can impact two or more targets simultaneously, we designed and developed piperlongumine (PL) derivatives with a...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Punganuru SR,Madala HR,Venugopal SN,Samala R,Mikelis C,Srivenugopal KS

    更新日期:2016-01-01 00:00:00

  • Polymeric bile acid sequestrants: Review of design, in vitro binding activities, and hypocholesterolemic effects.

    abstract::Polymeric bile acid sequestrants (BAS) have recently attracted much attention as lipid-lowering agents. These non-absorbable materials specifically bind bile acids (BAs) in the intestine, preventing bile acid (BA) reabsorption into the blood through enterohepatic circulation. Therefore, it is important to understand t...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章,评审


    authors: Heřmánková E,Žák A,Poláková L,Hobzová R,Hromádka R,Širc J

    更新日期:2018-01-20 00:00:00

  • 2-Alkoxycarbonyl-3-arylamino-5-substituted thiophenes as a novel class of antimicrotubule agents: Design, synthesis, cell growth and tubulin polymerization inhibition.

    abstract::Microtubules are recognized as crucial components of the mitotic spindle during cell division, and, for this reason, the microtubule system is an attractive target for the development of anticancer agents. Continuing our search strategy for novel tubulin targeting-compounds, a new series of 2-alkoxycarbonyl-3-(3',4',5...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Romagnoli R,Kimatrai Salvador M,Schiaffino Ortega S,Baraldi PG,Oliva P,Baraldi S,Lopez-Cara LC,Brancale A,Ferla S,Hamel E,Balzarini J,Liekens S,Mattiuzzo E,Basso G,Viola G

    更新日期:2018-01-01 00:00:00

  • Synthesis and biological evaluation of new N-alkyl 1-aryl-5-(1H-pyrrol-1-yl)-1H-pyrazole-3-carboxamides as cannabinoid receptor ligands.

    abstract::A series of N-alkyl 1-aryl-5-(1H-pyrrol-1-yl)-1H-pyrazole-3-carboxamides were synthesized as new ligands of the human recombinant receptor hCB1. n-Alkyl carboxamides brought out different SARs from the branched subgroup. Unsubstituted pyrrole derivatives bearing a tert-alkyl chain at the 3-carboxamide nitrogen showed ...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Silvestri R,Ligresti A,La Regina G,Piscitelli F,Gatti V,Lavecchia A,Brizzi A,Pasquini S,Allarà M,Fantini N,Carai MA,Bigogno C,Rozio MG,Sinisi R,Novellino E,Colombo G,Di Marzo V,Dondio G,Corelli F

    更新日期:2010-12-01 00:00:00

  • Recent advances in small molecule based cancer immunotherapy.

    abstract::Immunotherapy has been increasingly utilized for the treatment of cancer. Currently available cancer immunotherapies mainly involve the use of antibodies, which have advantages in terms of pharmacodynamics such as efficacy and specificity, however, they exhibit disadvantages in regard to the pharmacokinetics including...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章,评审


    authors: Cheng B,Yuan WE,Su J,Liu Y,Chen J

    更新日期:2018-09-05 00:00:00

  • Discovery of methoxy-naphthyl linked N-(1-benzylpiperidine) benzamide as a blood-brain permeable dual inhibitor of acetylcholinesterase and butyrylcholinesterase.

    abstract::The cholinesterase enzymes play a vital role in maintaining balanced levels of the neurotransmitter acetylcholine in the central nervous system. However, the overexpression of these enzymes results in hampered neurotransmission. Both the major forms of cholinesterase enzymes viz. acetylcholinesterase (AChE) and butyry...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Abdullaha M,Nuthakki VK,Bharate SB

    更新日期:2020-12-01 00:00:00

  • Efficient identification of novel anti-glioma lead compounds by machine learning models.

    abstract::Glioblastoma multiforme (GBM) is the most devastating and widespread primary central nervous system tumor. Pharmacological treatment of this malignance is limited by the selective permeability of the blood-brain barrier (BBB) and relies on a single drug, temozolomide (TMZ), thus making the discovery of new compounds c...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Neves BJ,Agnes JP,Gomes MDN,Henriques Donza MR,Gonçalves RM,Delgobo M,Ribeiro de Souza Neto L,Senger MR,Silva-Junior FP,Ferreira SB,Zanotto-Filho A,Andrade CH

    更新日期:2020-03-01 00:00:00

  • Synthesis, characterization and antimicrobial activity of some disubstituted 1,3,4-oxadiazoles carrying 2-(aryloxymethyl)phenyl moiety.

    abstract::Disubstituted 1,3,4-oxadaiazoles (4a-z, 4a'-f'), Mannich bases (6a-p) and S-alkylated derivatives (7a-t) have been synthesized from 2-(aryloxymethyl)benzoic acids (1a-d) through a multi-step reaction sequence. The structures of new compounds were established on the basis of their elemental analyses, IR, (1)H NMR, (13)...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Naveena CS,Boja P,Kumari NS

    更新日期:2010-11-01 00:00:00

  • Design, synthesis and biological evaluation of piperazinyl-β-carbolinederivatives as anti-leishmanial agents.

    abstract::Molecular hybridization is a ligand based drug design approach is well known recent medicinal chemistry to design anti-parasitic agents. In the present study, we have designed a series of (1-phenyl-9H-pyrido [3,4-b]indol-3-yl) (4-phenylpiperazin-1-yl)methanone derivatives using molecular hybridization approach. Design...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Ashok P,Chander S,Smith TK,Sankaranarayanan M

    更新日期:2018-04-25 00:00:00

  • Targeting different binding sites in the CFTR structures allows to synergistically potentiate channel activity.

    abstract::Recent evidence shows that combination of correctors and potentiators, such as the drug ivacaftor (VX-770), can significantly restore the functional expression of mutated Cystic Fibrosis Transmembrane conductance Regulator (CFTR), an anion channel which is mutated in cystic fibrosis (CF). The success of these combinat...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Froux L,Elbahnsi A,Boucherle B,Billet A,Baatallah N,Hoffmann B,Alliot J,Zelli R,Zeinyeh W,Haudecoeur R,Chevalier B,Fortuné A,Mirval S,Simard C,Lehn P,Mornon JP,Hinzpeter A,Becq F,Callebaut I,Décout JL

    更新日期:2020-03-15 00:00:00

  • Novel tacrine platinum(II) complexes display high anticancer activity via inhibition of telomerase activity, dysfunction of mitochondria, and activation of the p53 signaling pathway.

    abstract::In this work, we designed and synthesized tacrine platinum(II) complexes [PtClL(DMSO)]⋅CH3OH (Pt1), [PtClL(DMP)] (Pt2), [PtClL(DPPTH)] (Pt3), [PtClL(PTH)] (Pt4), [PtClL(PIPTH)] (Pt5), [PtClL(PM)] (Pt6) and [PtClL(en)] (Pt7) with 4,4'-dimethyl-2,2'-bipyridine (DMP), 4,7-diphenyl-1,10-phenanthroline (DPPTH), 1,10-phenan...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Qin QP,Wang SL,Tan MX,Wang ZF,Luo DM,Zou BQ,Liu YC,Yao PF,Liang H

    更新日期:2018-10-05 00:00:00

  • Synthesis of substituted 3-amino-N-phenyl-1H-indazole-1-carboxamides endowed with antiproliferative activity.

    abstract::Several new N-phenyl-1H-indazole-1-carboxamides 1c-h and 4l,m were prepared by reacting phenyl isocyanate derivatives 3a,b with 3-amino-1H-indazole derivatives 2c,e,g or 1H-indazole 2l respectively. Chemical transformations of compounds 1a,b and 1g,h gave 3-acetamido-N-phenyl-1H-indazole-1-carboxamide derivatives 5a,b...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Maggio B,Raimondi MV,Raffa D,Plescia F,Cascioferro S,Plescia S,Tolomeo M,Di Cristina A,Pipitone RM,Grimaudo S,Daidone G

    更新日期:2011-01-01 00:00:00

  • Chalcones: Unearthing their therapeutic possibility as monoamine oxidase B inhibitors.

    abstract::In the last years the continuous efforts in the development of novel and effective inhibitors of human monoamine oxidases (hMAOs) promoted the discovery of new agents able to effectively and selectively bound one of the two isoforms (hMAO-A and hMAO-B). However, the parent chalcone scaffold still covers an important r...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章,评审


    authors: Guglielmi P,Mathew B,Secci D,Carradori S

    更新日期:2020-11-01 00:00:00

  • Design, synthesis, and fungicidal evaluation of a series of novel 5-methyl-1H-1,2,3-trizole-4-carboxyl amide and ester analogues.

    abstract::Succinate dehydrogenase inhibitors (SDHIs) are efficient fungicides that are widely used to control plant diseases caused by phytopathogenic fungi, although their effectiveness is undermined by the development of resistance across a range of different fungi. One of the most common structural features of SDHIs is their...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Wang ZJ,Gao Y,Hou YL,Zhang C,Yu SJ,Bian Q,Li ZM,Zhao WG

    更新日期:2014-10-30 00:00:00

  • Polypharmacological profile of 1,2-dihydro-2-oxo-pyridine-3-carboxamides in the endocannabinoid system.

    abstract::The endocannabinoid system (ECS) represents one of the major neuromodulatory systems involved in different physiological and pathological processes. Multi-target compounds exert their activities by acting via multiple mechanisms of action and represent a promising pharmacological modulation of the ECS. In this work we...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Chicca A,Arena C,Bertini S,Gado F,Ciaglia E,Abate M,Digiacomo M,Lapillo M,Poli G,Bifulco M,Macchia M,Tuccinardi T,Gertsch J,Manera C

    更新日期:2018-06-25 00:00:00

  • Continued exploration of 1,2,4-oxadiazole periphery for carbonic anhydrase-targeting primary arene sulfonamides: Discovery of subnanomolar inhibitors of membrane-bound hCA IX isoform that selectively kill cancer cells in hypoxic environment.

    abstract::An expanded set of diversely substituted 1,2,4-oxadiazole-containing primary aromatic sulfonamides was synthesized and tested for inhibition of human carbonic anhydrase I, II, IX and XII isoforms. The initial biochemical profiling revealed a significantly more potent inhibition of cancer-related, membrane-bound isofor...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Krasavin M,Shetnev A,Sharonova T,Baykov S,Kalinin S,Nocentini A,Sharoyko V,Poli G,Tuccinardi T,Presnukhina S,Tennikova TB,Supuran CT

    更新日期:2019-02-15 00:00:00

  • Novel inhibitors of the sodium-calcium exchanger: benzene ring analogues of N-guanidino substituted amiloride derivatives.

    abstract::A series of N-guanidino substituted 2,4-diamino-5-carbonylguanidine molecules related to amiloride were synthesised and evaluated for their ability to inhibit the sodium-calcium exchanger in rat insulinoma cells (RINm5F) and human platelets. Specific chemical pathways were used to prepare the benzene derivatives desig...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Rogister F,Laeckmann D,Plasman P,Van Eylen F,Ghyoot M,Maggetto C,Liégeois J,Géczy J,Herchuelz A,Delarge J,Masereel B

    更新日期:2001-07-01 00:00:00

  • Evaluation of the local anaesthetic activity of 3-aminobenzo[d]isothiazole derivatives using the rat sciatic nerve model.

    abstract::On the basis of computer prediction of biological activity by PASS and toxicity by DEREK, the most promising 32-alkylaminoacyl derivatives of 3-aminobenzo[d]isothiazole were selected for possible local anaesthetic action. This action was evaluated using an in vitro preparation of the isolated sciatic nerve of the rat ...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Geronikaki A,Vicini P,Dabarakis N,Lagunin A,Poroikov V,Dearden J,Modarresi H,Hewitt M,Theophilidis G

    更新日期:2009-02-01 00:00:00

  • Synthesis and biological evaluation of a novel betulinic acid derivative as an inducer of apoptosis in human colon carcinoma cells (HT-29).

    abstract::A novel family of betulinic acid analogues, carrying a triazole unit at C-3 attached through a linker, was synthesized by the application of azide-alkyne "Click reaction". These were screened for their anticancer activity against different cancer cells and normal human PBMC by MTT assay. Compound 2c [(3S)-3-{2-(4-(hyd...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Chakraborty B,Dutta D,Mukherjee S,Das S,Maiti NC,Das P,Chowdhury C

    更新日期:2015-09-18 00:00:00

  • Novel antiacanthamoebic compounds belonging to quinazolinones.

    abstract::We report one-pot synthesis of a series of new 3-aryl-8-methylquinazolin-4(3H)-ones (QNZ) and their antimicrobial activity against Acanthamoeba castellanii belonging to T4 genotype. A library of fifteen synthetic derivatives of QNZs was synthesized, and their structural elucidation was performed by using nuclear magne...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Anwar A,Shahbaz MS,Saad SM,Kanwal,Khan KM,Siddiqui R,Khan NA

    更新日期:2019-11-15 00:00:00

  • Synthesis, antimicrobial activity and possible mechanism of action of 9-bromo-substituted indolizinoquinoline-5,12-dione derivatives.

    abstract::A series of 9-bromo-substituted indolizinoquinoline-5,12-dione derivatives was synthesized. Antimicrobial activity assessment indicates that compounds 1, 26, 27 and 28 exhibit strong activity against gram-positive bacterial strains, including Beta-hemolytic streptococcus CMCC32210, Staphylococcus aureus ATCC25923, Sta...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Wu XW,Wu ZP,Wang LX,Zhang HB,Chen JW,Zhang W,Gu LQ,Huang ZS,An LK

    更新日期:2011-09-01 00:00:00

  • Synthesis and anticancer activity of γ-(triazolyl ethylidene)butenolides and polyfunctional pyrrolinones.

    abstract::A series of novel γ-(triazolyl ethylidene)butenolides (4-23) were prepared from commercially available l-ascorbic acid in good yields. These butenolides on reaction with ethanolic ammonia/amines led to formation of respective 5-hydroxy pyrrolinones (24-33). The two of these pyrrolinones on dehydration with p-toluenesu...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Devender N,Ramakrishna KK,Hamidullah,Shukla SK,Konwar R,Tripathi RP

    更新日期:2014-07-23 00:00:00