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














  • 1,8-Naphthyridines IV. 9-substituted N,N-dialkyl-5-(alkylamino or cycloalkylamino) [1,2,4]triazolo[4,3-a][1, 8]naphthyridine-6-carboxamides, new compounds with anti-aggressive and potent anti-inflammatory activities.

    abstract::The title compounds (8) were synthesized through the cyclocondensation of the corresponding N-substituted 4-amino-2-chloro-1,8-naphthyridine-3-carboxamides (4) with the proper hydrazides, in order to evaluate their anti-inflammatory and anti-aggressive properties. Several compounds 8 exhibited high anti-inflammatory a...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Roma G,Di Braccio M,Grossi G,Mattioli F,Ghia M

    更新日期:2000-11-01 00:00:00

  • Identification and development of non-cytotoxic cell death modulators: Impact of sartans and derivatives on PPARγ activation and on growth of imatinib-resistant chronic myelogenous leukemia cells.

    abstract::4'-((2-Propyl-1H-benzo[d]imidazol-1-yl)methyl)-[1,1'-biphenyl]-2-carboxylic acid derived from telmisartan was identified as lead for the design of cell death modulators. In this study, we evaluated the efficacy of telmisartan itself and other sartans in combination with imatinib against K562-resistant cells. The findi...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Schoepf AM,Salcher S,Obexer P,Gust R

    更新日期:2020-06-01 00:00:00

  • Synthesis and biological evaluation of novel coumarin-pyrazoline hybrids endowed with phenylsulfonyl moiety as antitumor agents.

    abstract::Two groups of coumarin-pyrazoline hybrids were synthesized. The target compounds were obtained by cyclization of the coumarin chalcones with various substituted hydrazines to produce the corresponding pyrazolines through 1,4-addition on α,β-unsaturated carbonyl system. Selected compounds were investigated for their an...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Amin KM,Eissa AA,Abou-Seri SM,Awadallah FM,Hassan GS

    更新日期:2013-02-01 00:00:00

  • Synthesis and preliminary mechanistic evaluation of 5-(p-tolyl)-1-(quinolin-2-yl)pyrazole-3-carboxylic acid amides with potent antiproliferative activity on human cancer cell lines.

    abstract::We synthesized a series of novel amide derivatives of 5-(p-tolyl)-1-(quinolin-2-yl)pyrazole-3-carboxylic acid and assessed their antiproliferative activities against three human cancer cell lines (Huh7, human liver; MCF7, breast and HCT116, colon carcinoma cell lines) with the sulforhodamine B assay. Compound 4j with ...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Cankara Pirol Ş,Çalışkan B,Durmaz I,Atalay R,Banoglu E

    更新日期:2014-11-24 00:00:00

  • Transferrin conjugates of antitubercular drug isoniazid: Synthesis and in vitro efficacy.

    abstract::Tuberculosis (TB) caused by Mycobacterium tuberculosis (Mtb) has become the world's leading killer disease due to a single infectious agent which survives in the host macrophage for the indefinite period. Hence, it is necessary to enhance the efficacy of the clinically existing antitubercular agents or to discover new...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Sutar YB,Mali JK,Telvekar VN,Rajmani RS,Singh A

    更新日期:2019-12-01 00:00:00

  • Neuroprotective effect of synthetic chalcone derivatives as competitive dual inhibitors against μ-calpain and cathepsin B through the downregulation of tau phosphorylation and insoluble Aβ peptide formation.

    abstract::A series of chalcone derivatives were synthesized and evaluated for their μ-calpain and cathepsin B inhibitory activities. Among the tested chalcone derivatives, two compounds, 7 and 11, showed potent inhibitory activities against μ-calpain and cathepsin B and were selected for further evaluation. Compounds 7 and 11 s...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Jeon KH,Lee E,Jun KY,Eom JE,Kwak SY,Na Y,Kwon Y

    更新日期:2016-10-04 00:00:00

  • Substitution at the indole 3 position yields highly potent indolecombretastatins against human tumor cells.

    abstract::Resistance to combretastatin A-4 is mediated by metabolic modification of the phenolic hydroxyl and ether groups of the 3-hydroxy-4-methoxyphenyl (B ring). Replacement of the B ring of combretastatin A-4 by a N-methyl-5-indolyl reduces tubulin polymerization inhibition (TPI) and cytotoxicity against human cancer cell ...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Álvarez R,Gajate C,Puebla P,Mollinedo F,Medarde M,Peláez R

    更新日期:2018-10-05 00:00:00

  • New alpha-(N)-heterocyclichydrazones: evaluation of anticancer, anti-HIV and antimicrobial activity.

    abstract::A series of 3- and 5-methylthiophene-2-carboxaldehyde alpha-(N)-heterocyclichydrazones were synthesized and submitted to an in vitro investigation of their anticancer, anti-HIV and antimicrobial activities. Some of the newly synthesized compounds were found to possess antiproliferative properties, whereas no anti-HIV ...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Savini L,Chiasserini L,Travagli V,Pellerano C,Novellino E,Cosentino S,Pisano MB

    更新日期:2004-02-01 00:00:00

  • Synthesis and anticancer activity of lavendustin A derivatives containing arylethenylchromone substituents.

    abstract::2-Styrylchromones, which are relatively scarce in nature, have been reported to possess potent cytotoxicities on KB cell line. Lavendustin A, a metabolite of Streptomyces griseolavendus, has been shown to inhibit a growth of A431 cell line. Accordingly, a series of compounds 3a-g having structural features of styrylch...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Lee KY,Nam DH,Moon CS,Seo SH,Lee JY,Lee YS

    更新日期:2006-08-01 00:00:00

  • Synthesis and biological evaluation of 4-biphenylamino-5-halo-2(5H)-furanones as potential anticancer agents.

    abstract::An efficient route without metal catalyst has been developed for synthesis of 4-biphenylamino-5-halo-2(5H)-furanones. The antitumor activities against various tumor cells of all the compounds have been evaluated by MTT assay. Among them, the compound 3j exhibits significant inhibitory activity against MCF-7 human brea...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Wu YC,Luo SH,Mei WJ,Cao L,Wu HQ,Wang ZY

    更新日期:2017-10-20 00:00:00

  • Design of α7 nicotinic acetylcholine receptor ligands using the (het)Aryl-1,2,3-triazole core: Synthesis, in vitro evaluation and SAR studies.

    abstract::We report here the synthesis of a large library of 1,2,3-triazole derivatives which were in vitro tested as α7 nAchR ligands. The SAR study revealed that several crucial factors are involved in the affinity of these compounds for α7 nAchR such as a (R) quinuclidine configuration and a mono C-3 quinuclidine substitutio...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Ouach A,Pin F,Bertrand E,Vercouillie J,Gulhan Z,Mothes C,Deloye JB,Guilloteau D,Suzenet F,Chalon S,Routier S

    更新日期:2016-01-01 00:00:00

  • 10-Boronic acid substituted camptothecin as prodrug of SN-38.

    abstract::Malignant tumor cells have been found to have high levels of reactive oxygen species such as hydrogen peroxide (H2O2), supporting the hypothesis that a prodrug could be activated by intracellular H2O2 and lead to a potential antitumor therapy. In this study, the 7-ethyl-10-boronic acid camptothecin (B1) was synthesize...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Wang L,Xie S,Ma L,Chen Y,Lu W

    更新日期:2016-06-30 00:00:00

  • 2,4-Disubstituted quinazolines as amyloid-β aggregation inhibitors with dual cholinesterase inhibition and antioxidant properties: Development and structure-activity relationship (SAR) studies.

    abstract::A library of fifty-seven 2,4-disubstituted quinazoline derivatives were designed, synthesized and evaluated as a novel class of multi-targeting agents to treat Alzheimer's disease (AD). The biological assay results demonstrate the ability of several quinazoline derivatives to inhibit both acetyl and butyrylcholinester...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Mohamed T,Rao PPN

    更新日期:2017-01-27 00:00:00

  • Identification of an oxime-containing C-glucosylarene as a potential inhibitor of sodium-dependent glucose co-transporter 2.

    abstract::Treatment of hyperglycemia with drugs that block renal glucose reabsorption via inhibition of sodium-dependent glucose cotransporter 2 (SGLT2) is a novel approach to diabetes management. In this study, twenty-seven aryl C-glycosides bearing a C=N/C-N linkage at the glucosyl C6 position were designed, synthesized and e...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Yuan MC,Yeh TK,Chen CT,Song JS,Huang YC,Hsieh TC,Huang CY,Huang YL,Wang MH,Wu SH,Yao CH,Chao YS,Lee JC

    更新日期:2018-01-01 00:00:00

  • New naphthopyran analogues of LY290181 as potential tumor vascular-disrupting agents.

    abstract::A series of 19 analogues of the antiproliferative naphthopyran LY290181 were prepared for structure-activity relationship studies. We found the best activities for test compounds bearing small substituents at the meta position of the phenyl ring. The mode of action of LY290181 and eight new analogues was studied in de...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Schmitt F,Gold M,Rothemund M,Andronache I,Biersack B,Schobert R,Mueller T

    更新日期:2019-02-01 00:00:00

  • Analogues of ethionamide, a drug used for multidrug-resistant tuberculosis, exhibit potent inhibition of tyrosinase.

    abstract::Tyrosinase catalyzes two distinct sequential reactions in melanin biosynthesis: the hydroxylation of tyrosine to DOPA followed by the oxidation of DOPA to dopaquinone. The central roles of melanin in living species have motivated researchers to maintain constant efforts to discover new agents that modulate tyrosinase ...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Choi J,Park SJ,Jee JG

    更新日期:2015-12-01 00:00:00

  • N-{[(6-substituted-1,3-benzothiazole-2-yl)amino]carbonothioyl}-2/4-substituted benzamides: synthesis and pharmacological evaluation.

    abstract::A series of 1,3-benzothiazol-2-yl benzamides (11-30) were prepared in satisfactory yield and evaluated for their anticonvulsant, neurotoxicity, CNS depressant study and other toxicity studies. All the synthesized compounds were in good agreement with elemental and spectral data. Majority of the compounds were active i...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Rana A,Siddiqui N,Khan SA,Ehtaishamul Haque S,Bhat MA

    更新日期:2008-05-01 00:00:00

  • New amphiphilic neamine conjugates bearing a metal binding motif active against MDR E. aerogenes Gram-negative bacteria.

    abstract::Structure of bacterial envelope is one of the major factors contributing to Gram negative bacterial resistance. To develop new agents that target the bacterial membranes, we synthesized, by analogy with our previous peptide conjugates, new amphiphilic 3',4',6-trinaphthylmethylene neamines functionalized at position 5 ...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Allam A,Maigre L,Alves de Sousa R,Dumont E,Vergalli J,Pagès JM,Artaud I

    更新日期:2017-02-15 00:00:00

  • Design, synthesis and evaluation of novel ErbB/HDAC multitargeted inhibitors with selectivity in EGFRT790M mutant cell lines.

    abstract::Acquired resistance leads to the failure of EGFR TKIs in NSCLC treatment. A novel series of hydroxamic acid-containing 4-aminoquinazoline derivatives as irreversible ErbB/HDAC multitargeted inhibitors for NSCLC therapy had been designed and synthesized, which displayed weak anti-proliferative activity in several EGFR ...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Zhao L,Fan T,Shi Z,Ding C,Zhang C,Yuan Z,Sun Q,Tan C,Chu B,Jiang Y

    更新日期:2021-01-18 00:00:00

  • Antiparasitic hybrids of Cinchona alkaloids and bile acids.

    abstract::A series of 16 hybrids of Cinchona alkaloids and bile acids (4a-h, 5a-h) was prepared by means of a Barton-Zard decarboxylation reaction. Quinine, quinidine, cinchonine and cinchonidine were functionalized at position C-2 of the quinoline nucleus by radical attack of a norcholane substituent. The newly synthesized hyb...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Leverrier A,Bero J,Frédérich M,Quetin-Leclercq J,Palermo J

    更新日期:2013-08-01 00:00:00

  • Synthesis and in vitro antibacterial activity of new steroidal thiosemicarbazone derivatives.

    abstract::We investigated the antibacterial activity of some new steroidal thiosemicarbazone derivatives, prepared from the reaction of cholest-5-en-7-one with thiosemicarbazides, in ethanol in the presence of a few drops of HCl at 80 degrees C in high yield. All the compounds have been characterized by means of elemental analy...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Khan SA,Kumar P,Joshi R,Iqbal PF,Saleem K

    更新日期:2008-09-01 00:00:00

  • Recent advances in the discovery of potent and selective HDAC6 inhibitors.

    abstract::Histone deacetylase HDAC6, a member of the class IIb HDAC family, is unique among HDAC enzymes in having two active catalytic domains, and has unique physiological function. In addition to the modification of histone, HDAC6 targets specific substrates including α-tubulin and HSP90, and are involved in protein traffick...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章,评审


    authors: Wang XX,Wan RZ,Liu ZP

    更新日期:2018-01-01 00:00:00

  • Synthesis and antiamoebic activity of new 1-N-substituted thiocarbamoyl-3,5-diphenyl-2-pyrazoline derivatives and their Pd(II) complexes.

    abstract::Some 1-N-substituted thiocarbamoyl-3,5-diphenyl-2-pyrazoline derivatives (L), 1-8 were synthesized by a base-catalyzed Claisen-Schmidt condensation of benzaldehyde with acetophenone followed by cyclization with various N-4 substituted thiosemicarbazides. The palladium(II) complexes [PdLCl2], 1a-8a of these ligands wer...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Budakoti A,Abid M,Azam A

    更新日期:2006-01-01 00:00:00

  • Phenyl phosphoramidate derivatives of stavudine as anti-HIV agents with potent and selective in-vitro antiviral activity against adenovirus.

    abstract::Adenoviruses are responsible for a broad range of clinical diseases that may be associated with high mortality, including pneumonia, hepatitis, encephalitis, hemorrhagic cystitis, nephritis, and gastroenteritis in immunocompromised patients, including HIV-infected individuals. Here we report the identification of halo...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Uckun FM,Pendergrass S,Qazi S,Samuel P,Venkatachalam TK

    更新日期:2004-03-01 00:00:00

  • Synthesis, biological evaluation, and molecular docking study of 3-(3'-heteroatom substituted-2'-hydroxy-1'-propyloxy) xanthone analogues as novel topoisomerase IIα catalytic inhibitor.

    abstract::Epoxide ring-opened xanthone derivatives were synthesized and tested for their topoisomerase inhibitory activity and cytotoxicity. Most of the compounds showed topo IIα specific inhibitory activity. To clarify the mechanism of action of these compounds, the most potent compound (compound 14) of the synthesized analogu...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Jun KY,Lee EY,Jung MJ,Lee OH,Lee ES,Park Choo HY,Na Y,Kwon Y

    更新日期:2011-06-01 00:00:00

  • Antimycobacterial activity of natural products and synthetic agents: pyrrolodiquinolines and vermelhotin as anti-tubercular leads against clinical multidrug resistant isolates of Mycobacterium tuberculosis.

    abstract::Various classes of natural products and synthetic compounds were tested against reference strains and clinical multidrug resistant isolates of Mycobacterium tuberculosis. Vermelhotin (19), a natural tetramic acid from fungi, was the most active toward clinical MDR TB isolates (MIC 1.5-12.5 μg/mL). Synthetic compounds ...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Ganihigama DU,Sureram S,Sangher S,Hongmanee P,Aree T,Mahidol C,Ruchirawat S,Kittakoop P

    更新日期:2015-01-07 00:00:00

  • Antiestrogenic and antigenotoxic activity of bee pollen from Cystus incanus and Salix alba as evaluated by the yeast estrogen screen and the micronucleus assay in human lymphocytes.

    abstract::The estrogenic/antiestrogenic activity and the genotoxicity/antigenotoxicity of bee pollen from Salix alba L. and Cystus incanus L. and its derivative extracts in yeast and human cells was investigated. All samples showed a marked inhibitory effect on the activity of the natural estrogen 17 beta-estradiol (higher than...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Pinto B,Caciagli F,Riccio E,Reali D,Sarić A,Balog T,Likić S,Scarpato R

    更新日期:2010-09-01 00:00:00

  • Anthracene-9, 10-dione derivatives induced apoptosis in human cervical cancer cell line (CaSki) by interfering with HPV E6 expression.

    abstract::A new series of anthracene-9, 10-dione derivatives have been synthesized to increase cytotoxic activity against human papillomavirus (HPV) positive cancer cell line, CaSki. The highest cytotoxicity was achieved by 4-(benzylamino)-9,10-dioxo-4a,9,9a,10-tetrahydroanthracen-1-yl 4-ethylbenzenesulfonate (5) with the inhib...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Sangthong S,Sangphech N,Palaga T,Ngamrojanavanich N,Puthong S,Vilaivan T,Muangsin N

    更新日期:2014-04-22 00:00:00

  • New bis-N9-(methylphenylmethyl)purine derivatives: synthesis and antitumor activity.

    abstract::A series of ortho-, meta- and para-bis-N9-(methylphenylmethyl)purine derivatives 4-15 were obtained by two-step synthesis from various substituted chloropurines with alpha,alpha'-dichloroxylenes. These bis-N9-(methylphenylmethyl)purines 4-15 were evaluated for the primary cytotoxic activity against a panel of NCI-H460...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Kode N,Chen L,Murthy D,Adewumi D,Phadtare S

    更新日期:2007-03-01 00:00:00

  • Synthesis and biological evaluation of novel pyrrolidine-2,5-dione derivatives as potential antidepressant agents. Part 1.

    abstract::A series of 3-(1H-indol-3-yl)pyrrolidine-2,5-dione derivatives was synthesized and their biological activity was evaluated. The chemical structures of the newly prepared compounds were confirmed by (1)H NMR, (13)C NMR and ESI-HRMS spectra data. All tested compounds proved to be potent 5-HT1A receptor and serotonin tra...

    journal_title:European journal of medicinal chemistry

    pub_type: 杂志文章


    authors: Wróbel MZ,Chodkowski A,Herold F,Gomółka A,Kleps J,Mazurek AP,Pluciński F,Mazurek A,Nowak G,Siwek A,Stachowicz K,Sławińska A,Wolak M,Szewczyk B,Satała G,Bojarski AJ,Turło J

    更新日期:2013-05-01 00:00:00