3-Amino-2(5H)furanones as inhibitors of subgenomic hepatitis C virus RNA replication.


:A new class of compounds able to block the replication of subgenomic HCV RNA in liver cells is described. 3-Amino-2(5H)furanones 4 may be regarded as diketoacid analogues and were obtained by basic rearrangement of the isoxazolidine nucleus.


Bioorg Med Chem


Iannazzo D,Piperno A,Romeo G,Romeo R,Chiacchio U,Rescifina A,Balestrieri E,Macchi B,Mastino A,Cortese R




Has Abstract


2008-11-01 00:00:00














  • The 3-D QSAR study of anticancer 1-N-substituted imidazo- and pyrrolo-quinoline-4,9-dione derivatives by CoMFA and CoMSIA.

    abstract::The 3-D QSAR analysis with new imidazo- and pyrrolo-quinolinedione derivatives was conducted by Comparative Molecular Field Analysis (CoMFA) and Comparative Molecular Similarity Indices Analysis (CoMSIA). When crossvalidation value (q(2)) is 0.844 at four components, the Pearson correlation coefficient (r(2)) of the C...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Suh ME,Kang MJ,Park SY

    更新日期:2001-11-01 00:00:00

  • Synthesis of new six- and seven-membered 1-N-iminosugars as promising glycosidase inhibitors.

    abstract::New six- and seven-membered 1-N-iminosugars were prepared from d-glucose by the stereoselective Michael addition of nitromethane to d-glucose derived α,β-unsaturated ester A followed by one pot reduction of nitro/ester functionality and subsequent amine protection to get N-Cbz protected aminol 6. Hydrolysis of 1,2-ace...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Jabgunde AM,Kalamkar NB,Chavan ST,Sabharwal SG,Dhavale DD

    更新日期:2011-10-01 00:00:00

  • Synthesis and DNA binding studies of a new asymmetric cyanine dye binding in the minor groove of [poly(dA-dT)]2.

    abstract::A new asymmetric cyanine dye has been synthesised and its interaction with different DNA has been investigated. In this dye, BEBO, the structure of the known intercalating cyanine dye BO has been extended with a benzothiazole substituent. The resulting crescent-shape of the molecule is similar to that of the well-know...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Karlsson HJ,Lincoln P,Westman G

    更新日期:2003-03-20 00:00:00

  • Development of polymeric drug delivery system for recognizing vascular endothelial dysfunction.

    abstract::The vascular endothelium plays an important role in regulating vascular homeostasis. Damage to the endothelium can lead to cardiovascular diseases such as arteriosclerosis. Therefore, early-stage detection and evaluation of vascular endothelium dysfunction would be very important for effective diagnosis and therapy. W...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Ikuta K,Mori T,Yamamoto T,Niidome T,Shimokawa H,Katayama Y

    更新日期:2008-03-15 00:00:00

  • Evaluation of 1,2,5-thiadiazoles as modulators of M₁/M₅ muscarinic receptor subtypes.

    abstract::Studies have demonstrated the presence of allosteric binding sites on each of the muscarinic acetylcholine receptor (mAChR) subtypes. Since most drugs targeting muscarinic receptors bind to the highly conserved orthosteric binding site, they fail to achieve appreciable subtype selectivity. Targeting non-conserved allo...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Maheshwari A,Rao PS,Messer WS Jr

    更新日期:2014-03-15 00:00:00

  • A synthesis of (R)-recifeiolide by the aid of biochemical reaction as the key-step.

    abstract::(R)-Recifeiolide, a naturally occurring macrolactone, was synthesized in optically pure form by the aid of biocatalysts. Lipase-catalyzed lactonization of the racemic precursor afforded the desired compound with a concomitant kinetic resolution. The optically active acyclic precursor could be synthesized by the reduct...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Mochizuki N,Yamada H,Sugai T,Ohta H

    更新日期:1993-07-01 00:00:00

  • Synthesis, biological evaluation and molecular modelling of diversely functionalized heterocyclic derivatives as inhibitors of acetylcholinesterase/butyrylcholinesterase and modulators of Ca2+ channels and nicotinic receptors.

    abstract::The synthesis and the biological activity of compounds 5-40 as inhibitors of acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE), as well as modulators of voltage-dependent Ca(2+) channels and nicotinic receptors, are described. These molecules are tacrine analogues, which have been prepared from polyfunctio...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Marco JL,de los Ríos C,García AG,Villarroya M,Carreiras MC,Martins C,Eleutério A,Morreale A,Orozco M,Luque FJ

    更新日期:2004-05-01 00:00:00

  • Synthesis and evaluation of novel radioiodinated PSMA targeting ligands for potential radiotherapy of prostate cancer.

    abstract::Radioligand therapy (RLT) using prostate-specific membrane antigen (PSMA) targeting ligands is an attractive option for the treatment of Prostate cancer (PCa) and its metastases. We report herein a series of radioiodinated glutamate-urea-lysine-phenylalanine derivatives as new PSMA ligands in which l-tyrosine and l-gl...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Yao X,Zha Z,Ploessl K,Choi SR,Zhao R,Alexoff D,Zhu L,Kung HF

    更新日期:2020-03-01 00:00:00

  • 1,2,4-triazolo[1,5-a]quinoxaline derivatives and their simplified analogues as adenosine A₃ receptor antagonists. Synthesis, structure-affinity relationships and molecular modeling studies.

    abstract::The 1,2,4-triazolo[1,5-a]quinoxaline (TQX) scaffold was extensively investigated in our previously reported studies and recently, our attention was focused at position 5 of the tricyclic nucleus where different acyl and carboxylate moieties were introduced (compounds 2-15). This study produced some interesting compoun...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Catarzi D,Varano F,Poli D,Squarcialupi L,Betti M,Trincavelli L,Martini C,Dal Ben D,Thomas A,Volpini R,Colotta V

    更新日期:2015-01-01 00:00:00

  • Identification of novel thiazolo[5,4-d]pyrimidine derivatives as human A1 and A2A adenosine receptor antagonists/inverse agonists.

    abstract::In this study a new set of thiazolo[5,4-d]pyrimidine derivatives was synthesized. These derivatives bear different substituents at positions 2 and 5 of the thiazolopyrimidine core while maintaining a free amino group at position-7. The new compounds were tested for their affinity and potency at human (h) A1, A2A, A2B ...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Varano F,Catarzi D,Falsini M,Vincenzi F,Pasquini S,Varani K,Colotta V

    更新日期:2018-07-23 00:00:00

  • γ-Hydroxyethyl piperidine iminosugar and N-alkylated derivatives: a study of their activity as glycosidase inhibitors and as immunosuppressive agents.

    abstract::An efficient and practical strategy for the synthesis of (3R,4s,5S)-4-(2-hydroxyethyl) piperidine-3,4,5-triol and its N-alkyl derivatives 8a-f, starting from the D-glucose, is reported. The chiral pool methodology involves preparation of the C-3-allyl-α-D-ribofuranodialdose 10, which was converted to the C-5-amino der...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Markad PR,Sonawane DP,Ghosh S,Chopade BA,Kumbhar N,Louat T,Herman J,Waer M,Herdewijn P,Dhavale DD

    更新日期:2014-11-01 00:00:00

  • N,N-Bis(glycityl)amines as anti-cancer drugs.

    abstract::A series of N,N-bis(glycityl)amines with promising anti-cancer activity were prepared via the reductive amination of pentoses and hexoses, and subsequently screened for their ability to selectively inhibit the growth of cancerous versus non-cancerous cells. For the first time, we show that this class of compounds poss...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Waghorne CL,Corkran HM,Hunt-Painter AA,Niktab E,Baty JW,Berridge MV,Munkacsi AB,McConnell MJ,Timmer MSM,Stocker BL

    更新日期:2016-09-01 00:00:00

  • In vitro cytotoxicity of 5-aminosubstituted 20(S)-camptothecins. Part 1.

    abstract::A number of 5-aminosubstituted 20(S)-camptothecin analogues were prepared via semi-synthesis starting from 20(S)-camptothecin and 9-methoxy 20(S)-camptothecin. In vitro anti-cancer activity of these analogues was determined using 60 human tumor cell line assay. Although water solubility of most of these compounds was ...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Subrahmanyam D,Sarma VM,Venkateswarlu A,Sastry TV,Kulakarni AP,Rao DS,Reddy KV

    更新日期:1999-09-01 00:00:00

  • 18F-Labeled indole-based analogs as highly selective radioligands for imaging sigma-2 receptors in the brain.

    abstract::We have designed and synthesized a series of indole-based σ2 receptor ligands containing 5,6-dimethoxyisoindoline or 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline as pharmacophore. In vitro competition binding assays showed that all ten ligands possessed low nanomolar affinity (Ki=1.79-5.23nM) for σ2 receptors and high...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Wang L,Ye J,He Y,Deuther-Conrad W,Zhang J,Zhang X,Cui M,Steinbach J,Huang Y,Brust P,Jia H

    更新日期:2017-07-15 00:00:00

  • Optimization and bioevaluation of Cdc37-derived peptides: An insight into Hsp90-Cdc37 protein-protein interaction modulators.

    abstract::Targeting Hsp90-Cdc37 protein-protein interaction (PPI) is becoming an alternative approach for future anti-cancer drug development. We previously reported the discovery of an eleven-residue peptide (Pep-1) with micromolar activity for the disruption of Hsp90-Cdc37 PPI. Efforts to improve upon the Pep-1 led to the dis...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Wang L,Li L,Fu WT,Jiang ZY,You QD,Xu XL

    更新日期:2017-01-01 00:00:00

  • Computer-aided design of non sulphonyl COX-2 inhibitors: an improved comparative molecular field analysis incorporating additional descriptors and comparative molecular similarity indices analysis of 1,3-diarylisoindole derivatives.

    abstract::A set of thirty five molecules of 1,3-diaryl-4,5,6,7-tetrahydro-2H-isoindoles endowed with selective COX-2 inhibitory activity was analyzed using comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA). Besides conventional steric and electrostatic fields, seven addi...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Chakraborti AK,Thilagavathi R

    更新日期:2003-09-01 00:00:00

  • Discovery of 1H-benzo[d][1,2,3]triazol-1-yl 3,4,5-trimethoxybenzoate as a potential antiproliferative agent by inhibiting histone deacetylase.

    abstract::Twenty-one benzotriazoles (3-16 and 18-24) were synthesized and half of them (5, 8-16, 20, and 21) were reported for the first time. Their antiproliferative activities against three human cancer cells were assayed. It revealed that 1H-benzo[d][1,2,3]triazol-1-yl 3,4,5-trimethoxybenzoate (9) showed considerable activit...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Fu J,Yang Y,Zhang XW,Mao WJ,Zhang ZM,Zhu HL

    更新日期:2010-12-15 00:00:00

  • Analysis of the binding specificities of oligomannoside-binding proteins using methylated monosaccharides.

    abstract::The binding specificities of the closely related lectins from Canavalia ensiformis and Dioclea grandiflora were examined using specifically O-alkylated mono- and disaccharides. Both lectins accept any substitution at the monosaccharide C2 hydroxyl group. The binding energy of C2-alkylated ligands-concanavalin A comple...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Chervenak MC,Toone EJ

    更新日期:1996-11-01 00:00:00

  • Synthesis of plaunotol derivatives and their antibacterial activities against Helicobacter pylori.

    abstract::Plaunotol, a known antiulcer drug, has antibacterial activities against Helicobacter pylori. Plaunotol thiourea derivatives 2--4 and diol derivatives 6--10 were designed in search for a compound with high antibacterial activities. Thiourea derivatives 2--4 were synthesized regioselectively using our effective syntheti...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Tago K,Minami E,Masuda K,Akiyama T,Kogen H

    更新日期:2001-07-01 00:00:00

  • Synthesis and biological evaluation of 4,5-dihydro-1H-pyrazole derivatives as potential nNOS/iNOS selective inhibitors. Part 2: Influence of diverse substituents in both the phenyl moiety and the acyl group.

    abstract::In a preliminary article, we reported a series of 4,5-dihydro-1H-pyrazole derivatives as neuronal nitric oxide synthase (nNOS) inhibitors. Here we present the data about the inhibition of inducible nitric oxide synthase (iNOS) of these compounds. In general, we can confirm that these pyrazoles are nNOS selective inhib...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Carrión MD,Chayah M,Entrena A,López A,Gallo MA,Acuña-Castroviejo D,Camacho ME

    更新日期:2013-07-15 00:00:00

  • Chemical identification, electrophysiological and behavioral activities of the pheromone of Metamasius hemipterus (Coleoptera: Curculionidae).

    abstract::Five hydroxylated aliphatic molecules were identified as the pheromone produced by male West Indian Sugarcane Borer (WISB): 4-methyl-5-nonanol (1), 2-methyl-4-heptanol (2), 2-methyl-4-octanol (3), 5-nonanol (4) and 3-hydroxy-4-methyl-5-nonanone (5). Electroantennographic recordings revealed antennal responses to compo...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Ramirez-Lucas P,Malosse C,Ducrot PH,Lettere M,Zagatti P

    更新日期:1996-03-01 00:00:00

  • Bisbibenzyl derivatives sensitize vincristine-resistant KB/VCR cells to chemotherapeutic agents by retarding P-gp activity.

    abstract::P-glycoprotein (P-gp) is known to mediate multidrug resistance (MDR) by acting as an efflux pump to actively transport chemotherapeutic agents out of carcinoma cells. Inhibition of P-gp function may represent one of the strategies to reverse MDR. We have previously reported that marchantin C (MC), a macrocyclic bisbib...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Xi GM,Sun B,Jiang HH,Kong F,Yuan HQ,Lou HX

    更新日期:2010-09-15 00:00:00

  • Study on synthesis, characterization and biological activity of some new nitrogen heterocycle porphyrins.

    abstract::Seven new nitrogen heterocycle porphyrins, 5,10,15,20-tetra[4-(N-pyrrolidinyl)phenyl]porphine (TBPPH(2)), 5,10,15,20-tetra[4-(4'-ethylpiperazinyl)phenyl]porphine (TEPPH(2)), 5,10,15,20-tetra [4-(4'-butylpiperazinyl)phenyl]porphine (TUPPH(2)), 5,10,15,20-tetra[4-(4'-heptylpiperazinyl) phenyl]porphine (THPPH(2)), 5-[4-(...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Guo CC,Li HP,Zhang XB

    更新日期:2003-04-17 00:00:00

  • Covalent inhibition of SUMO and ubiquitin-specific cysteine proteases by an in situ thiol-alkyne addition.

    abstract::Posttranslational modification of proteins with ubiquitin and ubiquitin-like modifiers such as SUMO can be reverted by specific proteases, also referred to as deubiquitinases and isopeptidases, most of which are cysteine-dependent. We have found that the replacement of the conserved C-terminal glycine with propargylam...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Sommer S,Weikart ND,Linne U,Mootz HD

    更新日期:2013-05-01 00:00:00

  • Acyloxymethyl as a drug protecting group. Part 7: Tertiary sulfonamidomethyl ester prodrugs of benzylpenicillin: chemical hydrolysis and anti-bacterial activity.

    abstract::Tertiary sulfonamidomethyl esters of benzylpenicillin (4) were synthesised and evaluated as a new class of potential prodrugs for beta-lactam antibiotics. Their hydrolysis in aqueous buffers was studied by HPLC and reveal a U-shaped pH rate profile with a pH-independent process extending from ca. pH 2 to ca. pH 10. Th...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Iley J,Barroso H,Moreira R,Lopes F,Calheiros T

    更新日期:2000-07-01 00:00:00

  • Design, synthesis and biological activity evaluation of desloratadine analogues as H1 receptor antagonists.

    abstract::A series of N-substituted desloratadine analogues were designed and synthesized. They were tested for H1 antihistamine activity by inhibiting histamine-induced contraction of isolated ileum muscles of guinea-pigs in vitro and inhibiting histamine-induced asthmatic reaction in guinea-pigs in vivo. All the evaluated com...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Lin Y,Wang Y,Sima LF,Wang DH,Cao XH,Chen LG,Chen B

    更新日期:2013-07-15 00:00:00

  • Synthesis and evaluation of N-aryl and N-alkenyl CBI derivatives.

    abstract::The preparation of a novel series of N-aryl CBI derivatives in which an aryl substituent could be used to predictably modulate the reactivity of the resulting CC-1065/duocarmycin alkylation subunit analogue is detailed and its extension to a unique series of N-alkenyl derivatives is reported. The N-aryl derivatives we...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Parrish JP,Trzupek JD,Hughes TV,Hwang I,Boger DL

    更新日期:2004-11-15 00:00:00

  • Studies on anti-HIV quinolones: new insights on the C-6 position.

    abstract::The 6-desfluoroquinolones which have been developed by our group represent a promising class of compounds for the treatment of HIV infection since they act on transcriptional regulation, a crucial step in the replication cycle that has not been clinically exploited, yet. Focussing attention on the N-1 and C-6 position...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Massari S,Daelemans D,Manfroni G,Sabatini S,Tabarrini O,Pannecouque C,Cecchetti V

    更新日期:2009-01-15 00:00:00

  • Discovery of novel 4-anilinoquinazoline derivatives as potent inhibitors of epidermal growth factor receptor with antitumor activity.

    abstract::Two new series of new compounds containing a 6-amino-substituted group or 6-acrylamide-substituted group linked to a 4-anilinoquinazoline nucleus have been discovered as potential EGFR inhibitors. These compounds proved efficient effects on antiproliferative activity and EGFR-TK inhibitory activity. Especially, N(6)-(...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Xu YY,Li SN,Yu GJ,Hu QH,Li HQ

    更新日期:2013-10-01 00:00:00

  • Design, synthesis, and biological evaluation of conformationally constrained glycerol 3-phosphate acyltransferase inhibitors.

    abstract::Glycerol 3-phosphate acyltransferase (GPAT) isozymes are central control points for fat synthesis in mammals. Development of inhibitors of these membrane-bound enzymes could lead to an effective treatment for obesity, but is thwarted by an absence of direct structural information. Based on a highly successful study in...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Wydysh EA,Vadlamudi A,Medghalchi SM,Townsend CA

    更新日期:2010-09-01 00:00:00