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


: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 CoMFA is 0.964. In the CoMSIA, q(2) is 0.709 at six components and r(2) is 0.969. Unknown samples were analyzed, using QSAR analyzed results from the CoMFA and CoMSIA methods. Excellent agreement was obtained between, with an error range of 0.01-0.15 the calculated values and measured in vitro cytotoxic activities against human lung A-549 cancer cell lines.


Bioorg Med Chem


Suh ME,Kang MJ,Park SY




Has Abstract


2001-11-01 00:00:00














  • Axial chirality and affinity at the GABA(A) receptor of pyrimido[1,2-a][1,4]benzodiazepines and related compounds.

    abstract::The pyrimido[1,2-a][1,4]benzodiazepines (1a-c) and the 8-membered analogues (diazocines 2a and 2b) were separated into their atropisomers with HPLC on a chiral column. High stereochemical stability was observed in the atropisomer of the 8-membered derivatives (2a and 2b), and the 1,4-benzodiazepine (1c) with 2'-chloro...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Lee S,Kamide T,Tabata H,Takahashi H,Shiro M,Natsugari H

    更新日期:2008-11-01 00:00:00

  • Synthesis of phenserine analogues and evaluation of their cholinesterase inhibitory activities.

    abstract::Phenserine is a potentially attractive drug for Alzheimer's disease. In order to further expand SAR study for inhibitions of acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE), the methyl group at the 3a-position of phenserine was replaced with an alkyl or alkenyl group, and its phenylcarbamoyl moiety was s...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Shinada M,Narumi F,Osada Y,Matsumoto K,Yoshida T,Higuchi K,Kawasaki T,Tanaka H,Satoh M

    更新日期:2012-08-15 00:00:00

  • A concise approach to 1,11-didechloro-6-methyl-4'-O-demethyl rebeccamycin and its binding to human serum albumin: fluorescence spectroscopy and molecular modeling method.

    abstract::1,11-Didechloro-6-methyl-4'-O-demethyl rebeccamycin (JDC-108), a rebeccamycin analog possessing potent anti-tumor activities, was prepared via a concise one-pot strategy in good yield. The interaction between JDC-108 and human serum albumin (HSA) was studied by spectroscopic methods including fluorescence spectroscopy...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Cui F,Qin L,Zhang G,Liu X,Yao X,Lei B

    更新日期:2008-08-15 00:00:00

  • Recreating ancient metabolic pathways before enzymes.

    abstract::The biochemistry of all living organisms uses complex, enzyme-catalyzed metabolic reaction networks. Yet, at life's origins, enzymes had not yet evolved. Therefore, it has been postulated that non-enzymatic metabolic pathways predated their enzymatic counterparts. In this account article, we describe our recent work t...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章,评审


    authors: Muchowska KB,Chevallot-Beroux E,Moran J

    更新日期:2019-06-15 00:00:00

  • Structure-activity relationship and conformational analysis of monoglycosylceramides on the syngeneic mixed leukocyte reaction.

    abstract::We examined effects of alpha-, beta-galactosylceramides (CalCers) and alpha-, beta-glucosylceramides (GlcCers) on the syngeneic mixed leukocyte reaction (MLR) using spleen cells (responder cells) and dendritic cells (DC, stimulator cells). The DC pretreated with these alpha-monoglycosylceramides markedly stimulated th...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Iijima H,Kimura K,Sakai T,Uchimura A,Shimizu T,Ueno H,Natori T,Koezuka Y

    更新日期:1998-10-01 00:00:00

  • The chemical synthesis and antibiotic activity of a diverse library of 2-aminobenzimidazole small molecules against MRSA and multidrug-resistant A. baumannii.

    abstract::Multidrug-resistant bacterial infections continue to be a rising global health concern. Herein is described the development of a class of novel 2-aminobenzimidazoles with antibiotic activity. These active 2-aminobenzimidazoles retain their antibiotic activity against several strains of multidrug-resistant Staphylococc...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Huigens RW 3rd,Reyes S,Reed CS,Bunders C,Rogers SA,Steinhauer AT,Melander C

    更新日期:2010-01-15 00:00:00

  • Comparing the efficacy of photodynamic and sonodynamic therapy in non-melanoma and melanoma skin cancer.

    abstract::Sonodynamic therapy (SDT) involves the activation of a non-toxic sensitiser drug using low-intensity ultrasound to produce cytotoxic reactive oxygen species (ROS). Given the low tissue attenuation of ultrasound, SDT provides a significant benefit over the more established photodynamic therapy (PDT) as it enables activ...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: McEwan C,Nesbitt H,Nicholas D,Kavanagh ON,McKenna K,Loan P,Jack IG,McHale AP,Callan JF

    更新日期:2016-07-01 00:00:00

  • Fine tuning of agonistic/antagonistic activity for vitamin D receptor by 22-alkyl chain length of ligands: 22S-Hexyl compound unexpectedly restored agonistic activity.

    abstract::1α,25-Dihydroxyvitamin D3 exerts its actions by binding to vitamin D receptor (VDR). We are continuing the study related to the alteration of pocket structure of VDR by 22-alkyl substituent of ligands and the relationships between the alteration and agonistic/antagonistic activity. Previously we reported that compound...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Anami Y,Sakamaki Y,Itoh T,Inaba Y,Nakabayashi M,Ikura T,Ito N,Yamamoto K

    更新日期:2015-11-15 00:00:00

  • Synthesis and evaluation of water-soluble docetaxel prodrugs-docetaxel esters of malic acid.

    abstract::The synthesis of docetaxel esters of malic acid is described. These compounds were found to have greatly improved water solubility and are stable in solution at neutral pH. The C2' modified compounds 2a-c and 3a-c behave as prodrugs, that is, docetaxel is generated upon exposure to human plasma, whereas the C7 and C2'...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Du W,Hong L,Yao T,Yang X,He Q,Yang B,Hu Y

    更新日期:2007-09-15 00:00:00

  • HSP90-like artificial chaperone activity based on indole beta-cyclodextrin.

    abstract::Indole beta-cyclodextrin (beta-1) was found to be able to prevent aggregation of citrate synthase (CS) on heating condition. As a result, beta-1 showed anti-CS aggregation in this system by regulating in early stage. The depression mechanism of beta-1 for aggregation of CS is as follows: the beta-1 formed a complex wi...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Toda M,Itoh H,Kondo Y,Hamada F

    更新日期:2007-03-01 00:00:00

  • Carbon-11 labeled indolylpropylamine analog as a new potential PET agent for imaging of the serotonin transporter.

    abstract::The synthesis and structure-activity relationship of a new class of indole derivatives with low-nanomolar affinity for the SERT and high selectivity versus the 5-HT1A receptor were recently reported. Based on their chemical structure, four new indolylpropylamine derivatives which contain atoms to afford future labelin...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Ben-Daniel R,Deuther-Conrad W,Scheunemann M,Steinbach J,Brust P,Mishani E

    更新日期:2008-06-15 00:00:00

  • Novel synthetic 2-amino-10-(3,5-dimethoxy)benzyl-9(10H)-acridinone derivatives as potent DNA-binding antiproliferative agents.

    abstract::A series of novel 9(10H)-acridinone derivatives with terminal amino substituents at C2 position on the acridinone ring were synthesized and studied for their antiproliferative activity and underlying mechanisms. These compounds demonstrated promising cytotoxicity to leukemia cells CCRF-CEM, displaying IC(50) values in...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Gao C,Liu F,Luan X,Tan C,Liu H,Xie Y,Jin Y,Jiang Y

    更新日期:2010-11-01 00:00:00

  • Synthesis and evaluation of 18F labeled crizotinib derivative [18F]FPC as a novel PET probe for imaging c-MET-positive NSCLC tumor.

    abstract::c-MET-positive NSCLC is an important subtype accounting for about 5%~22% of lung cancer. NSCLC patients with activating c-MET are intensively sensitive to c-MET selective receptor tyrosine kinase (RTK) inhibitors, so we aimed to develop a specific PET probe targeting to c-MET-positive NSCLC for potential patients scre...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Lin Q,Zhang Y,Fu Z,Hu B,Si Z,Zhao Y,Shi H,Cheng D

    更新日期:2020-08-01 00:00:00

  • Design, synthesis and evaluate of novel dual FGFR1 and HDAC inhibitors bearing an indazole scaffold.

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    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Liu J,Qian C,Zhu Y,Cai J,He Y,Li J,Wang T,Zhu H,Li Z,Li W,Hu L

    更新日期:2018-02-01 00:00:00

  • A spectroscopy approach for the study of the interactions of bioactive vanadium species with bovine serum albumin.

    abstract::The interest in biological functions (benefits or toxics effects) of vanadium species has grown enormously in recent years. In this work, different spectroscopic methods were applied to study the effects of the interaction of vanadyl and vanadate species with bovine serum albumin (BSA), considered as the most abundant...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Ferrer EG,Bosch A,Yantorno O,Baran EJ

    更新日期:2008-04-01 00:00:00

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

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    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


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

    更新日期:2008-11-01 00:00:00

  • Indole and benzimidazole derivatives as steroid 5alpha-reductase inhibitors in the rat prostate.

    abstract::A novel series of indole and benzimidazole derivatives were synthesized and evaluated for their inhibitory activity of rat prostatic 5alpha-reductase. Among these compounds, 4-¿2-[1-(4,4'-dipropylbenzhydryl)indole-5-carboxamido]phenoxy¿buty ric acid (15) and its benzimidazole analogue 25 showed potent inhibitory activ...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Takami H,Kishibayashi N,Ishii A,Kumazawa T

    更新日期:1998-12-01 00:00:00

  • 1,2,3-triazole-, arylamino- and thio-substituted 1,4-naphthoquinones: potent antitumor activity, electrochemical aspects, and bioisosteric replacement of C-ring-modified lapachones.

    abstract::1,2,3-Triazole-, arylamino- and thio-substituted naphthoquinones (24, 8, and 2 representatives, respectively) were synthesized in moderate yields and evaluated against several human cancer cell lines (blood, ovarian, breast, central nervous system, colon, and prostate cancers and melanoma), showing, for some of them, ...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: da Cruz EH,Hussene CM,Dias GG,Diogo EB,de Melo IM,Rodrigues BL,da Silva MG,Valença WO,Camara CA,de Oliveira RN,de Paiva YG,Goulart MO,Cavalcanti BC,Pessoa C,da Silva Júnior EN

    更新日期:2014-03-01 00:00:00

  • Design, synthesis and evaluation of novel quinazoline-2,4-dione derivatives as chitin synthase inhibitors and antifungal agents.

    abstract::A series of novel 1-methyl-3-substituted quinazoline-2,4-dione derivatives were designed, synthesized, and characterized by (1)H NMR, (13)C NMR and MS spectral data. Their inhibition against chitin synthase (CHS) and antifungal activities were evaluated in vitro. Results showed compounds 5b, 5c, 5e, 5f, 5j, 5k, 5l, an...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Ji Q,Yang D,Wang X,Chen C,Deng Q,Ge Z,Yuan L,Yang X,Liao F

    更新日期:2014-07-01 00:00:00

  • Probing linker design in citric acid-ciprofloxacin conjugates.

    abstract::A series of structurally related citric acid-ciprofloxacin conjugates was synthesised to investigate the influence of the linker between citric acid and ciprofloxacin on antibacterial activities. Minimum inhibitory concentrations (MICs) were determined against a panel of reference strains and clinical isolates of bact...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Milner SJ,Snelling AM,Kerr KG,Abd-El-Aziz A,Thomas GH,Hubbard RE,Routledge A,Duhme-Klair AK

    更新日期:2014-08-15 00:00:00

  • Synthesis of both enantiomers of hydroxypipecolic acid derivatives equivalent to 5-azapyranuronic acids and evaluation of their inhibitory activities against glycosidases.

    abstract::We have synthesized 3-hydroxy- and 3,4,5-trihydroxypipecolic acid derivatives corresponding to 5-aza derivatives of uronic acids and evaluated their inhibitory activities against various glycosidases including beta-glucuronidase. Compounds 4 and 5 were chosen as common intermediates for the synthesis of 3,4,5-trihydro...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Yoshimura Y,Ohara C,Imahori T,Saito Y,Kato A,Miyauchi S,Adachi I,Takahata H

    更新日期:2008-09-01 00:00:00

  • Sequential and parallel dual labeling of nanoparticles using click chemistry.

    abstract::Bioorthogonal 'click' reactions have recently emerged as promising tools for chemistry and biological applications. By using a combination of two different 'click' reactions, 'double-click' strategies have been developed to attach multiple labels onto biomacromolecules. These strategies require multi-step modification...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Zong H,Goonewardena SN,Chang HN,Otis JB,Baker JR Jr

    更新日期:2014-11-01 00:00:00

  • Hemi-synthesis and biological activity of new analogues of podophyllotoxin.

    abstract::Various 4-analogues of podophyllotoxin and epipodophyllotoxin were obtained via the formation of the corresponding 4-keto derivatives. Methyloximation of podophyllotoxone, followed by subsequent catalytic hydrogenation, gave stereoselective access to 4-alpha-amino-4-deoxypodophyllotoxin and from there, to the correspo...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Roulland E,Magiatis P,Arimondo P,Bertounesque E,Monneret C

    更新日期:2002-11-01 00:00:00

  • A novel neoglycopeptide building block.

    abstract::The synthesis of a neoglycopeptide building block is described. The key step is a cycloaddition where the chemistry is orthogonal to standard glycosyl transfer methodology. Also described is some exploratory chemistry of the building block. ...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Bartolozzi A,Li B,Franck RW

    更新日期:2003-07-03 00:00:00

  • Karavilagenin C derivatives as antimalarials.

    abstract::Karavilagenin C (1), a cucurbitane-type triterpenoid, previously isolated from the aerial parts of Momordica balsamina, was acylated with different alkanoyl, aroyl and cinnamoyl chlorides/anydrides, yielding ten new mono or diesters, karavoates F (7) and H-P (8-16). Furthermore, the new compound cucurbalsaminol C (17)...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Ramalhete C,Lopes D,Molnár J,Mulhovo S,Rosário VE,Ferreira MJ

    更新日期:2011-01-01 00:00:00

  • Synthesis 4-[2-(2-mercapto-4-oxo-4H-quinazolin-3-yl)-ethyl]-benzenesulfonamides with subnanomolar carbonic anhydrase II and XII inhibitory properties.

    abstract::Condensation of substituted anthranilic acids with 4-isothiocyanatoethyl-benzenesulfonamide led to series of heterocyclic benzenesulfonamides incorporating 2-mercapto-quinazolin-4-one tails. These sulfonamides were investigated as inhibitors of the human carbonic anhydrase (hCA, EC isoforms hCA I and II (cyto...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Bozdag M,Alafeefy AM,Carta F,Ceruso M,Al-Tamimi AS,Al-Kahtani AA,Alasmary FAS,Supuran CT

    更新日期:2016-09-15 00:00:00

  • A new class of non-thiazolidinedione, non-carboxylic-acid-based highly selective peroxisome proliferator-activated receptor (PPAR) γ agonists: design and synthesis of benzylpyrazole acylsulfonamides.

    abstract::Herein, we describe the design, synthesis, and structure-activity relationships of novel benzylpyrazole acylsulfonamides as non-thiazolidinedione (TZD), non-carboxylic-acid-based peroxisome proliferator-activated receptor (PPAR) γ agonists. Docking model analysis of in-house weak agonist 2 bound to the reported PPARγ ...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Rikimaru K,Wakabayashi T,Abe H,Imoto H,Maekawa T,Ujikawa O,Murase K,Matsuo T,Matsumoto M,Nomura C,Tsuge H,Arimura N,Kawakami K,Sakamoto J,Funami M,Mol CD,Snell GP,Bragstad KA,Sang BC,Dougan DR,Tanaka T,Katayama

    更新日期:2012-01-15 00:00:00

  • Photolabile ubiquinone analogues for identification and characterization of quinone binding sites in proteins.

    abstract::Quinones are essential components in most cell and organelle bioenergetic processes both for direct electron and/or proton transfer reactions but also as means to regulate various bioenergetic processes by sensing cell redox states. To understand how quinones interact with proteins, it is important to have tools for i...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Pei Z,Gustavsson T,Roth R,Frejd T,Hägerhäll C

    更新日期:2010-05-15 00:00:00

  • Imidazolone-amide bridges and their effects on tubulin polymerization in cis-locked vinylogous combretastatin-A4 analogues: synthesis and biological evaluation.

    abstract::A series of novel combretastatin-A4 analogues in which the cis-olefinic bridge is replaced by an imidazolone-amide were synthesized, and their cytotoxicity and tubulin-polymerization inhibitory activities were evaluated. These compounds appear to be potential tubulin-polymerization inhibitors. Compounds 10, 9b and 9c,...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Li YW,Liu J,Liu N,Shi D,Zhou XT,Lv JG,Zhu J,Zheng CH,Zhou YJ

    更新日期:2011-06-01 00:00:00

  • Design, synthesis, and subtype selectivity of 3,6-disubstituted β-carbolines at Bz/GABA(A)ergic receptors. SAR and studies directed toward agents for treatment of alcohol abuse.

    abstract::A series of 3,6-disubstituted β-carbolines was synthesized and evaluated for their in vitro affinities at α(x)β(3)γ(2) GABA(A)/benzodiazepine receptor subtypes by radioligand binding assays in search of α(1) subtype selective ligands to treat alcohol abuse. Analogues of β-carboline-3-carboxylate-t-butyl ester (βCCt, 1...

    journal_title:Bioorganic & medicinal chemistry

    pub_type: 杂志文章


    authors: Yin W,Majumder S,Clayton T,Petrou S,VanLinn ML,Namjoshi OA,Ma C,Cromer BA,Roth BL,Platt DM,Cook JM

    更新日期:2010-11-01 00:00:00