Synthesis, structure, and antimycobacterial activity of 6-[1(3H)-isobenzofuranylidenemethyl]purines and analogs.

abstract：:Formation of dinitrosyl iron complexes (DNICs) was observed in a wide spectrum of pathophysiological conditions associated with overproduction of NO. To gain insight into the possible genotoxic effects of DNIC, we examined the interaction of histidinyl dinitrosyl iron complexes (HIS-DNIC) with DNA by means of circular...

journal_title：Bioorganic & medicinal chemistry

authors： Lewandowska H,Stępkowski TM,Sadło J,Wójciuk GP,Wójciuk KE,Rodger A,Kruszewski M

更新日期：2012-11-15 00:00:00

abstract：:This study focuses on the mechanism of action of N-alkylthio beta-lactams, a new family of antibacterial compounds that show promising activity against Staphylococcus and Bacillus microbes. Previous investigations have determined that these compounds are highly selective towards these bacteria, and possess completely ...

journal_title：Bioorganic & medicinal chemistry

authors： Revell KD,Heldreth B,Long TE,Jang S,Turos E

更新日期：2007-03-15 00:00:00

abstract：:Natural product inspired compound collections are prevalidated due to the evolutionary selection of the natural product scaffolds. Their synthesis requires the development of novel strategies amenable to formats suitable for library build-up. We describe a method for the synthesis of an oxepane library inspired by the...

journal_title：Bioorganic & medicinal chemistry

authors： Basu S,Waldmann H

更新日期：2014-08-15 00:00:00

abstract：:High specificity has been an important feature in affinity labeling for target profiling. Especially, to label targets via rapidly progressing reactions with consumption of ligand (probe), high specificity of reaction with common functional groups of target protein should be achieved without reactions with similar gro...

journal_title：Bioorganic & medicinal chemistry

authors： Tomohiro T,Nakabayashi M,Sugita Y,Morimoto S

更新日期：2016-08-01 00:00:00

abstract：:The enzyme acetylesterase from the flavedo of oranges (EC 3.1.1.6) can advantageously be applied for the chemo- and regioselective deprotection of different types of carbohydrates. It displays a selectivity which in many cases is complementary to the application of other biocatalysts or classical chemical methods. ...

journal_title：Bioorganic & medicinal chemistry

authors： Waldmann H,Heuser A

更新日期：1994-06-01 00:00:00

abstract：:Searching for new substances with antileishmanial activity, we synthesized and evaluated a series of α,α-difluorohydrazide and α,α-difluoramides against Leishmania amazonensis arginase (LaArg). Four α,α-difluorohydrazide derivatives showed activity against LaArg with Ki in the range of 1.3-26 μM. The study of the kine...

journal_title：Bioorganic & medicinal chemistry

authors： Crizanto de Lima E,Castelo-Branco FS,Maquiaveli CC,Farias AB,Rennó MN,Boechat N,Silva ER

更新日期：2019-09-01 00:00:00

abstract：:We previously reported a series of 8-methyl-2-aryl-5-alkylaminoquinolines as a novel class of corticotropin-releasing factor-1 (CRF(1)) receptor antagonists. A critical issue encountered for this series of compounds was low aqueous solubility at physiological pH (pH 7.4). To address this issue, derivatization at key s...

journal_title：Bioorganic & medicinal chemistry

authors： Takeda K,Terauchi T,Hashizume M,Shikata K,Taguchi R,Murata-Tai K,Fujisawa M,Takahashi Y,Shin K,Ino M,Shibata H,Yonaga M

更新日期：2012-11-15 00:00:00

abstract：:Mycothiol (MSH, 1-D-myo-inosityl 2-(N-acetyl-L-cysteinyl)amido-2-deoxy-alpha-D-glucopyranoside) is the principal low molecular weight thiol in actinomycetes. The enzyme 1-D-myo-inosityl 2-N-acetamido-2-deoxy-alpha-D-glucopyranoside deacetylase (AcGI deacetylase) is involved in the biosynthesis of MSH and forms the fre...

journal_title：Bioorganic & medicinal chemistry

authors： Nicholas GM,Eckman LL,Kovác P,Otero-Quintero S,Bewley CA

更新日期：2003-06-12 00:00:00

abstract：:Amido derivatives 10-18 of the corresponding oxyamines were synthesised as melatoninergic ligands by the reaction of hydroxyphtalimide with the halogeno derivatives or the corresponding alcohols using Mitsunobu reaction conditions. The affinity of the compounds for chicken brain melatonin receptors and recombinant hum...

journal_title：Bioorganic & medicinal chemistry

authors： Pégurier C,Morellato L,Chahed E,Andrieux J,Nicolas JP,Boutin JA,Bennejean C,Delagrange P,Langlois M,Mathé-Allainmat M

更新日期：2003-03-06 00:00:00

abstract：:V-RAF murine sarcoma viral oncogene homolog B1 (BRAF) is a serine/threonine-specific protein kinase that is mutated with high frequency in cutaneous melanoma, and many other cancers. Inhibition of mutant BRAF is an attractive therapeutic approach for the treatment of melanoma. A triarylimidazole BRAF inhibitor bearing...

journal_title：Bioorganic & medicinal chemistry

authors： Niculescu-Duvaz D,Niculescu-Duvaz I,Suijkerbuijk BM,Ménard D,Zambon A,Nourry A,Davies L,Manne HA,Friedlos F,Ogilvie L,Hedley D,Takle AK,Wilson DM,Pons JF,Coulter T,Kirk R,Cantarino N,Whittaker S,Marais R,Springer CJ

更新日期：2010-09-15 00:00:00

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

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

更新日期：2002-11-01 00:00:00

abstract：:The high-pressure Diels-Alder reaction of N-carbomethyoxypyrroles and phenyl vinyl sulfone affords versatile intermediates for the palladium-catalyzed preparation of new epibatidine analogues. Structure-activity relationships of new epibatidine analogues are presented. High affinities of Ki = 0.81 and 2.6 nM for the [...

journal_title：Bioorganic & medicinal chemistry

authors： Seerden JP,Tulp MT,Scheeren HW,Kruse CG

更新日期：1998-11-01 00:00:00

abstract：:In the present study, a new class of compounds containing pyrido[3,4-d]pyrimidine scaffold with an acrylamide moiety was designed as irreversible EGFR-TKIs to overcome acquired EGFR-T790M resistance. The most promising compound 25h inhibited HCC827 and H1975 cells growth with the IC50 values of 0.025 μM and 0.49 μM, r...

journal_title：Bioorganic & medicinal chemistry

authors： Zhang H,Wang J,Zhao HY,Yang XY,Lei H,Xin M,Cao YX,Zhang SQ

更新日期：2018-07-23 00:00:00

abstract：:Due to the capability of peptidyl derivatives of araC to behave as prodrugs of this antimetabolite, and because of the well known biological properties of peptide T and its analogues (in particular that of targeting CD4+ cells), new peptide T-araC conjugates were prepared and tested in vitro for antiproliferative acti...

journal_title：Bioorganic & medicinal chemistry

authors： Manfredini S,Marastoni-M,Tomatis R,Durini E,Spisani S,Pani A,Marceddu T,Musiu C,Marongiu ME,La Colla P

更新日期：2000-03-01 00:00:00

abstract：:We have recently reported the discovery of numerous new compounds that are selective inhibitors of all of the subtypes of the adenosine receptor family via a pharmacophore database searching and screening strategy. During the course of this work we made the unexpected discovery of a potent A(2B) receptor antagonist, 4...

journal_title：Bioorganic & medicinal chemistry

authors： Webb TR,Lvovskiy D,Kim SA,Ji Xd,Melman N,Linden J,Jacobson KA

更新日期：2003-01-02 00:00:00

abstract：:Nociceptin (NOC) and dynorphin A (DYN) analogues containing 2',6'-dimethylphenylalanine (Dmp) in place of Phe or Tyr in position 1 and/or 4 were synthesized and their metabolic stability and receptor-binding properties were investigated. [Dmp1]NOC(1-13)-NH2 (1) possessed high ORL1 receptor affinity comparable to that ...

journal_title：Bioorganic & medicinal chemistry

authors： Sasaki Y,Kawano S,Kohara H,Watanabe H,Ambo A

更新日期：2006-04-01 00:00:00

abstract：:In this Letter, we investigated the binding properties towards nucleic acids of a thymine-functionalized oligolysine, composed of nucleobase-bearing amino acid moieties and underivatized l-lysine residues alternate in the backbone. The basic nucleopeptide proved to be well soluble in water and able to interact with bo...

journal_title：Bioorganic & medicinal chemistry

authors： Roviello GN,Musumeci D,D'Alessandro C,Pedone C

更新日期：2014-02-01 00:00:00

abstract：:A chemoenzymatic glycosylation remodeling method for the synthesis of selectively fluorinated glycoproteins is described. The method consists of chemical synthesis of a fluoroglycan oxazoline and its use as donor substrate for endoglycosidase (ENGase)-catalyzed transglycosylation to a GlcNAc-protein to form a homogene...

journal_title：Bioorganic & medicinal chemistry

authors： Orwenyo J,Huang W,Wang LX

更新日期：2013-08-15 00:00:00

abstract：:L,L-Diaminopimelate aminotransferase (DapL) is an enzyme required for the biosynthesis of meso-diaminopimelate (m-DAP) and L-lysine (Lys) in some bacteria and photosynthetic organisms. m-DAP and Lys are both involved in the synthesis of peptidoglycan (PG) and protein synthesis. DapL is found in specific eubacterial an...

journal_title：Bioorganic & medicinal chemistry

authors： McKinnie SM,Rodriguez-Lopez EM,Vederas JC,Crowther JM,Suzuki H,Dobson RC,Leustek T,Triassi AJ,Wheatley MS,Hudson AO

更新日期：2014-01-01 00:00:00

abstract：:Callophycin A was originally isolated from the red algae Callophycus oppositifolius and shown to mediate anticancer and cytotoxic effects. In our collaborative effort to identify potential chemopreventive and anticancer agents with enhanced potency and selectivity, we employed a tetrahydro-β-carboline-based template i...

journal_title：Bioorganic & medicinal chemistry

authors： Shen L,Park EJ,Kondratyuk TP,Guendisch D,Marler L,Pezzuto JM,Wright AD,Sun D

更新日期：2011-11-01 00:00:00

abstract：:Racemic derivatives of 3-amino-2-tetralone were synthesised and evaluated for their ability to inhibit metallo-aminopeptidase activities. New compounds substituted in position 2 by methyl ketone, substituted oximes or hydroxamic acids as well as heterocyclic derivatives were evaluated against representative members of...

journal_title：Bioorganic & medicinal chemistry

authors： Albrecht S,Defoin A,Salomon E,Tarnus C,Wetterholm A,Haeggström JZ

更新日期：2006-11-01 00:00:00

abstract：:Some new thiazolo[3,2-a]benzimidazolone derivatives were synthesized using two methods. The structures of the synthesized compounds were proved by means of IR, (1)H NMR and mass spectral data. Ab initio computations were performed in order to determine the electronic structure and geometry of the investigated molecule...

journal_title：Bioorganic & medicinal chemistry

authors： Mavrova ATs,Anichina KK,Vuchev DI,Tsenov JA,Kondeva MS,Micheva MK

更新日期：2005-10-01 00:00:00

abstract：:The efficacy of anthracycline based anticancer drugs is limited by pleiotropic drug resistance of tumor cells. Aiming at the design of anthracyclinone congeners capable of circumventing drug resistance, we synthesized naphthoindole containing derivatives of tryptophan and tryptamine. In doing so we adapted the traditi...

journal_title：Bioorganic & medicinal chemistry

authors： Shchekotikhin AE,Dezhenkova LG,Susova OY,Glazunova VA,Luzikov YN,Sinkevich YB,Buyanov VN,Shtil AA,Preobrazhenskaya MN

更新日期：2007-04-01 00:00:00

abstract：:The design, synthesis, and biological evaluation of a series of pyrrole and pyrazole congeners 2 of suramin, directed toward the development and identification of new ligands that complex the human fibroblast growth factor (bFGF), thereby inhibiting tumor-promoted angiogenesis, is reported. Compounds 2 were evaluated ...

journal_title：Bioorganic & medicinal chemistry

authors： Manetti F,Cappello V,Botta M,Corelli F,Mongelli N,Biasoli G,Borgia AL,Ciomei M

更新日期：1998-07-01 00:00:00

abstract：:We report an inhibitor of the homodimeric protein-protein interaction of the BCL6 oncoprotein, identified from a genetically encoded SICLOPPS library of 3.2 million cyclic hexapeptides in combination with a bacterial reverse two-hybrid system. This cyclic peptide is shown to bind the BTB domain of BCL6, disrupts its h...

journal_title：Bioorganic & medicinal chemistry

authors： Osher EL,Castillo F,Elumalai N,Waring MJ,Pairaudeau G,Tavassoli A

更新日期：2018-07-15 00:00:00

abstract：:A structure-activity study on benzylpiperidine 1 was accomplished by utilizing high-throughput synthesis. Three focused libraries were designed and synthesized to quickly develop SAR. Further optimization led to the discovery of compound 2, an MCH receptor R1 antagonist with over 400-fold improvement in biological act...

journal_title：Bioorganic & medicinal chemistry

authors： Su J,McKittrick BA,Tang H,Czarniecki M,Greenlee WJ,Hawes BE,O'Neill K

更新日期：2005-03-01 00:00:00

abstract：:The investigation of new Mn(II)-based MRI/Molecular Imaging probes responsive to the enzyme tyrosinase for potential diagnostic applications is herein described. The expression of the enzyme tyrosinase, an oxidoreductase, is up-regulated in melanoma cancer cells. Three novel ligands (L(1), L(2) and L(3)) were designed...

journal_title：Bioorganic & medicinal chemistry

authors： Rolla GA,Tei L,Fekete M,Arena F,Gianolio E,Botta M

更新日期：2011-02-01 00:00:00

abstract：:Local excess of nitric oxide (NO) has been implicated in beta-cell damage, thus, a possible approach to the treatment of autoimmune IDDM is the selective inhibition of inducible nitric oxide synthase (iNOS). A series of variously substituted hexahydropyridazine-1-carbothioamides, -carbothioimidic acid esters and -carb...

journal_title：Bioorganic & medicinal chemistry

authors： Morgenstern O,Wanka H,Röser I,Steveling A,Kuttler B

更新日期：2004-03-01 00:00:00

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

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

abstract：:The hypothesis that central analgesia with reduced side effects is obtainable by occupying an 'allosteric' site in the MOR ligand binding domain requires the development of new ligands with peculiar pharmacological profile to be used as tools. New benzomorphan derivatives, analogues of LP1, a multitarget MOR agonist/D...

journal_title：Bioorganic & medicinal chemistry

authors： Ronsisvalle S,Aricò G,Panarello F,Spadaro A,Pasquinucci L,Pappalardo MS,Parenti C,Ronsisvalle N

更新日期：2016-11-01 00:00:00