Synthesis of lipid A monosaccharide analogues containing acidic amino acid: exploring the structural basis for the endotoxic and antagonistic activities.

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：:An efficient and modular one-pot synthesis of polysubstituted aromatic amines by a mild reductive amination procedure is described and the biological potential of these nitrogen-centered compounds is demonstrated by growth inhibition of murine connective tissue cells and microscopy-based morphological studies. ...

journal_title：Bioorganic & medicinal chemistry

authors： Menche D,Arikan F,Li J,Rudolph S,Sasse F

更新日期：2007-12-01 00:00:00

abstract：:Combinatorial biocatalysis, based on a principle of the combinatorial use of biosynthetic steps rather than the combinatorial use of reagents, offers a complementary approach to combinatorial chemistry, which, used individually or in connection with synthetic organic transformations, provides access to analogues not r...

journal_title：Bioorganic & medicinal chemistry

authors： Krstenansky JL,Khmelnitsky Y

更新日期：1999-10-01 00:00:00

abstract：:Conflicts with the notion that specific substrate interactions were required in the control of reaction path in active transport systems, P-glycoprotein showed extraordinarily low specificity. Therefore, overexpression P-glycoprotein excluded a large number of anticancer agents from cancer cells, and multidrug resista...

journal_title：Bioorganic & medicinal chemistry

authors： Xu W,Chen S,Wang X,Wu H,Yamada H,Hirano T

更新日期：2020-06-15 00:00:00

abstract：:The synthesis of a range of 2-amido-3-hydroxypyridin-4-ones as bidentate iron(III) chelators with potential for oral administration is described. The pKa values of the ligands together with the stability constants of their iron(III) complexes have been determined. Results indicate that the introduction of an amido sub...

journal_title：Bioorganic & medicinal chemistry

authors： Liu ZD,Piyamongkol S,Liu DY,Khodr HH,Lu SL,Hider RC

更新日期：2001-03-01 00:00:00

abstract：:Based on the spirotryprostatin-A structure, we designed, synthesized, and evaluated different series of compounds belonging to the diketopiperazine structural class as potential cell cycle modulators and cytotoxic agents. Starting from the spirooxoindolthiazolidine scaffold, amide coupling with Pro derivatives and int...

journal_title：Bioorganic & medicinal chemistry

authors： Bertamino A,Aquino C,Sala M,Simone Nd,Mattia CA,Erra L,Musella S,Iannelli P,Carotenuto A,Grieco P,Novellino E,Campiglia P,Gomez-Monterrey I

更新日期：2010-06-15 00:00:00

abstract：:The clinical success of covalent kinase inhibitors in the treatment of EGFR-dependent non-small cell lung cancer (NSCLC) has rejuvenated the appreciation of reactive small molecules. Acquired drug resistance against first-line EGFR inhibitors remains the major bottleneck in NSCLC and is currently addressed by the appl...

journal_title：Bioorganic & medicinal chemistry

authors： Basu D,Richters A,Rauh D

更新日期：2015-06-15 00:00:00

abstract：:A regioselective synthesis of 2,3-disubstituted tetrahydro-2H-indazols, mediated by alpha-zirconium sulfophenylphosphonate-methanephosphonate, was reported. Docking studies into the catalytic site of COX-2 were used to identify potential anti-inflammatory lead compounds. Two lead derivatives were chosen endowed with g...

journal_title：Bioorganic & medicinal chemistry

authors： Rosati O,Curini M,Marcotullio MC,Macchiarulo A,Perfumi M,Mattioli L,Rismondo F,Cravotto G

更新日期：2007-05-15 00:00:00

abstract：:Structure-activity relationship study and in vitro biochemical studies with human leukocyte elastase, cathepsin G and proteinase 3 were conducted using a series of succinimide derivatives. ...

journal_title：Bioorganic & medicinal chemistry

authors： Groutas WC,Brubaker MJ,Chong LS,Venkataraman R,Huang H,Epp JB,Kuang R,Hoidal JR

更新日期：1995-04-01 00:00:00

abstract：:A CHCl3-soluble fraction of 70% EtOH extract of the flower of Kayea assamica from Myanmar exhibited 100% preferential cytotoxicity (PC(100)) against human pancreatic cancer PANC-1 cells under nutrient-deprived conditions at 1 microg/mL. Bioassay-guided fractionation and isolation afforded nine new coumarins, kayeassam...

journal_title：Bioorganic & medicinal chemistry

authors： Win NN,Awale S,Esumi H,Tezuka Y,Kadota S

更新日期：2008-09-15 00:00:00

abstract：:Anthraquinone-based compounds are attractive target for the design of new anticancer drugs. We have previously described a series of 1,5- and 1,4-difunctionalized anthraquinones, which exhibit different spectra of potency, together with human telomerase evaluation. The present study details the preparation of further,...

journal_title：Bioorganic & medicinal chemistry

authors： Huang HS,Chiu HF,Lee AL,Guo CL,Yuan CL

更新日期：2004-12-01 00:00:00

abstract：:We report a chiral switch in the configuration of 1-(p-methoxyphenyl)-propan-2-ol, synthesized in aqueous media by ketoreductase in the presence of high concentration of gamma-CD. NMR, ECD and fluorescence spectrometry were used in the effort to explain this unexpected effect. A comparison has been made between the ca...

journal_title：Bioorganic & medicinal chemistry

authors： Petkova GA,Král V

更新日期：2010-09-15 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：:Bioassay-guided fractionation of a cytotoxic EtOAc extract of the fungal strain, Chaetomium globosum, inhabiting the rhizosphere of the Christmas cactus, Opuntia leptocaulis, of the Sonoran desert afforded a new dihydroxanthenone, globosuxanthone A (1), a new tetrahydroxanthenone, globosuxanthone B (2), two new xantho...

journal_title：Bioorganic & medicinal chemistry

authors： Wijeratne EM,Turbyville TJ,Fritz A,Whitesell L,Gunatilaka AA

更新日期：2006-12-01 00:00:00

abstract：:Peptide-semicarbazones derived from Z-Trp-Trp-Phe-aldehyde inhibit the chymotryptic activity of the human proteasome at nanomolar concentrations, but are less active in a NFkappaB reporter gene assay. Cyclic semicarbazones, in contrast, combine a strong inhibitory effect on the enzyme with an inhibition of NFkappaB si...

journal_title：Bioorganic & medicinal chemistry

authors： Leban J,Blisse M,Krauss B,Rath S,Baumgartner R,Seifert MH

更新日期：2008-04-15 00:00:00

abstract：:Biological assay guided fractionation of a dichloromethane extract of Synaptolepis kirkii led to the isolation of four new and five known daphnane-type diterpene orthoesters, whose structure was established by spectroscopic data. Full spectroscopic data of the new and known natural products are reported here for the f...

journal_title：Bioorganic & medicinal chemistry

authors： He W,Cik M,Van Puyvelde L,Van Dun J,Appendino G,Lesage A,Van der Lindin I,Leysen JE,Wouters W,Mathenge SG,Mudida FP,De Kimpe N

更新日期：2002-10-01 00:00:00

abstract：:Peroxynitrite, a reactive nitrogen species generated from nitric oxide and superoxide anion radical, is an endogenous potential risk factor for human cancer. When 2'-deoxycytidine was incubated with peroxynitrite at neutral pH and 37 degrees C, the reaction was greatly enhanced by the addition of ammonium bromide. Bot...

journal_title：Bioorganic & medicinal chemistry

authors： Suzuki T,Ida K,Uchibe S,Inukai M

更新日期：2008-05-01 00:00:00

abstract：:We designed, synthesized and evaluated 13 novel tricyclic indeno[2,1-d]pyrimidines as RTK inhibitors. These analogues were synthesized via a Dieckmann condensation of 1,2-phenylenediacetonitrile followed by cyclocondensation with guanidine carbonate to afford the 2-amino-3,9-dihydro-indeno[2,1-d]pyrimidin-4-one. Sulfo...

journal_title：Bioorganic & medicinal chemistry

authors： Gangjee A,Zhao Y,Ihnat MA,Thorpe JE,Bailey-Downs LC,Kisliuk RL

更新日期：2012-07-15 00:00:00

abstract：:To investigate the effect of elongating base-pair (bp) recognition sequences, we synthesized N-methylpyrrole-N-methylimidazole (PI) polyamide conjugates with eight-bp recognition (3-5). The DNA alkylating activities of conjugates 3-5 were evaluated by high-resolution denaturing polyacrylamide gel electrophoresis with ...

journal_title：Bioorganic & medicinal chemistry

authors： Takagaki T,Bando T,Kitano M,Hashiya K,Kashiwazaki G,Sugiyama H

更新日期：2011-10-01 00:00:00

abstract：:Deoxyhypusine synthase catalyzes the first step in the posttranslational biosynthesis of the unusual amino acid hypusine [N epsilon-(4-amino-2-hydroxybutyl)lysine] in eukaryotic translation initiation factor 5A (eIF-5A). eIF-5A and its single hypusine residue are essential for cell proliferation. Two series of 1,7-dia...

journal_title：Bioorganic & medicinal chemistry

authors： Lee YB,Folk JE

更新日期：1998-03-01 00:00:00

abstract：:Chemical investigation of the organic extract obtained from the sponge Plakortis simplex collected in the South China Sea afforded five new polyketide endoperoxides (2 and 4-7), along with two known analogues (1 and 3). The stereostructures of these metabolites have been deduced on the basis of spectroscopic analysis ...

journal_title：Bioorganic & medicinal chemistry

authors： Chianese G,Persico M,Yang F,Lin HW,Guo YW,Basilico N,Parapini S,Taramelli D,Taglialatela-Scafati O,Fattorusso C

更新日期：2014-09-01 00:00:00

abstract：:Chagas disease is an infection caused by protozoan Trypanosoma cruzi, which affects approximately 8-10million people worldwide. Benznidazole is the only drug approved for treatment during the acute and asymptomatic chronic phases of Chagas disease; however, it has poor efficacy during the symptomatic chronic phase. Th...

journal_title：Bioorganic & medicinal chemistry

authors： de Oliveira Filho GB,de Oliveira Cardoso MV,Espíndola JW,Ferreira LF,de Simone CA,Ferreira RS,Coelho PL,Meira CS,Magalhaes Moreira DR,Soares MB,Lima Leite AC

更新日期：2015-12-01 00:00:00

abstract：:Leinamycin (1) is a Streptomyces-derived natural product that displays nanomolar IC(50) values against human cancer cell lines. In the work described here, we report the synthesis and characterization of a small leinamycin analogue 19 that closely resembles the 'upper-right quadrant' of the natural product, consisting...

journal_title：Bioorganic & medicinal chemistry

authors： Keerthi K,Rajapakse A,Sun D,Gates KS

更新日期：2013-01-01 00:00:00

abstract：:In order to improve the discovery and development of new drugs, a broad effort is being made to assess the 'drug-like' properties of molecules in early stages of the discovery-research process. Although there are numerous approaches to this problem, perhaps the simplest and most widespread one is that developed by Chr...

journal_title：Bioorganic & medicinal chemistry

authors： Petit J,Meurice N,Kaiser C,Maggiora G

更新日期：2012-09-15 00:00:00

abstract：:Aminosteroid derivatives represent a new family of compounds with promising antiproliferative activity over different cancer cell lines. Among all the aminosteroid derivatives synthesised in our laboratory, we have identified E-37P as one of the more potent when tested in vitro. Unfortunately, the pharmacokinetic prop...

journal_title：Bioorganic & medicinal chemistry

authors： Ayan D,Maltais R,Hospital A,Poirier D

更新日期：2014-11-01 00:00:00

abstract：:A new fascaplysin analogue, 3-bromohomofascaplysin A (1), along with two known analogues, homofascaplysin A (2) and fascaplysin (3), were isolated from a Fijian Didemnum sp. ascidian. The absolute configurations of 3-bromohomofascaplysin A (1) and homofascaplysin A (2) were determined via experimental and theoreticall...

journal_title：Bioorganic & medicinal chemistry

authors： Lu Z,Ding Y,Li XC,Djigbenou DR,Grimberg BT,Ferreira D,Ireland CM,Van Wagoner RM

更新日期：2011-11-15 00:00:00

abstract：:A series of 1-substituted-3(5)-(6-methylpyridin-2-yl)-4-(quinolin-6-yl)pyrazoles 14a-e, 15a-e, 17a-c, and 18a-d have been synthesized and evaluated for their ALK5 inhibitory activity in an enzyme assay and in a cell-based luciferase reporter assay. The 6-quinolinyl pyrazole analogue 14b inhibited ALK5 phosphorylation ...

journal_title：Bioorganic & medicinal chemistry

authors： Jin CH,Krishnaiah M,Sreenu D,Rao KS,Subrahmanyam VB,Park CY,Son JY,Sheen YY,Kim DK

更新日期：2011-04-15 00:00:00

abstract：:The recent interest in inhibitors of farnesyl:protein transferase (FPTase) has resulted in a better understanding of the enzymology of this protein. Rationally designed inhibitors of prenyl transfer have emerged as potential new drug candidates because of the insight gained over how a prenyl group is enzymatically tra...

journal_title：Bioorganic & medicinal chemistry

authors： Scholten JD,Zimmerman K,Oxender M,Sebolt-Leopold J,Gowan R,Leonard D,Hupe DJ

更新日期：1996-09-01 00:00:00

abstract：:Many therapeutically-relevant protein-protein interactions (PPIs) have been reported that feature a helix and helix-binding cleft at the interface. Given this, different approaches to disrupting such PPIs have been developed. While short peptides (<15 amino acids) typically do not fold into a stable helix, researchers...

journal_title：Bioorganic & medicinal chemistry

authors： Tennyson RL,Walker SN,Ikeda T,Harris RS,McNaughton BR

更新日期：2018-03-15 00:00:00

abstract：:This article has been withdrawn at the request of the author(s) and/or editor. The Publisher apologizes for any inconvenience this may cause. The full Elsevier Policy on Article Withdrawal can be found at http://www.elsevier.com/locate/withdrawalpolicy. ...

journal_title：Bioorganic & medicinal chemistry

authors： Tandon V,Chhikara BS,Chandra R,Mishra AK

更新日期：2006-02-21 00:00:00