Chiral switch of enzymatic ketone reduction by addition of gamma-cyclodextrin.

abstract：:Cytosporolide (Cytos) A-C, isolated from the fungus Cytospora sp., have anti-microbial activity, but their molecular targets in mammalian cells are unknown. We have previously reported the total synthesis of Cytos A by biomimetic hetero-Diels-Alder reaction. In this study, to examine the novel bioactivity of Cytos, we...

journal_title：Bioorganic & medicinal chemistry

authors： Otake K,Yamada K,Miura K,Sasazawa Y,Miyazaki S,Niwa Y,Ogura A,Takao KI,Simizu S

更新日期：2019-08-01 00:00:00

abstract：:Recent accumulating evidence has supported the notion that tumors have hierarchically organized heterogeneous cell populations and a small subpopulation of cells, termed cancer stem cells (CSCs), are responsible for tumor initiation, maintenance as well as drug resistance. Therefore, targeting the CSCs along with the ...

journal_title：Bioorganic & medicinal chemistry

authors： Aztopal N,Karakas D,Cevatemre B,Ari F,Icsel C,Daidone MG,Ulukaya E

更新日期：2017-01-01 00:00:00

abstract：:A new series of 4-aminochloroquinoline based sulfonamides were synthesized and evaluated for antiamoebic and antimalarial activities. Out of the eleven compounds evaluated (F1-F11), two of them (F3 and F10) showed good activity against Entamoeba histolytica (IC50 <5 μM). Three of the compounds (F5, F7 and F8) also dis...

journal_title：Bioorganic & medicinal chemistry

authors： Salahuddin A,Inam A,van Zyl RL,Heslop DC,Chen CT,Avecilla F,Agarwal SM,Azam A

更新日期：2013-06-01 00:00:00

abstract：:The preparation and biological evaluation of a novel series of dimeric camptothecin derivatives are described. All the new compounds showed a significant ability to inhibit human tumor cell growth with IC(50) values ranging from 0.03 to 12.2 μM. The interference with the activity of the nuclear enzymes topoisomerases ...

journal_title：Bioorganic & medicinal chemistry

authors： Riva E,Comi D,Borrelli S,Colombo F,Danieli B,Borlak J,Evensen L,Lorens JB,Fontana G,Gia OM,Via LD,Passarella D

更新日期：2010-12-15 00:00:00

abstract：:Two types of structural variants of D-myo-inositol 1,4,5-trisphosphate [Ins(1,4,5)P3] were prepared by a chemoenzymatic route. These 6-O-substituted analogues retained the biological activity of Ins(1,4,5)P3, and were able to elicit Ca2+ release from porcine brain microsomes. Moreover, these derivatives allowed the pr...

journal_title：Bioorganic & medicinal chemistry

authors： Gou DM,Shieh WR,Lu PJ,Chen CS

更新日期：1994-01-01 00:00:00

abstract：:The outcomes of breast cancer patients are still poor although new compounds have recently been introduced into the clinic. Therefore, novel chemical approaches are required. In the present study, palladium(II) and corresponding platinum(II) complexes containing bis(2-pyridylmethyl)amine (bpma) and saccharine were syn...

journal_title：Bioorganic & medicinal chemistry

authors： Ari F,Ulukaya E,Sarimahmut M,Yilmaz VT

更新日期：2013-06-01 00:00:00

abstract：:Recent reports show that the natural beta-diketone curcumin displays important biological properties regarding the intercellular adhesion molecule-1 (ICAM-1), which plays a critical role in the immune responses and inflammation. In this study the ICAM-1 inhibitory activity of beta-diketone compounds, which are curcumi...

journal_title：Bioorganic & medicinal chemistry

authors： Caruso F,Pettinari C,Marchetti F,Rossi M,Opazo C,Kumar S,Balwani S,Ghosh B

更新日期：2009-09-01 00:00:00

abstract：:Serine peptidases are a large, well-studied, and medically important class of peptidases. Despite the attention these enzymes have received, details concerning the substrate specificity of even some of the best known enzymes in this class are lacking. One approach to rapidly characterizing substrate specificity for pe...

journal_title：Bioorganic & medicinal chemistry

authors： Furlong ST,Mauger RC,Strimpler AM,Liu YP,Morris FX,Edwards PD

更新日期：2002-11-01 00:00:00

abstract：:Twenty manzamine amides were synthesized and evaluated for in vitro antimalarial and antimicrobial activities. The amides of manzamine A (1) showed significantly reduced cytotoxicity against Vero cells, although were less active than 1. The structure-activity analysis showed that linear, short alkyl groups adjacent to...

journal_title：Bioorganic & medicinal chemistry

authors： Wahba AE,Peng J,Kudrimoti S,Tekwani BL,Hamann MT

更新日期：2009-11-15 00:00:00

abstract：:Many synthetic retinoids contain an aromatic structure with a bulky hydrophobic fragment. In order to obtain retinoids with therapeutic potential that do not bind to or activate retinoic acid X receptors (RXRs), we focused on the introduction of novel hydrophobic moieties, that is, metacyclophane, phenalene and benzoh...

journal_title：Bioorganic & medicinal chemistry

authors： Amano Y,Noguchi M,Nakagomi M,Muratake H,Fukasawa H,Shudo K

更新日期：2013-07-15 00:00:00

abstract：:A novel substituted cysteine accessibility method (SCAM) reagent was developed for monoamine uptake transporters. The new reagent, MTS-MPP(+), was a derivative of the neurotoxin and transporter substrate MPP(+). MTS-MPP(+) labeled cysteine residues introduced into the serotonin transporter protein. Although it did not...

journal_title：Bioorganic & medicinal chemistry

authors： Gallardo-Godoy A,Torres-Altoro MI,White KJ,Barker EL,Nichols DE

更新日期：2007-01-01 00:00:00

abstract：:Due to the global threat of antibiotic resistance mediated by New Delhi metallo-beta-lactamase-1 (NDM-1) and the lack of structurally diverse inhibitors reported for this enzyme, we developed screening and counter-screening assays for manual and automated formats. The manual assay is a trans-well absorbance-based endp...

journal_title：Bioorganic & medicinal chemistry

authors： Thomas PW,Spicer T,Cammarata M,Brodbelt JS,Hodder P,Fast W

更新日期：2013-06-01 00:00:00

abstract：:Novel paclitaxel-mimicking alkaloids were designed and synthesized based on a bioactive conformation of paclitaxel, that is, REDOR-Taxol. The alkaloid 2 bearing a 5-7-6 tricyclic scaffold mimics REDOR-Taxol best among the compounds designed and was found to be the most potent compound against several drug-sensitive an...

journal_title：Bioorganic & medicinal chemistry

authors： Sun L,Veith JM,Pera P,Bernacki RJ,Ojima I

更新日期：2010-10-01 00:00:00

abstract：:We have used fluorescence anisotropy to measure in situ the thermodynamics of binding of alanine-rich mutants of the GCN4 basic region/leucine zipper (bZIP) to short DNA duplexes, in which thymines were replaced with uracils, in order to quantify the contributions of the C5 methyl group on thymines with alanine methyl...

journal_title：Bioorganic & medicinal chemistry

authors： Kise KJ Jr,Shin JA

更新日期：2001-09-01 00:00:00

abstract：:A series of 6-amino-4-oxo-1,3-diphenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonyl derivatives was synthesized. The compounds demonstrated to be novel, potent and selective inhibitors of Interleukin-8-induced human neutrophil chemotaxis. A SAR study was performed by varying the carbonyl function at position 5 and...

journal_title：Bioorganic & medicinal chemistry

authors： Cesarini S,Spallarossa A,Ranise A,Bruno O,Arduino N,Bertolotto M,Dallegri F,Tognolini M,Gobbetti T,Barocelli E

更新日期：2009-05-15 00:00:00

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

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

更新日期：2000-07-01 00:00:00

abstract：:Four palladium(II) and platinum(II) saccharinate (sac) complexes with 2-(hydroxymethyl)pyridine (2-hmpy) and 2-(2-hydroxyethyl)pyridine (2-hepy), namely trans-[Pd(2-hmpy)2(sac)2]·H2O (1), trans-[Pt(2-hmpy)2(sac)2]·3H2O (2), trans-[Pd(2-hepy)2(sac)2] (3) and trans-[Pt(2-hepy)2(sac)2] (4), have been synthesized and char...

journal_title：Bioorganic & medicinal chemistry

authors： Ari F,Aztopal N,Icsel C,Yilmaz VT,Guney E,Buyukgungor O,Ulukaya E

更新日期：2013-11-01 00:00:00

abstract：:2-[(18)F]Fluoroethyl azide ([(18)F]FEA) and terminal alkynyl modified propioloyl RGDfK were selected in this study. [(18)F]FEA was prepared by nucleophilic radiofluorination of 2-azidoethyl 4-toluenesulfonate with radiochemical yield of 71 ± 4% (n = 5, decay-corrected). We assessed the various conditions of the CuAAC ...

journal_title：Bioorganic & medicinal chemistry

authors： Li J,Shi L,Jia L,Jiang D,Zhou W,Hu W,Qi Y,Zhang L

更新日期：2012-06-15 00:00:00

abstract：:Triterpene sapogenins are a group of biologically active compounds with antibacterial activity. However, the limited solubility and poor bioavailability of triterpene sapogenins restrict their therapeutic application. Polyarginine peptides are small cationic peptides with high affinities for multiple negatively charge...

journal_title：Bioorganic & medicinal chemistry

authors： Na H,Li X,Zou C,Wang C,Wang C,Liu K

更新日期：2016-07-01 00:00:00

abstract：:To clarify the structure-activity relationships of flavonoids for nitric oxide (NO) production inhibitory activity, we examined the inhibitory effects of 73 flavonoids on NO production in lipopolysaccharide-activated mouse peritoneal macrophages. Among those flavonoids, apigenin (IC(50)=7.7 microM), diosmetin (8.9 mic...

journal_title：Bioorganic & medicinal chemistry

authors： Matsuda H,Morikawa T,Ando S,Toguchida I,Yoshikawa M

更新日期：2003-05-01 00:00:00

abstract：:Compounds which inhibit the HIV-1 replication cycle have been found amongst fragment peptides derived from an HIV-1 matrix (MA) protein. Overlapping peptide libraries covering the whole sequence of MA were designed and constructed with the addition of an octa-arginyl group to increase their cell membrane permeability....

journal_title：Bioorganic & medicinal chemistry

authors： Narumi T,Komoriya M,Hashimoto C,Wu H,Nomura W,Suzuki S,Tanaka T,Chiba J,Yamamoto N,Murakami T,Tamamura H

更新日期：2012-02-15 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：:The following study describes the synthesis of new benzanilide derivatives and their pharmacological investigation on smooth muscle preparations of guinea pigs. All compounds were synthesized in good yields and showed a spasmolytic activity without significant effect on vascular smooth muscles and heart muscle prepara...

journal_title：Bioorganic & medicinal chemistry

authors： Brunhofer G,Handler N,Leisser K,Studenik CR,Erker T

更新日期：2008-06-01 00:00:00

abstract：:The aim of this work was to synthesize a set of heterocyclic derivatives of lupane, lup-20(29)-ene, and 18α-oleanane, and to investigate their cytotoxic activities. Some of those heterocycles were previously known in the oleanane (allobetulin) group; however, to our knowledge the syntheses and biological activities of...

journal_title：Bioorganic & medicinal chemistry

authors： Urban M,Vlk M,Dzubak P,Hajduch M,Sarek J

更新日期：2012-06-01 00:00:00

abstract：:Two new series of symmetric acyclic nucleoside bisphosphonates (ANbPs) have been synthesised as potential inhibitors of the Plasmodium falciparum (Pf) and vivax (Pv) 6-oxopurine phosphoribosyltransferases. The structural variability between these symmetric ANbPs lies in the number of atoms in the two acyclic linkers c...

journal_title：Bioorganic & medicinal chemistry

authors： Špaček P,Keough DT,Chavchich M,Dračínský M,Janeba Z,Naesens L,Edstein MD,Guddat LW,Hocková D

更新日期：2017-08-01 00:00:00

abstract：:The binding stoichiometry, binding constants, and inclusion mode of some water-soluble negatively charged cyclodextrin derivatives, i.e. heptakis-[6-deoxy-6-(3-sulfanylpropanoic acid)]-β-cyclodextrin(H1), heptakis-[6-deoxy-6-(2-sulfanylacetic acid)]-β-cyclodextrin(H2), mono-[6-deoxy-6-(3-sulfanylpropanoic acid)]-β-cyc...

journal_title：Bioorganic & medicinal chemistry

authors： Cheng JG,Yu HJ,Chen Y,Liu Y

更新日期：2018-05-15 00:00:00

abstract：:We efficiently synthesized 2'-O,4'-C-aminomethylene-bridged nucleic acid (2',4'-BNANC) monomers bearing the four nucleobases, guanine, adenine, thymine, and 5-methylcytosine and incorporated these monomers into oligonucleotides. Initially, we carried out the transglycosylation reaction on several 2'-O-substituted 5-me...

journal_title：Bioorganic & medicinal chemistry

authors： Fujisaka A,Hari Y,Takuma H,Rahman SMA,Yoshikawa H,Pang J,Imanishi T,Obika S

更新日期：2019-04-15 00:00:00

abstract：:Systematic replacement in the 3- or 4-position of the pyrrolidine ring at P1' proline was carried out. Compound 26, which has a Cl atom in the 4(S)-position was the most active among inhibitors substituted with other halogen atoms or other substituents. Furthermore, the replacement of the Z group in compound 26 with f...

journal_title：Bioorganic & medicinal chemistry

authors： Komai T,Higashida S,Sakurai M,Nitta T,Kasuya A,Miyamaoto S,Yagi R,Ozawa Y,Handa H,Mohri H,Yasuoka A,Oka S,Nishigaki T,Kimura S,Shimada K,Yabe Y

更新日期：1996-08-01 00:00:00

abstract：:The okadaic acid class of naturally occurring toxins is a structurally diverse group of molecules that inhibit the protein phosphatases PP1 and PP2A. Studies providing information about the mode of binding between the toxins and the phosphatases contribute to an overall understanding of the signal transduction pathway...

journal_title：Bioorganic & medicinal chemistry

authors： Sheppeck JE 2nd,Gauss CM,Chamberlin AR

更新日期：1997-09-01 00:00:00

abstract：:A novel class of N-substituted tetrahydropyridine derivatives was found to have multiple kinetic mechanisms of monoamine oxidase A inhibition. Eleven structurally similar tetrahydropyridine derivatives were synthesized and evaluated as inhibitors of MAO-A and MAO-B. The most potent MAO-A inhibitor in the series, 2,4-d...

journal_title：Bioorganic & medicinal chemistry

authors： Wichitnithad W,O'Callaghan JP,Miller DB,Train BC,Callery PS

更新日期：2011-12-15 00:00:00