Efficient synthesis of fluorothiosparfosic acid analogues with potential antitumoral activity.

abstract：:We have developed esonarimod, (+/-)-2-acetylthiomethyl-4-(4-methylphenyl)-4-oxobutanoic acid, as a new antirheumatic drug. Now we describe herein the preparation of the enantiomers of (+/-)-deacetylesonarimod, the pharmaceutically active metabolites of esonarimod, and comparison of their antirheumatic activities. No s...

journal_title：Bioorganic & medicinal chemistry

authors： Noguchi T,Onodera A,Tomisawa K,Yamashita M,Takeshita K,Yokomori S

更新日期：2002-08-01 00:00:00

abstract：:All-trans-retinoic acid (ATRA) as a physiological metabolite of vitamin A is widely applied in the treatment of cancer, skin, neurodegenerative and autoimmune diseases. CYP26A1 enzyme, induced by ATRA in liver and target tissues, metabolizes ATRA into 4-hydroxyl-RA. Inhibition of CYP26A1 metabolic enzyme represents a ...

journal_title：Bioorganic & medicinal chemistry

authors： Sun B,Liu K,Han J,Zhao LY,Su X,Lin B,Zhao DM,Cheng MS

更新日期：2015-10-15 00:00:00

abstract：:The present quantitative structure-activity relationship (QSAR) study attempts to explore the structural and physicochemical requirements of mannitol derivatives for HIV protease inhibitory activity using linear free energy related model of Hansch. QSAR models have been developed using electronic (Hammett sigma), hydr...

journal_title：Bioorganic & medicinal chemistry

authors： Leonard JT,Roy K

更新日期：2006-02-15 00:00:00

abstract：:A series of novel benzofuran-dihydropyridine hybrids were designed by molecular hybridization approach and evaluated for bone anabolic activities. Among the screened library, ethyl 4-(7-(sec-butyl)-2-(4-methylbenzoyl)benzofuran-5-yl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate (compound 21) significant...

journal_title：Bioorganic & medicinal chemistry

authors： Modukuri RK,Choudhary D,Gupta S,Rao KB,Adhikary S,Sharma T,Siddiqi MI,Trivedi R,Sashidhara KV

更新日期：2017-12-15 00:00:00

abstract：:C1027 is a potent antitumor agent that damages DNA. It has the unusual ability to produce double strand breaks and interstrand cross-links (ICLs) intracellularly, which enable it to initiate concurrent ataxia-telangiestasia mutated (ATM) and Rad-3 related (ATR) independent damage responses. The latter form of damage i...

journal_title：Bioorganic & medicinal chemistry

authors： San Pedro JM,Beerman TA,Greenberg MM

更新日期：2012-08-01 00:00:00

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

authors： Chakraborti AK,Thilagavathi R

更新日期：2003-09-01 00:00:00

abstract：:A series of novel hybrids of metronidazole and berberine as new type of antimicrobial agents were synthesized and characterized by (1)H NMR, (13)C NMR, IR, MS and HRMS spectra. Bioactive assay manifested that most of the prepared compounds exhibited effective antibacterial and antifungal activities and some showed com...

journal_title：Bioorganic & medicinal chemistry

authors： Zhang L,Chang JJ,Zhang SL,Damu GL,Geng RX,Zhou CH

更新日期：2013-07-15 00:00:00

abstract：:Twenty-four hydrophobic dicarboxylic acids are described which were evaluated as inhibitors of 14 kDa human platelet phospholipase A2 (HP-PLA2). In general, biarylacetic acid derivatives were found to be more active than biaryl acids or biarylpropanoic acids. More potent inhibitors were obtained when hydrophobic group...

journal_title：Bioorganic & medicinal chemistry

authors： Springer DM,Luh BY,Bronson JJ,McElhone KE,Mansuri MM,Gregor KR,Nettleton DO,Stanley PL,Tramposch KM

更新日期：2000-05-01 00:00:00

abstract：:In previous studies, the polycyclic cage amine 8-benzylamino-8,11-oxapentacyclo[5.4.0.0(2,6).0(3,10).0(5,9)]undecane (NGP1-01) and a number of its derivatives showed positive effects in neuroprotection studies with MPTP, in vivo. In view of these findings, we examined these compounds for their effects on [(3)H]dopamin...

journal_title：Bioorganic & medicinal chemistry

authors： Geldenhuys WJ,Malan SF,Murugesan T,Van der Schyf CJ,Bloomquist JR

更新日期：2004-04-01 00:00:00

abstract：:The synthesis and biological activity of a novel series of 2-alkyl-4-pyrrolidinylthio-beta-methylcarbapenems containing a variety of cationic heteroaromatic substituents linked via a C-C bond is described. As a result of these studies, we selected FR21818 (In) as a candidate compound for development. FR21818 exhibited...

journal_title：Bioorganic & medicinal chemistry

authors： Zam HA,Barrett D,Tanaka A,Sasaki H,Matsuda K,Sakurai M,Terasawa T,Shirai F,Chiba T,Matsumoto Y,Tawara S

更新日期：2001-04-01 00:00:00

abstract：:RNA cleavage by enediyne anticancer antibiotics was shown to occur with no apparent sequence selectivity, but RNA structure appears to be important in those substrates where cleavage was observed. Neocarzinostatin (NCS) cleaved a wider variety of RNA substrates than either esperamicin (ESP) or calicheamicin (CAL), and...

journal_title：Bioorganic & medicinal chemistry

authors： Battigello JM,Cui M,Roshong S,Carter BJ

更新日期：1995-06-01 00:00:00

abstract：:The inhibition of the UDP-3-O-[(R)-3-hydroxymyristoyl]-N-acetylglucosamine deacetylase (LpxC) represents a promising strategy to combat infections caused by multidrug-resistant Gram-negative bacteria. In order to elucidate the functional groups being important for the inhibition of LpxC, the structure of our previousl...

journal_title：Bioorganic & medicinal chemistry

authors： Szermerski M,Melesina J,Wichapong K,Löppenberg M,Jose J,Sippl W,Holl R

更新日期：2014-02-01 00:00:00

abstract：:The malarial parasite Plasmodium falciparum encodes for an alpha-carbonic anhydrase (CA) enzyme possessing catalytic properties distinct of that of the human host, which was only recently purified. A series of aromatic sulfonamides, most of which were Schiff's bases derived from sulfanilamide/homosulfanilamide/4-amino...

journal_title：Bioorganic & medicinal chemistry

authors： Krungkrai J,Scozzafava A,Reungprapavut S,Krungkrai SR,Rattanajak R,Kamchonwongpaisan S,Supuran CT

更新日期：2005-01-17 00:00:00

abstract：:Synthesis and pharmacological characterisation of a series of compounds in which the oxime substructure present in imoproxifan was constrained in the pentatomic NO-donor furoxan ring, as well as their structurally related furazan analogues devoid of NO-donating properties, are described. The whole series of products d...

journal_title：Bioorganic & medicinal chemistry

authors： Tosco P,Bertinaria M,Di Stilo A,Cena C,Sorba G,Fruttero R,Gasco A

更新日期：2005-08-01 00:00:00

abstract：:Novel pyrazolyl-2,4-thiazolidinediones were prepared via the reaction of appropriate pyrazolecarboxaldehydes with 2,4-thiazolidinediones and substituted benzyl-2,4-thiazolidinediones. The resultant compounds were first evaluated for their anti-inflammatory and neuroprotective properties in vitro. The active compounds ...

journal_title：Bioorganic & medicinal chemistry

authors： Youssef AM,White MS,Villanueva EB,El-Ashmawy IM,Klegeris A

更新日期：2010-03-01 00:00:00

abstract：:The objective of this brief review is to present an overview of the bioorganic chemistry of cyclic-ADP-ribose (cADPR) with special emphasis on the methodology used for the synthesis of analogues of cADPR. New structural analogues of cADPR can be prepared using either the biomimetic method or ADP-ribosyl cyclase from A...

journal_title：Bioorganic & medicinal chemistry

authors： Zhang FJ,Gu QM,Sih CJ

更新日期：1999-05-01 00:00:00

abstract：:A series of 8,9-disubstituted adenines (4, 5, 8), 6-substituted aminopurines (10-13) and 9-(p-fluorobenzyl/cyclopentyl)-6-substituted aminopurines (16, 17, 19-30) have been prepared and the antimicrobial activities of these compounds against Staphylococcus aureus, methicillin-resistant S. aureus (MRSA, standard and cl...

journal_title：Bioorganic & medicinal chemistry

authors： Tunçbilek M,Ateş-Alagöz Z,Altanlar N,Karayel A,Ozbey S

更新日期：2009-02-15 00:00:00

abstract：:omega-(1H-Imidazol-4-yl)alkane-1-sulfonamides were prepared and found to be potent histamine H(3) receptor antagonists. High receptor affinity and a low difference in the data between the bioassays were achieved with 5-(1H-imidazol-4-yl)pentane-1-sulfonic acid 4-chlorobenzylamide (16). Good in vitro profiles were also...

journal_title：Bioorganic & medicinal chemistry

authors： Tozer MJ,Buck IM,Cooke T,Kalindjian SB,Pether MJ,Steel KI

更新日期：2002-02-01 00:00:00

abstract：:We describe a new route for the synthesis of (S)-N-Boc-5-oxaproline. This building block is a key element for the chemical synthesis of proteins with the α-ketoacid-hydroxylamine (KAHA) ligation. The new synthetic pathway to the enantiopure oxaproline is based on a chiral amine mediated enantioselective conjugate addi...

journal_title：Bioorganic & medicinal chemistry

authors： Murar CE,Harmand TJ,Bode JW

更新日期：2017-09-15 00:00:00

abstract：:Activation of peroxisome proliferator-activated receptor (PPAR) subtypes offers a promising strategy for the treatment of diabetes mellitus and metabolic diseases. Selective and dual PPAR agonists have been developed and the systematic characterization of their structure-activity relationships (SAR) is of major signif...

journal_title：Bioorganic & medicinal chemistry

authors： Méndez-Lucio O,Pérez-Villanueva J,Castillo R,Medina-Franco JL

更新日期：2012-06-01 00:00:00

abstract：:A series of 3-N,N-di-n-propylamino-2-chromanones were synthesized as dopamine analogues. The lactone ring was introduced as a means to reduce their propensity to cross the blood-brain barrier and to avoid central side effects, rendering these compounds potentially useful for the treatment of glaucoma. Pharmacological ...

journal_title：Bioorganic & medicinal chemistry

authors： Benoit-Guyod M,Nicolle E,Namil A,Coulombeau C,Leclerc G

更新日期：1995-12-01 00:00:00

abstract：:Antagonizing transcriptional activity of farnesoid X receptor (FXR) in the intestine has been reported as an effective means for the treatment of nonalcoholic fatty liver disease, type 2 diabetes and obesity. We describe herein that the building blocks necessary to maintain the antagonism of our chemotype were investi...

journal_title：Bioorganic & medicinal chemistry

authors： Teno N,Yamashita Y,Masuda A,Iguchi Y,Oda K,Fujimori K,Hiramoto T,Nishimaki-Mogami T,Une M,Gohda K

更新日期：2019-06-01 00:00:00

abstract：:Enzymes catalyzing the biosynthesis of bacterial peptidoglycan represent traditionally a collection of highly selective targets for novel antibacterial drug design. Four members of the bacterial Mur ligase family-MurC, MurD, MurE and MurF-are involved in the intracellular steps of peptidoglycan biosynthesis, catalyzin...

journal_title：Bioorganic & medicinal chemistry

authors： Perdih A,Hrast M,Barreteau H,Gobec S,Wolber G,Solmajer T

更新日期：2014-08-01 00:00:00

abstract：:Aberrant hedgehog (Hh) pathway signaling is implicated in multiple cancer types and targeting the Smoothened (SMO) receptor, a key protein of the Hh pathway, has proven effective in treating metastasized basal cell carcinoma. Our lead optimization effort focused on a series of heteroarylamides. We observed that a meth...

journal_title：Bioorganic & medicinal chemistry

authors： Yang B,Hird AW,Bodnarchuk MS,Zheng X,Dakin L,Su Q,Daly K,Godin R,Hattersley MM,Brassil P,Redmond S,John Russell D,Janetka JW

更新日期：2020-01-15 00:00:00

abstract：INTRODUCTION:As part of our program to develop estrogen receptor (ER) targeted imaging and therapeutic agents we chose to evaluate 11β-substituted estradiol analogs as a representative scaffold. Previous synthetic studies provided an entry into this class of compounds and other work indicated that 11β-(substituted aryl...

journal_title：Bioorganic & medicinal chemistry

authors： Hanson RN,Hua E,Hendricks JA,Labaree D,Hochberg RB

更新日期：2012-06-15 00:00:00

abstract：:The quantitative structure-activity relationship of a set of 40 octopaminergic agonists against receptor 2 in cockroach nervous tissue, was analyzed using molecular-field analysis (MFA). MFA on the study set of those compounds evaluated effectively the energy between a probe and a molecular model at a series of points...

journal_title：Bioorganic & medicinal chemistry

authors： Hirashima A,Morimoto M,Kuwano E,Eto M

更新日期：2003-08-15 00:00:00

abstract：:Most of the natural schweinfurthins are potent and selective inhibitors of cell growth as measured by the National Cancer Institute's 60-cell line screen. Due to the limited supply of these natural products, we have initiated a program aimed at their synthesis. To date, this effort has led to the preparation of three ...

journal_title：Bioorganic & medicinal chemistry

authors： Kuder CH,Neighbors JD,Hohl RJ,Wiemer DF

更新日期：2009-07-01 00:00:00

abstract：:In an effort to expand the spectrum of activity of the oxazolidinone class of antibacterial agents to include Gram-negative bacteria, a series of new carbon-carbon linked pyrazolylphenyl analogues has been prepared. The alpha-N-substituted methyl pyrazole (10alpha) in the C3-linked series exhibited very good Gram-posi...

journal_title：Bioorganic & medicinal chemistry

authors： Lee CS,Allwine DA,Barbachyn MR,Grega KC,Dolak LA,Ford CW,Jensen RM,Seest EP,Hamel JC,Schaadt RD,Stapert D,Yagi BH,Zurenko GE,Genin MJ

更新日期：2001-12-01 00:00:00

abstract：:A new kaurane type diterpene lactone, neotripterifordin (1), has been isolated from the roots of Tripterygium wilfordii. The structure of 1 was elucidated by spectroscopic methods, which included the concerted application of a number of 2-D NMR techniques including 1H-1H COSY, phase-sensitive NOESY, HETCOR, and long-r...

journal_title：Bioorganic & medicinal chemistry

authors： Chen K,Shi Q,Fujioka T,Nakano T,Hu CQ,Jin JQ,Kilkuskie RE,Lee KH

更新日期：1995-10-01 00:00:00

abstract：:The synthesis and optimization of a class of trisubstituted quinazoline-2,4(1H,3H)-dione cPLA(2)alpha inhibitors are described. Utilizing pharmacophores that were found to be important in our indole series, we discovered inhibitors with reduced lipophilicity and improved aqueous solubility. These compounds are active ...

journal_title：Bioorganic & medicinal chemistry

authors： Kirincich SJ,Xiang J,Green N,Tam S,Yang HY,Shim J,Shen MW,Clark JD,McKew JC

更新日期：2009-07-01 00:00:00