Abstract:
:Carbonates containing an iodinated aromatic ring on one side of the carbonate linkage and an alkyl group on the other were prepared. The aromatic side consisted of p-iodophenyl, p-iodobenzyl, m-iodobenzyl, 3,5-diiodobenzyl, m-amino-2,4,6-triiodobenzyl, m-acetamido-2,4,6-triiodobenzyl, p-iodophenethyl, p-iodo-sec-phenethyl, 3-(p-iodophenyl)propyl, 3-(p-iodophenyl)butyl, 2-(p-iodobenzyl)butyl, and 2-(iodobenzyl)hexyl groups. The alkyl portion of the carbonates was derived from alkyl alcohols containing from two to ten carbon atoms. The approximate lethal dose of intraperitoneal injections ranged from less than 1 ml/kg to more than 15 ml/kg. An investigation into the use of these compounds as radiopaques for myelography, lymphography, bronchography, and salpingography is underway.
journal_name
J Med Chemjournal_title
Journal of medicinal chemistryauthors
Newton BNdoi
10.1021/jm00234a002keywords:
subject
Has Abstractpub_date
1976-12-01 00:00:00pages
1362-6issue
12eissn
0022-2623issn
1520-4804journal_volume
19pub_type
杂志文章abstract::A series of thiazolothiazepines were prepared and tested against purified human immunodeficiency virus type-1 integrase (HIV-1 IN) and viral replication. Structure-activity studies reveal that the compounds possessing the pentatomic moiety SC(O)CNC(O) with two carbonyl groups are in general more potent against purifie...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm990047z
更新日期:1999-08-26 00:00:00
abstract::Acute lung injury (ALI) and idiopathic pulmonary fibrosis (IPF) are both serious public health problems with high incidence and mortality rate in adults, and with few drugs available for the efficient treatment in clinic. In this study, we identified that two known histone deacetylase (HDAC) inhibitors, suberanilohydr...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/acs.jmedchem.6b01507
更新日期:2017-03-09 00:00:00
abstract::A series of benzyl-substituted phthalonitriles, substituted at the 3-, 4-, and 4,5-positions, underwent varied condensations with phthalonitrile to give a series of protected (monohydroxy- and polyhydroxyphthalocyaninato)zinc(II) derivatives which were readily cleaved to give several hydroxyphthalocyanines (ZnPc) (pht...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm970336s
更新日期:1998-05-21 00:00:00
abstract::This paper describes the synthesis and biological evaluation of a new class of peptidomimetic falcipain-2 inhibitors based on a 1,4-benzodiazepine scaffold combined with various alpha,beta-unsaturated electrophilic functions such as vinyl-ketone, -amide, -ester, and -nitrile. The profile of reactivity of this class of...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm900047j
更新日期:2009-04-09 00:00:00
abstract::Human melanocortin receptors (hMCRs) have been challenging targets to develop ligands that are explicitly selective for each of their subtypes. To modulate the conformational preferences of the melanocortin ligands and improve the biofunctional agonist/antagonist activities and selectivities, we have applied a backbon...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/acs.jmedchem.5b00102
更新日期:2015-08-27 00:00:00
abstract::Polycomb Repressive Complex 2 (PRC2) modulates the chromatin structure and transcriptional repression by trimethylation lysine 27 of histone H3 (H3K27me3), a process that necessitates the protein-protein interaction (PPI) between the catalytic subunit EZH2 and EED. Deregulated PRC2 is intimately involved in tumorigene...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm501230c
更新日期:2014-11-26 00:00:00
abstract::Vitamin D compounds possessing A rings prohibited from flipping to the alternative chair form (i.e., analogues 2 and 26) were synthesized. The bicyclic fragment 22 consisting of the fused cyclohexane and dihydropyran rings was constructed via the ring-closing metathesis route. Also, a homologous synthon 23 with an att...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm9001583
更新日期:2009-06-11 00:00:00
abstract::Following erythrocyte invasion, malaria parasites export a catalogue of remodeling proteins into the infected cell that enable parasite development in the human host. Export is dependent on the activity of the aspartyl protease, plasmepsin V (PMV), which cleaves proteins within the Plasmodium export element (PEXEL; Rx...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm500797g
更新日期:2014-09-25 00:00:00
abstract::Hyperfibrinolytic situations can lead to life-threatening bleeding, especially during cardiac surgery. The approved antifibrinolytic agents such as tranexamic acid, ε-aminocaproic acid, 4-aminomethylbenzoic acid, and aprotinin were developed in the 1960s without the structural insight of their respective targets. Crys...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/acs.jmedchem.9b01060
更新日期:2020-02-27 00:00:00
abstract::Intervention in integrin-mediated cell adhesion and integrin signaling pathways is an ongoing area of research in medicinal chemistry and drug development. One key element in integrin-ligand interaction is the coordination of the bivalent cation at the metal ion-dependent adhesion site (MIDAS) by a carboxylic acid fun...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm2013826
更新日期:2012-01-26 00:00:00
abstract::Cytochrome P450 aromatase catalyzes the conversion of androgen substrates into estrogens. Aromatase inhibitors (AIs) have been used as first-line drugs in the treatment of estrogen-dependent breast cancer in postmenopausal women. However, the search for new, more potent, and selective AIs still remains necessary to av...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm2000689
更新日期:2011-06-23 00:00:00
abstract::Compound 3 is a potent aminobenzimidazole urea with broad-spectrum Gram-positive antibacterial activity resulting from dual inhibition of bacterial gyrase (GyrB) and topoisomerase IV (ParE), and it demonstrates efficacy in rodent models of bacterial infection. Preclinical in vitro and in vivo studies showed that compo...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm500563g
更新日期:2014-11-13 00:00:00
abstract::The synthesis and biological activity of a novel cyclic beta-sheet-type antimicrobial dehydropeptide based on gramicidin S (GS) is described. The GS analogue, containing two (Z)-(beta-3-pyridyl)-alpha,beta-dehydroalanine (DeltaZ3Pal) residues at the 4 and 4' positions (2), was synthesized by solution-phase methodologi...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm061051v
更新日期:2006-12-28 00:00:00
abstract::Tumor necrosis factor α (TNFα) is a soluble cytokine that is directly involved in systemic inflammation through the regulation of the intracellular NF-κB and MAPK signaling pathways. The development of biologic drugs that inhibit TNFα has led to improved clinical outcomes for patients with rheumatoid arthritis and oth...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/acs.jmedchem.0c01280
更新日期:2021-01-14 00:00:00
abstract::We have previously shown [Cys-Trp-Arg-Nva-Arg-Tyr-NH(2)](2), 1, to be a moderately selective neuropeptide Y (NPY) Y(4) receptor agonist. Toward improving the selectivity and potency for Y(4) receptors, we studied the effects of dimerizing H-Trp-Arg-Nva-Arg-Tyr-NH(2) using various diamino-dicarboxylic acids containing ...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm050907d
更新日期:2006-04-20 00:00:00
abstract::Structure-activity studies have been performed in an attempt to improve the potency of a novel series of azole-based endothelin-A (ET(A)) selective antagonists. Modifications of the hydrophobic group on the terminal urea produced substantial effects on receptor affinity; in particular, the choice of cyclohexyl- or ary...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm950592+
更新日期:1996-02-16 00:00:00
abstract::Some 2-aryloxymethyl-2,3,5,6-tetrahydro-1,4-oxazines have been shown to possess marked antidepressant activity. The 1,4-oxazines were synthesized by lithium aluminum hydride reduction of the readily available 6-aryloxymethyl-2,3,5,6-tetrahydro-1,4-oxazin-3-ones. High antidepressant activity was associated with ortho s...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm00240a009
更新日期:1975-06-01 00:00:00
abstract::Undetected pan-assay interference compounds (PAINS) with false-positive activities in assays often propagate through medicinal chemistry programs and compromise their outcomes. Although a large number of PAINS have been classified, often on the basis of individual studies or chemical experience, little has been done s...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/acs.jmedchem.7b00154
更新日期:2017-05-11 00:00:00
abstract::Thirteen newly synthesized or resynthesized diamine-platinum(II) complexes were characterized, and their cytotoxic activities (IC50) were tested on parental and resistant ovarian cancer cell lines. They represent models of conjugates between biologically active vectors and cytotoxic Pt(II) moieties within the "drug ta...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm049508t
更新日期:2005-02-10 00:00:00
abstract::We have introduced topographical constraints at the 9 position of a superpotent cyclic alpha-melanotropin analogue, Ac-Nle4-Asp5-His6-DPhe7-Arg8-Trp9-Lys10-NH2, by incorporating a methyl group at the beta-carbon of Trp9. These studies were performed on the Trp side chain pharmacophore to identify the bioactive topogra...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm00023a012
更新日期:1995-11-10 00:00:00
abstract::Emericedins A, B, and C, new betaines having inhibitory activity of long chain fatty acid oxidation, were isolated from the culture broth of Emericella quadrilineata IFO 5859. Their structures were determined by spectroscopic analyses as (R)-3-(acylamino)-4-(trimethylammonio)butyrate (acyl: A, acetyl; B, propionyl; C,...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm00391a030
更新日期:1987-08-01 00:00:00
abstract::For disease network intervention, up-regulating enzyme activities is equally as important as down-regulating activities. However, the design of enzyme activators presents a challenging route for drug discovery. Previous studies have suggested that activating 15-lipoxygenase (15-LOX) is a promising strategy to interven...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/acs.jmedchem.5b01011
更新日期:2016-05-12 00:00:00
abstract::A series of novel monoacylated vitamin C derivatives were chemically synthesized with a stable ascorbate derivative, 2-O-alpha-D-glucopyranosyl-L-ascorbic acid (AA-2G), and acid anhydrides in pyridine. Their solubility in organic phase, thermal stability, radical scavenging activity, and in vitro skin permeability was...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm010379f
更新日期:2002-01-17 00:00:00
abstract::A quantitative structure-activity relationship (QSAR) study was performed on a set of 49 negative allosteric modulators of AMPA receptor, acting as anticonvulsant agents, using multiple linear regression. The predictive ability of the resulting model was evaluated against a set of 12 compounds; the results showed good...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm0310838
更新日期:2004-03-25 00:00:00
abstract::Pironetin, the only crystallographically confirmed natural product to target α-tubulin, displays potent cytotoxic activity against sensitive and resistant A2780 ovarian cancer cell lines but is only marginally active in vivo. We now report that pironetin has a short half-life (<7 min) in human liver microsomes, sugges...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/acs.jmedchem.8b01774
更新日期:2019-02-14 00:00:00
abstract::Reports of a high-affinity ligand for E-selectin, sialyl di-Lewis(x) (sLe(x)Le(x), 1), motivated us to incorporate modifications to previously reported biphenyl-based inhibitors that would provide additional interactions with the protein. These compounds were assayed for the ability to inhibit the binding of sialyl Le...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm9704917
更新日期:1998-03-26 00:00:00
abstract::Imidazolium [trans-tetrachloro(1H-imidazole)(S-dimethylsulfoxide)ruthenate(III)] (NAMI-A) and indazolium [trans-tetrachlorobis(1H-indazole)ruthenate(III)] (KP1019) are the most promising ruthenium complexes for anticancer chemotherapy. In this study, the azole ligand of NAMI-A was systematically varied (from imidazole...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm061081y
更新日期:2007-05-03 00:00:00
abstract::The increase in the incidence of both hospital- and community-acquired antibiotic-resistant infections is a major concern to the healthcare community. There have been only two new classes of antibiotics approved by the FDA over the past 40 years, and clearly there is a growing need for additional antimicrobial agents....
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm900519b
更新日期:2009-08-27 00:00:00
abstract::2-Fluoro-, 4-fluoro-, and 6-fluorophenylephrine (6-FPE) were synthesized from the corresponding fluorinated 3-hydroxybenzaldehydes. New routes to 2-fluoro- and 6-fluoro-3-hydroxybenzaldehydes were developed based on regioselective lithiation of 2- and 4-[(dimethyl-tert-butylsilyl)oxy]fluorobenzene ortho to fluorine. A...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm00160a030
更新日期:1986-10-01 00:00:00
abstract::Generally, antipsychotic agents are dopamine receptor blocking agents that also block conditioned avoidance responding (CAR) in the rat. Recently, however, both (Q-methoxyphenyl)piperazine (OMPP, 1h) and (m-chlorophenyl)piperazine (MCPP, 1o) have been reported to block conditioned avoidance responding in the rat altho...
journal_title:Journal of medicinal chemistry
pub_type: 杂志文章
doi:10.1021/jm00125a020
更新日期:1989-05-01 00:00:00