A series of bis-oxy cyclophane diamides with bis(aminomethyl)m-terphenyl as spacer have been synthesized and characterized from spectral and analytical data. All the cyclophane diamides exhibit better anti-arthritic activity than the reference drug viz. diclofenac sodium. Some of the cyclophane diamides exhibit good anti-inflammatory activity. The cyclophane amide 4 and 5 do not show any evidence of mutagenicity and cytotoxicity.
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http://dx.doi.org/10.1016/j.bmcl.2012.04.010 | DOI Listing |
Bioorg Med Chem Lett
June 2012
Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai, India.
A series of bis-oxy cyclophane diamides with bis(aminomethyl)m-terphenyl as spacer have been synthesized and characterized from spectral and analytical data. All the cyclophane diamides exhibit better anti-arthritic activity than the reference drug viz. diclofenac sodium.
View Article and Find Full Text PDFEur J Med Chem
July 2009
Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai, India.
A series of carbazole based macrocyclic diamides with thia and oxy linkages have been synthesized and the inhibitory activity of the cyclophane amides against human pathogenic bacteria and plant pathogenic fungi are documented. (S)-1,10-Bi-2-naphthol [(S)-BINOL] based chiral carbazolophane amide emerged as the most interesting compound in this series exhibiting excellent antibacterial and antifungal activities.
View Article and Find Full Text PDFOrg Lett
July 2008
Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045, USA.
Neutral and charged multitopic cyclophane-capped anion hosts connected by three or four diamide/monoamine chains and a decomposition product with two chains have been synthesized and characterized. The chains in the two former hosts fold together to form one or two binding pockets, respectively, and FHF(-) and several phosphate complexes have been obtained with the anions nestled in these pockets. The decomposition product also shows propensity for binding dicarboxylates, as evidenced by an isophthalate crystal structure.
View Article and Find Full Text PDFBioorg Med Chem Lett
December 2006
Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600 025, India.
Macrocyclic di- and tetra-amides with thia- and oxylinkages were synthesized and screened for in vitro anti-inflammatory activity. Cyclophane diamide 15 showed a dose-dependent activity, while the other cyclophane amides 16-20 exhibited mild activity.
View Article and Find Full Text PDFJ Org Chem
April 2003
School of Chemistry and Chemical Engineering, Shanghai Jiaotong University, 800 Dongchuan Lu, Shanghai 200240, China.
Three novel hetero[3]rotaxanes, which comprise one neutral tetraamide cyclophane, one tetracationic cyclophane, and one linear component, have been assembled by utilizing hydrogen-bonding and donor-acceptor interactions, through three neutral [2]rotaxanes as intermediates. Three tetracationic [2]rotaxanes are also prepared for property comparison. For all three linear components, diamide subunits, the hydrogen-bonding templating moieties, are introduced at the center of the molecules, while the electron-rich hydrogquinone subunits, the donor-acceptor interaction templates, are incorporated between the diamides and the triphenylmethyl stoppers.
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