CCCCVII.—Trypanocidal action and chemical constitution. Part VII. s-Carbamides and arylamides of naphthylamine-di- and -tri-sulphonic acids with some observations on the mesomorphic state

Balaban, Isidore Elkanah; King, Harold

doi:10.1039/jr9270003068

Cited by 22 publications

(5 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Suramin has been used to treat African trypanosomiasis (13) and filariasis (14). Although suramin is toxic, some of its analogues (15) have been found to be much less toxic than suramin itself when tested in mice (16). Here, we show that suramin binds to MSP1 42 and that such binding inhibits both MSP1 secondary processing and merozoite invasion of erythrocytes.…”

mentioning

confidence: 82%

Suramin and Suramin Analogues Inhibit Merozoite Surface Protein-1 Secondary Processing and Erythrocyte Invasion by the Malaria Parasite Plasmodium falciparum

Fleck

Birdsall

Babon³

et al. 2003

Journal of Biological Chemistry

View full text Add to dashboard Cite

Malarial merozoites invade erythrocytes; and as an essential step in this invasion process, the 42-kDa fragment of Plasmodium falciparum merozoite surface protein-1 (MSP1 42 ) is further cleaved to a 33-kDa N-terminal polypeptide (MSP1 33 ) and an 19-kDa C-terminal fragment (MSP1 19 ) in a secondary processing step. Suramin was shown to inhibit both merozoite invasion and MSP1 42 proteolytic cleavage. This polysulfonated naphthylurea bound directly to recombinant P. falciparum . Several residues in MSP1 19 were implicated in the interaction with suramin using NMR measurements. A series of symmetrical suramin analogues that differ in the number of aromatic rings and substitution patterns of the terminal naphthylamine groups was examined in invasion and processing assays. Two classes of analogue with either two or four bridging rings were found to be active in both assays, whereas two other classes without bridging rings were inactive. We propose that suramin and related compounds inhibit erythrocyte invasion by binding to MSP1 and by preventing its cleavage by the secondary processing protease. The results indicate that enzymatic events during invasion are suitable targets for drug development and validate the novel concept of an inhibitor binding to a macromolecular substrate to prevent its proteolysis by a protease.

show abstract

mentioning

confidence: 82%

Suramin and Suramin Analogues Inhibit Merozoite Surface Protein-1 Secondary Processing and Erythrocyte Invasion by the Malaria Parasite Plasmodium falciparum

Fleck

Birdsall

Babon³

et al. 2003

Journal of Biological Chemistry

View full text Add to dashboard Cite

show abstract

“…A c c e p t e d M a n u s c r i p t 8 Lyotropic nematics were known before J-aggregates [33]. Balaban and King described the crucial role that water plays in the formation of the highly hydrated and stable mesophase of the derivatives of the naphthylaminsulphonic acids.…”

Section: Page 8 Of 31mentioning

confidence: 99%

WITHDRAWN: Hydrogen-bonding versus π–π stacking in the design of organic semiconductors: From dyes to oligomers

Gospodinova¹,

Tomšík²

2014

Progress in Polymer Science

View full text Add to dashboard Cite

This review discusses some general aspects of the highly directional intermolecular interactions in organic solids, followed by an overview of π-conjugated systems exhibiting directional preference in the intermolecular connection and demonstrating enhanced energy and/or charge carrier transfer. As examples, "small" dyes and pigments, "intermediate-sized" N-heteroacenes, and "large" hydrogen-bonded oligomers are considered. In all of these systems the intermolecular interactions between polarized peripheries of the π-conjugated moieties ensure a preferential direction in the molecular packing. The most important among these interactions are hydrogen bonds (both strong and weak). As demonstrated recently, hydrogen bonding represents a dominant attractive force even for molecules with different polarization of the π-conjugated aromatic or heterocyclic moieties, considered to be the most favorable condition for "face-to-face" orientation (π−π stacking).The solid-state anisotropy, most likely, results from the nematic liquid-crystalline ordering of both thermotropic and lyotropic origin. Moreover, the unique efficiency of the exciton diffusion in the J-aggregates of dyes indicates significant potential of the nematic liquidcrystalline state itself for the design of organic semiconductors.

show abstract

“…Nevertheless, it is not inappropriate to refer here to the similar phase behaviour exhibited by a wide variety of polycyclic amphiphilic compounds. These include bromophenanthrene sulphonic acids [42], naphthylamine disulphonic acids [43], dyes [44], and certain drugs such as the anti-asthmatic drug disodium chromoglycate [45]. It has recently been proposed that these substances be collectively referred to as 'chromonics' [46].…”

Section: Comparison Of the Phase Behaviour Of Discoid Amphiphilesmentioning

confidence: 99%

Designing new lyotropic amphiphilic mesogens to optimize the stability of nematic phases

et al. 1986

View full text Add to dashboard Cite

show abstract

CCCCVII.—Trypanocidal action and chemical constitution. Part VII. s-Carbamides and arylamides of naphthylamine-di- and -tri-sulphonic acids with some observations on the mesomorphic state

Cited by 22 publications

References 0 publications

Suramin and Suramin Analogues Inhibit Merozoite Surface Protein-1 Secondary Processing and Erythrocyte Invasion by the Malaria Parasite Plasmodium falciparum

Suramin and Suramin Analogues Inhibit Merozoite Surface Protein-1 Secondary Processing and Erythrocyte Invasion by the Malaria Parasite Plasmodium falciparum

WITHDRAWN: Hydrogen-bonding versus π–π stacking in the design of organic semiconductors: From dyes to oligomers

Designing new lyotropic amphiphilic mesogens to optimize the stability of nematic phases

Contact Info

Product

Resources

About