char = S;code = 83 char = y;code = 121 char = n;code = 110 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = s;code = 115 char = i;code = 105 char = s;code = 115 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = d;code = 100 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = t;code = 116 char = i;code = 105 char = p;code = 112 char = r;code = 114 char = o;code = 111 char = t;code = 116 char = o;code = 111 char = z;code = 122 char = o;code = 111 char = a;code = 97 char = l;code = 108 char = ;code = 32 char = p;code = 112 char = r;code = 114 char = o;code = 111 char = p;code = 112 char = e;code = 101 char = r;code = 114 char = t;code = 116 char = i;code = 105 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = o;code = 111 char = f;code = 102 char = ;code = 32 char = p;code = 112 char = e;code = 101 char = n;code = 110 char = t;code = 116 char = a;code = 97 char = m;code = 109 char = i;code = 105 char = d;code = 100 char = i;code = 105 char = n;code = 110 char = e;code = 101 char = ;code = 32 char = c;code = 99 char = o;code = 111 char = n;code = 110 char = g;code = 103 char = e;code = 101 char = n;code = 110 char = e;code = 101 char = r;code = 114 char = s;code = 115 char = ;code = 32 char = b;code = 98 char = e;code = 101 char = a;code = 97 char = r;code = 114 char = i;code = 105 char = n;code = 110 char = g;code = 103 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = b;code = 98 char = e;code = 101 char = n;code = 110 char = z;code = 122 char = o;code = 111 char = f;code = 102 char = u;code = 117 char = r;code = 114 char = a;code = 97 char = n;code = 110 char = ;code = 32 char = m;code = 109 char = o;code = 111 char = t;code = 116 char = i;code = 105 char = f;code = 102 char = .;code = 46 result sql = Synthesis and antiprotozoal properties of pentamidine congeners bearing the benzofuran motif.
Synthesis and antiprotozoal properties of pentamidine congeners bearing the benzofuran motif.char = F;code = 70 char = o;code = 111 char = r;code = 114 char = t;code = 116 char = y;code = 121 char = -;code = 45 char = e;code = 101 char = i;code = 105 char = g;code = 103 char = h;code = 104 char = t;code = 116 char = ;code = 32 char = c;code = 99 char = a;code = 97 char = t;code = 116 char = i;code = 105 char = o;code = 111 char = n;code = 110 char = i;code = 105 char = c;code = 99 char = a;code = 97 char = l;code = 108 char = l;code = 108 char = y;code = 121 char = ;code = 32 char = s;code = 115 char = u;code = 117 char = b;code = 98 char = s;code = 115 char = t;code = 116 char = i;code = 105 char = t;code = 116 char = u;code = 117 char = t;code = 116 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = p;code = 112 char = e;code = 101 char = n;code = 110 char = t;code = 116 char = a;code = 97 char = m;code = 109 char = i;code = 105 char = d;code = 100 char = i;code = 105 char = n;code = 110 char = e;code = 101 char = ;code = 32 char = c;code = 99 char = o;code = 111 char = n;code = 110 char = g;code = 103 char = e;code = 101 char = n;code = 110 char = e;code = 101 char = r;code = 114 char = s;code = 115 char = ;code = 32 char = p;code = 112 char = o;code = 111 char = s;code = 115 char = s;code = 115 char = e;code = 101 char = s;code = 115 char = s;code = 115 char = i;code = 105 char = n;code = 110 char = g;code = 103 char = ;code = 32 char = b;code = 98 char = e;code = 101 char = n;code = 110 char = z;code = 122 char = o;code = 111 char = f;code = 102 char = u;code = 117 char = r;code = 114 char = a;code = 97 char = n;code = 110 char = ;code = 32 char = r;code = 114 char = i;code = 105 char = n;code = 110 char = g;code = 103 char = s;code = 115 char = ;code = 32 char = w;code = 119 char = e;code = 101 char = r;code = 114 char = e;code = 101 char = ;code = 32 char = s;code = 115 char = y;code = 121 char = n;code = 110 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = s;code = 115 char = i;code = 105 char = z;code = 122 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = b;code = 98 char = y;code = 121 char = ;code = 32 char = a;code = 97 char = ;code = 32 char = c;code = 99 char = o;code = 111 char = p;code = 112 char = p;code = 112 char = e;code = 101 char = r;code = 114 char = ;code = 32 char = m;code = 109 char = e;code = 101 char = d;code = 100 char = i;code = 105 char = a;code = 97 char = t;code = 116 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = h;code = 104 char = e;code = 101 char = t;code = 116 char = e;code = 101 char = r;code = 114 char = o;code = 111 char = a;code = 97 char = n;code = 110 char = n;code = 110 char = u;code = 117 char = l;code = 108 char = a;code = 97 char = t;code = 116 char = i;code = 105 char = o;code = 111 char = n;code = 110 char = ;code = 32 char = o;code = 111 char = f;code = 102 char = ;code = 32 char = s;code = 115 char = u;code = 117 char = b;code = 98 char = s;code = 115 char = t;code = 116 char = i;code = 105 char = t;code = 116 char = u;code = 117 char = t;code = 116 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = o;code = 111 char = -;code = 45 char = i;code = 105 char = o;code = 111 char = d;code = 100 char = o;code = 111 char = p;code = 112 char = h;code = 104 char = e;code = 101 char = n;code = 110 char = o;code = 111 char = l;code = 108 char = s;code = 115 char = ;code = 32 char = w;code = 119 char = i;code = 105 char = t;code = 116 char = h;code = 104 char = ;code = 32 char = p;code = 112 char = h;code = 104 char = e;code = 101 char = n;code = 110 char = y;code = 121 char = l;code = 108 char = ;code = 32 char = a;code = 97 char = c;code = 99 char = e;code = 101 char = t;code = 116 char = y;code = 121 char = l;code = 108 char = e;code = 101 char = n;code = 110 char = e;code = 101 char = s;code = 115 char = .;code = 46 char = ;code = 32 char = A;code = 65 char = c;code = 99 char = t;code = 116 char = i;code = 105 char = v;code = 118 char = i;code = 105 char = t;code = 116 char = i;code = 105 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = o;code = 111 char = f;code = 102 char = ;code = 32 char = c;code = 99 char = o;code = 111 char = m;code = 109 char = p;code = 112 char = o;code = 111 char = u;code = 117 char = n;code = 110 char = d;code = 100 char = s;code = 115 char = ;code = 32 char = 1;code = 49 char = -;code = 45 char = 4;code = 52 char = 8;code = 56 char = ;code = 32 char = a;code = 97 char = g;code = 103 char = a;code = 97 char = i;code = 105 char = n;code = 110 char = s;code = 115 char = t;code = 116 char = ;code = 32 char = T;code = 84 char = r;code = 114 char = y;code = 121 char = p;code = 112 char = a;code = 97 char = n;code = 110 char = o;code = 111 char = s;code = 115 char = o;code = 111 char = m;code = 109 char = a;code = 97 char = ;code = 32 char = b;code = 98 char = r;code = 114 char = u;code = 117 char = c;code = 99 char = e;code = 101 char = i;code = 105 char = ;code = 32 char = r;code = 114 char = h;code = 104 char = o;code = 111 char = d;code = 100 char = e;code = 101 char = s;code = 115 char = i;code = 105 char = e;code = 101 char = n;code = 110 char = s;code = 115 char = e;code = 101 char = ,;code = 44 char = ;code = 32 char = P;code = 80 char = l;code = 108 char = a;code = 97 char = s;code = 115 char = m;code = 109 char = o;code = 111 char = d;code = 100 char = i;code = 105 char = u;code = 117 char = m;code = 109 char = ;code = 32 char = f;code = 102 char = a;code = 97 char = l;code = 108 char = c;code = 99 char = i;code = 105 char = p;code = 112 char = a;code = 97 char = r;code = 114 char = u;code = 117 char = m;code = 109 char = ,;code = 44 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = d;code = 100 char = ;code = 32 char = L;code = 76 char = e;code = 101 char = i;code = 105 char = s;code = 115 char = h;code = 104 char = m;code = 109 char = a;code = 97 char = n;code = 110 char = i;code = 105 char = a;code = 97 char = ;code = 32 char = d;code = 100 char = o;code = 111 char = n;code = 110 char = o;code = 111 char = v;code = 118 char = a;code = 97 char = n;code = 110 char = i;code = 105 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = d;code = 100 char = ;code = 32 char = c;code = 99 char = y;code = 121 char = t;code = 116 char = o;code = 111 char = t;code = 116 char = o;code = 111 char = x;code = 120 char = i;code = 105 char = c;code = 99 char = i;code = 105 char = t;code = 116 char = i;code = 105 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = f;code = 102 char = o;code = 111 char = r;code = 114 char = ;code = 32 char = m;code = 109 char = a;code = 97 char = m;code = 109 char = m;code = 109 char = a;code = 97 char = l;code = 108 char = i;code = 105 char = a;code = 97 char = n;code = 110 char = ;code = 32 char = c;code = 99 char = e;code = 101 char = l;code = 108 char = l;code = 108 char = s;code = 115 char = ;code = 32 char = w;code = 119 char = e;code = 101 char = r;code = 114 char = e;code = 101 char = ;code = 32 char = i;code = 105 char = n;code = 110 char = f;code = 102 char = l;code = 108 char = u;code = 117 char = e;code = 101 char = n;code = 110 char = c;code = 99 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = b;code = 98 char = y;code = 121 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = n;code = 110 char = a;code = 97 char = t;code = 116 char = u;code = 117 char = r;code = 114 char = e;code = 101 char = ;code = 32 char = o;code = 111 char = f;code = 102 char = ;code = 32 char = c;code = 99 char = a;code = 97 char = t;code = 116 char = i;code = 105 char = o;code = 111 char = n;code = 110 char = i;code = 105 char = c;code = 99 char = ;code = 32 char = s;code = 115 char = u;code = 117 char = b;code = 98 char = s;code = 115 char = t;code = 116 char = i;code = 105 char = t;code = 116 char = u;code = 117 char = e;code = 101 char = n;code = 110 char = t;code = 116 char = s;code = 115 char = ,;code = 44 char = ;code = 32 char = p;code = 112 char = l;code = 108 char = a;code = 97 char = c;code = 99 char = e;code = 101 char = m;code = 109 char = e;code = 101 char = n;code = 110 char = t;code = 116 char = ;code = 32 char = o;code = 111 char = f;code = 102 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = b;code = 98 char = e;code = 101 char = n;code = 110 char = z;code = 122 char = o;code = 111 char = f;code = 102 char = u;code = 117 char = r;code = 114 char = a;code = 97 char = n;code = 110 char = ;code = 32 char = f;code = 102 char = r;code = 114 char = a;code = 97 char = g;code = 103 char = m;code = 109 char = e;code = 101 char = n;code = 110 char = t;code = 116 char = ,;code = 44 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = d;code = 100 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = l;code = 108 char = e;code = 101 char = n;code = 110 char = g;code = 103 char = t;code = 116 char = h;code = 104 char = ;code = 32 char = o;code = 111 char = f;code = 102 char = ;code = 32 char = t;code = 116 char = h;code = 104 char = e;code = 101 char = ;code = 32 char = c;code = 99 char = a;code = 97 char = r;code = 114 char = b;code = 98 char = o;code = 111 char = n;code = 110 char = ;code = 32 char = l;code = 108 char = i;code = 105 char = n;code = 110 char = k;code = 107 char = e;code = 101 char = r;code = 114 char = ;code = 32 char = b;code = 98 char = e;code = 101 char = t;code = 116 char = w;code = 119 char = e;code = 101 char = e;code = 101 char = n;code = 110 char = ;code = 32 char = a;code = 97 char = r;code = 114 char = o;code = 111 char = m;code = 109 char = a;code = 97 char = t;code = 116 char = i;code = 105 char = c;code = 99 char = ;code = 32 char = m;code = 109 char = o;code = 111 char = i;code = 105 char = e;code = 101 char = t;code = 116 char = i;code = 105 char = e;code = 101 char = s;code = 115 char = .;code = 46 char = ;code = 32 char = S;code = 83 char = e;code = 101 char = v;code = 118 char = e;code = 101 char = r;code = 114 char = a;code = 97 char = l;code = 108 char = ;code = 32 char = d;code = 100 char = i;code = 105 char = c;code = 99 char = a;code = 97 char = t;code = 116 char = i;code = 105 char = o;code = 111 char = n;code = 110 char = s;code = 115 char = ;code = 32 char = e;code = 101 char = x;code = 120 char = h;code = 104 char = i;code = 105 char = b;code = 98 char = i;code = 105 char = t;code = 116 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = s;code = 115 char = u;code = 117 char = p;code = 112 char = e;code = 101 char = r;code = 114 char = i;code = 105 char = o;code = 111 char = r;code = 114 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = t;code = 116 char = i;code = 105 char = p;code = 112 char = l;code = 108 char = a;code = 97 char = s;code = 115 char = m;code = 109 char = o;code = 111 char = d;code = 100 char = i;code = 105 char = a;code = 97 char = l;code = 108 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = d;code = 100 char = ;code = 32 char = a;code = 97 char = n;code = 110 char = t;code = 116 char = i;code = 105 char = l;code = 108 char = e;code = 101 char = i;code = 105 char = s;code = 115 char = h;code = 104 char = m;code = 109 char = a;code = 97 char = n;code = 110 char = i;code = 105 char = a;code = 97 char = l;code = 108 char = ;code = 32 char = p;code = 112 char = o;code = 111 char = t;code = 116 char = e;code = 101 char = n;code = 110 char = c;code = 99 char = i;code = 105 char = e;code = 101 char = s;code = 115 char = ;code = 32 char = c;code = 99 char = o;code = 111 char = m;code = 109 char = p;code = 112 char = a;code = 97 char = r;code = 114 char = e;code = 101 char = d;code = 100 char = ;code = 32 char = t;code = 116 char = o;code = 111 char = ;code = 32 char = p;code = 112 char = e;code = 101 char = n;code = 110 char = t;code = 116 char = a;code = 97 char = m;code = 109 char = i;code = 105 char = d;code = 100 char = i;code = 105 char = n;code = 110 char = e;code = 101 char = .;code = 46 char = <;code = 60 char = b;code = 98 char = r;code = 114 char = /;code = 47 char = >;code = 62 result sql = Forty-eight cationically substituted pentamidine congeners possessing benzofuran rings were synthesized by a copper mediated heteroannulation of substituted o-iodophenols with phenyl acetylenes. Activities of compounds 1-48 against Trypanosoma brucei rhodesiense, Plasmodium falciparum, and Leishmania donovani and cytotoxicities for mammalian cells were influenced by the nature of cationic substituents, placement of the benzofuran fragment, and the length of the carbon linker between aromatic moieties. Several dications exhibited superior antiplasmodial and antileishmanial potencies compared to pentamidine.
Publication: J. Med. Chem. 2009 Sep 24 ;52(18)::5763-7. :doi: 10.1021/jm9006406.
Publication Date: 2009 Sep 24
Study Author(s): Bakunov, Stanislav A;Bakunova, Svetlana M;Bridges, Arlene S;Wenzler, Tanja;Barszcz, Todd;Werbovetz, Karl A;Brun, Reto;Tidwell, Richard R;
Institution: Department of Pathology and Laboratory Medicine, School of Medicine, The University of North Carolina, Chapel Hill, North Carolina 27599-7525, USA.
Shortcut link to this study:
Forty-eight cationically substituted pentamidine congeners possessing benzofuran rings were synthesized by a copper mediated heteroannulation of substituted o-iodophenols with phenyl acetylenes. Activities of compounds 1-48 against Trypanosoma brucei rhodesiense, Plasmodium falciparum, and Leishmania donovani and cytotoxicities for mammalian cells were influenced by the nature of cationic substituents, placement of the benzofuran fragment, and the length of the carbon linker between aromatic moieties. Several dications exhibited superior antiplasmodial and antileishmanial potencies compared to pentamidine.
PMID: 19757840