The synthesis and the in vitro cytotoxicity studies of bisnaphthalimidopropyl polyamine derivatives against colon cancer cells and parasite Leishmania infantum
Bisnaphthalimidopropyl derivatives (BNIPSpd, BNIPDaoct, BNIPDanon, BNIPDadec, BNIPDpta and BNIPDeta) were synthesised in yields ranging from 50% to 70% and their cytotoxicity against colon cancer cells (Caco-2) and the parasite Leishmania infantum determined using the MTT assay. Cytotoxicity within...
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| Published in | Bioorganic & medicinal chemistry Vol. 15; no. 1; pp. 541 - 545 |
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| Main Authors | , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
England
Elsevier Ltd
2007
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| Subjects | |
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| Abstract | Bisnaphthalimidopropyl derivatives (BNIPSpd, BNIPDaoct, BNIPDanon, BNIPDadec, BNIPDpta and BNIPDeta) were synthesised in yields ranging from 50% to 70% and their cytotoxicity against colon cancer cells (Caco-2) and the parasite
Leishmania infantum determined using the MTT assay. Cytotoxicity within Caco-2 cells was manifested with IC
50 values between 0.3 and 22
μM. Compounds with the central longer alkyl chains exhibited the highest cytotoxicity. Against
L. infantum, IC
50 values were encompassed within a narrower concentration range of 0.47–1.54
μM. In the parasites, the presence of nitrogen in the central chain and the length of the central alkyl chains did not especially enhance cytotoxicity. This may be due to the way these compounds are transported in the cells. |
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| AbstractList | Bisnaphthalimidopropyl derivatives (BNIPSpd, BNIPDaoct, BNIPDanon, BNIPDadec, BNIPDpta and BNIPDeta) were synthesised in yields ranging from 50% to 70% and their cytotoxicity against colon cancer cells (Caco-2) and the parasite
Leishmania infantum determined using the MTT assay. Cytotoxicity within Caco-2 cells was manifested with IC
50 values between 0.3 and 22
μM. Compounds with the central longer alkyl chains exhibited the highest cytotoxicity. Against
L. infantum, IC
50 values were encompassed within a narrower concentration range of 0.47–1.54
μM. In the parasites, the presence of nitrogen in the central chain and the length of the central alkyl chains did not especially enhance cytotoxicity. This may be due to the way these compounds are transported in the cells. Bisnaphthalimidopropyl derivatives (BNIPSpd, BNIPDaoct, BNIPDanon, BNIPDadec, BNIPDpta and BNIPDeta) were synthesised in yields ranging from 50% to 70% and their cytotoxicity against colon cancer cells (Caco-2) and the parasite Leishmania infantum determined using the MTT assay. Cytotoxicity within Caco-2 cells was manifested with IC(50) values between 0.3 and 22 microM. Compounds with the central longer alkyl chains exhibited the highest cytotoxicity. Against L. infantum, IC(50) values were encompassed within a narrower concentration range of 0.47-1.54 microM. In the parasites, the presence of nitrogen in the central chain and the length of the central alkyl chains did not especially enhance cytotoxicity. This may be due to the way these compounds are transported in the cells. Bisnaphthalimidopropyl derivatives (BNIPSpd, BNIPDaoct, BNIPDanon, BNIPDadec, BNIPDpta and BNIPDeta) were synthesised in yields ranging from 50% to 70% and their cytotoxicity against colon cancer cells (Caco-2) and the parasite Leishmania infantum determined using the MTT assay. Cytotoxicity within Caco-2 cells was manifested with IC sub(50) values between 0.3 and 22 mu M. Compounds with the central longer alkyl chains exhibited the highest cytotoxicity. Against L. infantum, IC sub(50) values were encompassed within a narrower concentration range of 0.47-1.54 mu M. In the parasites, the presence of nitrogen in the central chain and the length of the central alkyl chains did not especially enhance cytotoxicity. This may be due to the way these compounds are transported in the cells. |
| Author | Codeiro-da-Silva, Anabela Tavares, Joana Ralton, Lynda Oliveira, João McPherson, Anne Thoo Lin, Paul Kong Bestwick, Charles S. |
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| Keywords | Antiparasitic activity BNIPDpta BNIPDadec BNIPDaoct BNIPSpd BNIPDanon BNIPDeta MTT Polyamines Bisnaphthalimidopropyl THF DMF Anticancer |
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| References | Brana, Cacho, Ramos, Dominguez, Pozuelo, Abradelo, Fernanda Rey-Stolle, Yuste, Carrasco, Bailly (bib11) 2003; 1 Dance, Ralton, Fuller, Milne, Duthie, Bestwick, Kong Thoo Lin (bib10) 2005; 69 Brana, Castellano, Moran, Perez de Vega, Qian, Romerdahl, Keilhauer (bib6) 1995; 30 O’Sullivan, Zhou, Li, Durham, Rallindi, Lane, Bacchi (bib13) 1997; 5 Labadie, Choi, Avery (bib14) 2004; 14 Carrasco, Joubert, Tardy, Maestre, Cacho, Brana, Bailly (bib8) 2003; 42 Brana, Cacho, Gradillas, De Pascual-Teresa, Ramos (bib1) 2001; 7 Kong Thoo Lin, Pavlov (bib3) 2000; 10 Pavlov, Kong Thoo Lin, Rodilla (bib4) 2001; 137 Tavares, Quaissi, Kong Thoo Lin, Tomas, Cordeiro-da-Silva (bib12) 2005; 35 Bailly, Carrasco, Joubert, Bal, Wattez, Hildebrand, Lansiaux, Colson, Houssier, Cacho, Ramos, Brana (bib7) 2003; 42 Patten, A. D.; Sun, J.-H.; Ardecky, R. J. U.S. Patent, 5,086,059, 1992. Kong Thoo Lin, Dance, Bestwick, Milne (bib9) 2003; 31 Brana, Ramos (bib2) 2001; 1 |
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| SubjectTerms | Animals Anticancer Antineoplastic Agents - chemical synthesis Antineoplastic Agents - chemistry Antineoplastic Agents - pharmacology Antiparasitic activity Antiparasitic Agents - chemical synthesis Antiparasitic Agents - chemistry Antiparasitic Agents - pharmacology Bisnaphthalimidopropyl Caco-2 Cells Cell Proliferation - drug effects Colonic Neoplasms - drug therapy Drug Screening Assays, Antitumor Humans Leishmania infantum Leishmania infantum - drug effects Molecular Structure Parasitic Sensitivity Tests Polyamines Polyamines - chemical synthesis Polyamines - chemistry Polyamines - pharmacology Stereoisomerism Structure-Activity Relationship |
| Title | The synthesis and the in vitro cytotoxicity studies of bisnaphthalimidopropyl polyamine derivatives against colon cancer cells and parasite Leishmania infantum |
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