Enhanced hydrolytic stability and water solubility of an aromatic nitrogen mustard by conjugation with molecular umbrellas Journal Article
| Authors: | Vijayaraghavan, S.; Jing, B.; Vrablik, T.; Chou, T. C.; Regen, S. L. |
| Article Title: | Enhanced hydrolytic stability and water solubility of an aromatic nitrogen mustard by conjugation with molecular umbrellas |
| Abstract: | Chlorambucil, an aromatic nitrogen mustard, has been conjugated to putrescine- and spermidine based scaffolds bearing one, two, and four persulfated cholic acid units. Those conjugates bearing two or four sterols show improved hydrolytic stability and water solubility relative to chlorambucil. A similar conjugate that contained only one sterol unit shows negligible improvement in hydrolytic stability but a significant increase in water solubility. Qualitatively, the hydrolytic stability within this series of conjugates parallels the shielding effects that have previously been found for related conjugates bearing a pendant, hydrophobic fluorescent probe. In vitro studies indicate that these conjugates possess modest to moderate activity against certain human lymphoblastic leukemia and human colon carcinoma cells. |
| Keywords: | controlled study; human cell; fluorescent dye; cell line, tumor; chlormethine; cancer cell; lymphatic leukemia; water; colon carcinoma; hydrolysis; drug conjugation; drug stability; chlorambucil; nitrogen mustard compounds; solubility; drug solubility; putrescine; spermidine; humans; human; article; cholic acid; dansyl chloride |
| Journal Title: | Bioconjugate Chemistry |
| Volume: | 14 |
| Issue: | 3 |
| ISSN: | 1043-1802 |
| Publisher: | American Chemical Society |
| Date Published: | 2003-01-01 |
| Start Page: | 667 |
| End Page: | 671 |
| Language: | English |
| DOI: | 10.1021/bc034007s |
| PUBMED: | 12757393 |
| PROVIDER: | scopus |
| DOI/URL: | |
| Notes: | Export Date: 12 September 2014 -- Source: Scopus |
