Polycations. 19. The synthesis of symmetrical dicationic lipids with internal dimethylazonia functionalities separated by a spacer unit and pendant chains |
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Authors: | Robert Engel JaimeLee Iolani Rizzo Diego Montenegro Jay Leb Delroy Coleman Carolyn Hong Herby Jeanty Marie Thomas |
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Institution: | aDepartment of Chemistry and Biochemistry, Queens College of CUNY, 65-30 Kissena Boulevard, Flushing, NY 11367, USA;bDepartment of Chemistry and Physical Sciences, Pace University, 1 Pace Plaza, New York, NY 10038, USA;cDoctoral Program in Chemistry, The Graduate Center of CUNY, 365 5th Avenue, New York, NY 10016, USA |
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Abstract: | Herein is reported the preparation of several series of symmetrical polyammonium salts that serve as cationic lipids or precursors thereof, and are structurally based on several series of parent diamines where dimethylazonia functionalities are present, separated by a central structural unit, and pendant terminal chains. The resultant materials are of significant interest for a variety of purposes, such as serving as antihydrophobic species and as transfectins, the details of which are provided in separate reports. Attempts to effect selective alkylation to provide the corresponding unsymmetrical cationic lipids were without success, always leading to relatively useless mixtures of products. |
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Keywords: | Cationic lipid Polycation Quaternary ammonium salt Antihydrophobic effect Diol Tetraol |
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