- Synthesis of new carbohydrate-containing cationic alkyl glycerolipids with antitumor activity
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New non-phosphorous carbohydrate-containing cationic alkyl glycerolipids bearing a terminal glycosyl moiety were synthesized. An approach used for the preparation of 2-O-ethyl-1-O-octadecyl-rac-glycerol allowed us to increase the yield of this key precursor by a factor of two. The carbohydrate-containing cationic alkyl glycerolipids induced tumor cell death and minimal damage to normal cells (in particular, erythrocytes), which makes the new compounds promising for practical purposes.
- Shmendel,Perevoshchikova,Shishova,Kubasova,Tyutyunnik,Maslov,Morozova,Shtil
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- Synthesis of novel lipophilic tetraamines with cytotoxic activity
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New lipophilic polyamines in which natural or synthetic tetraamines were linked via the terminal NH2 groups to diglycerides and/or to short-chained aliphatic substituents were synthesized, and their cytotoxic activity was tested. Relationship between the structure of the synthesized compounds and their cytotoxicity and hemolytic effect was evaluated.
- Perevoshchikova, Ksenia A.,Nichugovskiy, Artemiy I.,Isagulieva, Alexandra K.,Morozova, Nina G.,Ivanov, Igor V.,Maslov, Mikhail A.,Shtil, Alexander A.
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p. 616 - 618
(2019/11/25)
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- Synthesis of liposomal phospholipid-(N4-palmitoyl-1-β-D-arabinofuranosylcytosine) conjugates and evaluation of their cytostatic activity against L1210 murine leukemia
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N4-Palmitoyl-araC, a prodrug of the cytostatic compound 1-β-D-arabinofuranosylcytosine (araC), was linked by means of the triester method to the phospholipids (2-chlorophenyl) (1,2-di-O-palmitoylglyceryl) phosphate, (2-chlorophenyl) (1,2-di-O-octadecylglyceryl) phosphate and (2-chlorophenyl) (1-O-octadecyl-2-O-palmitoylglyceryl) phosphate. In the first step of these gram-scale syntheses phospholipid-(N4-palmitoyl-araC) conjugates were obtained the linkage of which was accomplished via a triester group. In the second step the final condensates were obtained through transformation of the triester into a diester linkage by removal of the 2-chlorophenyl group. The cytostatic activity of these compounds which form stable liposomal preparations together with matrix lipids was evaluated according to the L1210 mouse leukemia model. The conjugates containing a triester linkage were shown to be ineffective, whereas those with a diester linkage display a significantly higher antitumor activity as compared to N4-palmitoyl-araC and araC. With the diester 6a-8a 80-100% of the treated animals were cured at a total dose of 200 μmol/kg, whereas with araC given at a fourfould higher concentration none of the treated mice survived. VCH Verlagsgesellschaft mbH, 1996.
- Schott, Herbert,Schwendener, Reto A.
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p. 365 - 369
(2007/10/03)
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