21436-52-2Relevant articles and documents
Acylcarnitine analogues as topical, microbicidal spermicides.
Savle, Prashant S.,Doncel, Gustavo F.,Bryant, Stephen D.,Hubieki, M. Patricia,Robinette, R. Graham,Gandour, Richard D.
, p. 2545 - 2548 (1999)
Acylcarnitine analogues, (+)-6-Carboxylatomethyl-2-alkyl-4,4-dimethylmorpholinium (Z-n, where n = the number of carbons in the alkyl chain), synthesized in multi-gram quantities show in vitro activities as spermicides, anti-HIV agents, and inhibitors of the growth of Candida albicans. Activity improves with increasing chain length. Compound Z-15 is a candidate for further study as a topical, microbicidal spermicide.
3-O-Alkylascorbic Acids as Free-Radical Quenchers: Synthesis and Inhibitory Effect on Lipid Peroxidation
Nihro, Yasunori,Miyataka, Hideki,Sudo, Tadamitsu,Matsumoto, Hitoshi,Satoh, Toshio
, p. 2152 - 2157 (2007/10/02)
A novel series of 3-O-alkylascorbic acids (3-RASA, 3a-n) was synthesized to act as radical scavengers for active oxygen species and free radicals, and their redox potential and inhibitory effects on lipid peroxidation in rat liver microsomes were evaluated.The redox potentials of the 3-RASA compounds were increased by the substituent group to 90-190 mV above the potential for ascorbic acid (i.e., 3-RASA compounds were harder to oxidize).Although 3-O-dodecylascorbic acid (3c) and 3-O-(decylcarbomethyl)ascorbic acid (3i) differed in their redox potentials, they both markedly inhibited lipid peroxidation in rat liver microsomes to a similar extent (IC50 = 3.1 and 3.3E-6M, respectively).Structure-activity relationship studies demonstrated that the anti lipid peroxidation activity of the 3-RASA compounds was markedly dependent upon their hydrophobicity.