title: Calixarene-Mediated Liquid Membrane Transport of Choline Conjugates 2: Transport of Drug-Choline Conjugates and Neurotransmitters.
abstract: Lower rim carboxylic acid calix[n]arenes and upper rim phosphonic acid functionalized calix[4]arenes effect selective transport of distinct molecular payloads through a liquid membrane. The secret to this success lies in the attachment of a receptor-complementary handle. We find that the trimethylammonium ethylene group present in choline is a general handle for the transport of drug and drug-like species. Furthermore, neurotransmitters possessing ionizable amine termini are also transported. Some limitations to this strategy have been uncovered as payloads become increasingly lipophilic. These developments reveal new approaches to synthetic receptor-mediated selective small molecule transport in vesicular and cellular systems.
authors.affiliation: Department of Chemistry and Biochemistry, California State University Long Beach, 1250 Bellflower Blvd., Long Beach, CA, U.S.A.
authors.forename: Birendra Babu
authors.initials: BB
authors.lastname: Adhikari
authors.affiliation: Department of Chemistry and Biochemistry, California State University Long Beach, 1250 Bellflower Blvd., Long Beach, CA, U.S.A.
authors.forename: Sahar
authors.initials: S
authors.lastname: Roshandel
authors.affiliation: Department of Chemistry and Biochemistry, California State University Long Beach, 1250 Bellflower Blvd., Long Beach, CA, U.S.A.
authors.forename: Ayu
authors.initials: A
authors.lastname: Fujii
authors.affiliation: Department of Chemistry and Biochemistry, California State University Long Beach, 1250 Bellflower Blvd., Long Beach, CA, U.S.A.
authors.forename: Michael P
authors.initials: MP
authors.lastname: Schramm
keywords: Calixarenes; Dopamine; Drug delivery; Drug design; Medicinal chemistry; Receptors; Serotonin