Literature Review: Design, Synthesis and Biological Evaluation of Sphingolipid Probes
Faculty Mentor Information
Dr. Sameena Mateen, Idaho State University; Diana Cortez, Idaho State University; and Dr. Srinath Pashikanti, Idaho State University
Presentation Date
7-15-2026
Abstract
Sphingolipids constitute major building blocks of membranous organelles, lipid rafts and external environment barriers. This poster focuses on how sphingolipids are an important part of the physiological process and a basic building block of a lipid membrane. Jaspine B, anhydrophytosphingosine – sphingolipid mimic, has exhibited mitochondrial membrane depolarization as verified by cytochrome c release and apoptosis induction. Spisulosine, a sphingoid mimic was synthesized utilizing chiral pool strategy using L-amino acid. A stereoselective synthesis was developed utilizing L-serine. The total synthesis involved development of a second generation chiral intermediate “Aminobutenolide” – Dutta Lactone followed by FGI, intramolecular cyclization, and organo-metallic reactions. The structural similarity of Jaspine B with sphingolipid, jaspine B has evolved as probe to study the membrane organelle function, for example, mitochondrial function. The invitro studies, involving the NCI-60 panel screening of sphingolipid mimics will be discussed.
Literature Review: Design, Synthesis and Biological Evaluation of Sphingolipid Probes
Sphingolipids constitute major building blocks of membranous organelles, lipid rafts and external environment barriers. This poster focuses on how sphingolipids are an important part of the physiological process and a basic building block of a lipid membrane. Jaspine B, anhydrophytosphingosine – sphingolipid mimic, has exhibited mitochondrial membrane depolarization as verified by cytochrome c release and apoptosis induction. Spisulosine, a sphingoid mimic was synthesized utilizing chiral pool strategy using L-amino acid. A stereoselective synthesis was developed utilizing L-serine. The total synthesis involved development of a second generation chiral intermediate “Aminobutenolide” – Dutta Lactone followed by FGI, intramolecular cyclization, and organo-metallic reactions. The structural similarity of Jaspine B with sphingolipid, jaspine B has evolved as probe to study the membrane organelle function, for example, mitochondrial function. The invitro studies, involving the NCI-60 panel screening of sphingolipid mimics will be discussed.