TY - UNPB ID - pittir38629 UR - http://d-scholarship-dev.library.pitt.edu/38629/ A1 - Kilgore, Austin Y1 - 2020/06/08/ N2 - Since their discovery in 1997, the Petrosaspongiolide family of marine natural products has gained interest due to their potency and selectivity as phospholipase A2 inhibitors. Petrosaspongiolide L is unique within this family of compounds due to its pyridine containing tetracyclic ring structure that closely resembles the biologically active Spongidines. This pyridine moiety makes it an ideal candidate to highlight a microwave-mediated [2+2+2] cyclotrimerization reaction. Two different strategies were attempted in the synthesis of a key diyne intermediate. Conditional control of nucleic acid function has become an important method of elucidating gene function as well as a potential candidate in the treatment of multiple disorders. Endogenously, non-coding RNA utilizes the specificity of Watson-Crick base pairing to regulate gene expression. Expanding on these interactions, researchers have succeeded in manipulating these pathways by exposing cells and organisms to synthetic plasmids and oligonucleotides. Modifications to synthetic nucleic acids (backbone modifications, caging groups, etc.) have increased their stability and specificity while also allowing spatiotemporal control of their function. Surprisingly, small molecule induced bioorthogonal transformations have yet to be applied to the control of modified nucleic acids. The progress towards the design and optimization of synthetic linkers capable of cleaving a nucleic acid backbone via a simple alloc deprotection is discussed herein. KW - N/A TI - Progress Towards the Total Synthesis of Petrosaspongiolide L and Small Molecule Control of Nucleic Acid Function EP - 88 AV - restricted ER -