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Showing 1 to 15 of 15 for “"Marine natural product"”.
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Studies in Marine Natural Product Synthesis, Isolation and Ecology
Previous studies indicated the marine pyridoacridone alkaloid ascididemin possessed a unique biological profile. Investigation of synthetic routes to ascididemin led to the discovery that ascididemin precursors possessed a wide range of biological activities. One precursor possessed hollow fiber in …
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Palladium-Catalysed Carbonylation of Aliphatic Amines and its Application in the Total Synthesis of Cylindricine C
… tolerated in the reaction. The desired β-lactam products were delivered in high yields, with excellent selectivity observed for the β-C–H position. Computational studies suggested that the reaction proceeds through a novel carbamoyl cyclopalladation pathway, which is distinct from classical …
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Synthetic Methodology and Application of Enamine [2+2] Cyclisations for Cyclobutane Synthesis. Development of Integrin Antagonists as Anticancer Therapeutics Towards a Total Synthesis of Providencin
… benefit of this. Synthetic studies towards the marine natural product providencin has led to the development of a previously unknown intramolecular enamine [2+2] cyclisation which has been shown to proceed in a diastereoselective manner. This reaction has been applied to the synthesis of a …
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Mangrolide A, A Novel Marine Derived Polyketide with Selective Antibiotic Activity
… and new techniques and sources are required. The marine environment contains novel natural product-producing bacteria and has yielded new compounds with potent activity. This dissertation represents work towards new antibiotic discovery from marine natural products. Chapter 1 provides an …
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The Development of Sequential Silylcarbocyclization Silicon-Based Cross -Coupling Reactions and Their Application in the Total Synthesis of Isodomoic Acid H
… method was applied to the total synthesis of a marine natural product of the kanoid family, isodomoic acid H. This total synthesis was achieved via a short twelve step longest linear sequence, in which the key transformations include a diastereoselective rhodium-catalyzed carbonylative …
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The Development of Sequential Silylcarbocyclization Silicon-Based Cross-Coupling Reactions and Their Application in the Total Synthesis of Isodomoic Acid H
… method was applied to the total synthesis of a marine natural product of the kanoid family, isodomoic acid H. This total synthesis was achieved via a short twelve step longest linear sequence, in which the key transformations include a diastereoselective rhodium-catalyzed carbonylative …
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Phosphate Tether-Mediated, One-Pot Metathesis Processes: Application in Small Molecule Synthesis
… blocks that are present in a number of bioactive natural products. Application of this method to the total synthesis of the pancreatic lipase inhibitor (-)-tetrahydrolipstatin (THL) is reported. THL is a currently marketed as an anti-obesity drug under the generic name Orlistat®. The concise …
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Studies Towards the Total Synthesis of Hemicalide
The discovery of a novel marine natural product hemicalide (1), with promising anticancer activity, has sparked interest in elucidating its full three-dimensional structure. Studies into the total synthesis and stereochemical assignment of the complex polyketide structure of hemicalide are …
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Towards the Structural Elucidation and Total Synthesis of Hemicalide: Assignment of the C29-C46 Region
Marine natural products are a known source of novel bioactive compounds. However, in many cases, low isolation yields and lack of full structural information necessitate total synthesis to achieve their structural elucidation, and produce sufficient material for biological studies. This thesis …
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Development of stapled peptide targeted covalent inhibitors and synthesis of novel ADC payloads for applications in cancer therapy
… novel synthesis of hemiasterlin, an anti-mitotic marine natural product with low- to sub-nM potencies against several cancer cell lines. Rapid construction of hemiasterlin was achieved, through a four-component Ugi reaction, in total 14 steps (longest linear sequence of 10 steps) in 11% overall …
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Total Synthesis of the 2-Nitropyrrole Natural Product Heronapyrrole C
… the enantioselective total synthesis of the marine natural product heronapyrrole C (3). Heronapyrrole C was isolated from a Streptomyces sp. (CMB-M0423) from a shallow water sand sample collected off Heron Island (Australia) by Capon and co-workers. It belongs to the exceptionally rare family …
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Pharmacophore-directed retrosynthesis (PDR) and Density functional theory studies applied to the potent ion channel inhibitor waixenicin A : synthetic studies toward a more stable salarin C congener, thia-salarin C, through the lens of PDR.
… C (SalC). SalC is one of ten congeners of this marine natural product family but shows the highest potency towards myeloid leukemia cells (IC50=5 nM) however, the mode of action is currently unknown, making it an ideal target for concurrent synthetic and biological studies. SalC also exhibits …
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Chemical and biological evaluation of palythoa tuberculosa collected from the red sea
A chemical study on the total extract of the zoanthid Palythoa tuberculosa, collected from the Red Sea, resulted in the isolation of seven polyhydroxylated sterols viz: palysterols A-G, six of which are new. Their chemical structures were elucidated on the basis of their 1D and 2D NMR and MS …
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Studies towards the total synthesis of madeirolide A
… A (1) is a structurally novel polyketide natural product first isolated from the deep-sea sponge Leiodermatium sp. by Wright in 2009. Initial biological investigations of madeirolide A revealed potent inhibition of the fungal pathogen Candida albicans but failed to determine any …
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Development of less toxic analogues of fascaplysin as novel therapeutic agents for the treatment of cancer
… of its activating partner cyclin Dl (product of an oncogene), loss of the natural Cdk4 specific inhibitor p 16 INK4A or mutation in Cdk4' s catalytic subunit. Even the target of Cdk4, pRb, is found to be functionally inactive in many human tumours. All of these aberrations can cause …