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Relevant academic research and scientific papers

Natural product-like combinatorial libraries based on privileged structures. 1. General principles and solid-phase synthesis of benzopyrans

Herein we report a novel strategy for the design and construction of natural and natural product-like libraries based on the principle of privileged structures, a term originally introduced to describe structural motifs capable of interacting with a variety of unrelated molecular targets. The identification of such privileged structures in natural products is discussed, and subsequently the 2,2-dimethylbenzopyran moiety is selected as an inaugural template for the construction of natural product-like libraries via this strategy. Initially, a novel solid-phase synthesis of the benzopyran motif is developed employing a unique cycloloading strategy that relies on the use of a new, polystyrene-based selenenyl bromide resin. Once the loading, elaboration, and cleavage of these benzopyrans was established, this new solid-phase method was then thoroughly validated through the construction of six focused combinatorial libraries designed around natural and designed molecules of recent biological interest.

Synthesis, antimicrobial and antiviral activities of novel polyphenolic compounds

Natural and synthetic phenolic compounds belonging to the classes of flavones, coumarins, xanthones, chalcones. isotlavones and desoxybenzoins have been prepared or isolated from plant species, characterized and tested against a battery of 10 pathogenic bacteria, 1 yeast, 3 fungi and 3 viruses. Only two of the compounds show some moderate bacteriostatic activity against gram-positive cocci, but are like all other products inactive against gram-negative bacteria, yeasts and fungi. On the contrary, two flavones, one desoxybenzoin and one diacetoxycoumarin exhibited pronounced antiviral properties against some of the viruses tested. Five other coumarin analogs possessed moderate anti-poliomyelitis properties and one xanthone is to a lesser extent active against Vesicular stomatitis virus. Of the compounds synthesized nine are new compounds.

New Fragmentation Pathways in the Electron Impact Mass Spectrometry of Derivatized Pyrano-1,3-diphenylprop-2-enones

The fragmentation patterns of closely related chalcones, cinnamoylchromans and cinnamoylchromenes, are reported to be strikingly different.The mass spectra of the first group show peaks typical of the fragmentation of simple chalcones balanced by addition

13C Nuclear Magnetic Resonance Studies on Pyrano- and Dihydropyrano-1,3-diphenylprop-2-enones

The 13C NMR spectra of 19 differently substituted pyrano- and dihydropyrano-1,3-diphenylprop-2-enones were recorded and the results are discussed.The data will be useful in the identification of new and natural chalcones. Key Words: Chalcones - 1,3-Diphen