- Natural product-like combinatorial libraries based on privileged structures. 1. General principles and solid-phase synthesis of benzopyrans
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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.
- Nicolaou,Pfefferkorn,Roecker,Cao,Barluenga,Mitchell
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p. 9939 - 9953
(2007/10/03)
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- Synthesis, biological activity and solvent-induced shifts in the 1H NMR spectra of 2,3-dihydro-4H-1-benzopyran-4-ones
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Substituted 2,3-dihydro-2-phenyl-4H-1-benzopyran-4-ones (flavanones, 5-10) have been synthesized (7-10 for the first time) and their biological activities tested.The 1H NMR spectra of these flavanones have been measured in pure CDCl3 and in 1:1 mixtures o
- Parmar, V. S.,Vardhan, Anand,Sharma, S. K.,Sharma, N. K.,Bisht, K. S.
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- New Fragmentation Pathways in the Electron Impact Mass Spectrometry of Derivatized Pyrano-1,3-diphenylprop-2-enones
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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
- Parmar, Virinder S.,Sharma, Sunil K.,Vardhan, Anand,Sharma, Rakesh K.,Moeller, Joergen,Boll, Per M.
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- 13C Nuclear Magnetic Resonance Studies on Pyrano- and Dihydropyrano-1,3-diphenylprop-2-enones
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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
- Parmar, V. S.,Sharma, S. K.,Vardhan, A.,Sharma, R. K.,Gupta, S.,et al.
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p. 560 - 563
(2007/10/02)
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