2009
DOI: 10.1039/b903905h
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Chemistry and biology of non-tetramic γ-hydroxy-γ-lactams and γ-alkylidene-γ-lactams from natural sources

Abstract: Natural products containing non-tetramic gamma-hydroxy-gamma-lactams and gamma-alkylidene-gamma-lactams are usually but not exclusively derived from the mixed polyketide-non-ribosomal peptide biosynthetic pathway. Often they are fungal metabolites, although some plant- and marine-derived exceptions exist. Owing to their unique structures and biological properties, they have gained interest in the chemical and biological communities. In this review, we aim to emphasize the structural originality of these compou… Show more

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Cited by 116 publications
(68 citation statements)
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References 151 publications
(151 reference statements)
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“…Gram-negative bacteria biofilm inactivation [156]/Alterations of membrane permeability and leakage of intracellular material; interaction with intracellular sites critical for antibacterial activity [173] Tannic acid ( Gram-negative bacteria biofilm inhibition [158]/Membrane integrity disruption, iron depletion, interaction with enzymes [185] computational design will speed up the discovery of new and effective biofilm control products [162][163]. There are some examples, including the development of antibacterials, QS inhibitors and pilicides, demonstrating the successful application of these concepts on the development of biofilm control products with potential therapeutic application [164][165][166].…”
Section: Final Commentsmentioning
confidence: 99%
“…Gram-negative bacteria biofilm inactivation [156]/Alterations of membrane permeability and leakage of intracellular material; interaction with intracellular sites critical for antibacterial activity [173] Tannic acid ( Gram-negative bacteria biofilm inhibition [158]/Membrane integrity disruption, iron depletion, interaction with enzymes [185] computational design will speed up the discovery of new and effective biofilm control products [162][163]. There are some examples, including the development of antibacterials, QS inhibitors and pilicides, demonstrating the successful application of these concepts on the development of biofilm control products with potential therapeutic application [164][165][166].…”
Section: Final Commentsmentioning
confidence: 99%
“…Thet argets of this methodology were carefully chosen, since 5-hydroxy-1H-pyrrol-2(5H)-ones 3 are highly important heterocyclic motifs.N ot only do they exist in al arge number of natural products, [7] but they also exhibit significant biological activity. Thet argets of this methodology were carefully chosen, since 5-hydroxy-1H-pyrrol-2(5H)-ones 3 are highly important heterocyclic motifs.N ot only do they exist in al arge number of natural products, [7] but they also exhibit significant biological activity.…”
Section: In Memory Of Christopher S Footementioning
confidence: 99%
“…Because of their interesting biological activities, their widespread occurrence in many natural products [28], and their broad synthetic utility, γ-lactam ring systems have received considerable attention in organic chemistry. Recent strategies toward the construction of the γ-lactam motif comprise β-lactam to γ-lactam ring expansions [2930], aziridine ring openings followed by cyclization with enolates [31], palladium-catalyzed cyclizations [32], cycloadditions [33], multicomponent reactions [34], and even NHC catalysis [3536].…”
Section: Discussionmentioning
confidence: 99%