Unknown

Dataset Information

0

Honaucins A-C, potent inhibitors of inflammation and bacterial quorum sensing: synthetic derivatives and structure-activity relationships.

ABSTRACT: Honaucins A-C were isolated from the cyanobacterium Leptolyngbya crossbyana which was found overgrowing corals on the Hawaiian coast. Honaucin A consists of (S)-3-hydroxy-?-butyrolactone and 4-chlorocrotonic acid, which are connected via an ester linkage. Honaucin A and its two natural analogs exhibit potent inhibition of both bioluminescence, a quorum-sensing-dependent phenotype, in Vibrio harveyi BB120 and lipopolysaccharide-stimulated nitric oxide production in the murine macrophage cell line RAW264.7. The decrease in nitric oxide production was accompanied by a decrease in the transcripts of several proinflammatory cytokines, most dramatically interleukin-1?. Synthesis of honaucin A, as well as a number of analogs, and subsequent evaluation in anti-inflammation and quorum-sensing inhibition bioassays revealed the essential structural features for activity in this chemical class and provided analogs with greater potency in both assays.

SUBMITTER: Choi H 

PROVIDER: S-EPMC3361693 | biostudies-literature | 2012 May

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

Honaucins A-C, potent inhibitors of inflammation and bacterial quorum sensing: synthetic derivatives and structure-activity relationships.

Choi Hyukjae H   Mascuch Samantha J SJ   Villa Francisco A FA   Byrum Tara T   Teasdale Margaret E ME   Smith Jennifer E JE   Preskitt Linda B LB   Rowley David C DC   Gerwick Lena L   Gerwick William H WH  

Chemistry & biology 20120501 5

Honaucins A-C were isolated from the cyanobacterium Leptolyngbya crossbyana which was found overgrowing corals on the Hawaiian coast. Honaucin A consists of (S)-3-hydroxy-γ-butyrolactone and 4-chlorocrotonic acid, which are connected via an ester linkage. Honaucin A and its two natural analogs exhibit potent inhibition of both bioluminescence, a quorum-sensing-dependent phenotype, in Vibrio harveyi BB120 and lipopolysaccharide-stimulated nitric oxide production in the murine macrophage cell line  ...[more]

Similar Datasets

Unknown Potent Irreversible Inhibitors of LasR Quorum Sensing in Pseudomonas aeruginosa.
| S-EPMC4329587 | biostudies-literature
Unknown Screening of Natural Product Derivatives Identifies Two Structurally Related Flavonoids as Potent Quorum Sensing Inhibitors against Gram-Negative Bacteria.
| S-EPMC5983823 | biostudies-literature
Unknown Quorum Sensing and NF-κB Inhibition of Synthetic Coumaperine Derivatives from Piper nigrum.
| S-EPMC8071387 | biostudies-literature
Unknown Screening strategies for quorum sensing inhibitors in combating bacterial infections.
| S-EPMC9073242 | biostudies-literature
Unknown Quorum Sensing Inhibition and Structure-Activity Relationships of β-Keto Esters.
| S-EPMC5771494 | biostudies-literature
Unknown Quorum Sensing Inhibitors: Curbing Pathogenic Infections through Inhibition of Bacterial Communication.
| S-EPMC8457738 | biostudies-literature
Unknown Screening of Bacterial Quorum Sensing Inhibitors in a <i>Vibrio fischeri</i> LuxR-Based Synthetic Fluorescent <i>E. coli</i> Biosensor.
| S-EPMC7559085 | biostudies-literature
Unknown Simplified AIP-II Peptidomimetics Are Potent Inhibitors of Staphylococcus aureus AgrC Quorum Sensing Receptors.
| S-EPMC5505641 | biostudies-literature
Unknown Interfering with Bacterial Quorum Sensing.
| S-EPMC4718088 | biostudies-literature
Unknown C4-alkoxy-HPD: a potent class of synthetic modulators surpassing nature in AI-2 quorum sensing.
| S-EPMC3438919 | biostudies-literature