New Bioactive Polyacetylenes from the Marine Sponge <i>Petrosia</i> sp.

Liu, Xin-Lian; Ding, Ya-Fang; Wang, Shuping; Liu, Li; Wang, Jie; Yang, Fan

doi:10.1002/cbdv.202200159

Cited by 3 publications

(1 citation statement)

References 25 publications

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“…Three of the isolates prevent TNF-a-induced damage to rat cardiac cells at non-toxic concentrations; based upon SAR analysis, the C-11 carbonyl is important for cardio-protective activity. 368 A series of alkynynols 918-934 and polyacetylenes 935-937 have been reported from Cribrochalina and Petrosia sponges, respectively, 369,370 while plakilactone J 938 is an ethyl-branched polyketide g-lactone and its absolute conguration was determined using VCD data. 371 As always, many peptidic MNPs were reported from sponges in 2022.…”

Section: Spongesmentioning

confidence: 99%

Marine natural products

Carroll,

Copp,

Grkovic

et al. 2024

Nat. Prod. Rep.

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Section: Spongesmentioning

confidence: 99%

Marine natural products

Carroll,

Copp,

Grkovic

et al. 2024

Nat. Prod. Rep.

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Effects of Structural Variations on Antibacterial Properties for Conjugated Diynes Generated through Glaser Hay Couplings

et al. 2022

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Antibiotic resistance is a growing problem facing global societies today. Many new antibiotics are derivatized versions of already existing antibiotics, which allows for antibiotic resistance to arise. To combat this issue, new antibiotics with different core structures need to be elucidated. Asymmetrical polyacetylenes have been isolated from natural products and they have previously been demonstrated to exhibit antimicrobial and antibacterial activity; however, their synthetic preparation has not made them easily amenable to rapid derivatization for SAR studies. Using a combination of solution and solid‐supported chemistries, an array of diynes inspired by a known natural product were prepared and assessed for antibacterial activity. Ultimately, several compounds were identified with improved activity in bacterial viability assays. Moreover, some compounds were discovered that displayed a degree of specificity for E. coli over P. fluorescens and vice versa. These new compounds show promise, and further investigation is needed to pinpoint the specific structural components that elicit biological activity.

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Elucidation of Antimicrobials and Biofilm Inhibitors Derived from a Polyacetylene Core

Skeen,

Gresham,

Agamaite

et al. 2024

Molecules

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The development of new antibiotics with unique mechanisms of action is paramount to combating the growing threat of antibiotic resistance. Recently, based on inspiration from natural products, an asymmetrical polyacetylene core structure was examined for its bioactivity and found to have differential specificity for different bacterial species based on the substituents around the conjugated alkyne. This research further probes the structural requirements for bioactivity through a systematic synthesis and investigation of new compounds with variable carbon chain length, alkynyl subunits, and alcohol substitution. Furthermore, the research examines the activity of the new compounds towards the inhibition of biofilm formation. Overall, several key new polyyne compounds have been identified in both decreasing bacterial viability and in disrupting pre-formed biofilms. These properties are key in the fight against bacterial infections and will be helpful in the further development of new antibiotic agents.

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New Bioactive Polyacetylenes from the Marine Sponge Petrosia sp.

Cited by 3 publications

References 25 publications

Marine natural products

Marine natural products

Effects of Structural Variations on Antibacterial Properties for Conjugated Diynes Generated through Glaser Hay Couplings

Elucidation of Antimicrobials and Biofilm Inhibitors Derived from a Polyacetylene Core

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