Targeting the Pseudomonas quinolone signal quorum sensing system for the discovery of novel anti-infective pathoblockers

• Christian Schütz and
• Martin Empting

Beilstein J. Org. Chem. 2018, 14, 2627–2645, doi:10.3762/bjoc.14.241

• similarity to the signal molecule synthase were investigated. Here, substrates of chalcone synthase CHS2 from Medicago sativa were tested for their ability to block PqsD function. Indeed, caffeic acid analogues, such as 15, were identified as hits and further characterized as channel blockers as described

Synthesis and evaluation of anti-oxidant and cytotoxic activities of novel 10-undecenoic acid methyl ester based lipoconjugates of phenolic acids

• Naganna Narra,
• Shiva Shanker Kaki,
• Rachapudi Badari Narayana Prasad,
• Sunil Misra,
• Koude Dhevendar,
• Venkateshwarlu Kontham and
• Padmaja V. Korlipara

Beilstein J. Org. Chem. 2017, 13, 26–32, doi:10.3762/bjoc.13.4

• calorimetry (DSC). The prepared compounds were also screened for their cytotoxic activity against five cell lines. It was observed that the lipoconjugates of caffeic acid, sinapic acid, ferulic acid, and coumaric acid displayed anticancer and anti-oxidant properties. The anticancer properties of these

• derivatives have been assessed by their IC50 inhibitory values in the proliferation of MDA-MB231, SKOV3, MCF7, DU 145 and HepG2 cancer cell lines. Keywords: anticancer; anti-oxidants; caffeic acid; coumaric acid; ferulic acid; phenolic lipids; sinapic acid; undecenoic acid; Introduction Phenolic compounds

• , caffeic acid, α-tocopherol (α-TP), tert-butylhydroquinone (TBHQ), linoleic acid (LA) and 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical were purchased from Sigma–Aldrich (St.Louis, USA), and pre-coated TLC plates (silica gel 60 F254) were purchased from Merck (Darmstadt, Germany). All solvents were

Biosynthesis of oxygen and nitrogen-containing heterocycles in polyketides

• Franziska Hemmerling and
• Frank Hahn

Beilstein J. Org. Chem. 2016, 12, 1512–1550, doi:10.3762/bjoc.12.148

• , 3,4-dihydroxy-L-phenylalanine (L-DOPA), 4-coumaric acid or caffeic acid. Grisanes. Many fungal spirobenzofuranones contain the grisane (191) moiety as the central structural motif (Scheme 26a). The spiro linkage between the B and C rings is installed by oxidative phenol coupling starting from type II

Natural phenolic metabolites with anti-angiogenic properties – a review from the chemical point of view

• Qiu Sun,
• Jörg Heilmann and
• Burkhard König

Beilstein J. Org. Chem. 2015, 11, 249–264, doi:10.3762/bjoc.11.28

• such as flavonoids, caffeic acid derivatives and diarylheptanoids were found to have a pleiotropic influence on cellular signaling (e.g., by the inhibition of transcription factors such as NF-κB or Nrf2 [9][10], or antioxidative effects [10][11]). Furthermore, polyphenols are found in high

Effect of cyclodextrin complexation on phenylpropanoids’ solubility and antioxidant activity

• Miriana Kfoury,
• David Landy,
• Lizette Auezova,
• Hélène Greige-Gerges and
• Sophie Fourmentin

Beilstein J. Org. Chem. 2014, 10, 2322–2331, doi:10.3762/bjoc.10.241

• hydoxycinnamic acids (p-coumaric acid (5), caffeic acid (6) and ferulic acid (7)) (Figure 1) was investigated with α-CD, β-CD, hydroxypropyl-β-cyclodextrin (HP-β-CD), randomly methylated β-cyclodextrin (RAMEB) and a low methylated β-cyclodextrin (CRYSMEB). These PPs were selected mainly according to their

• . Isoeugenol (3), eugenol (4), caffeic acid (6) and ferulic acid (7) reacted rapidly with DPPH• while trans-anethole (1), estragole (2) and p-coumaric acid (5) had a slow kinetic behavior. These observations were consistent with the literature data [42]. Results obtained in the absence and presence of CDs, are

• presented in Figure 5. Isoeugenol (3), eugenol (4), p-coumaric acid (5), caffeic acid (6) and ferulic acid (7) presented higher antioxidant activity than trans-anethole (1) and estragole (2). It is well known that the antioxidant activity of phenolic compounds such as PPs depends mainly on the degree of