18742-93-3Relevant academic research and scientific papers
Structural basis for the formation of acylalkylpyrones from two β-ketoacyl units by the fungal type III polyketide synthase CsyB
Mori, Takahiro,Yang, Dengfeng,Matsui, Takashi,Hashimoto, Makoto,Morita, Hiroyuki,Fujii, Isao,Abe, Ikuro
, p. 5214 - 5225 (2015)
Background: CsyB from Aspergillus oryzae catalyzes the condensation of two β-ketoacyl units.
Isolation of the antibiotic pseudopyronine B and SAR evaluation of C3/C6 alkyl analogs
Bouthillette, Leah M.,Darcey, Catherine A.,Handy, Tess E.,Seaton, Sarah C.,Wolfe, Amanda L.
, p. 2762 - 2765 (2017)
Natural products are an abundant source of structurally diverse compounds with antibacterial activity that can be used to develop new and potent antibiotics. One such class of natural products is the pseudopyronines. Here we present the isolation of pseudopyronine B (2) from a Pseudomonas species found in garden soil in Western North Carolina, and SAR evaluation of C3 and C6 alkyl analogs of the natural product for antibacterial activity against Gram-positive and Gram-negative bacteria. We found a direct relationship between antibacterial activity and C3/C6 alkyl chain length. For inhibition of Gram-positive bacteria, alkyl chain lengths between 6 and 7 carbons were found to be the most active (IC50?=?0.04–3.8?μg/mL) whereas short alkyl chain analogs showed modest activity against Gram-negative bacteria (IC50?=?223–304?μg/mL). This demonstrates the potential for this class of natural products to be optimized for selective activity against either Gram-positive or Gram-negative bacteria.
Design of optimized photorefractive polymers: a novel class of chromophores
Wortmann,Poga,Twieg,Geletneky,Moylan,Lundquist,DeVoe,Cotts,Horn,Rice,Burland
, p. 10637 - 10647 (1996)
A fully tensorial formulation is presented of the photorefractive (PR) Kerr effect, providing a convenient formalism for the calculation of diffraction efficiencies for various geometries. A detailed microscopic interpretation of the PR Kerr effect is also presented in terms of the relevant molecular linear and nonlinear optical properties. This approach allows the identification of the dominant molecular contributions and a better establishment of design criteria for the optimization of functional dyes for organic PR materials. These generalized principles are illustrated with a prototype chromophore, 2,6-di-n-propyl-4H-pyran-4-ylidenemalonitrile (DPDCP). The linear and nonlinear optical properties of this compound are obtained from a complete set of refractive index, permittivity, depolarized Rayleigh scattering, electric field-induced second harmonic generation (EFISH), and UV-VIS spectroscopic measurements, and quantum chemical calculations.
Syntheses of α-pyrones using gold-catalyzed coupling reactions
Luo, Tuoping,Dai, Mingji,Zheng, Shao-Liang,Schreiber, Stuart L.
supporting information; experimental part, p. 2834 - 2836 (2011/07/07)
Sequential alkyne activation of terminal alkynes and propiolic acids by gold(I) catalysts yields compounds having α-pyrone skeletons. Novel cascade reactions involving propiolic acids are reported that give rise to α-pyrones with different substitution patterns.
