Fatty acids, fatty acid analogues and their derivatives

Jie, Marcel S. F. Lie Ken; Pasha, Mohammed Khysar; Syed‐Rahmatullah, M. S. K.

doi:10.1039/np9971400163

Cited by 39 publications

(25 citation statements)

References 762 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…It was also found that aryl chlorides and iodides participated with similar efficiency: compound 8 could be accessed from 4-chloroanisole or 4-iodoanisole in 95% yield and 88% yield respectively, and in identical selectivity as with the aryl bromide electrophile. In addition to effective couplings with aryl electrophiles, heteroaromatic compounds also appear to participate in the reaction (products 13 – 17 ), and products 18 – 24 demonstrate that alkenyl electrophiles engage in stereo-specific cross-couplings and provide a route to important 1,4 “skipped dienes” 14 that bear a quaternary carbon stereocenter. Also of note, products 26 – 28 suggest that versatile aryl chloride, alkene, and silyl ether functional groups can be accommodated in the allylboronate partner.…”

mentioning

confidence: 99%

Modular, Catalytic Enantioselective Construction of Quaternary Carbon Stereocenters by Sequential Cross-Coupling Reactions

2016

View full text Add to dashboard Cite

show abstract

mentioning

confidence: 99%

Modular, Catalytic Enantioselective Construction of Quaternary Carbon Stereocenters by Sequential Cross-Coupling Reactions

2016

View full text Add to dashboard Cite

show abstract

“…For example, δ C signals assigned to allylic positions of PUFAs would be downfield shifted by about 5 ppm for each adjacent double bond that was isomerized from cis to trans . Additionally, if double bond migration and consequent conjugation were to occur during these experiments it would be highlighted by disappearance of the δ H and δ C resonances associated with the bis -allylic positions followed by noticeable shifts of vinylic δ H and δ C resonances . Using this information, we repeated our experiments described for E-Lnn , E-Ara , and E-DHA by replacing D 2 O with H 2 O.…”

Section: Resultsmentioning

confidence: 99%

Site-Specific Deuteration of Polyunsaturated Alkenes

et al. 2017

View full text Add to dashboard Cite

Selective deuteration of drugs and biologically relevant molecules is becoming increasingly important in the pharmaceutical industry. Site-selective isotopic reinforcement of polyunsaturated fatty acids (PUFAs) at their bis-allylic sites has been identified as a unique approach in preventing oxidative damage in these molecules, which had been linked to neuronal and retinal diseases, atherosclerosis, and aging. Typical methods for preparation of site-selectively deuterated PUFAs require rather long, laborious, and expensive syntheses. In this report, we disclose a very efficient catalytic protocol for site-specific deuteration of PUFAs and analogous poly-alkenes under exceptional kinetic control. Deuterium oxide (DO) has been identified not only as a deuterium source but also as a crucial component in the overall reaction mechanism responsible for averting the formation of thermodynamically favored side-products.

show abstract

“…1). Fatty acids have been isolated commonly from filamentous fungi ( Stahl and Klug 1996;Jie et al 1998), and their profiles might be useful in understanding intraspecific variation and chemotaxonomic profiling ( Stahl and Klug 1996;Frisvad et al 2008). Additional natural products chemistry studies on Lindgomyces spp.…”

Section: Discussionmentioning

confidence: 99%

Lindgomyces angustiascus, (Lindgomycetaceae, Pleosporales, Dothideomycetes), a new lignicolous species from freshwater habitats in the USA

et al. 2013

View full text Add to dashboard Cite

In this paper, we describe and illustrate a new species, Lindgomyces angustiascus, from submerged wood in lotic and lentic habitats from Florida, North Carolina and Wisconsin, USA. The new species is characterized by black, partially immersed, flattened, globose ascomata; fissitunicate, long, slender, obclavate asci; and one-septate, hyaline, fusiform ascospores with bipolar appendages, each covered with a gelatinous cap. Maximum Likelihood and Bayesian analyses of partial 18S nrDNA and 28S nrDNA, as well as the entire nuclear ribosomal internal transcribed spacer (ITS1, 5.8S and ITS2) region support the placement and establishment of this new species in the Lindgomycetaceae, Pleosporales, Dothideomycetes. Chemical analysis of the organic extract of L. angustiascus revealed the presence of 6E,9E-octadecadienoic acid and ergosterol peroxide as major secondary metabolites.

show abstract

Fatty acids, fatty acid analogues and their derivatives

Cited by 39 publications

References 762 publications

Modular, Catalytic Enantioselective Construction of Quaternary Carbon Stereocenters by Sequential Cross-Coupling Reactions

Modular, Catalytic Enantioselective Construction of Quaternary Carbon Stereocenters by Sequential Cross-Coupling Reactions

Site-Specific Deuteration of Polyunsaturated Alkenes

Lindgomyces angustiascus, (Lindgomycetaceae, Pleosporales, Dothideomycetes), a new lignicolous species from freshwater habitats in the USA

Contact Info

Product

Resources

About