218435-12-2Relevant academic research and scientific papers
Epimerization of an Ascaroside-Type Glycolipid Downstream of the Canonical β-Oxidation Cycle in the Nematode Caenorhabditis nigoni
Bergame, Célia P.,Dong, Chuanfu,Sutour, Sylvain,Von Reu?, Stephan H.
, p. 9889 - 9892 (2020/01/08)
A species-specific ascaroside-type glycolipid was identified in the nematode Caenorhabditis nigoni using HPLC-ESI-(-)-MS/MS precursor ion scanning, HR-MS/MS, and NMR techniques. Its structure containing an l-3,6-dideoxy-lyxo-hexose unit was established by
Synthesis of the Aglycon of the Antibiotic Disciformycin
Wolling, Michael,Kirschning, Andreas
, p. 648 - 656 (2018/02/14)
The synthesis of the aglycon of disciformycin, a new secondary metabolite from Pyxidicoccus fallax, is reported. The disciformycins are highly potent antibiotics including inhibitory activity towards methicillin- and vancomycin-resistant Staphylococcus au
Comparative Ascaroside Profiling of Caenorhabditis Exometabolomes Reveals Species-Specific (ω) and (ω - 2)-Hydroxylation Downstream of Peroxisomal β-Oxidation
Dong, Chuanfu,Reilly, Douglas K.,Bergame, Célia,Dolke, Franziska,Srinivasan, Jagan,Von Reuss, Stephan H.
, p. 7109 - 7120 (2018/07/15)
Chemical communication in nematodes such as the model organism Caenorhabditis elegans is modulated by a variety of glycosides based on the dideoxysugar l-ascarylose. Comparative ascaroside profiling of nematode exometabolome extracts using a GC-EIMS scree
Total synthesis of (+)-antimycin A3b on solid supports
Iijima, Yusuke,Kimata, Osamu,Decharin, Santida,Masui, Hisashi,Hirose, Yoichiro,Takahashi, Takashi
, p. 4725 - 4732 (2014/08/05)
A straightforward and convergent total synthesis of (+)-antimycin A 3b is reported. Four fragments were assembled on a solid support and the fully functionalized seco acid was cyclized in the solution phase. This synthetic route minimized the n
Structure determination and total synthesis of (+)-16-hydroxy-16,22- dihydroapparicine
Hirose, Tomoyasu,Noguchi, Yoshihiko,Furuya, Yujiro,Ishiyama, Aki,Iwatsuki, Masato,Otoguro, Kazuhiko,Omura, Satoshi,Sunazuka, Toshiaki
, p. 10741 - 10750 (2013/08/23)
Herein, we describe the first asymmetric total synthesis and determination of the relative and absolute stereochemistry of naturally occurring 16-hydroxy-16,22-dihydroapparicine. The key steps include 1) a novel phosphinimine-mediated cascade reaction to
Stereoselective total synthesis of (-)-aspinolide B from (R)-2,3-O-isopropylideneglyceraldehyde
Krishna, Palakodety Radha,Narsingam
, p. 3627 - 3634 (2008/09/19)
A stereoselective total synthesis of (-)-aspinolide B by a convergent strategy is reported. Georg Thieme Verlag Stuttgart.
Streamlined, asymmetric synthesis of 8,4′-oxyneolignans
Curti, Claudio,Zanardi, Franca,Battistini, Lucia,Sartori, Andrea,Rassu, Gloria,Pinna, Luigi,Casiraghi, Giovanni
, p. 8552 - 8558 (2007/10/03)
Highly direct, modular syntheses of several natural 8,4′- oxyneolignans [(-)-1, (+)-1, (-)-2, and (-)-3] and some related variants [(-)-26, (+)-26, (+)-27, and (-)-28] are reported. Utilizing (S)- or (R)-methyl lactate as the chiral sources, two complementary syn- or anti-oriented routes were designed, encompassing nine and five steps, which were carried out to deliver the targets in an enantiomerically pure form. The embodiment of the two independent aryl and aryloxy moieties onto the lactate frame was performed according to a diversity-oriented protocol from the common precursors, aldehydes 6 and ent-6 for the syn-oriented routes and mesyl esters 19 and ent-19 for the anti-oriented routes. These syntheses set the stage for the generation of a wide and diverse repertoire of 8,4′-oxyneolignan compounds and the broad biological interrogation of its members.
Total synthesis of actinobolin from d-glucose by way of the stereoselective three-component coupling reaction
Imuta, Satoshi,Tanimoto, Hiroki,Momose, Miho K.,Chida, Noritaka
, p. 6926 - 6944 (2007/10/03)
The total synthesis of (-)-actinobolin 3, an antipode of the natural product, starting from d-glucose is described. A three-component coupling reaction of functionalized cyclohexenone (+)-6 derived from d-glucose by way of Ferrier's carbocyclization react
New synthesis of (-)- and (+)-actinobolin from D-glucose
Imuta, Satoshi,Ochiai, Shinya,Kuribayashi, Miho,Chida, Noritaka
, p. 5047 - 5051 (2007/10/03)
The total synthesis of (-)-actinobolin 2, an antipode of the natural product starting from D-glucose is described. A three-component coupling reaction of a functionalized cyclohexenone (+)-6, derived from D-glucose by way of Ferrier's carbocyclization, wi
