59991-89-8Relevant articles and documents
Oxylipins arabidopsides C and D from Arabidopsis thaliana
Hisamatsu, Yosuke,Goto, Nobuharu,Sekiguchi, Mitsuhiro,Hasegawa, Koji,Shigemori, Hideyuki
, p. 600 - 603 (2005)
Two new oxylipins, arabidopsides C (1) and D (2), were isolated from the aerial parts of Arabidopsis thaliana, and the structures of 1 and 2 were elucidated using spectroscopic data, primarily NMR and MS, and chemical means. Arabidopsides C (1) and D (2) are rare digalactosyl diacylglycerides containing 12-oxophytodienoic acid and/or dinor-oxophytodienoic acid. Arabidopside D (2) and arabidopsides A (3) and B (4), which were also isolated from this plant, exhibited inhibitory effects on the growth of the root of cress (Lepidium sativum) seedlings at 5 × 10-5 mol/L.
Effect of Headgroups on Small-Ion Permeability across Archaea-Inspired Tetraether Lipid Membranes
Koyanagi, Takaoki,Leriche, Geoffray,Yep, Alvin,Onofrei, David,Holland, Gregory P.,Mayer, Michael,Yang, Jerry
supporting information, p. 8074 - 8077 (2016/06/14)
This paper examines the effects of four different polar headgroups on small-ion membrane permeability from liposomes comprised of Archaea-inspired glycerolmonoalkyl glycerol tetraether (GMGT) lipids. We found that the membrane-leakage rate across GMGT lipid membranes varied by a factor of ≤1.6 as a function of headgroup structure. However, the leakage rates of small ions across membranes comprised of commercial bilayer-forming 1-palmitoyl-2-oleoyl-sn-glycerol (PO) lipids varied by as much as 32-fold within the same series of headgroups. These results demonstrate that membrane leakage from GMGT lipids is less influenced by headgroup structure, making it possible to tailor the structure of the polar headgroups on GMGT lipids while retaining predictable leakage properties of membranes comprised of these tethered lipids. Extremophiles require robust membranes with low ion permeability to survive in harsh conditions. These Archaea organisms achieve low membrane permeability, in part, by generating lipids with unusual structural features such as tethering of their lipid tails. A systematic study probing the effect of polar headgroups in synthetic Archaea-inspired lipids showed little dependence of membrane leakage rates of small ions as a function of headgroup structure.
Parallel synthesis and antileishmanial activity of ether-linked phospholipids
Coghi, Paolo,Vaiana, Nadia,Pezzano, Maria G.,Rizzi, Luca,Kaiser, Marcel,Brun, Reto,Romeo, Sergio
scheme or table, p. 4658 - 4660 (2009/04/08)
The synthesis and antileishmanial activity of 18 edelfosine analogues are described. Compounds were obtained in parallel combining solid phase and solution phase synthesis. The most active analogue is characterized by the octadecyl group in position 2 of the glycerol chain. Considering that this substitution determines the loss of antitumor activity, a different mechanism of antileishmanial action can be hypothesized.