301-00-8Relevant articles and documents
Epoxy-acetogenins and other polyketide epoxy derivatives as inhibitors of the mitochondrial respiratory chain complex I
Tormo, Jose R.,Zafra-Polo,Serrano, Angel,Estornell, Ernesto,Cortes, Diego
, p. 318 - 323 (2000)
Annonaceous acetogenins (ACG), an extensive group of cytotoxic natural products, are antitumor agents whose main mode of action is inhibition of the mammalian mitochondrial complex I. Herein we describe the importance of the different chemical groups along the alkyl chain for optimal inhibitory potency, discussing the structurally relevant factors present in these compounds. For this purpose, a series of epoxide derivatives from α- linolenic acid were prepared and their activity compared with that of epoxy- acetogenins and tetrahydrofuranic (THF) acetogenins isolated from Rollinia membranacea.
Secondary metabolites of Astragalus danicus Retz. and A. inopinatus Boriss
Gromova,Lutsky,Cannon,Li,Owen
, p. 1107 - 1112 (2001)
The chemical composition of the above-ground parts of Astragalus danicus and A. inopinatus collected in the Baikal region (Eastern Siberia) was studied for the first time. From A. danicus, pentacyclic triterpene saponins were isolated and identified, viz., 3-O-(β-glucuronopyranosyl)-3β,22β,24-trihydroxyolean-12-ene, 3-O-[O-(β-D-xylopyranosyl)-(1→2)-(β-glucuronopyranosyl)]-3β, 22β,24-trihydroxyolean-12-ene, 3-O-[O-(β-D-glucopyranosyl)-(1→2)-(β-glucuronopyranosyl)]-3β ,22β,24-trihydroxyolean-12-ene, 3-O-[O-(α-L-rhamnopyranosyl)-(1→2)-O-(β-D-xylopyranosyl) -(1→2)-(β-glucuronopyranosyl)]-3β,22β,24-trihydroxyolean-12-ene, 3-O-[O-(α-L-rhamnopyranosyl)-(1→2)-O-(β-D-glucopyranosyl)-(l-2)-(β-glucuronopyranosyl)]-3β,22β,24-trihydroxyolean-12-ene, 3-O-methyl-D-chiro-inositol, and linolenic acid. In A. inopinatus, the same saponins were identified as well as tricosan-1-ol and tetracosan-1-ol, 5,7,4′-trihydroxyflavon (apigenin), and atetracyclic triterpenoid, 20(R),24(S)-epoxycyclolanost-9(11)-ene-3β,6α, 16β, 25-tetrol (cycloastragenol). All reported compounds from the both genus of Astragalus were isolated for the first time. Methanolic extracts of A. danicus and A. inopinatus exhibited low inhibitory activity with respect to the growth of HeLa cells. The chloroform fraction of A. danicus showed a strong antimicrobial activity against Staphylococcus aureus and a strong cytotoxic activity against HeLa cells.
Detection and identification of complex oxylipins in meadow buttercup (Ranunculus acris) leaves
Chechetkin, Ivan R.,Blufard, Alexander S.,Yarin, Andrey Y.,Fedina, Evgenia O.,Khairutdinov, Bulat I.,Grechkin, Alexander N.
, p. 92 - 102 (2018/11/06)
Screening of linolipins, i.e. galactolipids containing esterified residues of divinyl ether oxylipins, in the leaves of several higher plants revealed the presence of these complex oxylipins in the meadow buttercup leaves. The rapid accumulation of linoli
Fatty acid based biocarbonates: Al-mediated stereoselective preparation of mono-, di- and tricarbonates under mild and solvent-less conditions
Pe?a Carrodeguas,Cristòfol,Fraile,Mayoral,Dorado,Herrerías,Kleij
supporting information, p. 3535 - 3541 (2017/08/15)
A catalytic method for the preparation of a series of fatty acid derived biocarbonates has been developed using a binary Al-complex/PPNCl catalyst. This catalyst system allows conversion of fatty acid derived epoxides under comparatively mild reaction conditions (70-85 °C, 10 bar) while maintaining high levels of diastereospecificity with cis/trans ratios of up to 97:3 in the products. The comparative catalysis data obtained for the reactions catalysed only by the nucleophilic halide based components show that the presence of the Al-complex is crucial for the retention of the original stereochemistry.