506-12-7Relevant articles and documents
Three new oxylipids related to 3,6-dioxo-4-docosenoic acid from Okinawan marine sponges, Plakortis spp.
Takeuchi,Kikuchi,Tsukamoto,Ishibashi,Kobayashi
, p. 5979 - 5986 (1995)
Manzamenones J (1) and K (2) and plakoridine B (3), three new oxylipins with unique carbon-skeletons related to 3,6-dioxo-4-docosenoic acid, were isolated from Okinawan marine sponges, Plakortis spp., and their structures elucidated on the basis of spectral and chemical means. Absolute stereochemistry of manzamenone A (4) was investigated by applying the modified Mosher's method developed recently for secondary carboxylic acids by Kusumi.
Ruthenium-on-Carbon-Catalyzed Facile Solvent-Free Oxidation of Alcohols: Efficient Progress under Solid-Solid (Liquid)-Gas Conditions
Park, Kwihwan,Jiang, Jing,Yamada, Tsuyoshi,Sajiki, Hironao
, p. 1200 - 1205 (2021/12/29)
A protocol for the ruthenium-on-carbon (Ru/C)-catalyzed solvent-free oxidation of alcohols, which proceeds efficiently under solid-solid (liquid)-gas conditions, was developed. Various primary and secondary alcohols were transformed to corresponding aldehydes and ketones in moderate to excellent isolated yields by simply stirring in the presence of 10% Ru/C under air or oxygen conditions. The solvent-free oxidation reactions proceeded efficiently regardless of the solid or liquid state of the substrates and reagents and could be applied to gram-scale synthesis without loss of the reaction efficiency. Furthermore, the catalytic activity of Ru/C was maintained after five reuse cycles.
Catalytic Conversion of Alcohols to Carboxylic Acid Salts and Hydrogen with Alkaline Water
Sarbajna, Abir,Dutta, Indranil,Daw, Prosenjit,Dinda, Shrabani,Rahaman, S. M. Wahidur,Sarkar, Abheek,Bera, Jitendra K.
, p. 2786 - 2790 (2017/05/31)
A [RuH(CO)(py-NP)(PPh3)2]Cl (1) catalyst is found to be effective for catalytic transformation of primary alcohols, including amino alcohols, to the corresponding carboxylic acid salts and two molecules of hydrogen with alkaline water. The reaction proceeds via acceptorless dehydrogenation of alcohol, followed by a fast hydroxide/water attack to the metal-bound aldehyde. A pyridyl-type nitrogen in the ligand architecture seems to accelerate the reaction.
Cytotoxic ceramides from the Red Sea sponge Spheciospongia vagabunda
Eltamany, Enas Elsayed,Ibrahim, Amany K.,Radwan, Mohamed M.,Elsohly, Mahmoud A.,Hassanean, Hashim A.,Ahmed, Safwat A.
, p. 3467 - 3473 (2015/08/03)
Extracts of Egyptian marine organisms from the Red Sea were screened for their anticancer activity using sulforhodamine B assay. The extract of the Red Sea sponge Spheciospongia vagabunda possessed promising anticancer activity against HepG2 (liver cancer cell line) and MCF-7 (breast cancer cell line). Isolation of three new ceramides: N-[(2S,3S,4R)-1,3,4-trihydroxytetradecan-2-yl] tridecanamide (1), (R)-2′-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxypentacosan-2-yl] octadecanamide (2) and (R,Z)-2′-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxytricosan-2-yl) nonadec-10-enamide (3) was accomplished via bioassay-guided fractionation. Structure elucidation was achieved using spectroscopic techniques, including 1D and 2D NMR and HRMS. Compounds 2 and 3 displayed high potential cytotoxicity against HepG2 (IC50 24.7 and 21.3 μM, respectively) and MCF-7 (IC50 26.8 and 29.8 μM, respectively), compared with doxorubicin as control drug.
