10417-94-4Relevant articles and documents
Apoptosis-inducing galactolipids from a cultured marine diatom, Phaeodactylum tricornutum
Andrianasolo, Eric H.,Haramaty, Liti,Vardi, Assaf,White, Eileen,Lutz, Richard,Falkowski, Paul
, p. 1197 - 1201 (2008)
Two monogalactosyl diacylglycerols, 1 and 2, were isolated from the marine diatom Phaeodactylum tricornutum, using the patented ApopScreen cell-based screen for apoptosis-inducing, potential anticancer compounds. The molecular structures of the galactolipids were determined using a combination of NMR, mass spectrometry, and chemical degradation. The bioactivities were confirmed using a specific apoptosis induction assay based on genetically engineered mammalian cell lines with differential, defined capacities for apoptosis. The galactolipids induce apoptosis in micromolar concentrations. This is the first report of apoptosis induction by galactolipids.
A simple preparation of 17(R)-hydroxyeicosatetraenoic and eicosapentaenoic acids from the eicosanoylphloroglucinols, components of the brown alga, Zonaria diesingiana
Munakata, Tatsuo,Ooi, Takashi,Kusumi, Takenori
, p. 249 - 250 (1997)
The alkaline treatment of 17(R)-hydroxyeicosatetraenoylphloroglucinol and eicosapentaenoylphloroglucinol, which are the major components of the methanol extract of the brown alga, Zonaria diesingiana (Dictyota) afforded 17(R)-hydroxyeicosatetraenoic and eicosapentaenoic acids, respectively, in good yields. The conformation of methyl ester of the 17(R)-hydroxy acid in a solution was studied by using 2NMA, a chiral anisotropic reagent.
Chemoenzymatic synthesis of symmetrically structured triacylglycerols possessing short-chain fatty acids
Magnusson, Carlos D.,Haraldsson, Gudmundur G.
, p. 2728 - 2731 (2010)
Synthesis of symmetrically structured triacylglycerols possessing bioactive n-3 polyunsaturated fatty acids (eicosapentaenoic acid or docosahexaenoic acid) at the 2-position and a short-chain fatty acid (C2, C4, C6) located at the end-positions by a highly efficient two-step chemoenzymatic process is described. Full regiocontrol devoid of any acyl-migration side reactions was obtained in both a lipase promoted step to introduce the short-chain fatty acids exclusively into the primary alcohol positions of glycerol using activated vinyl esters at low temperature and a subsequent coupling reaction involving free EPA and DHA using EDAC as a coupling agent.
An allelopathic polyunsaturated fatty acid from red algae
Suzuki, Minoru,Wakana, Isamu,Denboh, Takashi,Tatewaki, Masakazu
, p. 63 - 65 (1996)
An allelopathic substance, which displays growth-inhibitory activity and spore-settlement suppressive activity, was isolated from some red algae and identified as (5Z,8Z, 11Z, 14Z, 17Z)-eicosapentaenoic acid on the basis of spectroscopic and chemical evidence.
Lyophilized extracts from vegetable flours as valuable alternatives to purified oxygenases for the synthesis of oxylipins
Sanfilippo, Claudia,Paterna, Angela,Biondi, Daniela M.,Patti, Angela
, (2019/10/05)
In this work, the whole aqueous extracts of soybean flour and oat flour have been used as valuable alternatives to purified oxygenase enzymes for the preparation of oxylipins derived from (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoic acid (EPA). The lipoxygenase activity in the aqueous extracts of soybean (Glycine max. L.) flour was monitored with linoleic acid as substrate and compared with the commercially available purified enzyme (LOX-1). Oat flour extracts (Avena sativa L.) were evaluated for their peroxygenase activity by comparing different enzyme preparations in the epoxidation of methyl oleate. It was found that lyophilization of the aqueous extracts from these vegetable flours offers advantages in terms of enzyme stability, reproducibility and applicability to preparative organic synthesis. The lyophilized enzyme preparations were tested for the oxyfunctionalization of EPA and the formed products were isolated in satisfactory yields. In the presence of lyophilized extract from soybean, EPA gave 15S-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoic acid in enantiopure form as exclusive product. Peroxygenase from oat flour was less selective and catalyzed the formation of different epoxides of EPA. However, the biocatalyzed epoxidation of EPA under controlled conditions allowed to obtain optically active (17R,18S)-epoxy-(5Z,8Z,11Z,14Z)-eicosatetraenoic acid (65% ee) as the main monoepoxide, among the five possible ones.
COMPOSITIONS AND METHODS FOR THE TREATMENT OF IRRITABLE BOWEL SYNDROME
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Paragraph 00130; 00132, (2018/03/06)
The disclosures herein provide compounds of formula I, formula II, formula III, formula IV, formula V, formula VI, formula VII, formula VIII, formula IX, formula X, formula XI, formula XII, formula XIII, formula XIV and formula XV or its pharmaceutical acceptable salts, as well as polymorphs, enantiomers, stereoisomers, solvates, and hydrates thereof. These salts may be formulated as pharmaceutical compositions. The pharmaceutical compositions may be formulated for oral administration, suppository, transdermal, buccal, rectal, topical, transdermal, transmucosal, intravenous, parenteral administration, syrup, or injection. Such compositions may be used to treatment of irritable bowel syndrome (IBS), inflammatory bowel diseases or its associated complications.