86646-83-5Relevant academic research and scientific papers
Convenient preparation of 2,7,8-trimethyl-6-hydroxychroman-2-carboxylic acid (γ-trolox)
Hyatt, John A.
, p. 8 - 14 (2008)
The title chroman is useful in synthesis and as a water-soluble analog of γ-tocopherol, a member of the vitamin E family. This new synthesis of γ-trolox proceeds via selective aromatic demethylation of Trolox, the more easily available 2,5,7,8-tetramethyl homolog compound. This route is shorter than the previous synthesis, avoids the use of cyanide and methoxybutadiene, and requires no chromatography. Copyright Taylor & Francis Group, LLC.
CHINONE-, HYDROCHINOME- AND NAPHTHOCHINONE-ANALOGUES OF VATIQUIONE FOR TREATMENT OF MITOCHONDRIAL DISORDER DISEASES
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Page/Page column 188-189, (2021/04/10)
The disclosure provides therapeutic compositions (i.e., therapeutic agents) and methods of preventing or treating Friedreich's ataxia in a mammalian subject, reducing risk factors, signs and/or symptoms associated with Friedreich's ataxia (e.g. Complex I deficiency), and/or reducing the likelihood or severity of Friedreich's ataxia. The disclosure further provides novel intermediates for the production of said therapeutic compositions and related reduced versions of said therapeutic compositions, which reduce forms may also be used as therapeutic agents (or prodrugs of the therapeutic agent(s)).
Design, Synthesis, and Anticancer Evaluation of Novel Benzopyran 1, 3, 4-oxadiazole Derivatives
Kumar, Piyush,Rahman, Azizur,Wal, Pranay,Rawat, Pinki,Singh, Kuldeep
, p. 395 - 402 (2021/01/25)
Some new benzopyran 1,3,4-oxadiazole, derivatives (PKO 1-7) were designed by docking, in silico absorption, distribution, metabolism, excretion (ADME) and predicted toxicity studies, and then synthesized by S-alkylation of benzopyran 1,3,4-oxadiazole with
Anticancer and Antioxidant Activities of Chroman Carboxamide Analogs
Rawat, Pinki,Verma, Saurabh Manaswita,Kumar, Piyush
, p. 515 - 520 (2021/02/02)
Based on our previous work, a series of chroman carboxamide analogs (5a-t), which were first used as antiepileptic agents, were evaluated for their anticancer and antioxidant potencies. The majority of the compounds displayed good to potent anticancer activity on the MCF-7 breast cancer cell line. The compounds 5k (GI50=40.9 μM) and 5l (GI50=41.1 μM) showed the highest potency among the series. Antioxidant activity was determined by the 2,2-diphenyl-1-picryl-hydrazyl-hydrate (DPPH) and hydrogen peroxide radical scavenging methods. The majority of compounds were found to be more active than standard drug Trolox. The compound 5e (93.7% inhibition) showed the highest DPPH radical scavenging activity and compound 5d (83.2% inhibition) showed the highest hydrogen peroxide radical scavenging activity. These results indicate that it might be a novel concept to explore high-affinity inhibitors with excellent anticancer and antioxidant potency.
DEUTERATED EPI-743
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Paragraph 186, (2017/06/12)
This invention relates to novel α-tocotrienol quinones of Formula I: (I), and pharmaceutically acceptable salts thereof. This invention also provides compositions comprising a compound of this invention and the use of such compositions in methods of treat
Covalent and Ionic Conjugates of Trolox and α-Tocopherol with 1-Aminoadamantane
Yushkova, Yu. V.,Morozov,Chernyak,Grigor’ev
, p. 1059 - 1065 (2017/11/27)
Covalent, ionic, and ionic-covalent conjugates of trolox and α-tocopherol with 1-aminoadamantane were synthesized. Their structures were elucidated using mass spectrometry and IR, PMR, and 13C NMR spectroscopy. The water solubility of the ionic trolox conjugates with 1-aminoadamantane increased by 2–24 times as compared with that of trolox whereas that of the α-tocopherol succinate conjugates remained the same as that of α-tocopherol.
NITROALKENE TOCOPHEROLS AND ANALOGS THEREOF FOR USE IN THE TREATMENT AND PREVENTION OF INFLAMMATION RELATED CONDITIONS
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Paragraph 00137; 00138, (2015/06/03)
Within the scope of the present invention is a new pharmacological strategy for the treatment of atherosclerosis based on the main pathogenic role that low density lipoproteins and chronic inflammation play in atherogenesis. This pharmacological approach implies that the hybrid compound would be selectively incorporated into the lipoproteins particles during the normal metabolism and due to the presence of the chromanol structure of tocopherol. Once the nitroalkene-vitamin E-analog is incorporated into the LDL, this lipoprotein will carry it all over the body, including the atherosclerotic lesions, where the hybrid compound will be able to exert the potent anti-inflammatory and anti-atherogenic properties similar to nitrated fatty acids but without the disadvantages of β-oxidation and lack of control over the targeting and localization of the compound.
Membrane anchoring γ-secretase modulators with terpene-derived moieties
Naumann, Eva Christine,G?ring, Stefan,Ogorek, Isabella,Weggen, Sascha,Schmidt, Boris
supporting information, p. 3852 - 3856 (2013/07/27)
Modulation of γ-secretase activity is a promising therapeutic strategy for the treatment of Alzheimer's disease. Herein we report on the synthesis of carprofen- and tocopherol-derived small-molecule modulators carrying terpene moieties as lipophilic membrane anchors. Additionally, these modulators are equipped with an acidic moiety, which contributes to the desired modulatory effect on the γ-secretase with decreased formation of Aβ42 and increased Aβ38 production.
Synthesis of triterpene acids conjugates with α-tocopherol synthetic analogs
Spivak,Mufazzalova,Shakurova,Odinokov
scheme or table, p. 1355 - 1363 (2011/01/04)
Heterodimers were synthesized of pharmacologically important α-tocopherol synthetic analogs with triterpene acids(betulonic, betulinic), potential polyfunctionsl drugs possessing antioxidant activity. The combination of the fragments of biologically active substances was performed through linkers (residues of succinic acid, hydrazine, glycine, tetramethylenediamine) binding the side chain of the antioxidant molecule with atoms C3 or C28 of the terpenoid.
Enantioselective transesterification of (±)-6-benzyloxy-2,5,7,8- tetramethyl-3,4-dihydro-2H-1-benzopyran-2-ylmethanol catalyzed by the Amano PS lipase in the ionic liquid [bmim]PF6
Shafikov,Spivak, A. Yu.,Odinokov
scheme or table, p. 2129 - 2132 (2011/07/30)
(S)-(-)-6-Benzyloxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2- ylmethanol, a synthon for the design of natural α-tocopherol, was obtained by kinetically selective acetylation of the corresponding racemic alcohol in the presence of the Amano PS lipase from Burkholderia cepacia in the ionic liquid 1-butyl-3-methylimidazolinium hexafluorophosphate ([bmim]PF6).
