Enantioselective chromatography of alkyl derivatives of 5-ethyl-5-phenyl-2-thiobarbituric acid studied by semiempirical AM1 method

Chirality ◽  
2002 ◽  
Vol 14 (8) ◽  
pp. 632-637 ◽  
Author(s):  
Krzysztof Zborowski ◽  
Grzegorz ?uchowski
2019 ◽  
Vol 15 (7) ◽  
pp. 771-780
Author(s):  
He-Min Li ◽  
Ting Gu ◽  
Wen-Yu Wu ◽  
Shao-Peng Yu ◽  
Tian-Yuan Fan ◽  
...  

Background: Exogenous antioxidants are considered as a promising therapeutic approach to treat neurodegenerative diseases since they could prevent and/or minimize the neuronal damage by oxidation. Objective: Three series of lipophilic compounds structurally based on scutellarein (2), which is one metabolite of scutellarin (1) in vivo, have been designed and synthesized. Methods: Their antioxidant activity was evaluated by detecting the 2-thiobarbituric acid reactive substance (TBARS) produced in the ferrous salt/ascorbate-induced autoxidation of lipids, which were present in microsomal membranes of rat hepatocytes. The lipophilicity of these compounds indicated as partition coefficient between n-octanol and buffer was investigated by ultraviolet (UV) spectrophotometer. Results: This study indicated that compound 5e which had a benzyl group substituted at the C4'- OH position showed a potent antioxidant activity and good lipophilicity. Conclusion: 5e could be an effective candidate for preventing or reducing the oxidative status associated with the neurodegenerative processes.


1984 ◽  
Vol 49 (1) ◽  
pp. 313-319 ◽  
Author(s):  
Věra Přikrylová ◽  
Petr Sedmera ◽  
Josef V. Jizba ◽  
Jindřich Vokoun ◽  
Helena Lipavská ◽  
...  

Reaction of daunomycinone (I) with alcohols and p-toluenesulfonic acid produces a mixture (~3 : 1) of its (7S)- and (7R)-O-alkyl derivatives II-IX. According to the 1H NMR evidence, the alicyclic ring exists in the 9H8 conformation in (7R)-O-alkyl derivatives, on the contrary to (7S)-epimers and 7-epi-daunomycinone that adopt the 8H9 conformation.


Author(s):  
D.M. Beltukova ◽  
V.P. Belik ◽  
Y.N. Antonenko ◽  
A.A. Bogdanov ◽  
G.A. Korshunova ◽  
...  

1990 ◽  
Vol 9 (1) ◽  
pp. 260-265 ◽  
Author(s):  
Rocco A. Paciello ◽  
Juan M. Manriquez ◽  
John E. Bercaw

1933 ◽  
Vol 55 (11) ◽  
pp. 4657-4662 ◽  
Author(s):  
Emil Klarmann ◽  
Louis W. Gates ◽  
Vladimir A. Shternov ◽  
Philip H. Cox

Author(s):  
J. A. Barltrop ◽  
R. M. Acheson ◽  
P. G. Philpott ◽  
K. E. MacPhee ◽  
J. S. Hunt

1966 ◽  
Vol 44 (11) ◽  
pp. 1247-1258 ◽  
Author(s):  
Raj Nandan Prasad ◽  
Karin Tietje

The formation of 3-oxo-3,4-dihydro-2H-1,4-benzothiazine (IIIa) by cyclization of alkyl 2-haloacetamidophenyl sulfides (I) was investigated; it is proposed that the reaction proceeds via a six-membered sulfonium halide. The preparation of 4-alkyl derivatives of IIIa and of 4-alkyl and 4-acyl derivatives of its reduction product 3,4-dihydro-2H-1,4-benzothiazine (Va) is described. Acylation of Va was shown to proceed without opening of the thiazine ring. Preparation of the O-benzoyl, N-benzoyl, and O,N-dibenzoyl derivatives of 2-(β-hydroxyethyl-mercapto)aniline (VIII) has permitted clarification of the confusion in the literature with respect to the derivatives of Va and VIII. Compound XVIII, the 1,1-dioxide of IIIa, undergoes C-alkylation at the 2-position when treated with alkyl halides, rather than O-alkylation as previously suggested.


ARKIVOC ◽  
2022 ◽  
Vol 2022 (2) ◽  
Author(s):  
Shushanik Shamir Dashyan ◽  
Ruzanna Garnik Paronikyan ◽  
Suren Sergey Mamyan ◽  
Ervand Garnik Paronikyan

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