Biochemically important reactions of 2-furylethylenes. Reactions with low-molecular thiols

1982 ◽  
Vol 47 (5) ◽  
pp. 1523-1529 ◽  
Author(s):  
Ernest Šturdík ◽  
Tibor Liptaj ◽  
Štefan Baláž ◽  
Ľudovít Drobnica

As evidenced by spectrophotometry and radiochromatography, derivatives of 2-furylethylene are able to react with thiols in an aqueous medium. The NMR analysis of reaction mixture showed that the site attacked by the thiol is the more electrophilic C(1) atom of the exocyclic double bond of the 2-furylethylenes under study. The ability to react with SH groups is of extraordinary importance particularly in connection with the study of mechanism of biological activity of 2-furylethylenes.

1988 ◽  
Vol 41 (5) ◽  
pp. 711 ◽  
Author(s):  
PK Grant ◽  
KL Chee ◽  
JS Prasad ◽  
MY Tho

Dehydration of the unstable hydroperoxy ethers (4) and (6) formed on ozonolysis of the manool derivatives (2) and (5) resulted in the formation of the ten- membered unsaturated lactones (11) and (12) in good yield. The results of an investigation into the nature of the hydroxyl group and its spatial relationship to the exocyclic double bond in lactone formation are reported for other manool derivatives.


1977 ◽  
Vol 8 (32) ◽  
pp. no-no
Author(s):  
N. S. ZEFIROV ◽  
N. V. AVERINA ◽  
A. M. BOGANOV ◽  
T. S. KUZNETSOVA ◽  
S. S. YAROVOI

1997 ◽  
Vol 50 (5) ◽  
pp. 487 ◽  
Author(s):  
Dmitry V. Yashunsky ◽  
Gelii V. Ponomarev ◽  
A. S. Moskovkin ◽  
Dennis P. Arnold

The nickel(II) complex of meso-dimethylaminoprop-1-enyloctaethylporphyrin (2c) was converted by quaternization and thermolysis into a pair of novel isomeric macrocyclic complexes (3) and (4). These have a fused six-membered ring, and an exocyclic double bond on the neighbouring β-position, and have been named ‘australochlorins’. Heating these compounds in acetic acid leads to the known nickel(II) octaethylbenzochlorin (1) and a novel β-(1-acetoxyethyl)benzochlorin (5). Trifluoroacetic acid promotes the regioselective formation of benzochlorin/porphyrin species from the mononickel(II) complexes of the acrolein derivatives of bis(octaethylporphyrinyl)ethane and trans-ethene.


RSC Advances ◽  
2017 ◽  
Vol 7 (11) ◽  
pp. 6523-6529 ◽  
Author(s):  
Mohamed Zaki ◽  
Abdelouahd Oukhrib ◽  
Mohamed Akssira ◽  
Sabine Berteina-Raboin

A series of novel enantiomerically pure spiro-(isoxazolidines/isoxazolines) were synthesized regioselectively by 1,3-dipolar cycloaddition using nitrones and nitrile oxides, on the exocyclic double bond of tomentosin extracted from Dittrichia viscosa.


2021 ◽  
Vol 1022 ◽  
pp. 203-211
Author(s):  
I.S. Dolgin ◽  
Petr P. Purygin ◽  
Y.P. Zarubin ◽  
A.V. Samorodov

The paper describes the synthesis of three new copolymers based on styrene and α-methylstyrene derivatives by radical emulsion copolymerization in an aqueous medium in the presence of an ammonium persulfate initiator and potassium stearate emulsifier. In early study, it was found that copolymers based on methoxy derivatives of styrene have the advanced dielectric properties, as compared to polystyrene and a copolymer of styrene and α-methylstyrene. In addition, the latest scientific literature provides data on the biological activity of styrene copolymers. Thus, the synthesis and study of the properties of new copolymers based on styrene and α-methylstyrene creates a prospect for establishing materials with a unique set of properties differing from their previously studied analogues. The structure of synthesized copolymers is confirmed by IR spectroscopy. Along with this, the paper provides the curves of thermogravimetric analysis, data on dielectric constant and tangent of a dielectric loss angle. A hemolytic effect of copolymers is determined, which indicates biocompatibility and further research perspectives towards their suitability for medical use. A copolymer of sodium 4-styrenesulfonate and α-methylstyrene (the molar ratio of starting monomers is 7:3) is soluble in an aqueous medium, which makes it of higher priority in terms of further study into biological activity.


2002 ◽  
Vol 74 (2) ◽  
pp. 211-221 ◽  
Author(s):  
MAILCAR F. OLIVEIRA ◽  
TELMA L.G. LEMOS ◽  
MARCOS C. DE MATTOS ◽  
TACIANA A. SEGUNDO ◽  
GILVANDETE M.P. SANTIAGO ◽  
...  

A convenient synthesis of the new enamine derivatives 2-(4-morpholinyl)-3-(3-methyl-2-butenyl)-1,4-naphthalenedione, 2-(1-piperidinyl)-3-(3-methyl-2-butenyl)-1,4-naphtalenedione and 2-(1-pyrrolidinyl)-3-(3-methyl-2-butenyl)-1,4-naphthalenedione was carried out from natural 2-hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthalenedione (lapachol) and morpholine, piperidine and pyrrolidine. The structures of the products were established mainly by NMR analysis, including 2D experiments. Biological activities of these products were evaluated against Artemia salina, Aedes aegypti and cytotoxicity using A549 human breast cells.


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