Faculty Opinions recommendation of Novel prodrugs with a spontaneous cleavable guanidine moiety.

2016 ◽  
Author(s):  
Peter R Bernstein
Keyword(s):  
Guanidine Moiety

scholarly journals Cycloaddition of Thiourea- and Guanidine-Substituted Furans to Dienophiles: A Comparison of the Environmentally-Friendly Methods

2020 ◽  
Vol 3 (1) ◽  
pp. 57
Author(s):  
Luka Barešić ◽  
Davor Margetić ◽  
Zoran Glasovac
Keyword(s):  
High Pressure ◽  
Functional Groups ◽  
Organic Synthesis ◽  
High Speed ◽  
Environmentally Friendly ◽  
Microwave Assisted ◽  
Pressure Synthesis ◽  
Ultrasound Assisted ◽  
Substituted Furans ◽  
Guanidine Moiety

The cycloaddition strategy was employed in order to obtain a 7-oxanorbornene framework substituted with a guanidine moiety or its precursor functional groups: protected amine or thiourea. In order to optimize the conditions for the cycloaddition, several environmentally-friendly methods—microwave assisted organic synthesis, high pressure synthesis, high speed vibrational milling, and ultrasound assisted synthesis—were employed. The outcomes of the cycloaddition reactions were interpreted in terms of endo/exo selectivity, the conversion of the reactants to the product, and the isolated yields. In general, our results indicated the HP and HSVM approaches as the methods of choice to give good yields and conversions.

Decomposition products of cylindrospermopsin – a cyanotoxin produced by Raphidiopsis raciborskii (Woloszynska)

2019 ◽  
Vol 48 (3) ◽  
pp. 227-235 ◽  
Author(s):  
Michal Adamski ◽  
Paweł Żmudzki ◽  
Jan Bialczyk ◽  
Ariel Kaminski ◽  
Ewelina Chrapusta-Srebrny ◽  
...  
Keyword(s):  
High Temperature ◽  
Environmental Factors ◽  
Vibrio Fischeri ◽  
Freshwater Species ◽  
Decomposition Products ◽  
Structural Modifications ◽  
Toxicity Potential ◽  
Alkaline Conditions ◽  
Living Organisms ◽  
Guanidine Moiety

Abstract Toxins produced by cyanobacteria (cyanotoxins) and released into water have become a serious problem worldwide due to the increasing morbidity and mortality of living organisms they have caused. The ability to synthesize the cytotoxic alkaloid cylindrospermopsin (CYN) has been demonstrated in several freshwater species of cyanobacteria. CYN is highly chemically stable under environmental factors and decomposes only under alkaline conditions, where it forms derivatives. The toxicity potential of the decomposition products formed at pH 10 combined with high temperature (100°C) or UV-B irradiation (36 μmol m−2 s−1) has been research based on the crustacean Thamnocephalus platyurus (Thamnotoxkit FTM) and bacteria Vibrio fischeri (Deltatox® II) bioassays. This paper is a continuation and completion of our previous experiments and the obtained results showed that the applied conditions contributed to the decomposition of the CYN molecule to non-toxic products and its structural modifications by separating the uracil ring or/and the sulfate group from the tricyclic guanidine moiety, leading to a reduction in its toxicity. To the best of our knowledge, this is the first report describing the toxicity of CYN decomposition products formed under alkaline conditions combined with boiling temperature or UV-B irradiation.

Substituent dependence of imidazoline derivatives on the capture and release system of carbon dioxide

2017 ◽  
Vol 41 (23) ◽  
pp. 14390-14396 ◽  
Author(s):  
Yoshiaki Yoshida ◽  
Naoto Aoyagi ◽  
Takeshi Endo
Keyword(s):  
Carbon Dioxide ◽  
Release System ◽  
Guanidine Derivative ◽  
Imidazoline Derivatives ◽  
Capture And Release ◽  
Slight Amount ◽  
Guanidine Moiety

The imidazoline having a cyclic guanidine moiety only captured CO2 quantitatively, and then the cyclic guanidine derivative gave the guanidinium bicarbonate by CO2 fixation together with a slight amount of water.

Methods to Access 2-aminobenzimidazoles of Medicinal Importance

2020 ◽  
Vol 23 (23) ◽  
pp. 2573-2597
Author(s):  
Alejandro Cruz ◽  
Itzia I. Padilla Martínez ◽  
Angel A. Ramos-Organillo
Keyword(s):  
Medicinal Chemistry ◽  
Biological Activities ◽  
Building Blocks ◽  
Electron System ◽  
Clinical Applications ◽  
Amino Group ◽  
Labile Hydrogen ◽  
Hydrogen Atoms ◽  
Lone Pairs ◽  
Guanidine Moiety

: Benzimidazole (BI) and derivatives are interesting because several of these compounds have been found to have a diversity of biological activities with clinical applications. In view of their importance, the synthesis of BI and its derivatives is still considered as a challenge for synthetic chemists. Examples of compounds used in medicinal chemistry containing BI, as important nucleus, are Astemizole (antihistaminic), Omeprazole (antiulcerative) and Rabendazole (fungicide), some of these compounds have the 2- aminobenzimidazole (2ABI) as base nucleus. The structure of 2ABI derivatives contains a cyclic guanidine moiety, which is interesting because of its free lone pairs, labile hydrogen atoms and planar delocalized structure. The delocalized 10-π electron system and the extension of the electron conjugation with the exocyclic amino group, in 2ABI, making these heterocycles to have amphoteric character. The 2ABI has been used as building blocks for the synthesis of several BI derivatives as medicinally important molecules. On these bases, herein, we present a bibliographic review concerning the recent methodologies used in the synthesis of 2ABIs, including the substituted ones.

scholarly journals THE STRUCTURE, STEREOCHEMISTRY AND REACTIONS OF THE GUANIDINE MOIETY OF VIOMYCIN

1969 ◽  
Vol 22 (3) ◽  
pp. 133-134 ◽  
Author(s):  
B. W. BYCROFT ◽  
L.R. CROFT ◽  
A. W. JHONSON ◽  
TESSA WEBB
Keyword(s):  
Guanidine Moiety
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