scholarly journals Tackling Pristinamycin IIB Problems: Synthetic Studies toward Some Fluorinated Analogs

2020 ◽  
Vol 3 (1) ◽  
pp. 107
Author(s):  
Assia Chebieb ◽  
Chewki Ziani-Cherif
Keyword(s):  
Chemical Structure ◽  
Wittig Reaction ◽  
Antimicrobial Agents ◽  
Synthetic Approach ◽  
Solubility In Water ◽  
Fluorinated Analogs ◽  
Human Therapy ◽  
Primary Structures ◽  
Synthetic Studies

Streptogramins are potent antibiotics against numerous highly resistant pathogens and therefore are used in last-resort human therapy. These antibiotics are formed of both A- and B-group compounds named pristinamycins that differ in their basic primary structures. Although pristinamycin IIB is among the most interesting antibiotics in this family, it presents numerous problems related to its chemical structure, such as instability at most pH levels, weak solubility in water, and resistance by bacteria. As a response to the need for developing new antimicrobial agents, we have designed a new analog of pristinamycin IIB, based most importantly on the introduction of fluorine atoms. We conjectured indeed that the introduced modifications may solve the above-mentioned problems exhibited by pristinamycin IIB. Our multistep synthetic approach relies on few key reactions, namely a Wittig reaction, a Grubbs reaction, and dihydroxy, -difluoro API (Advanced Pharmaceutical Intermediate) synthesis

scholarly journals Preparation and Hydro-Lipophilic Properties of Selected Novel Chlorinated and Brominated N-Arylcinnamamides

Proceedings ◽  
2019 ◽  
Vol 41 (1) ◽  
pp. 11
Author(s):  
Tomas Strharsky ◽  
Timotej Jankech ◽  
Jiri Kos ◽  
Kristina Maricakova ◽  
Andrea Pramukova ◽  
...  
Keyword(s):  
High Performance ◽  
Chemical Structure ◽  
Antimicrobial Agents ◽  
Reversed Phase ◽  
Log P ◽  
Organic Modifier ◽  
Chromatography Method ◽  
P Values ◽  
Liquid Chromatography Method ◽  
Derivatives Of

A series of six di- and tri-halogenated N-arylcinnamanilides designed as anti-inflammatory and antimicrobial agents was prepared and characterized. Since it is known that lipophilicity significantly influences the biological activity of compounds, the hydro-lipophilic properties of these di- and tri-substituted N-arylcinnamanilides were investigated in the study. All the discussed derivatives of cinnamic acid were analyzed using the reversed-phase high performance liquid chromatography method to measure lipophilicity. The procedure was performed under isocratic conditions with methanol as an organic modifier in the mobile phase using an end-capped non-polar C18 stationary reversed-phase column. In the present study, the correlations between the logarithm of the capacity factor k and log P/Clog P values calculated in various ways as well as the relationships between the lipophilicity and the chemical structure of the studied compounds are discussed.

scholarly journals Strigol synthetic studies the first synthetic approach that allows control of C-2′ configuration

1994 ◽  
Vol 35 (28) ◽  
pp. 4973-4976 ◽  
Author(s):  
Katja Frischmuth ◽  
Andreas Marx ◽  
Tanja Petrowitsch ◽  
Ulrich Wagner ◽  
Klaus Koerner ◽  
...  
Keyword(s):  
Synthetic Approach ◽  
Synthetic Studies

A novel synthetic approach for the synthesis of pyrano[3,2-c] quinolone-3carbaldehydes by using modified Vilsmeier Haack reaction, as potent antimicrobial agents

2019 ◽  
Vol 1180 ◽  
pp. 227-236 ◽  
Author(s):  
Ashhar-uz Zaman ◽  
Ikram Ahmad ◽  
Muhammad Pervaiz ◽  
Shakeel Ahmad ◽  
Shumaila Kiran ◽  
...  
Keyword(s):  
Antimicrobial Agents ◽  
Synthetic Approach

Synthetic analogues of oxytocin: an approach to problems of hormone action

1968 ◽  
Vol 170 (1018) ◽  
pp. 17-26 ◽  
Keyword(s):  
Hormonal Regulation ◽  
Chemical Structure ◽  
Receptor Site ◽  
Biological Properties ◽  
Subsequent Stage ◽  
Synthetic Approach ◽  
Overt Response ◽  
Hormone Action ◽  
Structural Variations ◽  
The Individual

Synthetic organic chemistry has in recent years become a recognized participant in the study of hormone action. Although the synthetic approach is capable of yielding copious information about the relation between chemical structure and biological activity and thereby, in principle, it can aid in exploring the molecular basis of hormone action, the results obtained by this approach are by no means unambiguous. For one thing, the great conformational flexibility of peptide chains makes it difficult to estimate the overall effect of a change in chemical structure on the topochemistry of the molecule in that conformation which it adopts in its interaction with a particular receptor site. Furthermore, the complexity of biological systems capable of showing a response to the hormones or their analogues is such that this response cannot, as yet, be confidently interpreted in terms of molecular interactions. A generalized scheme of hormonal regulation in the intact organism is shown in figure 5; an exogenously introduced hormonal peptide will bypass the stages of biosynthesis and release (though it might conceivably operate feedback mechanisms where these exist), but its behaviour in each subsequent stage of the system will be affected by its chemical and physical properties. Any change in the structure of the peptide is therefore likely to modify its interactions at several or all of these stages and the change in overt response will represent the complex results of these modified interactions. To some extent the effect on the individual stages can be distinguished by working with biological preparations of varying complexity, from the whole organism to isolated tissues; but even the simplest tissue preparations are still biochemically very complicated systems in which the receptor molecules have yet to be identified. On the other hand, any stage of the whole process of hormonal regulation is a fair target for attempts to achieve modified biological properties by structural variations, and this paper will be concerned with illustrating these possibilities, using examples from our work on neurohypophysial hormone analogues.

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