scholarly journals Aza- and Azo-Stilbenes: Bio-Isosteric Analogs of Resveratrol

Molecules ◽  
2020 ◽  
Vol 25 (3) ◽  
pp. 605 ◽  
Author(s):  
Gérard Lizard ◽  
Norbert Latruffe ◽  
Dominique Vervandier-Fasseur
Keyword(s):  
Therapeutic Potential ◽  
Biological Activities ◽  
Research Groups ◽  
Aromatic Rings ◽  
Therapeutic Applications ◽  
Structure Activity Relationships ◽  
Natural Polyphenols ◽  
Structure Activity ◽  
Resveratrol Analogs ◽  
Resveratrol Derivatives

Several series of natural polyphenols are described for their biological and therapeutic potential. Natural stilbenoid polyphenols, such as trans-resveratrol, pterostilbene and piceatannol are well-known for their numerous biological activities. However, their moderate bio-availabilities, especially for trans-resveratrol, prompted numerous research groups to investigate innovative and relevant synthetic resveratrol derivatives. This review is focused on isosteric resveratrol analogs aza-stilbenes and azo-stilbenes in which the C=C bond between both aromatic rings was replaced with C=N or N=N bonds, respectively. In each series, synthetic ways will be displayed, and structural sights will be highlighted and compared with those of resveratrol. The biological activities of some of these molecules will be presented as well as their potential therapeutic applications. In some cases, structure-activity relationships will be discussed.

Isothiocyanate Synthetic Analogs: Biological Activities, Structure-Activity Relationships and Synthetic Strategies

2014 ◽  
Vol 14 (12) ◽  
pp. 963-977 ◽  
Author(s):  
Andrea Milelli ◽  
Carmela Fimognari ◽  
Nicole Ticchi ◽  
Paolo Neviani ◽  
Anna Minarini ◽  
...  
Keyword(s):  
Biological Activities ◽  
Synthetic Analogs ◽  
Structure Activity Relationships ◽  
Structure Activity

Design, synthesis and biological activities of pyrrole-3-carboxamide derivatives as EZH2 (enhancer of zeste homologue 2) inhibitors and anticancer agents

2020 ◽  
Vol 44 (6) ◽  
pp. 2247-2255
Author(s):  
Qifan Zhou ◽  
Lina Jia ◽  
Fangyu Du ◽  
Xiaoyu Dong ◽  
Wanyu Sun ◽  
...  
Keyword(s):  
Biological Activity ◽  
Anticancer Agents ◽  
Biological Activities ◽  
Activity Assay ◽  
Design Synthesis ◽  
Structure Activity Relationships ◽  
Structure Activity ◽  
Enhancer Of Zeste

A novel series of pyrrole-3-carboxamides targeting EZH2 have been designed and synthesized. The structure–activity relationships were summarized by combining with in vitro biological activity assay and docking results.

scholarly journals A Comprehensive QSAR Study on Antileishmanial and Antitrypanosomal Cinnamate Ester Analogues

Molecules ◽  
2019 ◽  
Vol 24 (23) ◽  
pp. 4358 ◽  
Author(s):  
Freddy A. Bernal ◽  
Thomas J. Schmidt
Keyword(s):  
Biological Activities ◽  
Strong Dependence ◽  
Health Improvement ◽  
Underlying Structure ◽  
Parasitic Infections ◽  
Structure Activity Relationships ◽  
Structure Activity ◽  
Antitrypanosomal Activity ◽  
Validation Parameters ◽  
Test Sets

Parasitic infections like leishmaniasis and trypanosomiasis remain as a worldwide concern to public health. Improvement of the currently available drug discovery pipelines for those diseases is therefore mandatory. We have recently reported on the antileishmanial and antitrypanosomal activity of a set of cinnamate esters where we identified several compounds with interesting activity against L. donovani and T. brucei rhodesiense. For a better understanding of such compounds’ anti-infective activity, analyses of the underlying structure-activity relationships, especially from a quantitative point of view, would be a prerequisite for rational further development of such compounds. Thus, quantitative structure-activity relationships (QSAR) modeling for the mentioned set of compounds and their antileishmanial and antitrypanosomal activity was performed using a genetic algorithm as main variable selection tool and multiple linear regression as statistical analysis. Changes in the composition of the training/test sets were evaluated (two randomly selected and one by Kennard-Stone algorithm). The effect of the size of the models (number of descriptors) was also investigated. The quality of all resulting models was assessed by a variety of validation parameters. The models were ranked by newly introduced scoring functions accounting for the fulfillment of each of the validation criteria evaluated. The test sets were effectively within the applicability domain of the best models, which demonstrated high robustness. Detailed analysis of the molecular descriptors involved in those models revealed strong dependence of activity on the number and type of polar atoms, which affect the hydrophobic/hydrophilic properties causing a prominent influence on the investigated biological activities.

scholarly journals Study on structure–activity relationships (SARs) of epoxylignan compounds with α- glucosidase inhibitory activity

2018 ◽  
Vol 1 (T5) ◽  
pp. 110-115
Author(s):  
Tho Huu Le ◽  
Hai Xuan Nguyen ◽  
Mai Thi Thanh Nguyen
Keyword(s):  
Inhibitory Activity ◽  
Biological Activities ◽  
Stem Bark ◽  
Positive Control ◽  
Polyphenolic Compounds ◽  
Hydroxyl Group ◽  
Epoxy Ring ◽  
Structure Activity Relationships ◽  
Structure Activity ◽  
Potent Inhibitory Activity

Epoxylignans are polyphenolic compounds, which possess various biological activities such as antiproliferative activity on cancer cells, antioxidant, antihyperglycemic,… In this research, we study on α- glucosidase inhibitory activity of 11 epoxylignans isolated from the stem of Artocarpus heterophyllus, the stem of Willughbeia cochinchinensis, the stem bark of Crateva religiosa, and the propolis of Trigona minor. The results showed that, compounds 1–4 and 7–10 were more potent inhibitory activity than that of positive control acarbose (IC50, 214.5 µM). Based on the results, their structure-activity relationships showed that the presence of the hydroxyl group at C-4, and C-4ʹ positions play an important role in increasing the activity. Furthermore, diepoxylignans having a ketone group at C-9′ exhibited stronger activity. In contrast, the opening of an epoxy ring at C-7 the C-9′ positions reduced the activity.

Choline-Containing Phospholipids: Structure-Activity Relationships Versus Therapeutic Applications

2015 ◽  
Vol 22 (38) ◽  
pp. 4328-4340 ◽  
Author(s):  
S.K. Tayebati ◽  
G. Marucci ◽  
C. Santinelli ◽  
M. Buccioni ◽  
F. Amenta
Keyword(s):  
Therapeutic Applications ◽  
Structure Activity Relationships ◽  
Structure Activity

Bis-coumarin Derivatives and Their Biological Activities

2018 ◽  
Vol 18 (2) ◽  
pp. 101-113 ◽  
Author(s):  
Qing-Cheng Ren ◽  
Chuan Gao ◽  
Zhi Xu ◽  
Lian-Shun Feng ◽  
Ming-Liang Liu ◽  
...  
Keyword(s):  
Clinical Practice ◽  
Active Sites ◽  
Noncovalent Interactions ◽  
Biological Activities ◽  
Coumarin Derivatives ◽  
Antitumor Activities ◽  
Structure Activity Relationships ◽  
Structure Activity ◽  
Biological Potential

Bis-coumarins have caused great interests in the recent years. These compounds exhibit diverse biological activities which are ascribed to their ability to exert noncovalent interactions with the various active sites in organisms. Some of them such as dicoumarolum and dicoumarol were approved for therapeutic purposes in clinical practice. Encouraged by the above facts, numerous biscoumarin derivatives have been synthesized and screened for their biological activities, and many of them showed promising potency. This review is focused on the biological potential of bis-coumarin derivatives with particular mention of those exhibiting antibacterial, anticoagulant, antiinflammatory, antiviral, anti-parasite and antitumor activities, and their structure-activity relationships are also discussed.

Chalcones as Scavengers of HOCl and Inhibitors of Oxidative Burst: Structure-Activity Relationship Studies

2020 ◽  
Vol 17 ◽  
Author(s):  
Thaise Martins ◽  
Vera L.M. Silva ◽  
Artur M.S. Silva ◽  
José L.F.C. Lima ◽  
Eduarda Fernandes ◽  
...  
Keyword(s):  
Oxidative Burst ◽  
Hypochlorous Acid ◽  
Biological Activities ◽  
Chemical Diversity ◽  
Human Neutrophils ◽  
Aromatic Rings ◽  
Structure Activity ◽  
Antioxidant Agents ◽  
Ic50 Values ◽  
Anti Inflammatory

Aims: Evaluate the ability of chalcones to scavenge hypochlorous acid (HOCl) and modulate oxidative burst. Background: The chemistry of chalcones has long been a matter of interest to the scientific community due to the phenolic groups often present and to the various replaceable hydrogens that allow the formation of a broad number of derivatives. Due to this chemical diversity, several biological activities have been attributed to chalcones, namely anti-diabetic, anti-inflammatory and antioxidant. Objectives: Evaluate the ability of a panel of 34 structurally related chalcones to scavenge HOCl and/or suppress its produc-tion through the inhibition of human neutrophils’ oxidative burst, followed by the establishment of the respective structure-activity relationships. Methods: The ability of chalcones to scavenge HOCl was evaluated by fluorimetric detection of the inhibition of dihydro-rhodamine 123 oxidation. The ability of chalcones to inhibit neutrophils’ oxidative burst was evaluated by chemiluminomet-ric detection of the inhibition of luminol oxidation. Results: It was observed that the ability to scavenge HOCl depends on the position and number of hydroxy groups on both aromatic rings. Chalcone 5b was the most active with an IC50 value of 1.0 ± 0.1 μM. The ability to inhibit neutrophils’ oxi-dative burst depends on the presence of a 2’-hydroxy group on A-ring and on other substituents groups, e.g. methoxy, hy-droxy, nitro and/or chlorine atom(s) at C-2, C-3 and/or C-4 on B-ring, as in chalcones 2d, 2f, 2j, 2i, 4b, 2n and 1d, which were the most actives with IC50 values ranging from 0.61 ± 0.02 μM to 1.7 ± 0.2 μM. Conclusion: The studied chalcones showed high activity at a low micromolar range, indicating their potential as antioxidant agents and to be used as a molecular structural scaffold for the design of new anti-inflammatory compounds.

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