Bicyclic polyprenylated acylphloroglucinols and their derivatives: structural modification, structure-activity relationship, biological activity and mechanism of action

Natural and synthetic anionophores promote the trans-membrane transport of anions such as chloride and bicarbonate. This process may alter cellular homeostasis with possible effects on internal ions concentration and pH levels triggering several and diverse biological effects. In this article, an overview of the recent results on the study of aniontransporters, mainly acting with a carrier-type mechanism, is given with emphasis on the structure/activity relationship and on their biological activity as antibiotic and anticancer agents and in the development of new drugs for treating conditions derived from dysregulation of natural anion channels.

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Antineoplastic Activity, Structural Modification, Synthesis and Structure-activity Relationship of Dammarane-type Ginsenosides: An Overview

Current Organic Chemistry ◽

10.2174/1385272823666190401141138 ◽

2019 ◽

Vol 23 (5) ◽

pp. 503-516 ◽

Cited By ~ 1

Author(s):

Qiang Zhang ◽

Xude Wang ◽

Liyan Lv ◽

Guangyue Su ◽

Yuqing Zhao

Keyword(s):

Structural Modification ◽

Gastrointestinal Disease ◽

Structure Activity Relationship ◽

Cerebrovascular Diseases ◽

Activity Relationship ◽

Cycle Arrest ◽

Structure Activity ◽

Wide Range ◽

Structural Association ◽

Relationship Of

Dammarane-type ginsenosides are a class of tetracyclic triterpenoids with the same dammarane skeleton. These compounds have a wide range of pharmaceutical applications for neoplasms, diabetes mellitus and other metabolic syndromes, hyperlipidemia, cardiovascular and cerebrovascular diseases, aging, neurodegenerative disease, bone disease, liver disease, kidney disease, gastrointestinal disease and other conditions. In order to develop new antineoplastic drugs, it is necessary to improve the bioactivity, solubility and bioavailability, and illuminate the mechanism of action of these compounds. A large number of ginsenosides and their derivatives have been separated from certain herbs or synthesized, and tested in various experiments, such as anti-proliferation, induction of apoptosis, cell cycle arrest and cancer-involved signaling pathways. In this review, we have summarized the progress in structural modification, shed light on the structure-activity relationship (SAR), and offered insights into biosynthesis-structural association. This review is expected to provide a preliminary guide for the modification and synthesis of ginsenosides.

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The Psychonauts’ Benzodiazepines; Quantitative Structure-Activity Relationship (QSAR) Analysis and Docking Prediction of Their Biological Activity

Pharmaceuticals ◽

10.3390/ph14080720 ◽

2021 ◽

Vol 14 (8) ◽

pp. 720

Author(s):

Valeria Catalani ◽

Michelle Botha ◽

John Martin Corkery ◽

Amira Guirguis ◽

Alessandro Vento ◽

...

Keyword(s):

Biological Activity ◽

Computational Models ◽

Quantitative Structure Activity Relationship ◽

Structure Activity Relationship ◽

Docking Studies ◽

Health Concern ◽

Activity Relationship ◽

Quantitative Structure ◽

High Biological Activity ◽

Structure Activity

Designer benzodiazepines (DBZDs) represent a serious health concern and are increasingly reported in polydrug consumption-related fatalities. When new DBZDs are identified, very limited information is available on their pharmacodynamics. Here, computational models (i.e., quantitative structure-activity relationship/QSAR and Molecular Docking) were used to analyse DBZDs identified online by an automated web crawler (NPSfinder®) and to predict their possible activity/affinity on the gamma-aminobutyric acid A receptors (GABA-ARs). The computational software MOE was used to calculate 2D QSAR models, perform docking studies on crystallised GABA-A receptors (6HUO, 6HUP) and generate pharmacophore queries from the docking conformational results. 101 DBZDs were identified online by NPSfinder®. The validated QSAR model predicted high biological activity values for 41% of these DBDZs. These predictions were supported by the docking studies (good binding affinity) and the pharmacophore modelling confirmed the importance of the presence and location of hydrophobic and polar functions identified by QSAR. This study confirms once again the importance of web-based analysis in the assessment of drug scenarios (DBZDs), and how computational models could be used to acquire fast and reliable information on biological activity for index novel DBZDs, as preliminary data for further investigations.

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Synthesis, biological activity, structure activity relationship study and liposomal formulation development of some arylsulfonyl pyroglutamic acid derivatives

Journal of Molecular Structure ◽

10.1016/j.molstruc.2021.131512 ◽

2021 ◽

pp. 131512

Author(s):

Sanjib Das ◽

Sk. Abdul Amin ◽

Sanchita Datta ◽

Nilanjan Adhikari ◽

Tarun Jha

Keyword(s):

Biological Activity ◽

Structure Activity Relationship ◽

Pyroglutamic Acid ◽

Liposomal Formulation ◽

Activity Relationship ◽

Formulation Development ◽

Structure Activity ◽

Activity Structure ◽

Relationship Study

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The Impact of O-Glycosylation on Cyanidin Interaction with POPC Membranes: Structure-Activity Relationship

Molecules ◽

10.3390/molecules23112771 ◽

2018 ◽

Vol 23 (11) ◽

pp. 2771

Author(s):

Sylwia Cyboran-Mikołajczyk ◽

Piotr Jurkiewicz ◽

Martin Hof ◽

Halina Kleszczyńska

Keyword(s):

Biological Activity ◽

Free Radicals ◽

Lipid Bilayer ◽

Lipid Membrane ◽

Lipid Vesicles ◽

Structure Activity Relationship ◽

Activity Relationship ◽

Beneficial Effects ◽

Structure Activity ◽

The Impact

Cyanidin and its O-glycosides have many important physiological functions in plants and beneficial effects on human health. Their biological activity is not entirely clear and depends on the structure of the molecule, in particular, on the number and type of sugar substituents. Therefore, in this study the detailed structure-activity relationship (SARs) of the anthocyanins/anthocyanidins in relation to their interactions with lipid bilayer was determined. On the basis of their antioxidant activity and the changes induced by them in size and Zeta potential of lipid vesicles, and mobility and order of lipid acyl chains, the impact of the number and type of sugar substituents on the biological activity of the compounds was evaluated. The obtained results have shown, that 3-O-glycosylation changes the interaction of cyanidin with lipid bilayer entirely. The 3-O-glycosides containing a monosaccharide induces greater changes in physical properties of the lipid membrane than those containing disaccharides. The presence of additional sugar significantly reduces glycoside interaction with model lipid membrane. Furthermore, O-glycosylation alters the ability of cyanidin to scavenge free radicals. This alteration depends on the type of free radicals and the sensitivity of the method used for their determination.

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Spruce budworm (Choristoneurafumiferana) antifeedants 2. Structure–activity relationship among some functionalized decalin compounds

Canadian Journal of Chemistry ◽

10.1139/v90-180 ◽

1990 ◽

Vol 68 (7) ◽

pp. 1170-1177 ◽

Cited By ~ 3

Author(s):

T. H. Chan ◽

K. R. Guertin ◽

C. V. C. Prasad ◽

A. W. Thomas ◽

G. M. Strunz ◽

...

Keyword(s):

Biological Activity ◽

Spruce Budworm ◽

Structure Activity Relationship ◽

Activity Relationship ◽

Structure Activity

Several compounds, each possessing a polyoxygenated decalin structure, were synthesized and tested for antifeedant activities against the spruce budworm, Choristoneurafumiferana. Definite biological activity was observed for some of these compounds. A structure–activity relationship was discussed on the basis of these results. Keywords: decalin, synthesis, antifeedant, spruce budworm.

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