Conformational Analysis in 18-Membered Macrolactones Based on Molecular Modeling

Belaidi, Salah; Harkati, Dalal

doi:10.5402/2011/594242

Cited by 5 publications

(5 citation statements)

References 14 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Molecular electrostatic potential (MESP) mapping is very useful in the investigation of the molecular structure with its physiochemical property relationships. [39][40][41][42][43][44] In this study; the electrostatic potentials at the surface are presented by different colors in Figure 2.…”

Section: The Molecular Electrostatic Potential Mesp Of Basic Structur...mentioning

confidence: 99%

Conformational analysis and QSAR modeling of 14-membered macrolide analogues against mycobacterium tuberculosis

Zitouni¹,

Belaidi²,

Kerassa³

2020

J. Fundam and Appl Sci.

View full text Add to dashboard Cite

Electronic structures, effect of the substitution and structure physical-chemistry properties relationship for macrolide derivatives, have been studied by PM3 and ab initio methods. In the present work, the calculated values, namely net charges, bond lengths, MESP, dipole moments, electron-affinities, heats of formation, then, we treated the structural, physical and chemical relationships for a series of macrolide derivatives with inhibition activity against Mycobacterium tuberculosis. QSAR studies were done for these macrolide derivatives using a combination of various physicochemical descriptors. A multiple linear regression procedure was used to design the relationships between molecular descriptor and the activity of macrolide derivatives. Results validate the derived QSAR model.

show abstract

Section: The Molecular Electrostatic Potential Mesp Of Basic Structur...mentioning

confidence: 99%

Conformational analysis and QSAR modeling of 14-membered macrolide analogues against mycobacterium tuberculosis

Zitouni¹,

Belaidi²,

Kerassa³

2020

J. Fundam and Appl Sci.

View full text Add to dashboard Cite

show abstract

“…We used molecular mechanics with MM+ force-field and PM3 method to calculate the stable conformations of this series. These molecules have a weak conformational flexibility, with regard to the other macrocycles of macrolide type [61][62][63][64][65][66][67].…”

Section: Structural Comparison Of the 16-membered Macrodiolidesmentioning

confidence: 99%

Conformational Analysis, Substituent Effect and Structure Activity Relationships of 16-Membered Macrodiolides

Mazri

Belaidi

Kerassa

et al. 2014

ILCPA

View full text Add to dashboard Cite

Electronic structures, Conformational Analysis, effect of the substitution and structure activity Relationships for macrodiolides, have been studied by PM3 and ab initio methods. In the present work, the calculated values, namely net charges, bond lengths, MESP, dipole moments, electron-affinities, heats of formation, drug-likeness and QSAR properties, are reported and discussed in terms of the biological activity of macrodiolides.

show abstract

“…Thus, we have obtained eight types of conformations which are present in the majority of cases in a 5 kcal/mol energy range above the global minimum. The conformation types are classed from 1 to 8 [24][25][26][27][28] .…”

Section: Conformational Analysis Of 22-membered Macrolactonesmentioning

confidence: 99%

Conformational Analysis and Physical-Chemistry Property Relationship for 22-Membered Macrolides

Belaidi¹,

Melkemi²

2013

Asian J. Chem.

Self Cite

View full text Add to dashboard Cite

Recently an increasing interest for the study of these molecules 1,2 due to their biological importance of macrolides, presenting for the most an antibacterial activities and their medical use has swiped away. Among these products which have a major importance, the macrocyclic antibiotics on account of their biological interest a large number of synthesis methods were elaborated 3. Structure elucidation of a large number of obtained molecules shows the existence of two parts 4. The first one is a macrocyclic system from 12 to 40 links with several asymmetric centers and lactone function and the second is a sugar part. A literature survey revealed that a number of 22-or 24membered macrolides, such as macrolactins AM , have previously been reported from a deep-sea bacterium 5 , marine Bacillus sp. PP 19-H3 6 , marine Bacillus sp. So26 7 and from a culture broth of Actinomadura sp. 8. Macrolatin A has been reported to show selective antibacterial activity and cytotoxicity against B16-F10 murine melanoma cancer cells (IC50) = 3.5 µg/mL and antiviral activities against Herpes simplex type I and type II (IC50) = 5.0 and 8.3 µg/mL, respectively) and HIV 5 , as well as squalene synthase inhibitory activity 9. Swinholide-A 10 , an antifungal compound isolated from a red sea sponge, was another 22-membered macrolide related to compounds 1-4; the dolabelides 11. Twenty two-membered macrolides from the sea hare Dolabella auricularia (Aplysiidae), are cytotoxic. Wortmannilactones AD from fungus Talaromyces wortmannii 12 , exhibited

show abstract

Conformational Analysis in 18-Membered Macrolactones Based on Molecular Modeling

Cited by 5 publications

References 14 publications

Conformational analysis and QSAR modeling of 14-membered macrolide analogues against mycobacterium tuberculosis

Conformational analysis and QSAR modeling of 14-membered macrolide analogues against mycobacterium tuberculosis

Conformational Analysis, Substituent Effect and Structure Activity Relationships of 16-Membered Macrodiolides

Conformational Analysis and Physical-Chemistry Property Relationship for 22-Membered Macrolides

Contact Info

Product

Resources

About