Synthesis, bioinformatics and biological evaluation of novel alpha-aminophosphonates as antibacterial agents: DFT, molecular docking and ADME/T studies

被引：10

作者：

K'tir, Hacene ^{[1
,2
]}

Amira, Aicha ^{[1
,3
]}

Benzaid, Chahrazed ^{[4
]}

Aouf, Zineb ^{[1
]}

Benharoun, Souad ^{[1
,5
]}

Chemam, Yasmine ^{[1
]}

Zerrouki, Rachida ^{[6
]}

Aouf, Nour-Eddine ^{[1
]}

机构：

[1] Badji Mokhtar Annaba Univ, Dept Chem, Sci Fac, Lab Appl Organ Chem LCOA,Bioorgan Grp, Box 12, Annaba 23000, Algeria

[2] Badji Mokhtar Annaba Univ, Med Sci Fac, Box 12, Annaba 23000, Algeria

[3] Natl Higher Sch Min & Met Amar Laskri Annaba, Annaba, Algeria

[4] Badji Mokhtar Univ, Biofilms & Biocontaminat Mat Lab, Sci Fac, Box 12, Annaba 23000, Algeria

[5] Univ Larbi Tebessi, Dept Biol, Sci Fac, Box 12, Tebessa 12002, Algeria

[6] Univ Limoges, PEIRENE Lab, SylvaLim Grp, 123 Ave Albert Thomas, F-87060 Limoges, France

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2022年 / 1250卷

关键词：

alpha-aminophosphonates; Sulfamidates; Antibacterial activity; DFT calculation; Molecular docking; ANTIVIRAL ACTIVITY; DERIVATIVES; INHIBITORS; CYTOTOXICITY; DESIGN; OPTIMIZATION; PHOSPHONATES; ANTIOXIDANT; MECHANISM; BINDING;

D O I：

10.1016/j.molstruc.2021.131635

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Novel alpha-aminophosphonates containing 1,2,3-oxathizolidine-2,2-dioxide moiety were described. These molecules were synthesized within two steps starting by the condensation of three compounds (beta-amino alcohols, benzaldehyde and triethylphosphite) via Kabachnik-Fields reaction followed by cyclisation with sulfuryl chloride. All products reported in this paper were screened in-vitro for their antibacterial activity. Based on the promising in-vitro antimicrobial results, we investigate the structure-activity relationship study (SAR) based on DFT calculation, and molecular docking (in-silico) and ADMET evaluation to study the potential inhibition of bacterial target protein. The result of these studies revealed that the compounds 3a,b have the potential to become lead molecules in the drug discovery process. (C) 2021 Elsevier B.V. All rights reserved.

引用

页数：13

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