Literature DB >> 29854013

Design, Synthesis and Biological Evaluation of Some Triazole Schiff's Base Derivatives as Potential Antitubercular Agents.

Asma A Sager1,2, Zainab S Abood3, Wedad M El-Amary4, Salah M Bensaber2, Inass A Al-Sadawe2, Nouri B Ermeli3, Salah B Mohamed1, Mohamed Al-Forgany4, Ibrahim A Mrema2, Mabrouk Erhuma1, Anton Hermann5, Abdul M Gbaj1,2.   

Abstract

BACKGROUND: Tuberculosis (TB) is the second important cause of death worldwide caused by a bacterium called Mycobacterium tuberculosis. There is a need to find and develop new Anti-TB medications that are effective, inexpensive and suitable with human immunodeficiency virus and other anti-TB drugs used in many countries and mainly the developing countries where the disease is widespread. These drugs must be designed to shorten treatment time and to be active against resistant forms of the mycobacteria that will help to increase the patients compliance. A key compound which could be used as a lead to meet these requirements, is the thiolactomycin (TLM). This antibiotic which is naturally available has an ability to treat M. tuberculosis by inhibiting condensing enzymes called FAS II (mtFabH, KasA and KasB) which are related to biosynthesis of mycolic acid.
METHODS: Our main aims are to design and synthesize analogues of TLM as new lead molecules which could be a possible anti-TB candidate. To overcome the synthetic challenges associated with preparing the chiral TLM analogues; we synthesized and investigated a series of triazole analogues as inhibitors of KasA enzyme and the whole cell Mycobacteria. A series of twelve compounds were synthesized, purified and fully characterized using several spectroscopic techniques. Molecular modelling studies for our synthesised compounds were achieved by using a modelling program called AutoDock 4.2 utilising rigid docking.
RESULTS: Our results indicate that analogues of TLM show a good activity as compared to TLM.
CONCLUSION: The activity obtained for the synthesized compounds against Mycobacteria tuberculosis indicate that the synthesised compounds 1, 2, 6 and 9 are pharmacologically active as they restrained the growth of the Mycobacteria bacteria.

Entities:  

Keywords:  Antitubercular activity; Imines; KasA enzyme inhibitors; Schiff base; Thiolactomycin analogues; Triazole

Year:  2018        PMID: 29854013      PMCID: PMC5944127          DOI: 10.2174/1874104501812010048

Source DB:  PubMed          Journal:  Open Med Chem J        ISSN: 1874-1045


  28 in total

1.  Molecular dynamics of Mycobacterium tuberculosis KasA: implications for inhibitor and substrate binding and consequences for drug design.

Authors:  Benjamin Schaefer; Caroline Kisker; Christoph A Sotriffer
Journal:  J Comput Aided Mol Des       Date:  2011-11-11       Impact factor: 3.686

2.  Synthesis and biological evaluation of 1,2,4-triazole-3-thione and 1,3,4-oxadiazole-2-thione as antimycobacterial agents.

Authors:  Amol D Sonawane; Navnath D Rode; Laxman Nawale; Rohini R Joshi; Ramesh A Joshi; Anjali P Likhite; Dhiman Sarkar
Journal:  Chem Biol Drug Des       Date:  2017-02-16       Impact factor: 2.817

3.  A microplate indicator-based method for determining the susceptibility of multidrug-resistant Mycobacterium tuberculosis to antimicrobial agents.

Authors:  Juan Carlos Palomino; Anandi Martin; Françoise Portaels
Journal:  Int J Tuberc Lung Dis       Date:  2004-12       Impact factor: 2.373

4.  Tuberculosis and air travel: WHO guidance in the era of drug-resistant TB.

Authors:  Lindsay Martinez; Léopold Blanc; Paul Nunn; Mario Raviglione
Journal:  Travel Med Infect Dis       Date:  2007-11-26       Impact factor: 6.211

5.  Thiolactomycin and related analogues as novel anti-mycobacterial agents targeting KasA and KasB condensing enzymes in Mycobacterium tuberculosis.

Authors:  L Kremer; J D Douglas; A R Baulard; C Morehouse; M R Guy; D Alland; L G Dover; J H Lakey; W R Jacobs; P J Brennan; D E Minnikin; G S Besra
Journal:  J Biol Chem       Date:  2000-06-02       Impact factor: 5.157

6.  Modeling the permeability of drug-like molecules through the cell wall of Mycobacterium tuberculosis: an analogue based approach.

Authors:  Sridhara Janardhan; M Ram Vivek; G Narahari Sastry
Journal:  Mol Biosyst       Date:  2016-10-18

7.  Slow onset inhibition of bacterial beta-ketoacyl-acyl carrier protein synthases by thiolactomycin.

Authors:  Carl A Machutta; Gopal R Bommineni; Sylvia R Luckner; Kanishk Kapilashrami; Bela Ruzsicska; Carlos Simmerling; Caroline Kisker; Peter J Tonge
Journal:  J Biol Chem       Date:  2009-12-16       Impact factor: 5.157

8.  Direct visualization by cryo-EM of the mycobacterial capsular layer: a labile structure containing ESX-1-secreted proteins.

Authors:  Musa Sani; Edith N G Houben; Jeroen Geurtsen; Jason Pierson; Karin de Punder; Maaike van Zon; Brigitte Wever; Sander R Piersma; Connie R Jiménez; Mamadou Daffé; Ben J Appelmelk; Wilbert Bitter; Nicole van der Wel; Peter J Peters
Journal:  PLoS Pathog       Date:  2010-03-05       Impact factor: 6.823

9.  Colorimetric method for determining MICs of antimicrobial agents for Mycobacterium tuberculosis.

Authors:  D M Yajko; J J Madej; M V Lancaster; C A Sanders; V L Cawthon; B Gee; A Babst; W K Hadley
Journal:  J Clin Microbiol       Date:  1995-09       Impact factor: 5.948

Review 10.  Immunological mechanisms by which concomitant helminth infections predispose to the development of human tuberculosis.

Authors:  Patricia Méndez-Samperio
Journal:  Korean J Parasitol       Date:  2012-11-26       Impact factor: 1.341

View more
  1 in total

1.  Computational Approaches to Identify Molecules Binding to Mycobacterium tuberculosis KasA.

Authors:  Ana C Puhl; Thomas R Lane; Patricia A Vignaux; Kimberley M Zorn; Glenn C Capodagli; Matthew B Neiditch; Joel S Freundlich; Sean Ekins
Journal:  ACS Omega       Date:  2020-11-15
  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.