Literature DB >> 30715689

Elucidation of marine fungi derived anthraquinones as mycobacterial mycolic acid synthesis inhibitors: an in silico approach.

Akanksha Sharma1, M Hayatul Islam1, Nida Fatima1, Tarun K Upadhyay1, M Kalim A Khan2, Upendra N Dwivedi3, Rolee Sharma4.   

Abstract

Tuberculosis (TB) is a leading cause of mortality amongst infectious diseases. While the anti-TB drugs can cure TB, the non-compliance and rapidly increasing resistance is of serious concern. The study aimed to search novel potent inhibitor(s) against MabA and PKS18 targets of Mycobacterium tuberculosis (M.tb.) by virtual screening of anthraquinones from marine fungi. The target proteins MabA and PKS18 involved in M.tb. mycolic acid biosynthesis were retrieved from RCSB Protein Data Bank. Chemical structures of 100 marine fungal anthraquinones were retrieved from the PubChem database. These were filtered through Lipinski's rule of five (for druglikeness) and in silico ADME/Tox analysis (for pharmacokinetic properties) and subjected to molecular docking analysis using AutoDock 4.2. The molecular interaction revealed averufin to possess dual inhibitory potential against M.tb. MabA and PKS18 with binding energy of - 8.84 kcal/mol and - 8.23 kcal/mol, and Ki values of 1.79 and 3.12 µM respectively. Averufin exhibits improved drug-like properties, ADMET profile and binding affinity to both targets as compared to control drugs. Our study suggests that averufin a natural anthraquinone, satisfies all the in silico parameters tested and is expected to efficiently inhibit M.tb. mycolic acid pathway. It might therefore emerge as a promising dual-targeted, novel natural anti-TB lead in future.

Entities:  

Keywords:  Anthraquinones; Drug likeness; Marine fungi; Molecular docking; Mycobacterium tuberculosis; Pharmacokinetics

Mesh:

Substances:

Year:  2019        PMID: 30715689     DOI: 10.1007/s11033-019-04621-0

Source DB:  PubMed          Journal:  Mol Biol Rep        ISSN: 0301-4851            Impact factor:   2.316


  36 in total

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Authors:  Rajan Sankaranarayanan; Priti Saxena; Uttara B Marathe; Rajesh S Gokhale; Vellaiah M Shanmugam; Raju Rukmini
Journal:  Nat Struct Mol Biol       Date:  2004-08-01       Impact factor: 15.369

Review 2.  Drug development from marine natural products.

Authors:  Tadeusz F Molinski; Doralyn S Dalisay; Sarah L Lievens; Jonel P Saludes
Journal:  Nat Rev Drug Discov       Date:  2008-12-19       Impact factor: 84.694

Review 3.  Pathway to synthesis and processing of mycolic acids in Mycobacterium tuberculosis.

Authors:  Kuni Takayama; Cindy Wang; Gurdyal S Besra
Journal:  Clin Microbiol Rev       Date:  2005-01       Impact factor: 26.132

Review 4.  Anti-cancer properties of anthraquinones from rhubarb.

Authors:  Qing Huang; Guodong Lu; Han-Ming Shen; Maxey C M Chung; Choon Nam Ong
Journal:  Med Res Rev       Date:  2007-09       Impact factor: 12.944

5.  Optimized conditions for prediction of intestinal drug permeability using Caco-2 cells.

Authors:  S Yamashita; T Furubayashi; M Kataoka; T Sakane; H Sezaki; H Tokuda
Journal:  Eur J Pharm Sci       Date:  2000-05       Impact factor: 4.384

6.  AutoDock4 and AutoDockTools4: Automated docking with selective receptor flexibility.

Authors:  Garrett M Morris; Ruth Huey; William Lindstrom; Michel F Sanner; Richard K Belew; David S Goodsell; Arthur J Olson
Journal:  J Comput Chem       Date:  2009-12       Impact factor: 3.376

Review 7.  Ocular toxicity of ethambutol.

Authors:  R Y C Chan; A K H Kwok
Journal:  Hong Kong Med J       Date:  2006-02       Impact factor: 2.227

8.  A new family of type III polyketide synthases in Mycobacterium tuberculosis.

Authors:  Priti Saxena; Gitanjali Yadav; Debasisa Mohanty; Rajesh S Gokhale
Journal:  J Biol Chem       Date:  2003-08-26       Impact factor: 5.157

9.  Antimycobacterial anthraquinone-chromanone compound and diketopiperazine alkaloid from the fungus Chaetomium globosum KMITL-N0802.

Authors:  Somdej Kanokmedhakul; Kwanjai Kanokmedhakul; Nutchanat Phonkerd; Kasem Soytong; Palangpon Kongsaeree; Apichart Suksamrarn
Journal:  Planta Med       Date:  2002-09       Impact factor: 3.352

Review 10.  Medium- and short-chain dehydrogenase/reductase gene and protein families : the SDR superfamily: functional and structural diversity within a family of metabolic and regulatory enzymes.

Authors:  K L Kavanagh; H Jörnvall; B Persson; U Oppermann
Journal:  Cell Mol Life Sci       Date:  2008-12       Impact factor: 9.261

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  2 in total

Review 1.  Anthraquinones and Their Analogues from Marine-Derived Fungi: Chemistry and Biological Activities.

Authors:  Salar Hafez Ghoran; Fatemeh Taktaz; Seyed Abdulmajid Ayatollahi; Anake Kijjoa
Journal:  Mar Drugs       Date:  2022-07-25       Impact factor: 6.085

2.  Identification of Novel Inhibitor of Enoyl-Acyl Carrier Protein Reductase (InhA) Enzyme in Mycobacterium tuberculosis from Plant-Derived Metabolites: An In Silico Study.

Authors:  Kratika Singh; Niharika Pandey; Firoz Ahmad; Tarun Kumar Upadhyay; Mohammad Hayatul Islam; Nawaf Alshammari; Mohd Saeed; Lamya Ahmed Al-Keridis; Rolee Sharma
Journal:  Antibiotics (Basel)       Date:  2022-08-01
  2 in total

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