Literature DB >> 28509993

Biophysical aspects and biological implications of the interaction of benzophenanthridine alkaloids with DNA.

Motilal Maiti1, Gopinatha Suresh Kumar2.   

Abstract

Benzophenanthridine alkaloids represent a very interesting and significant group of natural products that exhibit a broad range of biological and pharmacological properties. Among this group of alkaloids, sanguinarine, nitidine, fagaronine, and chelerythrine have the potential to form molecular complexes with DNA structures and have attracted recent attention for their possible clinical and pharmacological utility. This review focuses on the interaction of these alkaloids with polymorphic DNA structures (B-form, Z-form, HL-form, and triple helical form) reported by several research groups employing various physical techniques such as spectrophotometry, spectrofluorimetry, circular dichroism, NMR spectroscopy, thermal melting, viscometry as well as thermodynamic analysis by isothermal titration calorimetry and differential scanning calorimetry to elucidate the mode and mechanism of action at the molecular level to determine the structure-activity relationship. DNA binding properties of these alkaloids are interpreted in relation to their biological activity.

Entities:  

Keywords:  Alkaloid-DNA interactions; Chelerythrine; Fagaronine; Nitidine; Polymorphic DNA structures; Sanguinarine

Year:  2009        PMID: 28509993      PMCID: PMC5425680          DOI: 10.1007/s12551-009-0014-7

Source DB:  PubMed          Journal:  Biophys Rev        ISSN: 1867-2450


  54 in total

1.  DNA adduct formation from quaternary benzo[c]phenanthridine alkaloids sanguinarine and chelerythrine as revealed by the 32P-postlabeling technique.

Authors:  Marie Stiborová; Vilím Simánek; Eva Frei; Pavel Hobza; Jitka Ulrichová
Journal:  Chem Biol Interact       Date:  2002-08-15       Impact factor: 5.192

2.  Differential antiproliferative and apoptotic response of sanguinarine for cancer cells versus normal cells.

Authors:  N Ahmad; S Gupta; M M Husain; K M Heiskanen; H Mukhtar
Journal:  Clin Cancer Res       Date:  2000-04       Impact factor: 12.531

3.  Binding of sanguinarine to deoxyribonucleic acids of differing base composition.

Authors:  R Nandi; M Maiti
Journal:  Biochem Pharmacol       Date:  1985-02-01       Impact factor: 5.858

Review 4.  DNA modification and cancer.

Authors:  M J Waring
Journal:  Annu Rev Biochem       Date:  1981       Impact factor: 23.643

5.  Interaction of the antileukemic alkaloid, 2-hydroxy-3,8,9-trimethoxy-5-methylbenzo[c]phenanthridine (fagaronine), with nucleic acids.

Authors:  J M Pezzuto; S K Antosiak; W M Messmer; M B Slaytor; G R Honig
Journal:  Chem Biol Interact       Date:  1983-03       Impact factor: 5.192

6.  Molecular aspects on the interaction of sanguinarine with B-form, Z-form and HL-form DNA structures.

Authors:  M Maiti
Journal:  Indian J Biochem Biophys       Date:  2001 Feb-Apr       Impact factor: 1.918

7.  Spectroscopic studies on the interaction of aristololactam-beta-D-glucoside with DNA and RNA double and triple helices: A comparative study.

Authors:  A Ray; G S Kumar; S Das; M Maiti
Journal:  Biochemistry       Date:  1999-05-11       Impact factor: 3.162

8.  In vitro antifungal properties of mouthrinses containing antimicrobial agents.

Authors:  G Giuliana; G Pizzo; M E Milici; G C Musotto; R Giangreco
Journal:  J Periodontol       Date:  1997-08       Impact factor: 6.993

9.  The benzo[c]phenanthridine alkaloid, sanguinarine, is a selective, cell-active inhibitor of mitogen-activated protein kinase phosphatase-1.

Authors:  Andreas Vogt; Aletheia Tamewitz; John Skoko; Rachel P Sikorski; Kenneth A Giuliano; John S Lazo
Journal:  J Biol Chem       Date:  2005-03-07       Impact factor: 5.157

10.  Synthesis and evaluation of new 6-amino-substituted benzo[c]phenanthridine derivatives.

Authors:  Y L Janin; A Croisy; J F Riou; E Bisagni
Journal:  J Med Chem       Date:  1993-11-12       Impact factor: 7.446

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  4 in total

Review 1.  RNA targeting by small molecules: Binding of protoberberine, benzophenanthridine and aristolochia alkaloids to various RNA structures.

Authors:  Gopinatha Suresh Kumar
Journal:  J Biosci       Date:  2012-07       Impact factor: 1.826

2.  Interaction of the anticancer plant alkaloid sanguinarine with bovine serum albumin.

Authors:  Maidul Hossain; Asma Yasmeen Khan; Gopinatha Suresh Kumar
Journal:  PLoS One       Date:  2011-04-06       Impact factor: 3.240

3.  Silver Catalyzed Decarbonylative [3 + 2] Cycloaddition of Cyclobutenediones and Formamides.

Authors:  Pengcheng Wang; Ruirui Yu; Sajjad Ali; Zhengshen Wang; Zhigang Liu; Jinming Gao; Huaiji Zheng
Journal:  Molecules       Date:  2021-05-17       Impact factor: 4.411

4.  DNA abasic site-selective enhancement of sanguinarine fluorescence with a large emission shift.

Authors:  Fei Wu; Yanwei Sun; Yong Shao; Shujuan Xu; Guiying Liu; Jian Peng; Lingling Liu
Journal:  PLoS One       Date:  2012-11-20       Impact factor: 3.240

  4 in total

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