Literature DB >> 15369400

Synthesis, electrochemistry, and bioactivity of the cyanobacterial calothrixins and related quinones.

Paul H Bernardo1, Christina L L Chai, Graham A Heath, Peter J Mahon, Geoffrey D Smith, Paul Waring, Bronwyn A Wilkes.   

Abstract

The calothrixins are quinone-based natural products isolated from Calothrix cyanobacteria which show potent antiproliferative properties against several cancer cell lines. Preliminary mechanistic studies suggest that the biological mode of action of the calothrixins may be linked to their ability to undergo redox cycling. In this study we compare the bioactivities of the calothrixins with those of structurally related quinones in order to identify the structural features in the calothrixins essential for biological activity. In particular, the reduction potentials of the calothrixins and some related quinones were measured electrochemically. Our studies indicate that while there is no direct correlation between the reduction potentials and biological activities of the studied compounds, in all cases quinones with EC(50) values <1.6 microM undergo reduction to their respective semiquinones readily, with their E(1/2) values being more positive than -0.5 V versus the standard hydrogen electrode (SHE).

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Year:  2004        PMID: 15369400     DOI: 10.1021/jm049625o

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  10 in total

1.  Total Synthesis of Calothrixins A and B via Oxidative Radical Reaction of Cyclohexenone with Aminophenanthridinedione.

Authors:  Su Xu; Thao Nguyen; Irene Pomilio; Maria C Vitale; Sadanandan E Velu
Journal:  Tetrahedron       Date:  2014-09-02       Impact factor: 2.457

Review 2.  Applications of Friedel-Crafts reactions in total synthesis of natural products.

Authors:  Majid M Heravi; Vahideh Zadsirjan; Pegah Saedi; Tayebeh Momeni
Journal:  RSC Adv       Date:  2018-12-03       Impact factor: 4.036

3.  Inhibition of the thioesterase activity of human fatty acid synthase by 1,4- and 9,10-diones.

Authors:  Herman Odens; Todd Lowther; Steven Kridel; Laura Watts; Lauren Filipponi; Jeffrey Schmitt
Journal:  Chem Pharm Bull (Tokyo)       Date:  2014       Impact factor: 1.645

Review 4.  Cyanobacteria-From the Oceans to the Potential Biotechnological and Biomedical Applications.

Authors:  Shaden A M Khalifa; Eslam S Shedid; Essa M Saied; Amir Reza Jassbi; Fatemeh H Jamebozorgi; Mostafa E Rateb; Ming Du; Mohamed M Abdel-Daim; Guo-Yin Kai; Montaser A M Al-Hammady; Jianbo Xiao; Zhiming Guo; Hesham R El-Seedi
Journal:  Mar Drugs       Date:  2021-04-24       Impact factor: 5.118

Review 5.  Bioactive Compounds Isolated from Microalgae in Chronic Inflammation and Cancer.

Authors:  Elena Talero; Sofía García-Mauriño; Javier Ávila-Román; Azahara Rodríguez-Luna; Antonio Alcaide; Virginia Motilva
Journal:  Mar Drugs       Date:  2015-09-30       Impact factor: 5.118

6.  Protonation Sites, Tandem Mass Spectrometry and Computational Calculations of o-Carbonyl Carbazolequinone Derivatives.

Authors:  Maximiliano Martínez-Cifuentes; Graciela Clavijo-Allancan; Pamela Zuñiga-Hormazabal; Braulio Aranda; Andrés Barriga; Boris Weiss-López; Ramiro Araya-Maturana
Journal:  Int J Mol Sci       Date:  2016-07-05       Impact factor: 5.923

Review 7.  Developments of Cyanobacteria for Nano-Marine Drugs: Relevance of Nanoformulations in Cancer Therapies.

Authors:  Vivek K Bajpai; Shruti Shukla; Sung-Min Kang; Seung Kyu Hwang; Xinjie Song; Yun Suk Huh; Young-Kyu Han
Journal:  Mar Drugs       Date:  2018-05-23       Impact factor: 5.118

Review 8.  Lichens-A Potential Source for Nanoparticles Fabrication: A Review on Nanoparticles Biosynthesis and Their Prospective Applications.

Authors:  Reham Samir Hamida; Mohamed Abdelaal Ali; Nabila Elsayed Abdelmeguid; Mayasar Ibrahim Al-Zaban; Lina Baz; Mashael Mohammed Bin-Meferij
Journal:  J Fungi (Basel)       Date:  2021-04-12

9.  t-BuOK mediated oxidative coupling amination of 1,4-naphthoquinone and related 3-indolylnaphthoquinones with amines.

Authors:  Yu Dong; Ting Mei; Qi-Qi Luo; Qiang Feng; Bo Chang; Fan Yang; Hong-Wei Zhou; Zhi-Chuan Shi; Ji-Yu Wang; Bing He
Journal:  RSC Adv       Date:  2021-02-08       Impact factor: 3.361

Review 10.  Cyanobacterial Metabolite Calothrixins: Recent Advances in Synthesis and Biological Evaluation.

Authors:  Su Xu; Bhavitavya Nijampatnam; Shilpa Dutta; Sadanandan E Velu
Journal:  Mar Drugs       Date:  2016-01-12       Impact factor: 5.118

  10 in total

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