Literature DB >> 17311455

Carbamidocyclophanes A-E, chlorinated paracyclophanes with cytotoxic and antibiotic activity from the Vietnamese cyanobacterium Nostoc sp.

Ha T N Bui1, Rolf Jansen, Hang T L Pham, Sabine Mundt.   

Abstract

Five new paracyclophanes, carbamidocyclophanes A-E (1-5), characterized by carbamido side chains at a symmetric [7.7]paracyclophane ring, have been isolated from the biomass of the Vietnamese Nostoc sp. CAVN 10. Structure elucidation by spectroscopic methods showed that 1-5 vary in the substitution pattern of the chlorinated butyl side chains. The compounds exhibited cytotoxic activity against MCF-7 (breast cancer cell line) and Fl cells (human amniotic epithelial cell line) and moderate antibacterial activity against the Gram-positive bacterium Staphylococcus aureus.

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Year:  2007        PMID: 17311455     DOI: 10.1021/np060324m

Source DB:  PubMed          Journal:  J Nat Prod        ISSN: 0163-3864            Impact factor:   4.050


  22 in total

Review 1.  Chemodiversity in freshwater and terrestrial cyanobacteria - a source for drug discovery.

Authors:  George E Chlipala; Shunyan Mo; Jimmy Orjala
Journal:  Curr Drug Targets       Date:  2011-10       Impact factor: 3.465

2.  Anti-MRSA-acting carbamidocyclophanes H-L from the Vietnamese cyanobacterium Nostoc sp. CAVN2.

Authors:  Michael Preisitsch; Kirsten Harmrolfs; Hang T L Pham; Stefan E Heiden; Anna Füssel; Christoph Wiesner; Alexander Pretsch; Monika Swiatecka-Hagenbruch; Timo H J Niedermeyer; Rolf Müller; Sabine Mundt
Journal:  J Antibiot (Tokyo)       Date:  2014-09-03       Impact factor: 2.649

3.  Mutremdamide A and koshikamides C-H, peptide inhibitors of HIV-1 entry from different Theonella species.

Authors:  Alberto Plaza; Giuseppe Bifulco; Milena Masullo; John R Lloyd; Jessica L Keffer; Patrick L Colin; John N A Hooper; Lori J Bell; Carole A Bewley
Journal:  J Org Chem       Date:  2010-07-02       Impact factor: 4.354

4.  Merocyclophanes C and D from the Cultured Freshwater Cyanobacterium Nostoc sp. (UIC 10110).

Authors:  Daniel S May; Wei-Lun Chen; Daniel D Lantvit; Xiaoli Zhang; Aleksej Krunic; Joanna E Burdette; Alessandra Eustaquio; Jimmy Orjala
Journal:  J Nat Prod       Date:  2017-03-02       Impact factor: 4.050

5.  Cylindrocyclophanes with proteasome inhibitory activity from the Cyanobacterium Nostoc sp.

Authors:  George E Chlipala; Megan Sturdy; Aleksej Krunic; Daniel D Lantvit; Qi Shen; Kyle Porter; Steven M Swanson; Jimmy Orjala
Journal:  J Nat Prod       Date:  2010-09-24       Impact factor: 4.050

6.  Celebesides A-C and theopapuamides B-D, depsipeptides from an Indonesian sponge that inhibit HIV-1 entry.

Authors:  Alberto Plaza; Giuseppe Bifulco; Jessica L Keffer; John R Lloyd; Heather L Baker; Carole A Bewley
Journal:  J Org Chem       Date:  2009-01-16       Impact factor: 4.354

7.  Cylindrocyclophane biosynthesis involves functionalization of an unactivated carbon center.

Authors:  Hitomi Nakamura; Hilary A Hamer; Gopal Sirasani; Emily P Balskus
Journal:  J Am Chem Soc       Date:  2012-11-02       Impact factor: 15.419

8.  A new strategy for aromatic ring alkylation in cylindrocyclophane biosynthesis.

Authors:  Hitomi Nakamura; Erica E Schultz; Emily P Balskus
Journal:  Nat Chem Biol       Date:  2017-06-26       Impact factor: 15.040

9.  The impact of culture conditions on growth and metabolomic profiles of freshwater cyanobacteria.

Authors:  Camila M Crnkovic; Daniel S May; Jimmy Orjala
Journal:  J Appl Phycol       Date:  2017-09-14       Impact factor: 3.215

10.  Carbamidocyclophanes F and G with Anti-Mycobacterium tuberculosis Activity from the Cultured Freshwater Cyanobacterium Nostoc sp.

Authors:  Shangwen Luo; Hahk-Soo Kang; Aleksej Krunic; George E Chlipala; Geping Cai; Wei-Lun Chen; Scott G Franzblau; Steven M Swanson; Jimmy Orjala
Journal:  Tetrahedron Lett       Date:  2014-01-15       Impact factor: 2.415

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