Literature DB >> 15497957

Cyanopeptolin 963A, a chymotrypsin inhibitor of Microcystis PCC 7806.

Bojan Bister1, Simone Keller, Heike I Baumann, Graeme Nicholson, Stefan Weist, Günther Jung, Roderich D Süssmuth, Friedrich Jüttner.   

Abstract

A new depsipeptide, cyanopeptolin 963 A (1), was isolated from an axenic strain of the toxic freshwater cyanobacterium Microcystis PCC 7806. The structure of this compound was elucidated by chemical and spectroscopic analyses, including high-resolution ESI-FTICR-MS, 2-D NMR, and GC-MS of the hydrolysate. The major structural difference compared to previously characterized cyanopeptolins of this strain is the replacement of the basic amino acid in position 3 by L-tyrosine. Compound 1 displayed inhibitory activity against chymotrypsin with an IC50 value of 0.9 microM.

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Year:  2004        PMID: 15497957     DOI: 10.1021/np049828f

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


  17 in total

1.  β-cyclocitral, a grazer defence signal unique to the cyanobacterium Microcystis.

Authors:  Friedrich Jüttner; Susan B Watson; Eric von Elert; Oliver Köster
Journal:  J Chem Ecol       Date:  2010-11-12       Impact factor: 2.626

2.  Symplocamide A, a potent cytotoxin and chymotrypsin inhibitor from the marine Cyanobacterium Symploca sp.

Authors:  Roger G Linington; Daniel J Edwards; Cynthia F Shuman; Kerry L McPhail; Teatulohi Matainaho; William H Gerwick
Journal:  J Nat Prod       Date:  2007-12-29       Impact factor: 4.050

Review 3.  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

4.  Changes in secondary metabolic profiles of Microcystis aeruginosa strains in response to intraspecific interactions.

Authors:  Enora Briand; Myriam Bormans; Muriel Gugger; Pieter C Dorrestein; William H Gerwick
Journal:  Environ Microbiol       Date:  2015-07-21       Impact factor: 5.491

5.  Plasticity and evolution of aeruginosin biosynthesis in cyanobacteria.

Authors:  Keishi Ishida; Martin Welker; Guntram Christiansen; Sabrina Cadel-Six; Christiane Bouchier; Elke Dittmann; Christian Hertweck; Nicole Tandeau de Marsac
Journal:  Appl Environ Microbiol       Date:  2009-02-05       Impact factor: 4.792

6.  Homotyrosine-containing cyanopeptolins 880 and 960 and anabaenopeptins 908 and 915 from Planktothrix agardhii CYA 126/8.

Authors:  Hilary S Okumura; Benjamin Philmus; Cyril Portmann; Thomas K Hemscheidt
Journal:  J Nat Prod       Date:  2009-01       Impact factor: 4.050

7.  Structural Characterization of New Peptide Variants Produced by Cyanobacteria from the Brazilian Atlantic Coastal Forest Using Liquid Chromatography Coupled to Quadrupole Time-of-Flight Tandem Mass Spectrometry.

Authors:  Miriam Sanz; Ana Paula Dini Andreote; Marli Fatima Fiore; Felipe Augusto Dörr; Ernani Pinto
Journal:  Mar Drugs       Date:  2015-06-18       Impact factor: 5.118

8.  Limited stability of microcystins in oligopeptide compositions of Microcystis aeruginosa (Cyanobacteria): implications in the definition of chemotypes.

Authors:  Ramsy Agha; Samuel Cirés; Lars Wörmer; Antonio Quesada
Journal:  Toxins (Basel)       Date:  2013-06-06       Impact factor: 4.546

9.  Complete genomic structure of the bloom-forming toxic cyanobacterium Microcystis aeruginosa NIES-843.

Authors:  Takakazu Kaneko; Nobuyoshi Nakajima; Shinobu Okamoto; Iwane Suzuki; Yuuhiko Tanabe; Masanori Tamaoki; Yasukazu Nakamura; Fumie Kasai; Akiko Watanabe; Kumiko Kawashima; Yoshie Kishida; Akiko Ono; Yoshimi Shimizu; Chika Takahashi; Chiharu Minami; Tsunakazu Fujishiro; Mitsuyo Kohara; Midori Katoh; Naomi Nakazaki; Shinobu Nakayama; Manabu Yamada; Satoshi Tabata; Makoto M Watanabe
Journal:  DNA Res       Date:  2008-01-11       Impact factor: 4.458

10.  New structural variants of aeruginosin produced by the toxic bloom forming cyanobacterium Nodularia spumigena.

Authors:  David P Fewer; Jouni Jokela; Eeva Paukku; Julia Österholm; Matti Wahlsten; Perttu Permi; Olli Aitio; Leo Rouhiainen; Gonzalo V Gomez-Saez; Kaarina Sivonen
Journal:  PLoS One       Date:  2013-09-06       Impact factor: 3.240

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