Literature DB >> 22694270

Isolation and structural elucidation of cyclic tetrapeptides from Onychocola sclerotica.

Ignacio Pérez-Victoria1, Jesús Martín, Víctor González-Menéndez, Nuria de Pedro, Noureddine El Aouad, Francisco Javier Ortiz-López, José Rubén Tormo, Gonzalo Platas, Francisca Vicente, Gerald F Bills, Olga Genilloud, Michael A Goetz, Fernando Reyes.   

Abstract

Three new cyclic tetrapeptides (1-3) have been isolated from the crude fermentation extract of Onychocola sclerotica. The planar structures of 1-3 were elucidated by detailed spectroscopic analyses using one- and two-dimensional NMR experiments and high-resolution mass spectrometry. The absolute configuration of the amino acid residues in each cyclotetrapeptide was established by Marfey's method. Compounds 1-3 displayed activity as cardiac calcium channel blockers (Cav1.2) but did not inhibit the hERG potassium channel and were not cytotoxic. These peptides are the first secondary metabolites ever reported from fungi of the order Arachnomycetales.

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Year:  2012        PMID: 22694270     DOI: 10.1021/np3000987

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


  8 in total

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Review 2.  Medicinal significance of naturally occurring cyclotetrapeptides.

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Journal:  J Nat Med       Date:  2016-06-14       Impact factor: 2.343

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Journal:  PLoS One       Date:  2017-04-05       Impact factor: 3.240

Review 4.  Structural Diversity and Biological Activities of Fungal Cyclic Peptides, Excluding Cyclodipeptides.

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Journal:  Molecules       Date:  2017-11-27       Impact factor: 4.411

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Authors:  Felix Schalk; Soohyun Um; Huijuan Guo; Nina B Kreuzenbeck; Helmar Görls; Z Wilhelm de Beer; Christine Beemelmanns
Journal:  Chembiochem       Date:  2020-07-02       Impact factor: 3.164

6.  Production of scopularide A in submerged culture with Scopulariopsis brevicaulis.

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Journal:  Microb Cell Fact       Date:  2014-06-18       Impact factor: 5.328

7.  A non-canonical NRPS is involved in the synthesis of fungisporin and related hydrophobic cyclic tetrapeptides in Penicillium chrysogenum.

Authors:  Hazrat Ali; Marco I Ries; Peter P Lankhorst; Rob A M van der Hoeven; Olaf L Schouten; Marek Noga; Thomas Hankemeier; Noël N M E van Peij; Roel A L Bovenberg; Rob J Vreeken; Arnold J M Driessen
Journal:  PLoS One       Date:  2014-06-02       Impact factor: 3.240

8.  The reactivity and conformational control of cyclic tetrapeptides derived from aziridine-containing amino acids.

Authors:  Benjamin K W Chung; Christopher J White; Conor C G Scully; Andrei K Yudin
Journal:  Chem Sci       Date:  2016-06-30       Impact factor: 9.825

  8 in total

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