Literature DB >> 8360097

Tetrafibricin, a novel fibrinogen receptor antagonist. I. Taxonomy, fermentation, isolation, characterization and biological activities.

T Kamiyama1, T Umino, N Fujisaki, K Fujimori, T Satoh, Y Yamashita, S Ohshima, J Watanabe, K Yokose.   

Abstract

Tetrafibricin is a novel fibrinogen receptor antagonist produced by Streptomyces neyagawaensis NR0577. It was isolated from the culture broth by Diaion HP-21 adsorption, MeOH extraction, MCI GEL CHP-20P column chromatography, preparative HPLC and Toyopearl HW-40 SF column chromatography. The physico-chemical properties of tetrafibricin indicated that the structure of tetrafibricin is different from the known peptide fibrinogen receptor antagonists and closely related to the polyene macrolide antibiotics. Tetrafibricin strongly inhibited the binding of fibrinogen to its receptors with an IC50 of 46 nM. It also inhibited ADP-, collagen-, and thrombin-induced aggregation of human platelets with IC50s of 5.6, 11.0 and 7.6 microM, respectively.

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Year:  1993        PMID: 8360097     DOI: 10.7164/antibiotics.46.1039

Source DB:  PubMed          Journal:  J Antibiot (Tokyo)        ISSN: 0021-8820            Impact factor:   2.649


  9 in total

1.  Fluorous Mixture Synthesis of Four Stereoisomers of the C21-C40 Fragment of Tetrafibricin.

Authors:  Kai Zhang; Dennis P Curran
Journal:  Synlett       Date:  2010-03-01       Impact factor: 2.454

2.  Synthesis of C1-C20 and C21-C40 fragments of tetrafibricin.

Authors:  Venugopal Gudipati; Dennis P Curran
Journal:  Tetrahedron Lett       Date:  2011-04-27       Impact factor: 2.415

3.  Enantio- and diastereoselective synthesis of (E)-1,5-syn-diols: application to the synthesis of the C(23)-C(40) fragment of tetrafibricin.

Authors:  Jeremy Kister; Philippe Nuhant; Ricardo Lira; Achim Sorg; William R Roush
Journal:  Org Lett       Date:  2011-03-04       Impact factor: 6.005

4.  Development of a Double Allylboration Reagent Targeting 1,5-syn-(E)-Diols: Application to the Synthesis of the C(23)-C(40) Fragment of Tetrafibricin.

Authors:  Philippe Nuhant; Jeremy Kister; Ricardo Lira; Achim Sorg; William R Roush
Journal:  Tetrahedron       Date:  2011-09-02       Impact factor: 2.457

5.  SULFANYLATION OF 1,3-DITHIANE ANIONS BY 5-(ALKYLSULFANYL)-1-PHENYLTETRAZOLES.

Authors:  Venugopal Gudipati; Reena Bajpai; Dennis P Curran
Journal:  Collect Czechoslov Chem Commun       Date:  2009-06-01

6.  C(21)-C(40) of tetrafibricin via metal catalysis: beyond stoichiometric chiral reagents, auxiliaries, and premetalated nucleophiles.

Authors:  Esa T T Kumpulainen; Byungsoo Kang; Michael J Krische
Journal:  Org Lett       Date:  2011-04-06       Impact factor: 6.005

7.  Enantio- and diastereoselective synthesis of N-acetyl dihydrotetrafibricin methyl ester.

Authors:  Philippe Nuhant; William R Roush
Journal:  J Am Chem Soc       Date:  2013-03-26       Impact factor: 15.419

8.  Asymmetric alcohol C-H allylation and syn-crotylation: C9-C20 of tetrafibricin.

Authors:  Takahiko Itoh; T Patrick Montgomery; Antonio Recio; Michael J Krische
Journal:  Org Lett       Date:  2014-01-14       Impact factor: 6.005

9.  Tetrafibricin, a novel non-peptide fibrinogen receptor antagonist, induces conformational changes in glycoprotein IIb/IIIa.

Authors:  T Satoh; W C Kouns; Y Yamashita; T Kamiyama; B Steiner
Journal:  Biochem J       Date:  1994-08-01       Impact factor: 3.857

  9 in total

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