Literature DB >> 6471074

Benzisoxazolones: antimicrobial and antileukemic activity.

W Wierenga, B R Evans, G E Zurenko.   

Abstract

An unusual acid-mediated rearrangement of o-nitrostyrene oxide afforded 1-(hydroxymethyl)-2,1-benzisoxazol-3(1H)-one which exhibited broad-spectrum antimicrobial and cytotoxic activity. A number of analogues were prepared by employing a modified zinc-reduction procedure on o-nitrobenzoate. Several of these analogues exhibited interesting antipseudomonal activity in agar and broth but were ineffective in vivo.

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Year:  1984        PMID: 6471074     DOI: 10.1021/jm00375a022

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


  8 in total

1.  Synthesis of the isoxazolo[4,3,2-de]phenanthridinone moiety of the parnafungins.

Authors:  Quan Zhou; Barry B Snider
Journal:  Org Lett       Date:  2009-07-02       Impact factor: 6.005

2.  Synthesis of hexacyclic parnafungin A and C models.

Authors:  Quan Zhou; Barry B Snider
Journal:  J Org Chem       Date:  2010-11-02       Impact factor: 4.354

Review 3.  Benzisoxazole: a privileged scaffold for medicinal chemistry.

Authors:  K P Rakesh; C S Shantharam; M B Sridhara; H M Manukumar; Hua-Li Qin
Journal:  Medchemcomm       Date:  2017-10-31       Impact factor: 3.597

4.  Lipophilicity Determination of Antifungal Isoxazolo[3,4-b]pyridin-3(1H)-ones and Their N1-Substituted Derivatives with Chromatographic and Computational Methods.

Authors:  Krzesimir Ciura; Joanna Fedorowicz; Filip Andrić; Petar Žuvela; Katarzyna Ewa Greber; Paweł Baranowski; Piotr Kawczak; Joanna Nowakowska; Tomasz Bączek; Jarosław Sączewski
Journal:  Molecules       Date:  2019-11-26       Impact factor: 4.411

5.  Identification of a bacteria-produced benzisoxazole with antibiotic activity against multi-drug resistant Acinetobacter baumannii.

Authors:  Robert W Deering; Kristen E Whalen; Ivan Alvarez; Kathryn Daffinee; Maya Beganovic; Kerry L LaPlante; Shreya Kishore; Sijing Zhao; Brent Cezairliyan; Shen Yu; Margaret Rosario; Tracy J Mincer; David C Rowley
Journal:  J Antibiot (Tokyo)       Date:  2021-02-12       Impact factor: 2.649

6.  Synthesis of 2,1-benzisoxazole-3(1H)-ones by base-mediated photochemical N-O bond-forming cyclization of 2-azidobenzoic acids.

Authors:  Daria Yu Dzhons; Andrei V Budruev
Journal:  Beilstein J Org Chem       Date:  2016-05-04       Impact factor: 2.883

7.  Synthesis, biological evaluation, and molecular modelling studies of potent human neutrophil elastase (HNE) inhibitors.

Authors:  Maria Paola Giovannoni; Igor A Schepetkin; Mark T Quinn; Niccolò Cantini; Letizia Crocetti; Gabriella Guerrini; Antonella Iacovone; Paola Paoli; Patrizia Rossi; Gianluca Bartolucci; Marta Menicatti; Claudia Vergelli
Journal:  J Enzyme Inhib Med Chem       Date:  2018-12       Impact factor: 5.051

8.  Affinity of Antifungal Isoxazolo[3,4-b]pyridine-3(1H)-Ones to Phospholipids in Immobilized Artificial Membrane (IAM) Chromatography.

Authors:  Krzesimir Ciura; Joanna Fedorowicz; Petar Žuvela; Mario Lovrić; Hanna Kapica; Paweł Baranowski; Wiesław Sawicki; Ming Wah Wong; Jarosław Sączewski
Journal:  Molecules       Date:  2020-10-20       Impact factor: 4.411

  8 in total

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