Literature DB >> 12433473

Syntheses of hydantocidin and C-2-thioxohydantocidin.

Masao Shiozaki1.   

Abstract

Hydantocidin (12), a naturally occurring strong herbicide, was synthesized in 35.2% overall yield, with accompanying 5-epi-hydantocidin (12') in 9.6% overall yield via isothiocyanate (13) and spiro-hydantoin (10) from 2,3-O-isopropylidene-D-ribono-1,4-lactone (1). C-2-thioxo-hydantocidin (24) was also synthesized in 16.5% overall yield with accompanying 5-epi-C-2-thioxohydantocidin (24', 9.2% yield) via isothiocyanate (22). Copyright 2002 Elsevier Science Ltd.

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Year:  2002        PMID： 12433473     DOI： 10.1016/s0008-6215(02)00217-3

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN： 0008-6215            Impact factor:   2.104


  5 in total

1.  Hydantoin derivatives of L- and D-amino acids: synthesis and evaluation of their antiviral and antitumoral activity.

Authors:  Zrinka Rajic; Branka Zorc; Silvana Raic-Malic; Katja Ester; Marijeta Kralj; Kresimir Pavelic; Jan Balzarini; Erik De Clercq; Mladen Mintas
Journal:  Molecules       Date:  2006-11-01       Impact factor: 4.411

2.  Bioactive Hydantoin Alkaloids from the Red Sea Marine Sponge Hemimycale arabica.

Authors:  Diaa T A Youssef; Lamiaa A Shaala; Khalid Z Alshali
Journal:  Mar Drugs       Date:  2015-10-28       Impact factor: 5.118

Review 3.  Synthesis of Spironucleosides: Past and Future Perspectives.

Authors:  Raquel G Soengas; Gustavo da Silva; Juan Carlos Estévez
Journal:  Molecules       Date:  2017-11-22       Impact factor: 4.411

Review 4.  The Bucherer-Bergs Multicomponent Synthesis of Hydantoins-Excellence in Simplicity.

Authors:  Martin Kalník; Peter Gabko; Maroš Bella; Miroslav Koóš
Journal:  Molecules       Date:  2021-06-30       Impact factor: 4.411

5.  Hemimycalins C-E; Cytotoxic and Antimicrobial Alkaloids with Hydantoin and 2-Iminoimidazolidin-4-one Backbones from the Red Sea Marine Sponge Hemimycale sp.

Authors:  Lamiaa A Shaala; Diaa T A Youssef
Journal:  Mar Drugs       Date:  2021-12-02       Impact factor: 5.118
  5 in total

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