Literature DB >> 18612331

Carbocyclic Sinefungin.

Xueqiang Yin1, Guoxia Zhao, Stewart W Schneller.   

Abstract

(3aS,4S,6R,6aR)-Tetrahydro-2,2-dimethyl-6-vinyl-3aH-cyclopenta[d][1,3]-dioxol-4-ol, itself available from ribose, provided a convenient entry point for an 18-step preparation of carbocyclic sinefungin. This procedure is adaptable to a number of carbocyclic sinefungin analogs with diversity of heterocyclic base and in the amino acid bearing side chain.

Entities:  

Year:  2007        PMID: 18612331      PMCID: PMC2031829          DOI: 10.1016/j.tetlet.2007.05.079

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  16 in total

1.  Synthesis and evaluation of analogues of 5'-([(Z)-4-amino-2-butenyl]methylamino)-5'-deoxyadenosine as inhibitors of tumor cell growth, trypanosomal growth, and HIV-1 infectivity.

Authors:  Canio J Marasco; Debora L Kramer; John Miller; Carl W Porter; Cyrus J Bacchi; Donna Rattendi; Louis Kucera; Nathan Iyer; Ralph Bernacki; Paula Pera; Janice R Sufrin
Journal:  J Med Chem       Date:  2002-11-07       Impact factor: 7.446

2.  The antifungal antibiotic sinefungin as a very active inhibitor of methyltransferases and of the transformation of chick embryo fibroblasts by Rous sarcoma virus.

Authors:  M Vedel; F Lawrence; M Robert-Gero; E Lederer
Journal:  Biochem Biophys Res Commun       Date:  1978-11-14       Impact factor: 3.575

3.  Total Synthesis of (+)-Sinefungin.

Authors:  Arun K. Ghosh; Wenming Liu
Journal:  J Org Chem       Date:  1996-09-06       Impact factor: 4.354

4.  A9145, a new adenine-containing antifungal antibiotic. I. Discovery and isolation.

Authors:  R L Hamil; M M Hoehn
Journal:  J Antibiot (Tokyo)       Date:  1973-08       Impact factor: 2.649

5.  Amoebicidal activity of the antifungal antibiotic sinefungin against Entamoeba histolytica.

Authors:  A Ferrante; I Ljungström; G Huldt; E Lederer
Journal:  Trans R Soc Trop Med Hyg       Date:  1984       Impact factor: 2.184

6.  Effects of S-adenosylhomocysteine analogues on vaccinia viral messenger ribonucleic acid synthesis and methylation.

Authors:  C S Pugh; R T Borchardt
Journal:  Biochemistry       Date:  1982-03-30       Impact factor: 3.162

7.  [Determination of configurations by "partial resolution". 3. Steroidal alcohols].

Authors:  A Horeau; H B Kagan
Journal:  Tetrahedron       Date:  1964-11       Impact factor: 2.457

8.  Influence of the physiologically widespread substances on the oxidative activity of copper(II) complexes with sinefungin, a nucleoside antibiotic.

Authors:  Ariel Mucha; Massimo Cappanelli; Wojciech Szczepanik; Piotr Kaczmarek; Jacek Skała; Małgorzata Jezowska-Bojczuk
Journal:  J Inorg Biochem       Date:  2005-12-15       Impact factor: 4.155

9.  Substrate-dependent dihydroxylation of substituted cyclopentenes: toward the syntheses of carbocyclic sinefungin and noraristeromycin.

Authors:  May Xiao-Wu Jiang; Bohan Jin; Jennifer L Gage; Alain Priour; Gordon Savela; Marvin J Miller
Journal:  J Org Chem       Date:  2006-05-26       Impact factor: 4.354

10.  Total synthesis of uracil analogues of sinefungin.

Authors:  D H Barton; S D Géro; F Lawrence; M Robert-Gero; B Quiclet-Sire; M Samadi
Journal:  J Med Chem       Date:  1992-01       Impact factor: 7.446

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  3 in total

1.  A convergent synthesis of carbocyclic sinefungin and its C5 epimer.

Authors:  Arun K Ghosh; Kai Lv
Journal:  European J Org Chem       Date:  2014-10-01

2.  6'-Oxa Analogs of S-Adenosylhomocysteine.

Authors:  Weikuan Li; Wei Ye; Stewart W Schneller
Journal:  Tetrahedron       Date:  2012-01-07       Impact factor: 2.457

3.  Sinefungin derivatives as inhibitors and structure probes of protein lysine methyltransferase SETD2.

Authors:  Weihong Zheng; Glorymar Ibáñez; Hong Wu; Gil Blum; Hong Zeng; Aiping Dong; Fengling Li; Taraneh Hajian; Abdellah Allali-Hassani; Maria F Amaya; Alena Siarheyeva; Wenyu Yu; Peter J Brown; Matthieu Schapira; Masoud Vedadi; Jinrong Min; Minkui Luo
Journal:  J Am Chem Soc       Date:  2012-10-23       Impact factor: 15.419

  3 in total

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