Literature DB >> 12590521

Shishijimicins A-C, novel enediyne antitumor antibiotics from the ascidian Didemnum proliferum(1).

Naoya Oku1, Shigeki Matsunaga, Nobuhiro Fusetani.   

Abstract

Three new compounds of the enediyne antibiotics, shishijimicins A-C (1-3), have been isolated from the ascidian Didemnum proliferum. They encompass a novel sugar component, which is a conjugation product of a hexose and a beta-carboline, attached to the calicheamicinone aglycone. Their structures have been determined by interpretation of spectral data. Shishijimicins showed extremely potent cytotoxicity against HeLa cells with IC(50) values of 1.8-6.9 pM.

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Year:  2003        PMID: 12590521     DOI: 10.1021/ja0296780

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  23 in total

1.  Rapid PCR amplification of minimal enediyne polyketide synthase cassettes leads to a predictive familial classification model.

Authors:  Wen Liu; Joachim Ahlert; Qunjie Gao; Evelyn Wendt-Pienkowski; Ben Shen; Jon S Thorson
Journal:  Proc Natl Acad Sci U S A       Date:  2003-10-03       Impact factor: 11.205

2.  A biosynthetic pathway for BE-7585A, a 2-thiosugar-containing angucycline-type natural product.

Authors:  Eita Sasaki; Yasushi Ogasawara; Hung-Wen Liu
Journal:  J Am Chem Soc       Date:  2010-06-02       Impact factor: 15.419

3.  Genome neighborhood network reveals insights into enediyne biosynthesis and facilitates prediction and prioritization for discovery.

Authors:  Jeffrey D Rudolf; Xiaohui Yan; Ben Shen
Journal:  J Ind Microbiol Biotechnol       Date:  2015-08-29       Impact factor: 3.346

Review 4.  A comprehensive review of glycosylated bacterial natural products.

Authors:  Sherif I Elshahawi; Khaled A Shaaban; Madan K Kharel; Jon S Thorson
Journal:  Chem Soc Rev       Date:  2015-11-07       Impact factor: 54.564

Review 5.  Life in cellulose houses: symbiotic bacterial biosynthesis of ascidian drugs and drug leads.

Authors:  Eric W Schmidt; Mohamed S Donia
Journal:  Curr Opin Biotechnol       Date:  2010-11-01       Impact factor: 9.740

6.  Perspectives from nearly five decades of total synthesis of natural products and their analogues for biology and medicine.

Authors:  K C Nicolaou; Stephan Rigol
Journal:  Nat Prod Rep       Date:  2020-04-22       Impact factor: 13.423

7.  Synthesis of the carboline disaccharide domain of shishijimicin A.

Authors:  K C Nicolaou; J L Kiappes; Weiwei Tian; Vijaya B Gondi; Jochen Becker
Journal:  Org Lett       Date:  2011-06-28       Impact factor: 6.005

Review 8.  Astonishing diversity of natural surfactants: 6. Biologically active marine and terrestrial alkaloid glycosides.

Authors:  Valery M Dembitsky
Journal:  Lipids       Date:  2005-11       Impact factor: 1.880

Review 9.  Biosynthesis and function of polyacetylenes and allied natural products.

Authors:  Robert E Minto; Brenda J Blacklock
Journal:  Prog Lipid Res       Date:  2008-03-13       Impact factor: 16.195

Review 10.  The biosynthesis of nitrogen-, sulfur-, and high-carbon chain-containing sugars.

Authors:  Chia-I Lin; Reid M McCarty; Hung-wen Liu
Journal:  Chem Soc Rev       Date:  2013-01-25       Impact factor: 54.564

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