Literature DB >> 18397168

Biosynthesis of enediyne antitumor antibiotics.

Steven G Van Lanen1, Ben Shen.   

Abstract

The enediyne polyketides are secondary metabolites isolated from a variety of Actinomycetes. All members share very potent anticancer and antibiotic activity, and prospects for the clinical application of the enediynes has been validated with the recent marketing of two enediyne derivatives as anticancer agents. The biosynthesis of these compounds is of interest because of the numerous structural features that are unique to the enediyne family. The gene cluster for five enediynes has now been cloned and sequenced, providing the foundation to understand natures' means to biosynthesize such complex, exotic molecules. Presented here is a review of the current progress in delineating the biosynthesis of the enediynes with an emphasis on the model enediyne, C-1027.

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Year:  2008        PMID: 18397168      PMCID: PMC3108100          DOI: 10.2174/156802608783955656

Source DB:  PubMed          Journal:  Curr Top Med Chem        ISSN: 1568-0266            Impact factor:   3.295


  53 in total

1.  Cloning and nucleotide sequencing of the antitumor antibiotic C-1027 apoprotein gene.

Authors:  N Sakata; S Ikeno; M Hori; M Hamada; T Otani
Journal:  Biosci Biotechnol Biochem       Date:  1992-10       Impact factor: 2.043

2.  Isolation and characterization of non-protein chromophore and its degradation product from antibiotic C-1027.

Authors:  T Otani; Y Minami; K Sakawa; K Yoshida
Journal:  J Antibiot (Tokyo)       Date:  1991-05       Impact factor: 2.649

Review 3.  The enediyne antibiotics.

Authors:  A L Smith; K C Nicolaou
Journal:  J Med Chem       Date:  1996-05-24       Impact factor: 7.446

4.  Identification of non-heme diiron proteins that catalyze triple bond and epoxy group formation.

Authors:  M Lee; M Lenman; A Banaś; M Bafor; S Singh; M Schweizer; R Nilsson; C Liljenberg; A Dahlqvist; P O Gummeson; S Sjödahl; A Green; S Stymne
Journal:  Science       Date:  1998-05-08       Impact factor: 47.728

5.  Esperamicins, a novel class of potent antitumor antibiotics. I. Physico-chemical data and partial structure.

Authors:  M Konishi; H Ohkuma; K Saitoh; H Kawaguchi; J Golik; G Dubay; G Groenewold; B Krishnan; T W Doyle
Journal:  J Antibiot (Tokyo)       Date:  1985-11       Impact factor: 2.649

6.  A novel function of yeast fatty acid synthase. Subunit alpha is capable of self-pantetheinylation.

Authors:  F Fichtlscherer; C Wellein; M Mittag; E Schweizer
Journal:  Eur J Biochem       Date:  2000-05

7.  Calicheamicin-DNA complexes: warhead alignment and saccharide recognition of the minor groove.

Authors:  N Ikemoto; R A Kumar; T T Ling; G A Ellestad; S J Danishefsky; D J Patel
Journal:  Proc Natl Acad Sci U S A       Date:  1995-11-07       Impact factor: 11.205

8.  C1027 chromophore, a potent new enediyne antitumor antibiotic, induces sequence-specific double-strand DNA cleavage.

Authors:  Y J Xu; Y S Zhen; I H Goldberg
Journal:  Biochemistry       Date:  1994-05-17       Impact factor: 3.162

9.  Characterization of composite aminodeoxyisochorismate synthase and aminodeoxyisochorismate lyase activities of anthranilate synthase.

Authors:  A A Morollo; R Bauerle
Journal:  Proc Natl Acad Sci U S A       Date:  1993-11-01       Impact factor: 11.205

10.  Purification and primary structure of C-1027-AG, a selective antagonist of antitumor antibiotic C-1027, from Streptomyces globisporus.

Authors:  T Otani; T Yasuhara; Y Minami; T Shimazu; R Zhang; M Y Xie
Journal:  Agric Biol Chem       Date:  1991-02
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  37 in total

1.  Polyketide synthase chemistry does not direct biosynthetic divergence between 9- and 10-membered enediynes.

Authors:  Geoff P Horsman; Yihua Chen; Jon S Thorson; Ben Shen
Journal:  Proc Natl Acad Sci U S A       Date:  2010-06-07       Impact factor: 11.205

2.  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 3.  Microbial natural products: molecular blueprints for antitumor drugs.

Authors:  Lesley-Ann Giddings; David J Newman
Journal:  J Ind Microbiol Biotechnol       Date:  2013-09-03       Impact factor: 3.346

4.  Genome Mining of Micromonospora yangpuensis DSM 45577 as a Producer of an Anthraquinone-Fused Enediyne.

Authors:  Xiaohui Yan; Jian-Jun Chen; Ajeeth Adhikari; Dong Yang; Ivana Crnovcic; Nan Wang; Chin-Yuan Chang; Christoph Rader; Ben Shen
Journal:  Org Lett       Date:  2017-10-31       Impact factor: 6.005

5.  Comparative Studies of the Biosynthetic Gene Clusters for Anthraquinone-Fused Enediynes Shedding Light into the Tailoring Steps of Tiancimycin Biosynthesis.

Authors:  Xiaohui Yan; Jian-Jun Chen; Ajeeth Adhikari; Christiana N Teijaro; Huiming Ge; Ivana Crnovcic; Chin-Yuan Chang; Thibault Annaval; Dong Yang; Christoph Rader; Ben Shen
Journal:  Org Lett       Date:  2018-09-13       Impact factor: 6.005

6.  Structures and comparative characterization of biosynthetic gene clusters for cyanosporasides, enediyne-derived natural products from marine actinomycetes.

Authors:  Amy L Lane; Sang-Jip Nam; Takashi Fukuda; Kazuya Yamanaka; Christopher A Kauffman; Paul R Jensen; William Fenical; Bradley S Moore
Journal:  J Am Chem Soc       Date:  2013-03-07       Impact factor: 15.419

7.  The radiomimetic enediyne, 20'-deschloro-C-1027 induces inter-strand DNA crosslinks in hypoxic cells and overcomes cytotoxic radioresistance.

Authors:  Terry A Beerman; Loretta S Gawron; Ben Shen; Daniel R Kennedy
Journal:  DNA Repair (Amst)       Date:  2014-06-28

8.  The convergent evolution of defensive polyacetylenic fatty acid biosynthesis genes in soldier beetles.

Authors:  Victoria S Haritos; Irene Horne; Katherine Damcevski; Karen Glover; Nerida Gibb; Shoko Okada; Mats Hamberg
Journal:  Nat Commun       Date:  2012       Impact factor: 14.919

9.  Characterization of CalE10, the N-oxidase involved in calicheamicin hydroxyaminosugar formation.

Authors:  Heather D Johnson; Jon S Thorson
Journal:  J Am Chem Soc       Date:  2008-12-31       Impact factor: 15.419

10.  Manipulation of pathway regulation in Streptomyces globisporus for overproduction of the enediyne antitumor antibiotic C-1027.

Authors:  Yihua Chen; Min Yin; Geoff P Horsman; Shengxiong Huang; Ben Shen
Journal:  J Antibiot (Tokyo)       Date:  2010-06-16       Impact factor: 2.649

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