Literature DB >> 17078694

Isokibdelones: novel heterocyclic polyketides from a Kibdelosporangium sp.

Ranjala Ratnayake1, Ernest Lacey, Shaun Tennant, Jennifer H Gill, Robert J Capon.   

Abstract

[Structure: see text] The isokibdelones are an unprecedented family of polyketides produced by an Australian isolate of a rare actinomycete, Kibdelosporangium sp. The structures of the isokibdelones were assigned by spectroscopic analysis and chemical interconversion. A proposed biosynthesis requires a novel molecular twist that generates an unprecedented heterocyclic system and differentiates the isokibdelones from their kibdelone co-metabolites. SAR analysis on the isokibdelones further defines the anticancer pharmacophore of these novel polyketides.

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Year:  2006        PMID: 17078694     DOI: 10.1021/ol062113e

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  9 in total

1.  Total Synthesis of the Aglycone of IB-00208.

Authors:  Daniel Knueppel; Jingyue Yang; Bo Cheng; Douglas Mans; Stephen F Martin
Journal:  Tetrahedron       Date:  2015-09-02       Impact factor: 2.457

2.  Synthesis and biological evaluation of ABCD ring fragments of the kibdelones.

Authors:  David L Sloman; Branko Mitasev; Stephen S Scully; John A Beutler; John A Porco
Journal:  Angew Chem Int Ed Engl       Date:  2011-02-18       Impact factor: 15.336

Review 3.  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

4.  Total synthesis and absolute stereochemical assignment of kibdelone C.

Authors:  David L Sloman; Jeffrey W Bacon; John A Porco
Journal:  J Am Chem Soc       Date:  2011-06-15       Impact factor: 15.419

5.  Synthesis and Biological Evaluation of Kibdelone C and Its Simplified Derivatives.

Authors:  Janjira Rujirawanich; Soyeon Kim; Ai-Jun Ma; John R Butler; Yizhong Wang; Chao Wang; Michael Rosen; Bruce Posner; Deepak Nijhawan; Joseph M Ready
Journal:  J Am Chem Soc       Date:  2016-08-09       Impact factor: 15.419

Review 6.  Polycyclic xanthone natural products: structure, biological activity and chemical synthesis.

Authors:  Dana K Winter; David L Sloman; John A Porco
Journal:  Nat Prod Rep       Date:  2013-01-21       Impact factor: 13.423

7.  Flavin Adenine Dinucleotide-Dependent Halogenase XanH and Engineering of Multifunctional Fusion Halogenases.

Authors:  Lingxin Kong; Qing Wang; Zixin Deng; Delin You
Journal:  Appl Environ Microbiol       Date:  2020-09-01       Impact factor: 4.792

8.  Approaches to polycyclic 1,4-dioxygenated xanthones. Application to total synthesis of the aglycone of IB-00208.

Authors:  Jingyue Yang; Daniel Knueppel; Bo Cheng; Douglas Mans; Stephen F Martin
Journal:  Org Lett       Date:  2014-12-16       Impact factor: 6.005

Review 9.  Isolation, Biosynthesis, and Biological Activity of Polycyclic Xanthones From Actinomycetes.

Authors:  Hui-Qing Yu; Gang Li; Hong-Xiang Lou
Journal:  Front Microbiol       Date:  2022-07-13       Impact factor: 6.064

  9 in total

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