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Literature DB >> 16311633

Structure, activity, synthesis and biosynthesis of aryl-C-glycosides.

Tsion Bililign¹, Byron R Griffith, Jon S Thorson.

Abstract

The focus of this review is to highlight the structure, bioactivity and biosynthesis of naturally occurring aryl-C-glycosides. General synthetic methods and their relevance to proposed biochemical mechanisms for the aryl-C-glycoside bond formation are also presented.

Entities: Chemical

Mesh：

Substances：

Year: 2005 PMID： 16311633 DOI： 10.1039/b407364a

Source DB: PubMed Journal: Nat Prod Rep ISSN： 0265-0568 Impact factor: 13.423

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Cited

21 in total

1. Inactivation of gilGT, encoding a C-glycosyltransferase, and gilOIII, encoding a P450 enzyme, allows the details of the late biosynthetic pathway to gilvocarcin V to be delineated.

Authors: Tao Liu; Madan Kumar Kharel; Carsten Fischer; Andrew McCormick; Jürgen Rohr
Journal: Chembiochem Date: 2006-07 Impact factor: 3.164

Review 2. 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

3. Recent Advances in Transition Metal-Catalyzed Glycosylation.

Authors: Matthew J McKay; Hien M Nguyen
Journal: ACS Catal Date: 2012-06-14 Impact factor: 13.084

4. Biosynthetic pathway toward carbohydrate-like moieties of alnumycins contains unusual steps for C-C bond formation and cleavage.

Authors: Terhi Oja; Karel D Klika; Laura Appassamy; Jari Sinkkonen; Pekka Mäntsälä; Jarmo Niemi; Mikko Metsä-Ketelä
Journal: Proc Natl Acad Sci U S A Date: 2012-04-02 Impact factor: 11.205

Structure, activity, synthesis and biosynthesis of aryl-C-glycosides.

1. Inactivation of gilGT, encoding a C-glycosyltransferase, and gilOIII, encoding a P450 enzyme, allows the details of the late biosynthetic pathway to gilvocarcin V to be delineated.

Review 2. A comprehensive review of glycosylated bacterial natural products.

3. Recent Advances in Transition Metal-Catalyzed Glycosylation.

4. Biosynthetic pathway toward carbohydrate-like moieties of alnumycins contains unusual steps for C-C bond formation and cleavage.

5. Structural basis for C-ribosylation in the alnumycin A biosynthetic pathway.

6. Lewis Acid Mediated Cyclizations: Diastereoselective Synthesis of Six- to Eight-Membered Substituted Cyclic Ethers.

7. Pseudouridine monophosphate glycosidase: a new glycosidase mechanism.

8. Crystal structure of SsfS6, the putative C-glycosyltransferase involved in SF2575 biosynthesis.

9. The C-glycosylation of flavonoids in cereals.

10. Diastereoselective Synthesis of Aryl C-Glycosides from Glycosyl Esters via C-O Bond Homolysis.