Literature DB >> 16250872

Synthesis of xanthones: an overview.

M E Sousa1, M M M Pinto.   

Abstract

Among the known synthetic routes to obtain xanthones, the Grover, Shah, and Shah reaction, the cyclodehydration of 2, 2'-dihydroxybenzophenones and electrophilic cycloacylation of 2-aryloxybenzoic acids are the most popular methods. Due to important biological applications of xanthones, some synthetic strategies leading to more complex derivatives have been widely explored in the past years. Thus, the purpose of this review is to report some recent improvements of the classical synthetic methods as well as of some non-classical methods to obtain simple oxygenated xanthones. The strategies for introduction of substituents into the xanthonic nucleus are also summarized. Furthermore, different approaches used to synthesize complex structures, with an emphasis on the total synthesis of bioactive natural products, accomplished in the last twenty years, are also discussed. Besides the synthesis of xanthones, the reactivity of the xanthonic nucleus and its role as a key intermediate for the synthesis of other important classes of compounds are also highlighted.

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Year:  2005        PMID: 16250872     DOI: 10.2174/092986705774370736

Source DB:  PubMed          Journal:  Curr Med Chem        ISSN: 0929-8673            Impact factor:   4.530


  21 in total

Review 1.  Chemistry and biology of the caged Garcinia xanthones.

Authors:  Oraphin Chantarasriwong; Ayse Batova; Warinthorn Chavasiri; Emmanuel A Theodorakis
Journal:  Chemistry       Date:  2010-09-03       Impact factor: 5.236

2.  General and expedient synthesis of 1,4-dioxygenated xanthones.

Authors:  Alexander L Nichols; Patricia Zhang; Stephen F Martin
Journal:  Org Lett       Date:  2011-08-03       Impact factor: 6.005

3.  Total syntheses of graphisin A and sydowinin B.

Authors:  Andrew Little; John A Porco
Journal:  Org Lett       Date:  2012-05-23       Impact factor: 6.005

4.  Novel xanthone-polyamine conjugates as catalytic inhibitors of human topoisomerase IIα.

Authors:  Elirosa Minniti; Jo Ann W Byl; Laura Riccardi; Claudia Sissi; Michela Rosini; Marco De Vivo; Anna Minarini; Neil Osheroff
Journal:  Bioorg Med Chem Lett       Date:  2017-09-08       Impact factor: 2.823

Review 5.  A physico-biochemical study on potential redox-cyclers as antimalarial and anti-schistosomal drugs.

Authors:  Laure Johann; Don Antoine Lanfranchi; Elisabeth Davioud-Charvet; Mourad Elhabiri
Journal:  Curr Pharm Des       Date:  2012       Impact factor: 3.116

6.  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

7.  Concise Approach to 1,4-Dioxygenated Xanthones via Novel Application of the Moore Rearrangement.

Authors:  Alexander L Nichols; Patricia Zhang; Stephen F Martin
Journal:  Tetrahedron       Date:  2012-09-16       Impact factor: 2.457

Review 8.  Xanthone Biosynthetic Pathway in Plants: A Review.

Authors:  Juwairiah Remali; Idin Sahidin; Wan Mohd Aizat
Journal:  Front Plant Sci       Date:  2022-04-08       Impact factor: 6.627

9.  Synthesis and spectroscopic properties of β-triazoloporphyrin-xanthone dyads.

Authors:  Dileep Kumar Singh; Mahendra Nath
Journal:  Beilstein J Org Chem       Date:  2015-08-17       Impact factor: 2.883

Review 10.  Fluorescein Based Fluorescence Sensors for the Selective Sensing of Various Analytes.

Authors:  Keerthana S; Bincy Sam; Louis George; Sudhakar Y N; Anitha Varghese
Journal:  J Fluoresc       Date:  2021-07-13       Impact factor: 2.217

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