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Literature DB >> 21812455

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

Alexander L Nichols¹, Patricia Zhang, Stephen F Martin.

Abstract

A facile entry to 1,4-dioxygenated xanthones having a variety of substitution patterns and substituents was developed that features a novel application of the Moore cyclization using substrates that were readily assembled in a highly convergent fashion by an acetylide stitching process. The practical utility of the methodology was demonstrated by an efficient synthesis of a naturally occurring xanthone and correction of the structure of dulcisxanthone C.

Entities: CellLine Chemical Species

Mesh：

Substances：
Xanthones

Year: 2011 PMID： 21812455 PMCID： PMC3163007 DOI： 10.1021/ol201910v

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

12 in total

1. IB-00208, a new cytotoxic polycyclic xanthone produced by a marine-derived Actinomadura. II. Isolation, physico-chemical properties and structure determination.

Authors: Julián Castro Rodríguez; José L Fernández Puentes; Julia Pérez Baz; Librada M Cañedo
Journal: J Antibiot (Tokyo) Date: 2003-03 Impact factor: 2.649

2. A new regiospecific preparation of xanthones.

Authors: Frank M Hauser; Warren A Dorsch
Journal: Org Lett Date: 2003-10-02 Impact factor: 6.005

3. A new furobenzopyranone and other constituents from Anaphalis lactea.

Authors: Ai-Xia Wang; Qi Zhang; Zhong-Jian Jia
Journal: Pharmazie Date: 2004-10 Impact factor: 1.267

Review 4. Naturally-occurring xanthones: recent developments.

Authors: L M M Vieira; A Kijjoa
Journal: Curr Med Chem Date: 2005 Impact factor: 4.530

5. Phenolic compounds from the flowers of Garcinia dulcis.

Authors: S Deachathai; W Mahabusarakam; S Phongpaichit; W C Taylor; Y-J Zhang; C-R Yang
Journal: Phytochemistry Date: 2005-12-01 Impact factor: 4.072

6. Inhibitors of bone resorption from Halenia corniculata.

Authors: Jin Zhang; Mi-Jeong Ahn; Qi Shi Sun; Ki-Yoon Kim; Yun Ha Hwang; Jei Man Ryu; Jinwoong Kim
Journal: Arch Pharm Res Date: 2008-08-14 Impact factor: 4.946

Review 7. Xanthone derivatives: new insights in biological activities.

Authors: M M M Pinto; M E Sousa; M S J Nascimento
Journal: Curr Med Chem Date: 2005 Impact factor: 4.530

8. Xanthone natural products via N-heterocyclic carbene catalysis: total synthesis of atroviridin.

Authors: Yumiko Suzuki; Yoshinori Fukuta; Shinya Ota; Masayo Kamiya; Masayuki Sato
Journal: J Org Chem Date: 2011-04-18 Impact factor: 4.354

9. Total synthesis of cribrostatin 6.

Authors: Daniel Knueppel; Stephen F Martin
Journal: Angew Chem Int Ed Engl Date: 2009 Impact factor: 15.336

10. IB-00208, a new cytotoxic polycyclic xanthone produced by a marine-derived Actinomadura. I. Isolation of the strain, taxonomy and biological activites.

Authors: Leyre Malet-Cascón; Francisco Romero; Fernando Espliego-Vázquez; Dolores Grávalos; José Luis Fernández-Puentes
Journal: J Antibiot (Tokyo) Date: 2003-03 Impact factor: 2.649

5 in total

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

1. IB-00208, a new cytotoxic polycyclic xanthone produced by a marine-derived Actinomadura. II. Isolation, physico-chemical properties and structure determination.

2. A new regiospecific preparation of xanthones.

3. A new furobenzopyranone and other constituents from Anaphalis lactea.

Review 4. Naturally-occurring xanthones: recent developments.

5. Phenolic compounds from the flowers of Garcinia dulcis.

6. Inhibitors of bone resorption from Halenia corniculata.

Review 7. Xanthone derivatives: new insights in biological activities.

8. Xanthone natural products via N-heterocyclic carbene catalysis: total synthesis of atroviridin.

9. Total synthesis of cribrostatin 6.

10. IB-00208, a new cytotoxic polycyclic xanthone produced by a marine-derived Actinomadura. I. Isolation of the strain, taxonomy and biological activites.

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

2. Natural Products and Their Mimics as Targets of Opportunity for Discovery.

3. Total syntheses of graphisin A and sydowinin B.

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

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