Synthetic Chiral Derivatives of Xanthones: Biological Activities and Enantioselectivity Studies

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Carla FernandesMadalena M M Pinto

Abstract

Many naturally occurring xanthones are chiral and present a wide range of biological and pharmacological activities. Some of them have been exhaustively studied and subsequently, obtained by synthesis. In order to obtain libraries of compounds for structure activity relationship (SAR) studies as well as to improve the biological activity, new bioactive analogues and derivatives inspired in natural prototypes were synthetized. Bioactive natural xanthones compromise a large structural multiplicity of compounds, including a diversity of chiral derivatives. Thus, recently an exponential interest in synthetic chiral derivatives of xanthones (CDXs) has been witnessed. The synthetic methodologies can afford structures that otherwise could not be reached within the natural products for biological activity and SAR studies. Another reason that justifies this trend is that both enantiomers can be obtained by using appropriate synthetic pathways, allowing the possibility to perform enantioselectivity studies. In this work, a literature review of synthetic CDXs is presented. The structures, the approaches used for their synthesis and the biological activities are described, emphasizing the enantioselectivity studies.

References

Mar 1, 1980·Journal of Natural Products·S M KupchanA T Sneden
Jan 5, 1996·Journal of Chromatography. a·J Caldwell
Feb 12, 1998·European Journal of Pharmacology·Y W Cheng, J J Kang
Dec 8, 1998·Phytochemistry·Q L WuP G Xiao
Mar 15, 2000·Phytomedicine : International Journal of Phytotherapy and Phytopharmacology·C YoosookC Kantasuk
Apr 24, 2001·Phytomedicine : International Journal of Phytotherapy and Phytopharmacology·T MiuraK Tanigawa
Jan 5, 2002·Journal of Pharmaceutical and Biomedical Analysis·Jun Haginaka
Aug 2, 2002·Bioorganic & Medicinal Chemistry·Lucília SaraivaJorge Gonçalves
Aug 31, 2002·Investigational New Drugs·Shufeng ZhouJames W Paxton
Oct 18, 2002·Expert Review of Anticancer Therapy·Bruce C Baguley, William R Wilson
Feb 7, 2003·Current Medicinal Chemistry·M M M Pinto, E P Sousa
Mar 8, 2003·The Lancet Oncology·Bruce C Baguley
Mar 13, 2003·Chemical Reviews·Douglas A HortonMark L Smythe
Jul 5, 2003·Chemical & Pharmaceutical Bulletin·Sunit SuksamrarnApichart Suksamrarn
Oct 22, 2003·Journal of Enzyme Inhibition and Medicinal Chemistry·Lucília SaraivaJorge Gonçalves
Nov 1, 2003·Journal of Clinical Neuroscience : Official Journal of the Neurosurgical Society of Australasia·D J CordatoG K Herkes
Mar 25, 2004·Drug Discovery Today·Hava CanerIsrael Agranat
Apr 2, 2005·Biological & Pharmaceutical Bulletin·Ahsana DarSyed Tarique Moin
Jul 6, 2005·Chemical & Pharmaceutical Bulletin·Yaowapa SukpondmaSouwalak Phongpaichit
Oct 28, 2005·Current Medicinal Chemistry·L M M Vieira, A Kijjoa
Oct 28, 2005·Current Medicinal Chemistry·M E Sousa, M M M Pinto
Oct 28, 2005·Current Medicinal Chemistry·L Gales, A M Damas
Oct 28, 2005·Current Medicinal Chemistry·M M M PintoM S J Nascimento
Mar 16, 2006·Journal of Agricultural and Food Chemistry·Hyun-Ah JungA Douglas Kinghorn
Nov 23, 2006·Planta medica·Vichai ReutrakulPatoomratana Tuchinda
Jan 26, 2007·Organic & Biomolecular Chemistry·Ayse BatovaEmmanuel A Theodorakis
Nov 22, 2007·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·Lih-Geeng ChenChing-Chiung Wang
Jul 22, 2008·Bioorganic & Medicinal Chemistry·Henryk MaronaEdward Szneler
Sep 24, 2008·Expert Opinion on Investigational Drugs·Farah Rehman, Gordon Rustin
Dec 4, 2008·Archiv der Pharmazie·Henryk MaronaEdward Szneler
Jan 10, 2009·Bioorganic & Medicinal Chemistry·Henryk MaronaEdward Szneler
May 6, 2009·Toxicological Sciences : an Official Journal of the Society of Toxicology·Silas W Smith
May 12, 2009·European Journal of Medicinal Chemistry·Emília SousaMadalena Pinto
Sep 25, 2009·Journal of Oral Science·Ruchadaporn KaomongkolgitNiratcha Chaisomboon
Nov 13, 2009·Organic & Biomolecular Chemistry·Oraphin ChantarasriwongEmmanuel A Theodorakis

❮ Previous
Next ❯

Citations

Apr 12, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Maria Elizabeth TiritanCarla Fernandes
Jan 21, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Madalena M M PintoSara Cravo
May 6, 2021·Journal of Cellular and Molecular Medicine·Shaozhuang LiuYongsheng Song
Jun 3, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Maria Miguel CoelhoMaria Elizabeth Tiritan

❮ Previous
Next ❯

Methods Mentioned

BETA
acetylation

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.

Related Papers

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
João RibeiroMadalena M M Pinto
Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Joana AraújoMaria Elizabeth Tiritan
Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Pascal Richomme
© 2022 Meta ULC. All rights reserved