Literature DB >> 33467544

From Natural Products to New Synthetic Small Molecules: A Journey through the World of Xanthones.

Madalena M M Pinto1,2, Andreia Palmeira1,2, Carla Fernandes1,2, Diana I S P Resende1,2, Emília Sousa1,2, Honorina Cidade1,2, Maria Elizabeth Tiritan1,2,3, Marta Correia-da-Silva1,2, Sara Cravo1,2.   

Abstract

This work reviews the contributions of the corresponding author (M.M.M.P.) and her research group to Medicinal Chemistry concerning the isolation from plant and marine sources of xanthone derivatives as well as their synthesis, biological/pharmacological activities, formulation and analytical applications. Although her group activity has been spread over several chemical families with relevance in Medicinal Chemistry, the main focus of the investigation and research has been in the xanthone family. Xanthone derivatives have a variety of activities with great potential for therapeutic applications due to their versatile framework. The group has contributed with several libraries of xanthones derivatives, with a variety of activities such as antitumor, anticoagulant, antiplatelet, anti-inflammatory, antimalarial, antimicrobial, hepatoprotective, antioxidant, and multidrug resistance reversal effects. Besides therapeutic applications, our group has also developed xanthone derivatives with analytical applications as chiral selectors for liquid chromatography and for maritime application as antifouling agents for marine paints. Chemically, it has been challenging to afford green chemistry methods and achieve enantiomeric purity of chiral derivatives. In this review, the structures of the most significant compounds will be presented.

Entities:  

Keywords:  biological activities; chiral; marine natural products; synthesis; thioxanthones; xanthones

Mesh:

Substances:

Year:  2021        PMID: 33467544      PMCID: PMC7829950          DOI: 10.3390/molecules26020431

Source DB:  PubMed          Journal:  Molecules        ISSN: 1420-3049            Impact factor:   4.411


  137 in total

1.  Polysulfated xanthones: multipathway development of a new generation of dual anticoagulant/antiplatelet agents.

Authors:  Marta Correia-da-Silva; Emília Sousa; Bárbara Duarte; Franklim Marques; Félix Carvalho; Luís M Cunha-Ribeiro; Madalena M M Pinto
Journal:  J Med Chem       Date:  2011-07-18       Impact factor: 7.446

2.  New chiral derivatives of xanthones: synthesis and investigation of enantioselectivity as inhibitors of growth of human tumor cell lines.

Authors:  Carla Fernandes; Kamonporn Masawang; Maria Elizabeth Tiritan; Emília Sousa; Virgínia de Lima; Carlos Afonso; Hassan Bousbaa; Wanwisa Sudprasert; Madalena Pedro; Madalena M Pinto
Journal:  Bioorg Med Chem       Date:  2013-12-31       Impact factor: 3.641

3.  Xanthones as P-glycoprotein modulators and their impact on drug bioavailability.

Authors:  Vera Silva; Eva Gil-Martins; Bárbara Silva; Carolina Rocha-Pereira; Maria Emília Sousa; Fernando Remião; Renata Silva
Journal:  Expert Opin Drug Metab Toxicol       Date:  2021-04-20       Impact factor: 4.481

4.  Molecular structure of human P-glycoprotein in the ATP-bound, outward-facing conformation.

Authors:  Youngjin Kim; Jue Chen
Journal:  Science       Date:  2018-01-25       Impact factor: 47.728

5.  Phase I pharmacokinetic study of the novel antitumor agent SR233377.

Authors:  P M LoRusso; B J Foster; A Wozniak; L K Heilbrun; J I McCormick; P E Ruble; M A Graham; J Purvis; J Rake; M Drozd; G F Lockwood; T H Corbett
Journal:  Clin Cancer Res       Date:  2000-08       Impact factor: 12.531

Review 6.  Sulfated Non-Saccharide Glycosaminoglycan Mimetics as Novel Drug Discovery Platform for Various Pathologies.

Authors:  Daniel K Afosah; Rami A Al-Horani
Journal:  Curr Med Chem       Date:  2020       Impact factor: 4.530

7.  Xanthones for melanogenesis inhibition: Molecular docking and QSAR studies to understand their anti-tyrosinase activity.

Authors:  G P Rosa; A Palmeira; D I S P Resende; I F Almeida; A Kane-Pagès; M C Barreto; E Sousa; M M M Pinto
Journal:  Bioorg Med Chem       Date:  2020-11-19       Impact factor: 3.641

8.  Chiral Thioxanthones as Modulators of P-glycoprotein: Synthesis and Enantioselectivity Studies.

Authors:  Ana Lopes; Eva Martins; Renata Silva; Madalena M M Pinto; Fernando Remião; Emília Sousa; Carla Fernandes
Journal:  Molecules       Date:  2018-03-10       Impact factor: 4.411

9.  Enantiomeric Resolution and Docking Studies of Chiral Xanthonic Derivatives on Chirobiotic Columns.

Authors:  Ye' Zaw Phyo; Sara Cravo; Andreia Palmeira; Maria Elizabeth Tiritan; Anake Kijjoa; Madalena M M Pinto; Carla Fernandes
Journal:  Molecules       Date:  2018-01-11       Impact factor: 4.411

10.  Lichen Xanthones as Models for New Antifungal Agents.

Authors:  Diana I S P Resende; Patrícia Pereira-Terra; Ângela S Inácio; Paulo Martins da Costa; Eugénia Pinto; Emília Sousa; Madalena M M Pinto
Journal:  Molecules       Date:  2018-10-12       Impact factor: 4.411

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  10 in total

Review 1.  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

2.  Novel Xanthone Derivatives Impair Growth and Invasiveness of Colon Cancer Cells In Vitro.

Authors:  Jakub Rech; Daniel Sypniewski; Dorota Żelaszczyk; Natalia Szkaradek; Wojciech Rogóż; Anna Waszkielewicz; Henryk Marona; Ilona Bednarek
Journal:  Biomolecules       Date:  2021-10-07

3.  Synthesis and in vitro assay of hydroxyxanthones as antioxidant and anticancer agents.

Authors:  Nela Fatmasari; Yehezkiel Steven Kurniawan; Jumina Jumina; Chairil Anwar; Yoga Priastomo; Harno Dwi Pranowo; Abdul Karim Zulkarnain; Eti Nurwening Sholikhah
Journal:  Sci Rep       Date:  2022-01-27       Impact factor: 4.379

4.  From Natural Xanthones to Synthetic C-1 Aminated 3,4-Dioxygenated Xanthones as Optimized Antifouling Agents.

Authors:  Diana I S P Resende; Joana R Almeida; Sandra Pereira; Alexandre Campos; Agostinho Lemos; Jeffrey E Plowman; Ancy Thomas; Stefan Clerens; Vitor Vasconcelos; Madalena Pinto; Marta Correia-da-Silva; Emília Sousa
Journal:  Mar Drugs       Date:  2021-11-13       Impact factor: 5.118

Review 5.  Marine-Derived Xanthone from 2010 to 2021: Isolation, Bioactivities and Total Synthesis.

Authors:  Ana C S Veríssimo; Diana C G A Pinto; Artur M S Silva
Journal:  Mar Drugs       Date:  2022-05-25       Impact factor: 6.085

6.  Xanthones Active against Multidrug Resistance and Virulence Mechanisms of Bacteria.

Authors:  Fernando Durães; Diana I S P Resende; Andreia Palmeira; Nikoletta Szemerédi; Madalena M M Pinto; Gabriella Spengler; Emília Sousa
Journal:  Antibiotics (Basel)       Date:  2021-05-19

7.  Tetracyclic Thioxanthene Derivatives: Studies on Fluorescence and Antitumor Activity.

Authors:  Fernando Durães; Patrícia M A Silva; Pedro Novais; Isabel Amorim; Luís Gales; Cátia I C Esteves; Samuel Guieu; Hassan Bousbaa; Madalena Pinto; Emília Sousa
Journal:  Molecules       Date:  2021-05-31       Impact factor: 4.411

8.  Effect of 1-Carbaldehyde-3,4-dimethoxyxanthone on Prostate and HPV-18 Positive Cervical Cancer Cell Lines and on Human THP-1 Macrophages.

Authors:  Rui Medeiros; Bruno Horta; Joana Freitas-Silva; Jani Silva; Francisca Dias; Emília Sousa; Madalena Pinto; Fátima Cerqueira
Journal:  Molecules       Date:  2021-06-18       Impact factor: 4.411

9.  Antimicrobial Activity of a Library of Thioxanthones and Their Potential as Efflux Pump Inhibitors.

Authors:  Fernando Durães; Andreia Palmeira; Bárbara Cruz; Joana Freitas-Silva; Nikoletta Szemerédi; Luís Gales; Paulo Martins da Costa; Fernando Remião; Renata Silva; Madalena Pinto; Gabriella Spengler; Emília Sousa
Journal:  Pharmaceuticals (Basel)       Date:  2021-06-15

Review 10.  Bioactive Marine Xanthones: A Review.

Authors:  José X Soares; Daniela R P Loureiro; Ana Laura Dias; Salete Reis; Madalena M M Pinto; Carlos M M Afonso
Journal:  Mar Drugs       Date:  2022-01-08       Impact factor: 5.118

  10 in total

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