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vol. 32, No. 8, 2021, p. 1499-1686

 

Determining the exact tree-dimensional structure of chiral secondary metabolites may be a puzzling process. As a result, a number of incorrect stereochemical assignments have been reported over the last ten years. This review brings a summary of recent absolute configuration reassignments of natural products and presents guidance on selecting the right pieces to solve structural puzzles. Details are presented in the Review Absolute Configuration Reassignment of Natural Products: An Overview of the Last Decade by Andrea N. L. Batista, Bianca R. P. Angrisani, Maria Emanuelle D. Lima, Stephanie M. P. da Silva, Vitória H. Schettini, Higor A. Chagas, Fernando M. dos Santos Jr., João M. Batista Jr. and Alessandra L. Valverde on page 1499.


Cover Article
J. Braz. Chem. Soc. 2021, 32(8), 1499-1518

Absolute Configuration Reassignment of Natural Products: An Overview of the Last Decade

Andrea N. L. Batista ; Bianca R. P. Angrisani; Maria Emanuelle D. Lima; Stephanie M. P. da Silva; Vitória H. Schettini ; Higor A. Chagas; Fernando M. dos Santos Jr.; João M. Batista Jr. ; Alessandra L. Valverde

How to cite this article

Determining the exact tree-dimensional structure of chiral secondary metabolites may be a puzzling process. As a result, a number of incorrect stereochemical assignments have been reported over the last ten years. This review brings a summary of recent absolute configuration reassignments of natural products and presents guidance on selecting the right pieces to solve structural puzzles. Details are presented in the Review Absolute Configuration Reassignment of Natural Products: An Overview of the Last Decade by Andrea N. L. Batista, Bianca R. P. Angrisani, Maria Emanuelle D. Lima, Stephanie M. P. da Silva, Vitória H. Schettini, Higor A. Chagas, Fernando M. dos Santos Jr., João M. Batista Jr. and Alessandra L. Valverde on page 1499.

https://dx.doi.org/10.21577/0103-5053.20210079

Published online: May 27, 2021
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Review J. Braz. Chem. Soc. 2021, 32(8), 1499-1518

Absolute Configuration Reassignment of Natural Products: An Overview of the Last Decade

Andrea N. L. Batista ; Bianca R. P. Angrisani; Maria Emanuelle D. Lima; Stephanie M. P. da Silva; Vitória H. Schettini ; Higor A. Chagas; Fernando M. dos Santos Jr.; João M. Batista Jr. ; Alessandra L. Valverde

How to cite this article

 

This review highlights the increase in the number of absolute configuration reassignments of natural products over the last decade and describes the main approaches used both in the original incorrect assignments and stereochemical corrections. It also provides the readers with critical information for the choice of appropriate methods for unambiguous stereochemical determination.

https://dx.doi.org/10.21577/0103-5053.20210079

Published online: May 27, 2021

 

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Articles J. Braz. Chem. Soc. 2021, 32(8), 1519-1530

Complexes with Furyl-Substituted 3-Hydroxychromone: Synthesis, Characterization and Fluorescence Studies

Mariana Leticia M. Camargo; Fábio A. dos Santos ; Lucas Pizzuti ; Ulrich Abram ; Vânia Denise Schwade

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The furyl-substituted 3-hydroxychromone ligand forms stable complexes with MII ions. Complex [Sn(L)2] represents the first structurally characterized SnII complex with this kind of ligand and presented high fluorescence emission.

https://dx.doi.org/10.21577/0103-5053.20210049

Published online: April 12, 2021

 

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J. Braz. Chem. Soc. 2021, 32(8), 1531-1540

A Comparison of the Photolytic and Photocatalytic Degradation of Triclosan: Identification of Transformation Products and Ecotoxicity Evaluation

Vitor S. Kosera; Elisabeth C. Lumbaque ; Alexsandro Dallegrave; Monike F. Gomes; Vinícius C. S. de Paula; Adriane M. de Freitas; Carla Sirtori; Eduardo S. Chaves; Elaine R. L. Tiburtius

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Heterogeneous photocatalysis and photolysis were employed to degrade triclosan (5-chloro-2-(2,4-dichlorophenoxy)phenol) with evaluation of ecotoxicity. The degradation was associated with the formation of transformation products whose structures are reported for the first time.

https://dx.doi.org/10.21577/0103-5053.20210050

Published online: April 14, 2021

 

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J. Braz. Chem. Soc. 2021, 32(8), 1541-1551

Elemental Chalcogen (Se, S) in PEG-400 to the Synthesis of Seleno- and Thioflavones from
2-Chlorophenyl Ethynyl Ketone and Nucleophilic Species of Chalcogen

Patrick C. Nobre; Thiago J. Peglow; Ricardo H. Bartz; Angelita M. Barcellos ; Raquel G. Jacob; Márcio S. Silva; Thiago Barcellos ; Gelson Perin

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The polyethylene glycol-400 (PEG-400) acts like a crown ether, making the NaHY more active to prepare chalcogenflavones by the ring closure of 2-chlorophenyl ethynyl ketone.

https://dx.doi.org/10.21577/0103-5053.20210051

Published online: April 15, 2021

 

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J. Braz. Chem. Soc. 2021, 32(8), 1552-1558

Green Synthesis of Upconverting NaYF4 and NaGdF4 Materials and Energy Levels Determination

Luidgi Giordano ; Matheus F. Nunes; Verônica C. Teixeira ; Lucas C. V. Rodrigues

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Fast and energy-saving synthesis developed for multicolor upconverting materials.

https://dx.doi.org/10.21577/0103-5053.20210052

Published online: April 16, 2021

 

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J. Braz. Chem. Soc. 2021, 32(8), 1559-1567

Stability Analyses by HPLC-MS of Guanitoxin Isolated from Sphaerospermopsis torques-reginae

Kelly A. Fernandes ; Felipe Augusto Dörr; Ernani Pinto

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Guanitoxin is a potent cyanotoxin that can be hydrolyzed gradually at alkaline pH and temperatures > 23 °C, resulting in the dephosphorylated degradation product m/z 159.1240 [M + H]+.

https://dx.doi.org/10.21577/0103-5053.20210053

Published online: April 16, 2021

 

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J. Braz. Chem. Soc. 2021, 32(8), 1568-1574

Multivariate Optimization Applied to the Synthesis of Meglumine Antimoniate with Low Levels of Trivalent Antimony

Henrique J. F. Fabrino; Frédéric J. G. Frezard; Ana Carolina B. de Oliveira; Letícia M. Costa; Cynthia P. Demicheli

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Multivariate optimization was used in the meglumine antimoniate synthesis in order to obtain a drug with low levels of SbIII and consequently reduce side effects and development of drug resistance.

https://dx.doi.org/10.21577/0103-5053.20210054

Published online: April 19, 2021

 

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J. Braz. Chem. Soc. 2021, 32(8), 1575-1583

Ketones as Electrophile in Nitroaldol Reaction: Synthesis of β,β-Disubstituted-1,3‑dinitroalkanes and Allylic Nitro Compounds

Alex O. Gomes ; Douglas L. F. de Souza; Jeronimo S. Costa; Vera Lúcia P. Pereira

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β,β-Disubstituted-1,3-dinitrocompounds were obtained in "one pot" via addition of nitromethane to different ketones using DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) 50%, as base. Additionally, allylic nitro compounds could be obtained via a sequence Henry reaction, acetylation acid catalyzed and subsequent Henry reaction with varied aldehydes.

https://dx.doi.org/10.21577/0103-5053.20210055

Published online: April 19, 2021

 

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J. Braz. Chem. Soc. 2021, 32(8), 1584-1597

Methanolic Extract of Rhinella marina Poison: Chemical Composition, Antioxidant and Immunomodulatory Activities

Sheila R. N. Pelissari; Valéria D. G. Sinhorin ; Lindsey Castoldi; Leonardo G. de Vasconcelos; Domingos J. Rodrigues; Eloana B. S. Ribeiro; Jacqueline Kerkhoff ; Adilson P. Sinhorin

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The poison extracted from the frog had its chemical composition identified. Male Swiss mice treated with methanolic poison extract were evaluated for oxidative stress, immunomodulatory action and the histopathological effects of the treatment during 7 or 30 days.

https://dx.doi.org/10.21577/0103-5053.20210057

Published online: April 20, 2021

 

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J. Braz. Chem. Soc. 2021, 32(8), 1598-1606

Preparation of SAPO-34-Based Catalyst for Conversion of Fructose to 5-Hydroxymethylfurfural

Yangyang Zhang ; Chuan Shao; Dongling Qin; Gang Yang

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SAPO-34 molecular sieve was modified to develop a catalyst for the preparation of 5-hydroxymethylfurfural (5-HMF) from fructose dehydration.

https://dx.doi.org/10.21577/0103-5053.20210058

Published online: April 23, 2021

 

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J. Braz. Chem. Soc. 2021, 32(8), 1607-1616

Agro-Industrial Waste Valorization: Transformation of Starch from Mango Kernel into Biocompatible, Thermoresponsive and High Swelling Nanogels

Marlizia A. L. de Oliveira; Liszt Y. C. Madruga ; Bruna L. B. de Lima; Marcos A. Villetti; Men S. M. de Souza Filho; Matt J. Kipper; Nívia N. Marques; Rosangela C. Balaban

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Starch from mango kernel was turned into swelling thermoresponsive nanoparticles with suitability for cell- and blood-contacting applications.

https://dx.doi.org/10.21577/0103-5053.20210059

Published online: April 26, 2021

 

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J. Braz. Chem. Soc. 2021, 32(8), 1617-1627

Integrated UPLC-HRMS, Chemometric Tools, and Metabolomic Analysis of Forage Palm (Opuntia spp. and Nopalea spp.) to Define Biomarkers Associated with Non-Susceptibility to Carmine Cochineal (Dactylopius opuntiae)

Thiago Kelvin B. Matos ; Jhonyson A. C. Guedes ; Elenilson G. Alves Filho ; Licia R. Luz; Gisele Simone Lopes ; Ronaldo F. do Nascimento; João A. de Sousa; Kirley M. Canuto; Edy S. de Brito; Nivia S. Dias-Pini; Guilherme J. Zocolo

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Chemical identification and determination of forage palm biomarkers (Opuntia spp. and Nopalea spp.) associated with non-susceptibility to carmine cochineal.

https://dx.doi.org/10.21577/0103-5053.20210060

Published online: April 26, 2021

 

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J. Braz. Chem. Soc. 2021, 32(8), 1628-1641

DFT, Molecular Docking, and ADME/Tox Screening Investigations of Market‑Available Drugs against SARS‑CoV‑2

Joabe L. Araújo ; Lucas A. de Sousa; Alice O. Sousa ; Ruan S. Bastos; Gardênia T. Santos; Mateus R. Lage; Stanislav R. Stoyanov; Ionara N. G. Passos; Ricardo B. de Azevedo; Jefferson A. Rocha

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The molecular geometries of target drugs in 2D optimized by calculations of the density functional theory are subjected to investigations of their molecular properties and molecular docking simulations.

https://dx.doi.org/10.21577/0103-5053.20210061

Published online: April 26, 2021

 

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J. Braz. Chem. Soc. 2021, 32(8), 1642-1653

Dextran Sulfate/Pramlintide Polyelectrolyte Nanoparticles as a Promising Delivery System: Optimization, Evaluation of Supramolecular Interactions and Effect on Conformational Stability of the Peptide Drug

Carine Zuglianello ; Andrés F. Chamorro; Vanessa A. de Oliveira; Francisco H. Xavier Júnior; Elenara Lemos-Senna

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DexS/Pram (dextran sulfate/pramlintide) polyelectrolyte nanoparticles were successfully developed. Interestingly, self-assembling reduces the peptide conversion to β-sheet conformation. Colloidal stability and Pram release are depending on the ionic strength of the medium.

https://dx.doi.org/10.21577/0103-5053.20210062

Published online: April 27, 2021

 

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J. Braz. Chem. Soc. 2021, 32(8), 1654-1669

Synergy between Experimental and Theoretical Investigations Reveals the Anti‑Corrosion Efficiency of Imine-Chalcones

Mariana P. Carlos; Neubi F. Xavier Jr.; Antônio M. da Silva Jr.; Marcelo A. Neves; Aurea Echevarria ; Glauco F. Bauerfeldt

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Anticorrosive effect of imine-chalcone (IM-F) on carbon steel in 1 mol L-1 HCl using experimental methods and theoretical calculations.

https://dx.doi.org/10.21577/0103-5053.20210063

Published online: May 3, 2021

 

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J. Braz. Chem. Soc. 2021, 32(8), 1670-1679

Polyphenol Profile and Quantitative Assessment of the Flavonoid Kaempferitrin in Wild and Cultivated Brazilian Amazonian Uncaria guianensis (Rubiaceae)

Djavan da Paixão; Rodolfo S. Barboza ; Ligia M. M. Valente ; Matheus O. Souza; Antonio C. Siani ; Rita C. A. Pereira; Blanca Gallo ; Luis A. Berrueta

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High-performance liquid chromatography coupled to a diode array detector (HPLC-DAD) polyphenol profiles and the kaempferitrin content in Uncaria guianensis (UG) leaves collected in different locations of the Brazilian Amazon rainforest reinforce this flavonoid as a suitable chemical marker for UG leaves instead of the putative oxindole alkaloids.

https://dx.doi.org/10.21577/0103-5053.20210064

Published online: May 3, 2021

 

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Short Report J. Braz. Chem. Soc. 2021, 32(8), 1680-1686

Magnetized Biochar as a Gold Nanocatalyst Support for p-Nitrophenol Reduction

Renata P. Lopes ; Tiago Guimarães; Didier Astruc

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Synergistic effect between Fe3O4 NPs and AuNPs supported on biochar is demonstrated in the p-nitrophenol reduction.

https://dx.doi.org/10.21577/0103-5053.20210056

Published online: April 19, 2021

 

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Online version ISSN 1678-4790 Printed version ISSN 0103-5053
Journal of the Brazilian Chemical Society
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