Special Collection

A new erythroxylane diterpene, named angelocunhol, was characterized together with 14 known compounds from the Simira sampaioana (Rubiaceae) wood.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

Four new alkaloids, named Brazoides A-D, together with three known compounds were isolated from Justicia gendarussa Burm. F. (Acanthaceae).

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

Saturated hydrocarbons, methyl cinnamate, sitosterol cinnamate and ananixanthone were isolated from the brown propolis (classified as Propolis Type 6). The extracts showed toxicity in the brine shrimp test.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

An endophytic fungus A. versicolor isolated from the leaves of P. aduncum was used to produce six known compounds: three peptide derivatives, one adenine derivative, one phtalide derivative and one benzoic acid derivative.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

The botanical description of plants, classification and use of some of them as medicine to treat typical diseases of Brazilian regions may be accompanied by reports described in historical records and botanical expeditions of adventurers and research of physicians and pharmacists. These were primarily responsible for discoveries that are still remembered and rethought for the development of potential drugs from these plants. This work presents a list of plants and their applications and uses by different people with the evolution of history.

This is the first phytochemical sudy of Psychotria nemorosa Gardner leaves (Rubiaceae) established in a metabolomic perspective by GC-MS and LC-MS, besides its antinociceptive activity.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

This review presents the structures, biological activities, biosynthesis, and syntheses of the sesquiterpene alkaloids, principally the dendrobine and guaipyridine groups.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

This article reports the chemical study, LC/MS phenolic profile and phytotoxic effect from Eugenia flavescens, a plant native to Northern Brazil.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

HS-SPME was used to distinguish three chemotypes of Lippia alba and compared with the traditional hydrodistillation method.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

Copalic acid activity against dermatophytes Trichophyton rubrum, Trichophyton mentagrophytes and Microsporum gypseum.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

Endophytic fungus Camarops sp. isolated from the leaves of Alibertia macrophylla, was used to produce seven phenolic derivatives through the one strain-many compounds (OSMAC) approach and identified by 2D NMR and HRESIMS spectra.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

Flavonoid C-glycosides and phaeophytins from Clusia lanceolata. Vitexin derivatives with in vivo antioxidant activity.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

A multivariate analysis of chemical composition of commercial and in natura Brazilian green propolis.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

Carvacrol and trans-β-caryophyllene are widely found several medicinal plants, being assigned to these compounds various pharmacological properties. Therefore, this work presents a validation method for these compounds in the species of Lippia sidoides and Rosmarinus officinalis and a copaiba oil sample available in popular trade in Fortaleza. Thus, essential oil samples were diluted and analyzed in a gas chromatograph with mass spectrometric detector (GC-MS). Validation parameters showed satisfactory values, such as linearity, lower limit of detection and quantitation, reproducibility at different days (inter-day) considerable analysis and recovery values. Of the compounds studied, the Lippia sidoides species presented a percentage of 32.01 of carvacrol and 1.78 of trans-β-caryophyllene, respectively. To R. officinales found a percentage of 0.28 and 0.34 respectively for carvacrol and trans-β-caryophyllene. For oil copaiba not logged carvacrol, however, the trans-β-caryophyllene, was present in amount of, 74.5%. With the results, the method can be considered as a useful analytical tool for quality control of trans-β-caryophyllene and carvacrol and the derivatives in the essential oils.

The Croton heliotropiifolius Kunth species is used to treat stomach discomforts, vomiting, dysentery and as antipyretic. This work was developed in order to perform a phytochemical screening of the methanol extracts of the stem, flowers and leaves of the species C. heliotropiifolius, and evaluate toxicity on Artemia salina. The stem extracts, flowers and leaves showed yields of 22.7 %; 31.4 %; 14.2 %, respectively. The presence of chemical compounds such as flavonoids in leaves and flowers, coumarins stem and in lower concentrations in the flowers has been identified. Alkaloids and saponins are absent in the studied material. The methanol extracts showed high toxicity (CL50 values <80 µg / mL) to Artemia salina. This study may contribute to the deepening of knowledge of the chemical composition and toxicity of this species.

Chagas disease, which is caused by Trypanosoma cruzi, has been commonly treated by nifurtimox and benzonidazole, two drugs that cause several side effects. As a result, the use of natural products for treating neglected diseases has increased in recent years and plants have become a promising alternative to developing new medicines. Therefore, this study aimed to determine the chemical composition of the essential oil from fresh flowers of Eugenia klotzchiana and to evaluate for the first time its trypanocidal and cytotoxic potential in vitro. The essential oil from the fresh flowers was obtained by hydrodistillation carried out by a Clevenger apparatus and its chemical composition was determined by GC-MS. The main compounds found in the essential oil were sesƋuiteƌpeŶoids: β-caryophyllene (21.1%), bicyclogermacrene (10.2%) and spathulenol (20.9%). Results showed that the essential oil had strong trypanocidal activity against the trypomastigote forms of Trypanosoma cruzi (IC50 = ϮϬ.Ϯ μg/ŵLͿ aŶd ŵodeƌate ĐLJtotodžiĐitLJ agaiŶst fiďƌoďlasts iŶ the ĐoŶĐeŶtƌatioŶ ƌaŶge ;CC50 = ϮϮϬ.ϯ μg/ŵLͿ. IŶ shoƌt, the essential oil from fresh flowers of Eugenia klotzchiana can be considered a new source of bioactive compounds for the development of antiparasitic drugs.

In this study the chemical composition of Bauhinia longifolia leaves was evaluated. The phytochemical study of the methanolic extract from the leaves of B. longifolia led to the isolation and structural elucidation of aglycone quercetin and its 3-O-monoglycoside derivatives: quercetin-3-O-α-arabinofuranoside, quercetin-3-O-α- rhamnopyranoside, quercetin-3-O-β-glucopyranoside and quercetin-3-O-β-galactopyranoside. Flavonoid structures were determined using a combination of techniques, including HPLC-UV, ESI-MS and NMR, in addition to the literature data. The antioxidant activity of the hexane, dichloromethane, ethyl acetate (EtOAc) and butanol (BuOH) fractions from the partition of the methanolic extract from the leaves of B. longifolia was evaluated by the DPPH radical reduction method and expressed in terms of its CE50. The highest antioxidant activity was observed for EtOAc fractions (CE50 = Ϯϭ.Ϯ μg/ŵLͿ aŶd BuOH ;CE50 = ϭϲ.ϭ μg /ŵLͿ fractions. They were also evaluated for total phenol content by the Folin-Ciocalteau spectrophotometric method, which revealed high ĐoŶĐeŶtratioŶs of pheŶoliĐ ĐoŵpouŶds iŶ EtOAĐ ;ϯϵϯ.ϴ μg EAG/ŵgͿ aŶd BuOH ;ϰϮϮ.ϰ μg EAG/mg) and low total pheŶoliĐ ĐoŶteŶt iŶ hexaŶe ;Ϯϯ.ϴ μg EAG/ŵgͿ aŶd diĐhloroŵethaŶe ;ϲϭ.ϵ μg EAG / ŵgͿ fraĐtioŶs. For the first tiŵe the antioxidant activity of B. longifolia leaves is reported, as well as the presence of the monoglycosides avicularin, hyperin and isoquercitrin, flavonoid commun on Bauhinia genus, but never described for B. longifolia. Thus the present study contributes with the chemical and pharmacological knowledge of B. longifolia, a great medicinal importance specie.

Kielmeyera coriacea, a typical tree species of the Cerrado (Brazilian Savanna), popularly known as “pausanto" and it is used in traditional medicine for the treatment of various diseases. This study aimed to chemically characterize the essential oils of leaves and fruits of K. coriacea and to evaluate its antitumor activity against human tumor cell lines MDA-MB-231 (breast tumor) and DU-145 (prostate tumor) as a way to search for new drugs derived from natural sources. Essential oils were extracted by hydrodistillation in Clevenger. The average yield of essential oil of leaves and fruits was 0.38% and 0.0041%, respectively. In leaves from K. coriacea, the major compounds found in the essential oils, were geranyl linalool (27,78), 2- Acetate (2E) Tridecenol (9.06%), E-nerolidol (7.70%) and α-bisabolol (5,09). The major compounds found in essential oils of fruits were D-germacrene (18.94%), neointermedeol (12.18%), bicyclogermacrene (12.00%), Viridiflorol (9,30 %), Globulol (8,76%), Epi-α-muurolol (8,13%) aŶd δ-cadinene (5,00%).. The essential oils of fruits inhibited the proliferation of tumor cell lines DU-145 and MDAMB-231, as well as of the non-tumor cells (FH -Human fibroblasts). By contrast the essential oils of leaves were not active in any tested tumor lineage. To our knowledge, this is the first report on the chemical composition and antitumor activity of this species, and it clearly enhance our chemical knowledge of this plant.

The isatin is an attractive and versatile molecule. This should be the definition of isatin by Professor Angelo C. Pinto, a scientist with the soul of an artist who dedicated part of his career to the chemistry of isatin and used it as a starting material in several new reactions. This small molecule linked his ideas with many new methods in organic synthesis. The purpose of this paper is show how he developed his brilliant work on isatins and associated it with some of his passions.

5'-(4-Alkyl/aryl-1H-1,2,3-triazoles) was prepared under acidic conditions and ultrasound irradiation in just 5 minutes.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

A screening was carried out and several strains of marine-derived fungi were able to reduce isatin and produced the enantioenriched dioxindole, up to 66% ee and with different conversions (11-98%).

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

Click-chemistry protocol aims to access molecular diversity based on two strategies to obtain scaffolds of 2-amino-alkyl substituted natural and synthetic 1,4-naphthoquinones linked to the 1,2,3-triazole heterocyclic ring.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

This article shows the synthetic strategies used in drug discovery process, highlighting the principal approaches towards generating scaffold diversity in a Diversity-Oriented Synthesis.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

The biaryl structural unit is often found in natural products, drugs and agrochemicals. Therefore, the formation of the carbon-carbon bond is of extreme importance in the synthetic planning of substances. Many methods of obtaining biaryls are described in the literature, however, nickel or palladium catalyzed cross-coupling methodologies, such as Kuma-Tamao-Corriu, Negishi, Migita-Kosug-Stille, SuzukiMiyaura and Hiyama are the most important and most used tools today. These reactions avoid the need for protection and deprotection of functional groups, as they are tolerant to most groups, such as: aldehydes, ketones, amino, nitriles, hydroxides, esters and nitro group. In this work,

Fluconazole is an azolic second-generation antifungal drug and is part of the National List of Essential Drugs (RENAME) of the Brazilian Ministry of Health. It is considered as first choice for the treatment of some opportunistic fungal infections and also applied in the AIDS treatment program as prophylactic therapy to avoid these infections. Due to the importance of fluconazole for the Brazilian Health System (SUS), it is strategic the domain of its obtaining process. Thus, improvements in the synthesis of this substance are also of special interest. In this work, many changes were proposed and carried out in the original fluconazole synthetic route, aiming to increase yield and using solvents and processes with a lower environmental impact. With these optimizations, the overall yield achieved was 53%, which is about 10 times higher than that of the original process.

The synthesis of several xanthenes based on the 1,3-dicarbonyl scaffolds lawsone and coumarin was developed using tandem three-component reactions involving the reagents ortho-hydroxybenzaldehyde, as bifunctional reagent, and an appropriate thiol. These reactions generated two series of para- and ortho-naphthoxanthenes that are structurally related to β- and β-pyranaphthoquinones and one series of coumarin-xanthene derivatives. 

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

An expeditious and green synthesis of acetamides is described in good yield without external heating, and with simple purification.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

A methodology to obtain 7-nitroquinoxalin-2-amine using o-phenylenediamine as starting material in a five-step procedure in good yields and high purity.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

Suzuki-Miyaura cross coupling reaction between 2-hydroxy-3-iodonaphthalene-1,4-dione and a series of arylboronic acids/esters followed by OH-protection as the corresponding N,N-diethyl carbamates is reported. The synthesized compounds were evaluated regarding their antineoplastic and antileishmanial activities furnishing promising results.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

Application of metal-modified cellulose as ligand in heterogeneous catalytic systems of coupling reactions as a new option for green and sustainable chemistry.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

Natural α,β-amyrin mixtures isolated from Esenbeckia grandiflora were transformed into aminoesters and their cytotoxic activities were evaluated against PC-3, HCT-116 and HL-60 tumor cells. Diethyl, aniline, morpholine and imidazole derivatives showed moderate activity against HL60.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

Overproduction of ALA in SAME-treated rats impairs redox balance and mimics the liver mitochondrial damage long detected in liver biopsies of porphyric individuals.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

Fractal-like dimension and morphology of ultrafine particles emitted by a diesel engine run with B4, B50, and B100 are evaluated.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

¹H NMR (60 and 300 MHz) and FTIR-ATR associated with chemometrics were used to quantify esterification of fatty acids with methanol.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

The stability of biodiesel:diesel blends were studied in actual Brazilian storage conditions. The degradation was quantified by target compounds in the oxidation process and a full factorial design evaluated the effect of variables.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

The article evaluates farming of Chlorella sp. in photobioreactor and sewage sludge as potential source of fatty material for biodiesel production.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

Chiral bis(7)-tacrine compounds were synthesized in yields ranging from 40 to 80%. Both enantiomeric series were found to be potent AChE and BuChE inhibitors in vitro, with IC₅₀ values ranging from 2 to 16 nM and from 30 to 140 nM, respectively.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

Triterpenes showed promising activities and synergistic effects, which resulted in mitochondrial dysfunction and cell death by apoptosis, against amastigote forms of Trypanosoma cruzi.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

A distribuição dos elétrons nos vértices de um cubo, do lítio ao flúor, como foi descrita pela primeira vez no artigo de Lewis de 1916, The Atom and the Molecule.

This paper is part of the PubliSBQ Special Issue in honor of the late Prof Angelo da Cunha Pinto.

In 2015, the drug Addyi® (flibanserin) was launched, the first drug to treatment of Female Sexual Interest/Arousal Disorder (FSIAD). The present work is an overview of the drug development, mechanism of action, synthetic routes to the active principle and finally the controversial approval process

The inhibitors of the enzymes tyrosine kinase (ITKs), also known by "tinibs", have been used as the most modern and effective tools in the treatment of several types of cancer. This article is a compilation of a huge series of tyrosine kinase inhibitors, recently approved or under clinical trials, containing in each of them information such as: the first chemical synthesis, the mechanism of action against cancer, clinical trials stage and price in the market.

This work presents relevant aspects of history, chemistry and technology of paper. In addition, two processes were presented to obtain sheets of handmade paper from papyrus (Cyperus papyrus) stem and paina (Ceiba speciosa). In the case of paina, long cellulose fibers with characteristics suitable to produce hand made paper for inkjet printing were obtained.