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16/2/2012


Saiu o JBCS número 2 - Volume 23




The Brazilian Genetic Heritage: Protect It or Use It Commercially?

The recent actions of the Brazilian Institute for the Environment and Renewable Natural Resources ‐ IBAMA, as part of the Operation New Directions (started in 2010), by notifying research institutions, pharmaceutical, cosmetic and agricultural companies, accused of biopiracy and investigated for presumed illegal collection of Brazilian biodiversity products, have led those segment companies to a standstill in that area. 

(Read more at Editorial)


Table of Contents with Graphical Abstracts



COVER ARTICLE

Systematic UPLC-ESI-MS/MS Study on the Occurrence of Staurosporine and
Derivatives in Associated Marine Microorganisms from Eudistoma vannamei
Márcio A. Andréo, Paula C. Jimenez, Josy B.C.N. Siebra, Leticia V. Costa-Lotufo,
Ricardo Vessecchi, Michael Niehues, João L.C. Lopes and Norberto P. Lopes
Invertebrate marine organisms, such as the Brazilian endemic Ascidia Eudistoma vannamei, have become more frequently target of studies focusing on the discovery of new bioactive natural compounds. Several marine organisms are certainly capable to produce biologically active substances, though frequently associated microorganisms were proven as ultimately responsible for the biosynthesis of precursors or of the bioactive molecules themselves. In the case of Eudistoma vannamei the isolation and culture of associated microorganisms revealed an Actinobacteria whose extract exhibited highly significant cytotoxic activity against different cancer cell lines.
A systematic study by mass spectrometry in combination with theoretical calculations detected the bioactive alkaloid staurosporine in a Streptomyces species and therefore revealed this microorganism as potential source for other related compounds identified in Eudistoma vannamei. Details are discussed in the Article Systematic UPLC-ESI-MS/MS Study on the Occurrence of Staurosporine and Derivatives in Associated Marine Microorganisms from Eudistoma vannameby Andréo et al. on page 335.

>> Editorial (227 KB)
The Brazilian Genetic Heritage: Protect It or Use It Commercially?
Daniel Weingart Barreto
J. Braz. Chem. Soc. 201223, 191.

ARTICLES

Determination of Pesticide Residues in Sugarcane Honey by QuEChERS and Liquid Chromatography
Maicon R. F. Sampaio, Débora Tomasini, Liziane V. Cardoso, Sergiane S. Caldas and Ednei G. Primel
J. Braz. Chem. Soc. 2012, 23, 197.



The continuous and indiscriminate use of pesticides facilitates its occurrence in sugarcane derivatives. This work describes a method for determination of pesticides belonging to different chemical classes in sugarcane honey employing the QuEChERS method for extraction and quantification by liquid chromatography
>> PDF (395 KB)
Published online: November 8, 2011.

Biotic and Abiotic Stress-Induced Phenylpropanoids in Leaves of the Mango (Mangifera indica L., Anacardiaceae)
Rodolfo R. da Silva, Cláudio A. G. da Câmara, Argus V. Almeida and Clécio S. Ramos
J. Braz. Chem. Soc. 2012, 23, 206.

It was observed that mango leaves emit myristicin, dillapiole, eugenol and eugenol acetate phenylpropanoids as a response to abiotic and biotic stresses. This present investigation contributes to the discovery of new natural insecticides
>> PDF (417 KB)
Published online: November 17, 2011.

Refining of Buriti Oil (Mauritia flexuosa) Originated from the Brazilian Cerrado: Physicochemical, Thermal-Oxidative and Nutritional Implications
Jailane de Souza Aquino, Débora C. N. de Pontes Pessoa, Kassandra de Lourdes G. V. Araújo, Poliana S. Epaminondas, Alexandre Ricardo P. Schuler, Antônio G. de Souza and Tânia Lúcia M. Stamford
J. Braz. Chem. Soc. 2012, 23, 212.

This figure shows the steps of the refining of buriti oil (Mauritia flexuosa)
>> PDF (347 KB)
Published online: November 17, 2011.

Polymorphism Evaluation in Generic Tablets containing Mebendazole by Dissolution Tests
Sara B. Honorato, Silvia Farfan, Arnaldo Viana, Josué M. Filho, Gisela C. Camarão, Francisco V. Fechine, Maria E. A. Moraes, Manoel O. Moraes, Maribel Ferro, Viviana Dabbene, Silvia L. Cuffini and Alejandro P. Ayala
J. Braz. Chem. Soc. 2012, 23, 220.

This study shows that the low specificity of the USP (United States Pharmacopeia) dissolution conditions for the discrimination of the mebendazole polymorphs gives rise to the widespread different crystal forms in generic tablets. In addition, it was verified that polymorphs A and C exhibit different behaviors in the investigated dissolution media
>> PDF (432 KB)
Published online: November 22, 2011.

Dichloroiodoisocyanuric Acid: A New Reagent for Regioselective Coiodination of Alkenes and Iodination of Activated Arenes
Rodrigo da Silva Ribeiro, Pierre M. Esteves and Marcio C. S. de Mattos
J. Braz. Chem. Soc. 2012, 23, 228.
Dichloroiodoisocyanuric acid was prepared in 93% and proved to be very efficient for electrophilic iodination of activated arenes and coiodination of alkene with oxygenated nucleophiles
>> PDF (975 KB) / >> Supplementary Information (2,52 MB)
Published online: November 22, 2011.

Photocatalytic Degradation of 1,4-Benzoquinone in Aqueous ZnO Dispersions
Yadollah Abdollahi, Abdul H. Abdullah, Umar I. Gaya, Saeid Ahmadzadeh, Azmi Zakaria, Kamyar Shameli, Zulkarnain Zainal, Hossein Jahangirian and Nor Azah Yusof
J. Braz. Chem. Soc. 2012, 23, 236.



The present paper reports the UV-assisted degradation of 1,4-benzoquinone in ZnO suspensions. In the study, 1,4-benzoquinone photodegradation was independent of pH, the photoactivity of ZnO was maximum at 1.0 g L-1 concentration and particularly at 100 mg L-1 1,4-benzoquinone levels. Within pH 4-10 more than 80% of 1,4-benzoquinone can be removed
>> PDF (462 KB)
Published online: November 22, 2011.

Impact of Some Natural Derivatives on the Oxidative Stability of Soybean Oil Based Biodiesel
Min Luo, Ren-Yu Zhang, Zhi Zheng, Jian-li Wang and Jian-Bing Ji
J. Braz. Chem. Soc. 2012, 23, 241.
This f igure indicates that some of the natural antioxidants can significantly improve the oxidation stability of soybean based biodiesel, even better than synthetic antioxidants
>> PDF (2,38 KB)
Published online: November 22, 2011.

Evaluation of the Catalyzed Photo-Cold Vapour Generation for Determination of Mercury by AAS
Henryk Matusiewicz and Ewa Stanisz
J. Braz. Chem. Soc. 2012, 23, 247.

 

Nano-Ag particles loaded on TiO2 (Ag-TiO2), unmodified TiO2 and ZnO were used as catalysts for the UV-induced cold vapour generation with formic acid coupled to atomic absorption for determination of total mercury in analytical samples
>> PDF (415 KB)
Published online: November 24, 2011.

Pd Complexes Based on Phosphine-Linked Cyclophosphazenes: Synthesis, Characterization and Application in Suzuki Coupling Reactions
Vanderlei I. de Paula, Cintia A. Sato and Regina Buffon
J. Braz. Chem. Soc. 2012, 23, 258.



Palladium complexes based on cyclophosphazene-based ligands were tested in Suzuki coupling reactions. Complex N3P3(O-C6H4-p-PCy2)6/Pd3(dba) proved to be robust (could be kept in solution, at room temperature, for at least one week) and could be used in low loadings, affording turnover numbers as high as ca. 17,500 for the coupling of 2-bromotoluene with chlorophenylboronic acid
>> PDF (284 KB) / >> Supplementary Information (1,61 MB)
Published online: November 29, 2011.

Multivariate Optimization of Pressurized Solvent Extraction of Alkylphenols and Alkylphenol Ethoxylates from Biosolids
Adolfo Maricán, Inés Ahumada and Pablo Richter
J. Braz. Chem. Soc. 2012, 23, 267.
Quantitative extraction of alkylphenols (APs) and alkylphenol ethoxylates (APEs) from biosolids using pressurized solvent extraction (PSE) was optimized by central composite design, considering the variables: temperature, time and extraction solvent. After optimization, the following optimal values were obtained: 129 ºC, 38 min in 2 cycles and acetone as extraction solvent
>> PDF (390 KB)
Published online: November 29, 2011.

Discrimination of Sugarcane according to Cultivar by 1H NMR and Chemometric Analyses
Elenilson G. Alves Filho, Lorena M. A. Silva, Rafael Choze, Luciano M. Lião, Neli K. Honda and 
Glaucia B. Alcantara
J. Braz. Chem. Soc. 2012, 23, 273.



Sugarcane leaves were analysed by 1H nuclear magnetic resonance spectroscopy and chemometrics. Different cultivars were discriminated by this methodology according to sugar content, especially sucrose and glucose
>> PDF (619 KB)
Published online: December 1, 2011.

Total Synthesis of 1-Hydroxydehydroherbarin and Ascomycones A, B, Naphthoquinone Antibiotics
Wen-Kai Dong, Xiong Huang, Dong-Cheng Xu, Xin-Sheng Li and Jian-Wu Xie
J. Braz. Chem. Soc. 2012, 23, 280.

The first total synthesis of 1-hydroxydehydroherbarin and ascomycones A, B is reported. The biologically interesting ascomycones A, B were obtained in 18% overall yield starting from 3-chloro-2,5-dimethoxybenzaldehyde (10) as building block
>> PDF (191 KB) / >> Supplementary Information (701 KB)
Published online: December 1, 2011.

Diastereoselective Synthesis of Substituted 2-Amino-1,3-propanediols from Morita-Baylis-Hillman Adducts
Paulo H. S. Paioti, Patrícia Rezende and Fernando Coelho
J. Braz. Chem. Soc. 2012, 23, 285.



A diastereoselective approach for the synthesis of 2-amino-1,3-propanediols from Morita-Baylis-Hillman is disclosed herein. The method is based on an ozonolysis reaction to provide 2-oxo-1,3- propanediol derivatives which were used in a reductive amination step
>> PDF (500 KB) / >> Supplementary Information (1,94 MB)
Published online: December 1, 2011.

Influence of Tomato Components in the Quantification of Four Pesticides by Gas Chromatography
Gevany P. Pinho, Antônio A. Neves, Maria Eliana L. R. Queiroz, Flaviano O. Silvério and 
Deyse B. Marthe
J. Braz. Chem. Soc. 2012, 23, 294.

The matrix effect in gas chromatographic analysis is attributed to the presence of coextractives in the organic phase obtained in the extraction process. This work reveals that the internal standard method reduces but does not eliminate this effect
>> PDF (470 KB) / >> Supplementary Information (148 KB)
Published online: December 1, 2011.

Furanoflavones and other Chemical Constituents of Lonchocarpus obtusos
Maria Gilvânia B. Cavalcante, Rochanne M. Silva, Paulo N. Bandeira, Hélcio S. dos Santos, 
Otília Deusdênia L. Pessoa, Raimundo Braz-Filho and Maria Rose Jane R. Albuquerque
J. Braz. Chem. Soc. 2012, 23, 301.



Two new furanoflavonoids (5-hydroxy-2’’-isopropenyl-3-methoxyfurane-(2”,3”:7,8)-flavone and 5-hydroxy-2’’-(1-hydroxy-1-methylethyl)-3-methoxyfurane-(2”,3”:7,8)-flavone) together with twelve known flavonoids and one triterpene were isolated fromLonchocarpus obtusos
>> PDF (232 KB) / >> Supplementary Information (1,84 MB)
Published online: December 6, 2011.

Comparison between GC-MS-SIM and GC-ECD for the Determination of Residues of Organochlorine and Organophosphorus Pesticides in Brazilian Citrus Essential Oils
Andréa A. R. Alves, Michelle J. C. Rezende, Ana M. C. Hovell, Humberto R. Bizzo, 
Ana Carolina L. Oliveira, Silvana V. Rodrigues and Claudia M. Rezende
J. Braz. Chem. Soc. 2012, 23, 306.
Two gas chromatographic methods (gas chromatography-mass spectrometry in selective ion monitoring mode (GC-MS-SIM) and gas chromatography-electron capture detector (GC-ECD) were developed, validated and compared for the determination of residues of organochlorine and organophosphoruspesticides in Brazilian citrus essential oils (EOs). Solid phase extraction (SPE) was used for pre-concentration of pesticides. The analysis of fifteen Brazilian commercial EOs showed that 40% (six samples) presented contamination above the allowed maximum residue limit (MRL)
>> PDF (1,05 MB)
Published online: December 6, 2011.

Characterization of Paracetamol Binding with Normal and Glycated Human Serum Albumin Assayed by a New Electrochemical Method
Parandis Daneshegar, Ali Akbar Moosavi-Movahedi, Parviz Norouzi, Mohammad Reza Ganjali,
Mohammad Farhadi and Nader Sheibani
J. Braz. Chem. Soc. 2012, 23, 315.



In the present study the interactions between paracetamol (PC) and human serum albumin, in non-glycated (HSA) and glycated form (GHSA), were investigated using continuous cyclic voltammetry in acetate buffer pH 7.4. at the figure the cyclic voltamogram of PC alone(a) after adding the protein has been shown (b,c)

>> PDF (648 KB)
Published online: December 13, 2011.

A Catalytic Kinetic Spectrophotometric Determination of Organophosphorus Pesticides in Vegetable Samples
Neetu Tiwari and Anupama Asthana
J. Braz. Chem. Soc. 2012, 23, 322.



A sensitive kinetic method based on catalytic effect of organophosphorus pesticides malathion(A), dimethoate(B) and phorate(C)) on the oxidation of LCV (leuco crystal violet) by potassium iodate in hydrochloric acid medium to give a violet colored dye. The catalytic activity is mainly exhibited by thiophosphoryl compounds and depends on the nature of the P=S bond
>> PDF (495 KB)
Published online: December 13, 2011.

Characterisation of Electrodeposited and Heat-Treated Ni-Mo-P Coatings
Régis L. Melo, Paulo N. S. Casciano, Adriana N. Correia and Pedro de Lima-Neto
J. Braz. Chem. Soc. 2012, 23, 328.



The graphical abstract shows the influence of the P content on hardness and on the corrosion resistance of the electrodeposited Ni-Mo-P. The results show that the addition of P is beneficial for the hardness and corrosion resistance properties of the Ni-Mo-based coatings and the Ni78Mo10P12 sample presented the best hardness and corrosion-resistance properties
>> PDF (875 KB)
Published online: December 15, 2011.

Systematic UPLC-ESI-MS/MS Study on the Occurrence of Staurosporine and Derivatives in Associated Marine Microorganisms from Eudistoma vannamei
Márcio A. Andréo, Paula C. Jimenez, Josy B. C. N. Siebra, Leticia V. Costa-Lotufo, Ricardo Vessecchi, Michael Niehues, João L. C. Lopes and Norberto P. Lopes
J. Braz. Chem. Soc. 2012, 23, 335. cover article



Marine microorganisms from Eudistoma vannamei presenting Streptomyces sp. able to generate staurosporine with significant cytotoxic activity against human cancer lines
>> PDF (658 KB) / >> Supplementary Information (188 KB)
Published online: February 07, 2012.

SHORT REPORTS

Synthesis of the C1-C9 Fragment of the Potent Antitumor Agent Dictyostatin
Luiz C. Dias, Danilo P. Sant’Ana, Ygor W. Vieira, Caroline C. S. Gonçalves and Dimas J. P. Lima
J. Braz. Chem. Soc. 2012, 23, 344.
A short and efficient approach to the C1-C9 fragment of the potent antitumor agent dictyostatin is described
>> PDF (191 KB) / >> Supplementary Information (1,11 MB)
Published online: November 29, 2011.

Lycopodium Alkaloids from Palhinhaea cernua
Fu-Wei Zhao, Qian-Yun Sun, Fu-Mei Yang, Ji-Feng Luo, Guang-Wan Hu, 
Fang Liu, Yue-Hu Wang and Chun-Lin Long
J. Braz. Chem. Soc. 2012, 23, 349.
Two new Lycopodium alkaloids, acetyllycoserramine M and palcermine A, were isolated from Palhinhaea cernua L. Their structures were elucidated by spectroscopic methods and single-crystal X-ray diffraction analyses
>> PDF (997 KB) / >> Supplementary Information (809 KB)
Published online: December 1, 2011.

Antiprotozoal Alkaloids from Psychotria prunifolia (Kunth) Steyerm
Lucilia Kato, Cecília M. A. de Oliveira, Emiret O. Faria, Laryssa C. Ribeiro, Brenda G. Carvalho, Cleuza C. da Silva, Ivânia T. A. Schuquel, Silvana M. O. Santin, Celso V. Nakamura, Elisandra A. Britta, Nathielle Miranda, Amadeu H. Iglesias and Piero G. Delprete
J. Braz. Chem. Soc. 2012, 23, 355.


Two new alkaloids were isolated from P. prunifolia besides the known alkaloids. Two known compounds exhibited in vitro inhibitory activity against Leishmania amazonensis with IC50 values of 16.0 and 40.7 μgg per mL
>> PDF (305 KB) / >> Supplementary Information (1,65 MB)
Published online: December 6, 2011.

Caavuranamide, a Novel Steroidal Alkaloid from the Ripe Fruits of Solanum caavurana Vell. (Solanaceae)
Nelissa Pacheco Vaz, Emmanoel V. Costa, Érica L. Santos, Sandra Bos Mikich, Francisco A. Marques, Raquel M. Braga, Camila Delarmelina, Marta C. T. Duarte, Ana Lúcia T. G. Ruiz, Vanessa H. S. Souza, João E. de Carvalho and Beatriz H. L. N. Sales Maia
J. Braz. Chem. Soc. 2012, 23, 361.



Solanum steroidal alkaloids occur almost exclusively with 3β-OH and are commonly found in its glycosylated form. On the other hand, there is only one report of a 3β-N-formyl substituent with a solanidane-type skeleton. Caavuranamide (from S. caavurana Vell.) is the second report of an N-formyl steroidal alkaloid in this genus, and the first with a spirosolane-type skeleton
>> PDF (298 KB) / >> Supplementary Information (677 KB)
Published online: December 13, 2011.

Impact of Chemical Oxidation on Brazilian Soils
Leandro A. da Silva, Silvio C. G. Teixeira, Daniel V. Pérez and Mônica R. da C. Marques
J. Braz. Chem. Soc. 2012, 23, 367.



Clay soils have been degraded after treatment by Fenton’s reagent, decreasing its cation exchange capacity (CEC), which may cause long-term soil infertility because of reduced capacity to retain water and nutrients
>> PDF (337 KB)
Published online: December 15, 2011.





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