Chemical composition of guarana flowers and nectar and their ecological significance Ana Ligia Leandrini de Oliveira, Magno Perea Muniz, Felipe Moura Araújo da Silva, Alexandro Holanda do Nascimento, Tereza Cristina dos Santos-Barnett, Flávia Batista Gomes, Sergio Massayoshi Nunomura, Cristiane Krug Biochemical Systematics and Ecology, 2024
Antifungal compounds from Streptomyces associated with attine ants also inhibit Leishmania donovani Humberto E. Ortega, Leonardo L. G. Ferreira, Weilan G. P. Melo, Ana Ligia L. Oliveira, René F. Ramos Alvarenga, Norberto P. Lopes, Tim S. Bugni, Adriano D. Andricopulo, Mônica T. Pupo Plos Neglected Tropical Diseases, 2019 Bacterial strains isolated from attine ants showed activity against the insect specialized fungal pathogen Escovopsis and also against the human protozoan parasite Leishmania donovani. The bioassay guided fractionation of extracts from cultures of Streptomyces sp. ICBG292, isolated from the exoskeleton of Cyphomyrmex workers, led to the isolation of Mer-A2026B (1), piericidin-A1 (2) and nigericin (3). Nigericin (3) presented high activity against intracellular amastigotes of L. donovani (IC50 0.129 ± 0.008 μM). Streptomyces puniceus ICBG378, isolated from workers of Acromyrmex rugosus rugosus, produced dinactin (4) with potent anti-L. donovani activity against intracellular amastigotes (IC50 0.018 ± 0.003 μM). Compounds 3 and 4 showed good selectivity indexes, 88.91 and 656.11 respectively, and were more active than positive control, miltefosine. Compounds 1-4 were also active against some Escovopsis strains. Compounds 1 and 2 were also produced by Streptomyces sp. ICBG233, isolated from workers of Atta sexdens, and detected in ants' extracts by mass spectrometry, suggesting they are produced in the natural environment as defensive compounds involved in the symbiotic interaction.
Coupled Biosynthesis of Volatiles and Salinosporamide A in Salinispora tropica Ulrike Groenhagen, Ana Ligia Leandrini De Oliveira, Elisha Fielding, Bradley S. Moore, Stefan Schulz Chembiochem, 2016 Terrestrial bacteria, especially actinomycetes, are known to be prolific producers of volatile compounds. We show here that bacteria from ocean sediments can also release complex bouquets of volatiles. The actinomycete Salinispora tropica produces cyclohexenyl compounds not previously known in nature, such as methyl cyclohex‐2‐ene‐1‐carboxylate (9), methyl 2‐(cyclohex‐2‐en‐1‐yl)acetate (10), methyl (E/Z)‐2‐(cyclohex‐2‐en‐1‐ylidene)acetate (11/12), and related alcohols 8 and 13. These compounds were identified by GC/MS and confirmed by synthesis. In addition, rare spiroacetals, aromatic compounds, short‐chain acids and esters, alcohols, and various cyclic compounds were produced by the bacteria. The biosynthesis of the cyclohexenyl compounds is closely coupled to that of cyclohexenylalanine (4), a building block of salinosporamide A, a proteasome inhibitor produced by S. tropica. Analysis of S. tropica strains that harbor knockouts of the salinosporamide biosynthetic genes salX and salD, coupled with feeding experiments, revealed that 3‐(cyclohex‐2‐en‐1‐yl)‐2‐oxopropanoic acid (60) and 3‐(cyclohex‐2‐en‐1‐ylidene)‐2‐oxopropanoic acid (isomers 61 and 62) are important intermediates in the biosynthesis of salinosporamide A, 4, and 8–13.
Antibacterial, antifungal and cytotoxic activities exhibited by endophytic fungi from the Brazilian marine red alga Bostrychia tenella (Ceramiales) Rafael de Felício, Gabriel B. Pavão, Ana Lígia L. de Oliveira, Cíntia Erbert, Raphael Conti, Monica T. Pupo, Niege A.J.C. Furtado, Elthon G. Ferreira, Letícia V. Costa-Lotufo, Maria Cláudia M. Young, Nair S. Yokoya, Hosana M. Debonsi Revista Brasileira De Farmacognosia, 2015 Marine environment is one of the most important sources regarding natural products research. Besides, marine microorganisms have been denominated as a talented natural source for discovery of new leads. Although the association of macroalgae and fungi has been described regarding ecological issues, there is a lack of studies about marine seaweed endophytic fungi. In this context, the goal of this study was to evaluate cytotoxic, antifungal and antibacterial activities of endophytic fungi isolated from the Brazilian marine seaweed Bostrychia tenella (J.V. Lamouroux) J. Agardh (Ceramiales, Rhodophyta). Forty-five endophytic microorganism strains were isolated from B. tenella. Crude extracts and organic fractions of ten selected strains were obtained after growth in rice medium. Samples were evaluated for cytotoxicity, antifungal and antibacterial assays. Penicillium strains showed positive results in a diversity of assays, and other five strains were active in at least one test. In addition, cytochalasin D was isolated from Xylaria sp. This alga is composed of a microbiological potential, since its endophytic strains exhibited remarkable biological properties. Moreover, cytochalasin D isolation has confirmed chemical potential of marine endophytic strains. This is the first study in which cultured fungi isolates from the Brazilian macroalga B. tenella were evaluated concerning biological properties. Results corroborated that this species could be a pharmaceutical source from marine environment. Furthermore, Acremonium implicatum is being firstly described as marine endophyte and Xylaria sp., Trichoderma atroviride and Nigrospora oryzae as marine seaweed endophytes. Thus, this work reports the first study relating detailed isolation, cultivation and biological evaluation (cytotoxic, antifungal and antibacterial) of endophytes Penicillium decaturense and P. waksmanii from the Brazilian marine red alga B. tenella. We are also reporting the isolation of cytochalasin D, a known antitumor and antibiotic compound, from Xylaria sp. strain. Despite widespread prevalence in terrestrial and marine habitats, this present work describes the first occurrence of cytochalasin D as a metabolite from marine seaweed endophyte.
Collision-induced dissociation analysis of brevianamide A and C in electrospray ionization mass spectrometry Ana Lígia L. de Oliveira, Ricardo Vessecchi, Norberto P. Lopes, Hosana M. Debonsi Journal of the Brazilian Chemical Society, 2015 Brevianamides A and C are isomeric cyclic peptides with several reported biological activities, isolated from diverse microorganisms. Currently, there has been no previous investigation of brevianamide fragmentation utilizing electrospray ionization mass spectrometry (ESI-MS). In this work experiments were carried out in the positive mode using two different spectrometers (low and high resolution) with an ESI source. Computational chemistry studies helped identify the protonation sites based upon atomic charges, proton affinities and molecular orbitals, computed using the B3LYP/6-31++G (d,p) model. The data suggests that the presence of the allylic position of the lactamic N in brevianamides C governs its fragmentation pathways. Distinguishing between brevianamides A and C using positive ion electrospray tandem mass spectrometry (ESI(+)MS/MS) is made possible by the spectral difference of each isomer and offers an alternative to other spectroscopic techniques.
Propolis from the Amazonian Stingless Bee Duckeola ghilianii: Chemical Profile and Its Cytotoxic, Antioxidant, and Immunomodulatory Effects ALL de Oliveira, IL de Freitas Migliorini, TTA Cavalcante, ... Food Bioscience, 108886 , 2026 2026
Chemical composition of guarana flowers and nectar and their ecological significance ALL de Oliveira, MP Muniz, FMA da Silva, AH do Nascimento, ... Biochemical Systematics and Ecology 112, 104769 , 2024 2024 Citations: 6
As abelhas" sem-ferrão" dos biomas brasileiros: O Brasil possui a maior biodiversidade de abelhas" sem-ferrão" do planeta, essenciais para o funcionamento dos ecossistemas e … DS Nogueira, A Vollet-Neto, MP Cassinelli, JA Santos-Silva, ... Ciência e Cultura 75 (4), 01-07 , 2023 2023 Citations: 7
Antifungal compounds from Streptomyces associated with attine ants also inhibit Leishmania donovani HE Ortega, LLG Ferreira, WGP Melo, ALL Oliveira, RF Ramos Alvarenga, ... PLOS Neglected Tropical Diseases 13 (8), e0007643 , 2019 2019 Citations: 70
Structural and biosynthetic studies on eremophilenols related to the phytoalexin capsidiol, produced by Botrytis cinerea I Suárez, G da Silva Lima, R Conti, C Pinedo, J Moraga, J Barúa, ... Phytochemistry 154, 10-18 , 2018 2018 Citations: 13
Differential genotoxicity and cytotoxicity of phomoxanthone A isolated from the fungus Phomopsis longicolla in HL60 cells and peripheral blood lymphocytes GB Pavão, VP Venâncio, ALL de Oliveira, LC Hernandes, MR Almeida, ... Toxicology in Vitro 37, 211-217 , 2016 2016 Citations: 22
Coupled Biosynthesis of Volatiles and Salinosporamide A in Salinispora tropica U Groenhagen, AL Leandrini De Oliveira, E Fielding, BS Moore, S Schulz ChemBioChem 17 (20), 1978-1985 , 2016 2016 Citations: 23
13 Microbial Natural Products R de Felício, AL de Oliveira, M Scopel, HM Debonsi Molecular Diversity of Environmental Prokaryotes, 295 , 2016 2016 Citations: 2
Antibacterial, antifungal and cytotoxic activities exhibited by endophytic fungi from the Brazilian marine red alga Bostrychia tenella (Ceramiales) R de Felício, GB Pavão, ALL de Oliveira, C Erbert, R Conti, MT Pupo, ... Revista Brasileira de Farmacognosia 25 (6), 641-650 , 2015 2015 Citations: 86
Bioreduction of fluoroacetophenone derivatives by endophytic fungi isolated from the marine red alga Bostrychia radicans AM Mouad, ALL de Oliveira, HM Debonsi, ALM Porto Biocatalysis 1 (1) , 2015 2015 Citations: 9
Biohydroxylation of (−)-ambrox®,(−)-sclareol, and (+)-sclareolide by whole cells of Brazilian marine-derived fungi MP Martins, J Ouazzani, G Arcile, AH Jeller, JPF de Lima, MHR Seleghim, ... Marine Biotechnology 17 (2), 211-218 , 2015 2015 Citations: 42
Collision-Induced Dissociation Analysis of Brevianamide A and C in Electrospray Ionization Mass Spectrometry ALL Oliveira, R Vessecchi, NP Lopes, HM Debonsi Journal of the Brazilian Chemical Society 26 (4), 822-827 , 2015 2015 Citations: 1
Algas e micro-organismos marinhos como fonte de substâ ncias bioativas: quÃmica e biologia de Bostrychia radicans e fungos endofÃticos associados ALL Oliveira Universidade de Sã o Paulo , 2013 2013 Citations: 1
Chemical constituents from red algae Bostrychia radicans (Rhodomelaceae): new amides and phenolic compounds ALL Oliveira, DB Silva, NP Lopes, HM Debonsi, NS Yokoya Química Nova 35 (11), 2186-2188 , 2012 2012 Citations: 26
Marine natural products: chemical and biological potential of seaweeds and their endophytic fungi ALL Oliveira, R Felício, HM Debonsi Revista Brasileira de Farmacognosia 22 (4), 906-920 , 2012 2012 Citations: 52
Bioconversion of acetophenones by marine fungi isolated from marine algae Bostrychia radicans and Sargassum sp. AM Mouad, MP Martins, S Romminger, MHR Seleghim, ALL de Oliveira, ... Biotechnology 7 , 2012 2012 Citations: 7
Bioprospecção a partir dos oceanos: conectando a descoberta de novos fármacos aos produtos naturais marinhos R Felício, ALL Oliveira, HM Debonsi Ciência e Cultura 64 (3), 39-42 , 2012 2012 Citations: 17
Bioreduction of Acetophenone Derivatives by Red Marine Algae Bostrychia radicans and B. tenella , and Marine Bacteria Associated AM Mouad, MP Martins, HM Debonsi, ALL de Oliveira, R de Felicio, ... Helvetica Chimica Acta 94 (8), 1506-1514 , 2011 2011 Citations: 16
Potencial biológico de micro-organismos endofíticos associados à macroalga vermelha Bostrychia tenella (JV Lamourox) J. Agardh R Felício, ALL de Oliveira, C Erbert, R Conti, NAJC Furtado, MS Santos, ... Resumos , 2011 2011
Redução de orto-acetofenonas com fungos marinhos isolados da alga marinha bostrychia radicans AM Mouad, MP Martins, ALL Oliveira, HM Debonsi, ALM Porto Resumos , 2010 2010
MOST CITED SCHOLAR PUBLICATIONS
Antibacterial, antifungal and cytotoxic activities exhibited by endophytic fungi from the Brazilian marine red alga Bostrychia tenella (Ceramiales) R de Felício, GB Pavão, ALL de Oliveira, C Erbert, R Conti, MT Pupo, ... Revista Brasileira de Farmacognosia 25 (6), 641-650 , 2015 2015 Citations: 86
Antifungal compounds from Streptomyces associated with attine ants also inhibit Leishmania donovani HE Ortega, LLG Ferreira, WGP Melo, ALL Oliveira, RF Ramos Alvarenga, ... PLOS Neglected Tropical Diseases 13 (8), e0007643 , 2019 2019 Citations: 70
Marine natural products: chemical and biological potential of seaweeds and their endophytic fungi ALL Oliveira, R Felício, HM Debonsi Revista Brasileira de Farmacognosia 22 (4), 906-920 , 2012 2012 Citations: 52
Biohydroxylation of (−)-ambrox®,(−)-sclareol, and (+)-sclareolide by whole cells of Brazilian marine-derived fungi MP Martins, J Ouazzani, G Arcile, AH Jeller, JPF de Lima, MHR Seleghim, ... Marine Biotechnology 17 (2), 211-218 , 2015 2015 Citations: 42
Chemical constituents from red algae Bostrychia radicans (Rhodomelaceae): new amides and phenolic compounds ALL Oliveira, DB Silva, NP Lopes, HM Debonsi, NS Yokoya Química Nova 35 (11), 2186-2188 , 2012 2012 Citations: 26
Volatile constituents of Brazilian Bostrychia species (Rhodomelaceae) from mangrove and rocky shore ALL de Oliveira, DB da Silva, ICC Turatti, NS Yokoya, HM Debonsi Biochemical Systematics and Ecology 37 (6), 761-765 , 2009 2009 Citations: 24
Coupled Biosynthesis of Volatiles and Salinosporamide A in Salinispora tropica U Groenhagen, AL Leandrini De Oliveira, E Fielding, BS Moore, S Schulz ChemBioChem 17 (20), 1978-1985 , 2016 2016 Citations: 23
Differential genotoxicity and cytotoxicity of phomoxanthone A isolated from the fungus Phomopsis longicolla in HL60 cells and peripheral blood lymphocytes GB Pavão, VP Venâncio, ALL de Oliveira, LC Hernandes, MR Almeida, ... Toxicology in Vitro 37, 211-217 , 2016 2016 Citations: 22
Bioprospecção a partir dos oceanos: conectando a descoberta de novos fármacos aos produtos naturais marinhos R Felício, ALL Oliveira, HM Debonsi Ciência e Cultura 64 (3), 39-42 , 2012 2012 Citations: 17
Bioreduction of Acetophenone Derivatives by Red Marine Algae Bostrychia radicans and B. tenella , and Marine Bacteria Associated AM Mouad, MP Martins, HM Debonsi, ALL de Oliveira, R de Felicio, ... Helvetica Chimica Acta 94 (8), 1506-1514 , 2011 2011 Citations: 16
Structural and biosynthetic studies on eremophilenols related to the phytoalexin capsidiol, produced by Botrytis cinerea I Suárez, G da Silva Lima, R Conti, C Pinedo, J Moraga, J Barúa, ... Phytochemistry 154, 10-18 , 2018 2018 Citations: 13
Bioreduction of fluoroacetophenone derivatives by endophytic fungi isolated from the marine red alga Bostrychia radicans AM Mouad, ALL de Oliveira, HM Debonsi, ALM Porto Biocatalysis 1 (1) , 2015 2015 Citations: 9
As abelhas" sem-ferrão" dos biomas brasileiros: O Brasil possui a maior biodiversidade de abelhas" sem-ferrão" do planeta, essenciais para o funcionamento dos ecossistemas e … DS Nogueira, A Vollet-Neto, MP Cassinelli, JA Santos-Silva, ... Ciência e Cultura 75 (4), 01-07 , 2023 2023 Citations: 7
Bioconversion of acetophenones by marine fungi isolated from marine algae Bostrychia radicans and Sargassum sp. AM Mouad, MP Martins, S Romminger, MHR Seleghim, ALL de Oliveira, ... Biotechnology 7 , 2012 2012 Citations: 7
Avaliação química e biológica de espécimens de Bostrychia radicans (Rhodomelaceae) ALL Oliveira Universidade de São Paulo , 2009 2009 Citations: 7
Chemical composition of guarana flowers and nectar and their ecological significance ALL de Oliveira, MP Muniz, FMA da Silva, AH do Nascimento, ... Biochemical Systematics and Ecology 112, 104769 , 2024 2024 Citations: 6
13 Microbial Natural Products R de Felício, AL de Oliveira, M Scopel, HM Debonsi Molecular Diversity of Environmental Prokaryotes, 295 , 2016 2016 Citations: 2
Collision-Induced Dissociation Analysis of Brevianamide A and C in Electrospray Ionization Mass Spectrometry ALL Oliveira, R Vessecchi, NP Lopes, HM Debonsi Journal of the Brazilian Chemical Society 26 (4), 822-827 , 2015 2015 Citations: 1
Algas e micro-organismos marinhos como fonte de substâ ncias bioativas: quÃmica e biologia de Bostrychia radicans e fungos endofÃticos associados ALL Oliveira Universidade de Sã o Paulo , 2013 2013 Citations: 1
Antitumor and antifungal activities from red algae Bostrychia radicans and B. tenella (Rhodophyta) ALL De Oliveira, R de Felício, LV Costa-Lotufo, MO de Moraes, ... Planta Medica 74 (09), PA153 , 2008 2008 Citations: 1