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Papers by ian gamboa

Research paper thumbnail of Identificación de lignanas en hojas de Rollinia mucosa (Jacq) Bail. Annonaceae

Research paper thumbnail of Bioactive pyrones and flavonoids from Cryptocarya ashersoniana seedlings

The bioassay directed fractionation of the EtOH extract from leaves of Cryptocarya ashersoniana s... more The bioassay directed fractionation of the EtOH extract from leaves of Cryptocarya ashersoniana seedlings led to the isolation of two flavonol glucosides: iso-quercitrin and hyperin, which exhibited free radical scavenging activity towards DPPH (IC 50 34.4 µM and 32.7 µM, respectively) and were compared to standard compounds rutin (IC 50 27.0 µM) and catechin (IC 50 41.4 µM). Investigation of extracts from the seedlings roots and stems afforded one antifungal styrylpyrone: goniothalamine, and two dihydropyrones: 6-propyl-5,6-dihydro-2pyrone and the new 6-[(4′-ethyl-9′-oxabicyclo[3.3.1]non-6′-en-3′-yl)methyl]-5,6-dihydro-2Hpyran-2-one, which had its structure determined by detailed analysis of MS and NMR data, including 2D experiments. 11 In this work, the chemical composition of C. ashersoniana seedlings has been assessed, in the search for bioactive compounds. Additionally, as the chemical profile of seedlings may be quite diverse from adult specimens, 12 resulting from the developing enzymatic apparatus of the former, this work has also focused on chemical data to be used in chemical variability studies on Cryptocarya species currently performed in our lab. 13 Seedlings of C. ashersonian were grown in our greenhouse and the extracts of their leaves, stems and roots were chemically investigated and led to the isolation of flavonol glucosides 1 and 2 from leaves, and pyrones 3-5 from stems and roots. Compounds 1-5 were tested against the phytopathogen fungi Cladosporium cladosporioides and C. sphaerospermum growth, and flavonol glucosides 1 and 2 were further evaluated for their free radical scavenging activities by spectrophotometric test using DPPH.

Research paper thumbnail of Plant Diversity from Brazilian Cerrado and Atlantic Forest as a Tool for Prospecting Potential Therapeutic Drugs

Comprehensive Natural Products II, 2010

Research paper thumbnail of Indole monoterpene alkaloids from Chimarrhis turbinata DC Prodr.: a contribution to the chemotaxonomic studies of the Rubiaceae family

Revista Brasileira de Farmacognosia, 2008

RESUMO: "Alcalóides indólicos monoterpênicos de Chimarrhis turbinata DC. Prodr.: uma contribuição... more RESUMO: "Alcalóides indólicos monoterpênicos de Chimarrhis turbinata DC. Prodr.: uma contribuição para os estudos de quimiotaxonomia da família Rubiaceae". A utilização de parâmetros apenas morfológicos para posicionar taxonomicamente diversas espécies em subfamílias e tribos na família Rubiaceae é bastante problemática devido à falta de informações sobre a distribuição geográfi ca e de características morfoanatômicas nos níveis hierárquicos mais baixos, como por exemplo, o gênero Chimarrhis. O perfi l micromolecular de diferentes espécies pode auxiliar na delimitação de tribos indicando tendências fi logenéticas mais completas entre as tribos das sub-famílias, já que os metabólitos secundários são expressões de adaptação, regulação e evolução de um determinado táxon. Nesse contexto, os alcalóides indólicos monoterpênicos isolados de Chimarrhis turbinata foram bastante úteis para embasar a classifi cação taxonômica feita por Robbrecht, em que posiciona Chimarrhis como um gênero da tribo Condamineae e subfamília Cinchonoideae.

Research paper thumbnail of Phenylpropanoid glucosides from leaves of Coussarea hydrangeifolia (Rubiaceae)

Phytochemistry, 2005

Phenylpropanoid glycosides, 1&amp... more Phenylpropanoid glycosides, 1'-O-benzyl-alpha-L-rhamnopyranosyl-(1''-->6')-beta-D-glucopyranoside (1) and alpha-L-xylopyranosyl-(4''-->2')-(3-O-beta-D-glucopyranosyl)-1'-O-E-caffeoyl-beta-D-glucopyranoside (2), together with the known derivatives, 1,6-di-O-caffeoyl-beta-D-glucopyranoside (3), 1-O-(E)-caffeoyl-beta-D-glucopyranoside (4) and 1-O-(E)-feruloyl-beta-D-glucopyranoside (5), were isolated from leaves of Coussarea hydrangeifolia. Their structures were determined by IR, HRESIMS, and 1D and 2D NMR experiments, and their antioxidant activities, evaluated by assaying the free radical scavenging capacity using the DPPH (1,1-diphenyl-2-picrylhydrazyl) radical as substrate. The antioxidant activities of 3 and 4 (IC50 values of 15.0 and 19.2 microM, respectively) were comparable to that of the standard positive control caffeic acid, whilst 2 and 5 were only weakly active and 1 was inactive.

Research paper thumbnail of Bioactive flavone dimers from Ouratea multiflora (Ochnaceae)

Revista Brasileira de Farmacognosia, 2007

... Carlos Alberto Carbonezi I ; Lidilhone Hamerski I ; AA Leslie Gunatilaka II ; Alberto Cavalhe... more ... Carlos Alberto Carbonezi I ; Lidilhone Hamerski I ; AA Leslie Gunatilaka II ; Alberto Cavalheiro I ; Ian Castro-Gamboa I ; Dulce Helena Siqueira Silva I ; Maysa Furlan I ; Maria Claudia Marx Young III ; Marcia Nasser Lopes I ... Oliveira MCC, Carvalho MG, Silva CJ, Werle AA 2002. ...

Research paper thumbnail of Benzopyrans from Curvularia sp., an endophytic fungus associated with Ocotea corymbosa (Lauraceae)

Phytochemistry, 2005

An isolate of Curvularia sp. was obtained from the leaves of Ocotea corymbosa, a native plant of ... more An isolate of Curvularia sp. was obtained from the leaves of Ocotea corymbosa, a native plant of the Brazilian Cerrado. The ethyl acetate extract from culture of this fungus afforded two benzopyran derivatives: (2 0 S)-2-(propan-2 0 -ol)-5-hydroxy-benzopyran-4-one (2) and 2,3-dihydro-2-methyl-benzopyran-4,5-diol (4); and two known benzopyrans: 2-methyl-5-methoxy-benzopyran-4-one (1) and (2R)-2,3-dihydro-2-methyl-5-methoxy-benzopyran-4-one (3). The structures of 2 and 4 were established on the basis of comprehensive spectroscopic analysis, mainly using 1D and 2D NMR experiments. The benzopyrans 1 and 2 showed weak in vitro antifungal activity against Cladosporium sphaerospermum and C. cladosporioides. Analyses of the biological activities were also carried out on HeLa (human cervix tumor) and CHO (Chinese hamster ovary) cells, aiming to evaluate their potential effects on mammalian cell line proliferation. Results from both cell lines indicated that compound 2 was able to induce cell proliferation: 70% on HeLa cells and 25% on CHO cells.

Research paper thumbnail of Spectaline, cassine and semi-synthetic analogues as potential candidate drugs for the treatment of Alzheimer disease

Revista Virtual de Química, 2010

Rev. Virtual Quim. |Vol 2| |No. 1| |38-46| Artigo Espectalina, cassina e análogos semissintéticos... more Rev. Virtual Quim. |Vol 2| |No. 1| |38-46| Artigo Espectalina, cassina e análogos semissintéticos como potenciais candidatos a fármacos para o tratamento da doença de Alzheimer Silva, D. H. S.;* Viegas Jr., C.; Santos, L. A.; Castro-Gamboa, I.; Cavalheiro, A. J.; Bolzani, V. da S.; Pivatto, M.; Young, M. C. M.; Castro, N. G.; Rocha, M. S.; Fraga, C. A. M.; Barreiro, E. J. Rev. Virtual Quim., 2010, 2 (1), 38-46. Data de publicação na Web: 30 de agosto de 2010

Research paper thumbnail of Tropical biodiversity: has it been a potential source of secondary metabolites useful for medicinal chemistry?

Química Nova, 2012

Recebido em 22/5/12; aceito em 19/7/12; publicado na web em 26/10/12

Research paper thumbnail of Metabolômica, uma abordagem otimizada para exploração da biodiversidade brasileira: estado da arte, perspectivas e desafios

Química Nova, 2013

ABSTRACT Brazilian biodiversity is a colossal source of secondary metabolites with remarkable str... more ABSTRACT Brazilian biodiversity is a colossal source of secondary metabolites with remarkable structural features, which are valuable in further biodiscovery studies. In order to fully understand the relations and interactions of a living system with its surroundings, efforts in natural product chemistry are directed toward the challenge of detecting and identifying all the molecular components present in complex samples. It is plausible that this endeavor was born out of recent technological sophistication in secondary metabolite identification with sensitive spectroscopic instruments (MS and NMR) and higher resolving power of chromatographic systems, which allow a decrease in the amount of required sample and time to acquire data. Nevertheless, the escalation of data acquired in these analyses must be sorted with statistical and multi-way tools in order to select key information. Chromatography is also of paramount importance, more so when selected compounds need to be isolated for further investigation. However, in the course of pursuing a "greener" environment, new policies, with an aim to decrease the use of energy and solvents, are being developed and incorporated into analytical methods. Metabolomics could be an effective tool to answer questions on how living organisms in our huge biodiversity work and interact with their surroundings while also being strategic to the development of high value bio-derived products, such as phytotherapeutics and nutraceuticals. The incorporation of proper phytotherapeutics in the so-called Brazilian Unified Health System is considered an important factor for the urgent improvement and expansion of the Brazilian national health system. Furthermore, this approach could have a positive impact on the international interest toward scientific research developed in Brazil as well as the development of high value bio-derived products, which appear as an interesting economic opportunity in national and global markets. Thus, this study attempts to highlight the recent advances in analytical tools used in detection of secondary metabolites, which can be useful as bioproducts. It also emphasizes the potential avenues to be explored in Brazilian biodiversity, known for its rich chemical diversity.

Research paper thumbnail of Saponinas antifúngicas de Swartzia langsdorffii

Química Nova, 2008

Espécies da família Fabaceae são amplamente distribuídas em regiões tropicais e subtropicais e di... more Espécies da família Fabaceae são amplamente distribuídas em regiões tropicais e subtropicais e divididas em três subfamílias: Caesalpinoideae, Mimosoideae e Papilionoideae.1 O gênero Swartzia pertence à subfamília Caesalpinoideae e inclui 150 espécies, distri-buídas ...

Research paper thumbnail of Constituintes químicos das flores de Pterogyne nitens (Caesalpinioideae)

Química Nova, 2008

#Em homenagem à Profa. Helena Maria C. Ferraz *e-mail: bolzaniv@iq.unesp.br ... CONSTITUINTES QUÍ... more #Em homenagem à Profa. Helena Maria C. Ferraz *e-mail: bolzaniv@iq.unesp.br ... CONSTITUINTES QUÍMICOS DAS FLORES DE Pterogyne nitens (CAESALPINIOIDEAE)# ... Luis Octávio Regasini, Daniara Cristina Fernandes, Ian Castro-Gamboa, Dulce Helena Siqueira Silva, ...

Research paper thumbnail of Tubulin ligands identified on screening natural products from nubbe database

Planta Medica, 2012

One of the objectives of the research group Nucleus of Bioassays, Ecophysiology and Biosynthesis ... more One of the objectives of the research group Nucleus of Bioassays, Ecophysiology and Biosynthesis of Natural Products (NuBBE) is the search for biologically active compounds from plants, marine organisms, and endophytic fungi from Brazilian biodiversity. To date, 640 secondary metabolites and derivatives have been published by NuBBE in specialized literature. Considering the importance of this molecular information, a new computational system was developed for the creation of a virtual database of these compounds ...

Research paper thumbnail of Vochysiaceae: secondary metabolites, ethnopharmacology and pharmacological potential

Phytochemistry Reviews, 2011

Many Vochysiaceae species, in special Qualea and Vochysia genera, are widely used in folk medicin... more Many Vochysiaceae species, in special Qualea and Vochysia genera, are widely used in folk medicine to treat several diseases. This review describes some aspects of their ethnopharmacology potential, biological activity and the secondary metabolites reported so far for Vochysiaceae. The chemical constituents of this family include triterpenoids, steroids and polyphenols like flavonoids and ellagic acid derivatives.

Research paper thumbnail of Chrysobalanaceae: secondary metabolites, ethnopharmacology and pharmacological potential

Phytochemistry Reviews, 2013

ABSTRACT

Research paper thumbnail of Sesquiterpenes from Xylaria sp., an endophytic fungus associated with Piper aduncum (Piperaceae)

Phytochemistry Letters, 2010

... Fungi associated with plants are noteworthy producers of bioactive secondary metabolites ([Ta... more ... Fungi associated with plants are noteworthy producers of bioactive secondary metabolites ([Tan and Zou, 2001] and [Zhang et al., 2006 ... 2005], [Lin et al., 2001], [Dagne et al., 1994], [Isaka et al., 2000], [Abate et al., 1997], [Singh et al., 1999], [Smith et al., 2002], [Boonphong et al ...

Research paper thumbnail of seco-Iridoids from Calycophyllum spruceanum (Rubiaceae)

Phytochemistry, 2003

Three seco-iridoids 7-methoxydiderroside, 6 0 -O-acetyldiderroside and 8-O-tigloyldiderroside, we... more Three seco-iridoids 7-methoxydiderroside, 6 0 -O-acetyldiderroside and 8-O-tigloyldiderroside, were isolated from the wood bark of Calycophyllum spruceanum together with the known iridoids loganetin, loganin and the seco-iridoids secoxyloganin, kingiside and diderroside. Their structures were elucidated by means of NMR and MS spectral data analysis. Using NOE correlations and coupling constants, the relative stereochemistry of the new derivatives was established. 7-Methoxydiderroside, 6 0 -O-acetyldiderroside and the known secoxyloganin and diderroside showed in vitro activity against trypomastigote forms of Trypanosoma cruzi, with IC 50 values of 59.0, 90.2, 74,2 and 84.9 mg/mL, respectively and were compared to the standard gentian violet (IC 50 7.5 mg/ml).

Research paper thumbnail of Aromatic compounds produced by Periconia atropurpurea, an endophytic fungus associated with Xylopia aromatica

Phytochemistry, 2006

Aromatic Compounds Produced by Periconia atropurpurea, an Endophytic Fungus Associated with Xylop... more Aromatic Compounds Produced by Periconia atropurpurea, an Endophytic Fungus Associated with Xylopia aromatica. -The new compounds (I) and (II) are isolated from the ethyl acetate extract. Biological analyses are performed using two mammalian cell lines. Whereas (I) has no effect, compound (II) induces a slight increase in cell proliferation of HeLa and CHO cell lines and shows also a potent antifungal activity. -(TELES, H. L.; SORDI, R.; SILVA, G. H.; CASTRO-GAMBOA, I.; BOLZANI, V. D. S.; PFENNING, L. H.; MAGALHAES DE ABREU, L.; COSTA-NETO, C. M.; YOUNG, M. C. M.; ARAUJO*, A. R.; Phytochemistry 67 (2006) 24, 2686-2690; Inst. Quim., Univ. Estadual Paulista, 14800 Araraquara, Sao Paulo, Brazil; Eng.) -M. Bohle 16-206

Research paper thumbnail of Cadinane sesquiterpenoids of Phomopsis cassiae, an endophytic fungus associated with Cassia spectabilis (Leguminosae)

Phytochemistry, 2006

Five cadinane sesquiterpenes derivatives were isolated by bioassay-guided fractionation from Phom... more Five cadinane sesquiterpenes derivatives were isolated by bioassay-guided fractionation from Phomopis cassiae, an endophytic fungus isolated from Cassia spectabilis. The structures of the two diastereoisomeric 3,9,12-trihydroxycalamenenes (1, 2); 3,12-dihydroxycalamenene (3); 3,12-dihydroxycadalene (4) and 3,11,12-trihydroxycadalene (5) were established on the basis of analyses of 1D and 2D NMR and HRTOFMS experiments. Antifungal activity of the isolates was evaluated against Cladosporium sphaerospermum and Cladosporium cladosporioides, revealing 5 as the most active compound.

Research paper thumbnail of Iridoids from the aerial parts of Verbena littoralis (Verbenaceae)

Phytochemistry, 2004

The iridoids, 6S-hydroxy-8S-methyl-4-methylene-hexahydro-cyclopenta[c]pyran-3-one and 6S,9S-dihyd... more The iridoids, 6S-hydroxy-8S-methyl-4-methylene-hexahydro-cyclopenta[c]pyran-3-one and 6S,9S-dihydroxy-8S-methyl-4methylene-hexahydro-cyclopenta[c]pyran-3-one, were isolated from the aerial parts of Verbena littoralis. Their structures and stereochemistry were elucidated by means of NMR spectral data analysis. Both compounds showed moderate in vitro activity against gram positive and negative bacteria as well as moderate in vivo intestinal peristaltic action in mouse. The iridoids also showed moderate free radical scavenging activity against l,l-diphenyl-2-picrylhydrazyl (DPPH) as well as antioxidant activity, the latter being evidenced by redox properties measured using E1CD-HPLC.

Research paper thumbnail of Identificación de lignanas en hojas de Rollinia mucosa (Jacq) Bail. Annonaceae

Research paper thumbnail of Bioactive pyrones and flavonoids from Cryptocarya ashersoniana seedlings

The bioassay directed fractionation of the EtOH extract from leaves of Cryptocarya ashersoniana s... more The bioassay directed fractionation of the EtOH extract from leaves of Cryptocarya ashersoniana seedlings led to the isolation of two flavonol glucosides: iso-quercitrin and hyperin, which exhibited free radical scavenging activity towards DPPH (IC 50 34.4 µM and 32.7 µM, respectively) and were compared to standard compounds rutin (IC 50 27.0 µM) and catechin (IC 50 41.4 µM). Investigation of extracts from the seedlings roots and stems afforded one antifungal styrylpyrone: goniothalamine, and two dihydropyrones: 6-propyl-5,6-dihydro-2pyrone and the new 6-[(4′-ethyl-9′-oxabicyclo[3.3.1]non-6′-en-3′-yl)methyl]-5,6-dihydro-2Hpyran-2-one, which had its structure determined by detailed analysis of MS and NMR data, including 2D experiments. 11 In this work, the chemical composition of C. ashersoniana seedlings has been assessed, in the search for bioactive compounds. Additionally, as the chemical profile of seedlings may be quite diverse from adult specimens, 12 resulting from the developing enzymatic apparatus of the former, this work has also focused on chemical data to be used in chemical variability studies on Cryptocarya species currently performed in our lab. 13 Seedlings of C. ashersonian were grown in our greenhouse and the extracts of their leaves, stems and roots were chemically investigated and led to the isolation of flavonol glucosides 1 and 2 from leaves, and pyrones 3-5 from stems and roots. Compounds 1-5 were tested against the phytopathogen fungi Cladosporium cladosporioides and C. sphaerospermum growth, and flavonol glucosides 1 and 2 were further evaluated for their free radical scavenging activities by spectrophotometric test using DPPH.

Research paper thumbnail of Plant Diversity from Brazilian Cerrado and Atlantic Forest as a Tool for Prospecting Potential Therapeutic Drugs

Comprehensive Natural Products II, 2010

Research paper thumbnail of Indole monoterpene alkaloids from Chimarrhis turbinata DC Prodr.: a contribution to the chemotaxonomic studies of the Rubiaceae family

Revista Brasileira de Farmacognosia, 2008

RESUMO: "Alcalóides indólicos monoterpênicos de Chimarrhis turbinata DC. Prodr.: uma contribuição... more RESUMO: "Alcalóides indólicos monoterpênicos de Chimarrhis turbinata DC. Prodr.: uma contribuição para os estudos de quimiotaxonomia da família Rubiaceae". A utilização de parâmetros apenas morfológicos para posicionar taxonomicamente diversas espécies em subfamílias e tribos na família Rubiaceae é bastante problemática devido à falta de informações sobre a distribuição geográfi ca e de características morfoanatômicas nos níveis hierárquicos mais baixos, como por exemplo, o gênero Chimarrhis. O perfi l micromolecular de diferentes espécies pode auxiliar na delimitação de tribos indicando tendências fi logenéticas mais completas entre as tribos das sub-famílias, já que os metabólitos secundários são expressões de adaptação, regulação e evolução de um determinado táxon. Nesse contexto, os alcalóides indólicos monoterpênicos isolados de Chimarrhis turbinata foram bastante úteis para embasar a classifi cação taxonômica feita por Robbrecht, em que posiciona Chimarrhis como um gênero da tribo Condamineae e subfamília Cinchonoideae.

Research paper thumbnail of Phenylpropanoid glucosides from leaves of Coussarea hydrangeifolia (Rubiaceae)

Phytochemistry, 2005

Phenylpropanoid glycosides, 1&amp... more Phenylpropanoid glycosides, 1'-O-benzyl-alpha-L-rhamnopyranosyl-(1''-->6')-beta-D-glucopyranoside (1) and alpha-L-xylopyranosyl-(4''-->2')-(3-O-beta-D-glucopyranosyl)-1'-O-E-caffeoyl-beta-D-glucopyranoside (2), together with the known derivatives, 1,6-di-O-caffeoyl-beta-D-glucopyranoside (3), 1-O-(E)-caffeoyl-beta-D-glucopyranoside (4) and 1-O-(E)-feruloyl-beta-D-glucopyranoside (5), were isolated from leaves of Coussarea hydrangeifolia. Their structures were determined by IR, HRESIMS, and 1D and 2D NMR experiments, and their antioxidant activities, evaluated by assaying the free radical scavenging capacity using the DPPH (1,1-diphenyl-2-picrylhydrazyl) radical as substrate. The antioxidant activities of 3 and 4 (IC50 values of 15.0 and 19.2 microM, respectively) were comparable to that of the standard positive control caffeic acid, whilst 2 and 5 were only weakly active and 1 was inactive.

Research paper thumbnail of Bioactive flavone dimers from Ouratea multiflora (Ochnaceae)

Revista Brasileira de Farmacognosia, 2007

... Carlos Alberto Carbonezi I ; Lidilhone Hamerski I ; AA Leslie Gunatilaka II ; Alberto Cavalhe... more ... Carlos Alberto Carbonezi I ; Lidilhone Hamerski I ; AA Leslie Gunatilaka II ; Alberto Cavalheiro I ; Ian Castro-Gamboa I ; Dulce Helena Siqueira Silva I ; Maysa Furlan I ; Maria Claudia Marx Young III ; Marcia Nasser Lopes I ... Oliveira MCC, Carvalho MG, Silva CJ, Werle AA 2002. ...

Research paper thumbnail of Benzopyrans from Curvularia sp., an endophytic fungus associated with Ocotea corymbosa (Lauraceae)

Phytochemistry, 2005

An isolate of Curvularia sp. was obtained from the leaves of Ocotea corymbosa, a native plant of ... more An isolate of Curvularia sp. was obtained from the leaves of Ocotea corymbosa, a native plant of the Brazilian Cerrado. The ethyl acetate extract from culture of this fungus afforded two benzopyran derivatives: (2 0 S)-2-(propan-2 0 -ol)-5-hydroxy-benzopyran-4-one (2) and 2,3-dihydro-2-methyl-benzopyran-4,5-diol (4); and two known benzopyrans: 2-methyl-5-methoxy-benzopyran-4-one (1) and (2R)-2,3-dihydro-2-methyl-5-methoxy-benzopyran-4-one (3). The structures of 2 and 4 were established on the basis of comprehensive spectroscopic analysis, mainly using 1D and 2D NMR experiments. The benzopyrans 1 and 2 showed weak in vitro antifungal activity against Cladosporium sphaerospermum and C. cladosporioides. Analyses of the biological activities were also carried out on HeLa (human cervix tumor) and CHO (Chinese hamster ovary) cells, aiming to evaluate their potential effects on mammalian cell line proliferation. Results from both cell lines indicated that compound 2 was able to induce cell proliferation: 70% on HeLa cells and 25% on CHO cells.

Research paper thumbnail of Spectaline, cassine and semi-synthetic analogues as potential candidate drugs for the treatment of Alzheimer disease

Revista Virtual de Química, 2010

Rev. Virtual Quim. |Vol 2| |No. 1| |38-46| Artigo Espectalina, cassina e análogos semissintéticos... more Rev. Virtual Quim. |Vol 2| |No. 1| |38-46| Artigo Espectalina, cassina e análogos semissintéticos como potenciais candidatos a fármacos para o tratamento da doença de Alzheimer Silva, D. H. S.;* Viegas Jr., C.; Santos, L. A.; Castro-Gamboa, I.; Cavalheiro, A. J.; Bolzani, V. da S.; Pivatto, M.; Young, M. C. M.; Castro, N. G.; Rocha, M. S.; Fraga, C. A. M.; Barreiro, E. J. Rev. Virtual Quim., 2010, 2 (1), 38-46. Data de publicação na Web: 30 de agosto de 2010

Research paper thumbnail of Tropical biodiversity: has it been a potential source of secondary metabolites useful for medicinal chemistry?

Química Nova, 2012

Recebido em 22/5/12; aceito em 19/7/12; publicado na web em 26/10/12

Research paper thumbnail of Metabolômica, uma abordagem otimizada para exploração da biodiversidade brasileira: estado da arte, perspectivas e desafios

Química Nova, 2013

ABSTRACT Brazilian biodiversity is a colossal source of secondary metabolites with remarkable str... more ABSTRACT Brazilian biodiversity is a colossal source of secondary metabolites with remarkable structural features, which are valuable in further biodiscovery studies. In order to fully understand the relations and interactions of a living system with its surroundings, efforts in natural product chemistry are directed toward the challenge of detecting and identifying all the molecular components present in complex samples. It is plausible that this endeavor was born out of recent technological sophistication in secondary metabolite identification with sensitive spectroscopic instruments (MS and NMR) and higher resolving power of chromatographic systems, which allow a decrease in the amount of required sample and time to acquire data. Nevertheless, the escalation of data acquired in these analyses must be sorted with statistical and multi-way tools in order to select key information. Chromatography is also of paramount importance, more so when selected compounds need to be isolated for further investigation. However, in the course of pursuing a "greener" environment, new policies, with an aim to decrease the use of energy and solvents, are being developed and incorporated into analytical methods. Metabolomics could be an effective tool to answer questions on how living organisms in our huge biodiversity work and interact with their surroundings while also being strategic to the development of high value bio-derived products, such as phytotherapeutics and nutraceuticals. The incorporation of proper phytotherapeutics in the so-called Brazilian Unified Health System is considered an important factor for the urgent improvement and expansion of the Brazilian national health system. Furthermore, this approach could have a positive impact on the international interest toward scientific research developed in Brazil as well as the development of high value bio-derived products, which appear as an interesting economic opportunity in national and global markets. Thus, this study attempts to highlight the recent advances in analytical tools used in detection of secondary metabolites, which can be useful as bioproducts. It also emphasizes the potential avenues to be explored in Brazilian biodiversity, known for its rich chemical diversity.

Research paper thumbnail of Saponinas antifúngicas de Swartzia langsdorffii

Química Nova, 2008

Espécies da família Fabaceae são amplamente distribuídas em regiões tropicais e subtropicais e di... more Espécies da família Fabaceae são amplamente distribuídas em regiões tropicais e subtropicais e divididas em três subfamílias: Caesalpinoideae, Mimosoideae e Papilionoideae.1 O gênero Swartzia pertence à subfamília Caesalpinoideae e inclui 150 espécies, distri-buídas ...

Research paper thumbnail of Constituintes químicos das flores de Pterogyne nitens (Caesalpinioideae)

Química Nova, 2008

#Em homenagem à Profa. Helena Maria C. Ferraz *e-mail: bolzaniv@iq.unesp.br ... CONSTITUINTES QUÍ... more #Em homenagem à Profa. Helena Maria C. Ferraz *e-mail: bolzaniv@iq.unesp.br ... CONSTITUINTES QUÍMICOS DAS FLORES DE Pterogyne nitens (CAESALPINIOIDEAE)# ... Luis Octávio Regasini, Daniara Cristina Fernandes, Ian Castro-Gamboa, Dulce Helena Siqueira Silva, ...

Research paper thumbnail of Tubulin ligands identified on screening natural products from nubbe database

Planta Medica, 2012

One of the objectives of the research group Nucleus of Bioassays, Ecophysiology and Biosynthesis ... more One of the objectives of the research group Nucleus of Bioassays, Ecophysiology and Biosynthesis of Natural Products (NuBBE) is the search for biologically active compounds from plants, marine organisms, and endophytic fungi from Brazilian biodiversity. To date, 640 secondary metabolites and derivatives have been published by NuBBE in specialized literature. Considering the importance of this molecular information, a new computational system was developed for the creation of a virtual database of these compounds ...

Research paper thumbnail of Vochysiaceae: secondary metabolites, ethnopharmacology and pharmacological potential

Phytochemistry Reviews, 2011

Many Vochysiaceae species, in special Qualea and Vochysia genera, are widely used in folk medicin... more Many Vochysiaceae species, in special Qualea and Vochysia genera, are widely used in folk medicine to treat several diseases. This review describes some aspects of their ethnopharmacology potential, biological activity and the secondary metabolites reported so far for Vochysiaceae. The chemical constituents of this family include triterpenoids, steroids and polyphenols like flavonoids and ellagic acid derivatives.

Research paper thumbnail of Chrysobalanaceae: secondary metabolites, ethnopharmacology and pharmacological potential

Phytochemistry Reviews, 2013

ABSTRACT

Research paper thumbnail of Sesquiterpenes from Xylaria sp., an endophytic fungus associated with Piper aduncum (Piperaceae)

Phytochemistry Letters, 2010

... Fungi associated with plants are noteworthy producers of bioactive secondary metabolites ([Ta... more ... Fungi associated with plants are noteworthy producers of bioactive secondary metabolites ([Tan and Zou, 2001] and [Zhang et al., 2006 ... 2005], [Lin et al., 2001], [Dagne et al., 1994], [Isaka et al., 2000], [Abate et al., 1997], [Singh et al., 1999], [Smith et al., 2002], [Boonphong et al ...

Research paper thumbnail of seco-Iridoids from Calycophyllum spruceanum (Rubiaceae)

Phytochemistry, 2003

Three seco-iridoids 7-methoxydiderroside, 6 0 -O-acetyldiderroside and 8-O-tigloyldiderroside, we... more Three seco-iridoids 7-methoxydiderroside, 6 0 -O-acetyldiderroside and 8-O-tigloyldiderroside, were isolated from the wood bark of Calycophyllum spruceanum together with the known iridoids loganetin, loganin and the seco-iridoids secoxyloganin, kingiside and diderroside. Their structures were elucidated by means of NMR and MS spectral data analysis. Using NOE correlations and coupling constants, the relative stereochemistry of the new derivatives was established. 7-Methoxydiderroside, 6 0 -O-acetyldiderroside and the known secoxyloganin and diderroside showed in vitro activity against trypomastigote forms of Trypanosoma cruzi, with IC 50 values of 59.0, 90.2, 74,2 and 84.9 mg/mL, respectively and were compared to the standard gentian violet (IC 50 7.5 mg/ml).

Research paper thumbnail of Aromatic compounds produced by Periconia atropurpurea, an endophytic fungus associated with Xylopia aromatica

Phytochemistry, 2006

Aromatic Compounds Produced by Periconia atropurpurea, an Endophytic Fungus Associated with Xylop... more Aromatic Compounds Produced by Periconia atropurpurea, an Endophytic Fungus Associated with Xylopia aromatica. -The new compounds (I) and (II) are isolated from the ethyl acetate extract. Biological analyses are performed using two mammalian cell lines. Whereas (I) has no effect, compound (II) induces a slight increase in cell proliferation of HeLa and CHO cell lines and shows also a potent antifungal activity. -(TELES, H. L.; SORDI, R.; SILVA, G. H.; CASTRO-GAMBOA, I.; BOLZANI, V. D. S.; PFENNING, L. H.; MAGALHAES DE ABREU, L.; COSTA-NETO, C. M.; YOUNG, M. C. M.; ARAUJO*, A. R.; Phytochemistry 67 (2006) 24, 2686-2690; Inst. Quim., Univ. Estadual Paulista, 14800 Araraquara, Sao Paulo, Brazil; Eng.) -M. Bohle 16-206

Research paper thumbnail of Cadinane sesquiterpenoids of Phomopsis cassiae, an endophytic fungus associated with Cassia spectabilis (Leguminosae)

Phytochemistry, 2006

Five cadinane sesquiterpenes derivatives were isolated by bioassay-guided fractionation from Phom... more Five cadinane sesquiterpenes derivatives were isolated by bioassay-guided fractionation from Phomopis cassiae, an endophytic fungus isolated from Cassia spectabilis. The structures of the two diastereoisomeric 3,9,12-trihydroxycalamenenes (1, 2); 3,12-dihydroxycalamenene (3); 3,12-dihydroxycadalene (4) and 3,11,12-trihydroxycadalene (5) were established on the basis of analyses of 1D and 2D NMR and HRTOFMS experiments. Antifungal activity of the isolates was evaluated against Cladosporium sphaerospermum and Cladosporium cladosporioides, revealing 5 as the most active compound.

Research paper thumbnail of Iridoids from the aerial parts of Verbena littoralis (Verbenaceae)

Phytochemistry, 2004

The iridoids, 6S-hydroxy-8S-methyl-4-methylene-hexahydro-cyclopenta[c]pyran-3-one and 6S,9S-dihyd... more The iridoids, 6S-hydroxy-8S-methyl-4-methylene-hexahydro-cyclopenta[c]pyran-3-one and 6S,9S-dihydroxy-8S-methyl-4methylene-hexahydro-cyclopenta[c]pyran-3-one, were isolated from the aerial parts of Verbena littoralis. Their structures and stereochemistry were elucidated by means of NMR spectral data analysis. Both compounds showed moderate in vitro activity against gram positive and negative bacteria as well as moderate in vivo intestinal peristaltic action in mouse. The iridoids also showed moderate free radical scavenging activity against l,l-diphenyl-2-picrylhydrazyl (DPPH) as well as antioxidant activity, the latter being evidenced by redox properties measured using E1CD-HPLC.