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Investigation of the endophytic fungi Nigrospora sphaerica, Nigrospora oryzae, and Pseudofusicoccum stromaticum MeOH fractions isolated from the leaves of Vochysia divergens, a medicinal species from the Brazilian Pantanal, led to the identification of five compounds, namely a new compound (1E,8Z)-10,11-dihydroxy-5,5,8-trimethyl-4-oxocycloundeca-1,8-diene-1-carbaldehyde (1) and four known compounds: 5-methylmellein (2), sclerone (3), daldinone A (4), and lasiodiplodin (5). All compounds were identified using spectroscopic methods, and 1 was corroborated with mass spectrometry, while the known compounds were compared with data in the literature. The relative configuration of compound 1 was determined based on theoretical conformational studies as well as the J experimental values between the hydroxymethyne hydrogens. The antimicrobial activity of the compounds was evaluated. Promising results were obtained for compounds 2, 4, and 5 since they inhibited the bacterium Pseudomonas aeruginosa, an opportunistic pathogen, suggesting the potential of these microorganisms as a source of new antibacterial agents.

Two new presilphiperfolane sesquiterpenes, 1 and 2, were isolated from the ethyl acetate extract of Xylaria sp., obtained from the leaves of Piper aduncum, along with two known eremophilane sesquiterpenes, phaseolinone (3) and phomenone (4). Chemical structures of 1 and 2 were established by analysis of spectroscopic data. The four compounds were tested in vitro for antifungal and cytotoxicity activities using CHO (Chinese hamster ovary). Compounds 1 and 2 did not show any antifungal and cytotoxic activity. Compounds 3 and 4 displayed moderate cytotoxic activities, as well as 4 antifungal activity.

Phyllanthus niruri L., commonly known in Brazil as 'quebra-pedra', has long been used in the treatment of diverse diseases and especially urolithiasis. The therapeutic effects of P. niruri are attributed to various compounds present in the plant, including the hydrolysable tannin corilagin. In the present study, high-performance liquid chromatography (HPLC-/PAD) profiles of leaves and commercial extracts of P. niruri were examined and three compounds, found to be present in all of the samples studied, were isolated by open column chromatography over C18)silica gel followed by preparative HPLC. These compounds were identified by nuclear magnetic resonance as corilagin, rutin and ethyl 3,4,5-trihydroxybenzoate. Corilagin, which has been proposed as a phytochemical marker for P. niruri, was employed as an external standard in the development and validation of a rapid and efficient qualitative and quantitative HPLC assay for the analyte. The method may be applied in the standardization of herbs and phytomedicines commercialized in Brazil as quebra-pedra.

Submitted by Guilherme Lemeszenski (guilherme@nead.unesp.br) on 2013-08-22T18:57:49Z No. of bitstreams: 1 S0102-695X2011000300008.pdf: 910644 bytes, checksum: 192e0d04ab09adec67218e861f8a07a8 (MD5) Made available in DSpace on 2013-08-22T18:57:49Z (GMT). No. of bitstreams: 1 S0102-695X2011000300008.pdf: 910644 bytes, checksum: 192e0d04ab09adec67218e861f8a07a8 (MD5) Previous issue date: 2011-06-01 Made available in DSpace on 2013-09-30T19:52:54Z (GMT). No. of bitstreams: 2 S0102-695X2011000300008.pdf: 910644 bytes, checksum: 192e0d04ab09adec67218e861f8a07a8 (MD5) S0102-695X2011000300008.pdf.txt: 21094 bytes, checksum: 086dfc0f288f4d5d32d92111ef5d698d (MD5) Previous issue date: 2011-06-01 Submitted by Vitor Silverio Rodrigues (vitorsrodrigues@reitoria.unesp.br) on 2014-05-20T14:20:57Z No. of bitstreams: 2 S0102-695X2011000300008.pdf: 910644 bytes, checksum: 192e0d04ab09adec67218e861f8a07a8 (MD5) S0102-695X2011000300008.pdf.txt: 21094 bytes, checksum: 086dfc0f288f4d5d32d92111ef5d698d (MD5) Made available in DSpace on 2014-05-20T14:20:57Z (GMT). No. of bitstreams: 2 S0102-695X2011000300008.pdf: 910644 bytes, checksum: 192e0d04ab09adec67218e861f8a07a8 (MD5) S0102-695X2011000300008.pdf.txt: 21094 bytes, checksum: 086dfc0f288f4d5d32d92111ef5d698d (MD5) Previous issue date: 2011-06-01 Anidro do Brasil Extracoes Ltda (Botucatu, SP, Brazil) Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) Myrcia uniflora Barb. Rodr., Myrtaceae, popularly known as pedra-hume-caá in Brazil, is sold as dry extracts in capsules or as tinctures for the treatment of diabetes mellitus. Previous phytochemical studies on this species described the occurrence of the flavonoids mearnsitrin and myricitrin. In the present study, the chromatographic profiles of M. uniflora leaves and commercial extracts were determined using HPLC-PAD. Myricitrin was used as an external standard in the development and validation of the HPLC method. The proposed method is simple, rapid and reliable and can be successfully applied in industry for standardization of herbs and phytomedicines commercialised in Brazil as pedra-hume-caá. Universidade Estadual Paulista Instituto de Química Departamento de Química Orgânica Anidro do Brasil Extrações Ltda Universidade Estadual Paulista Instituto de Química Departamento de Química Orgânica CNPq: 500185/2006-9

6,8-Dimethoxy-3-(2'-oxo-propyl)-coumarin (1) and 2,4-dihydroxy-6-[(1'E,3'E)-penta-1',3'-dienyl]-benzaldehyde (2), in addition to the known compound periconicin B (3), were isolated from the ethyl acetate extract of Periconia atropurpurea, an endophytic fungus obtained from the leaves of Xylopia aromatica, a native plant of the Brazilian Cerrado. Their chemical structures were assigned based on analyses of MS, 1D and 2D-NMR spectroscopic experiments. Biological analyses were performed using two mammalian cell lines, human cervix carcinoma (HeLa) and Chinese hamster ovary (CHO). The results showed that compound 1 had no effect when compared to the control group, which was treated with the vehicle (DMSO). Compound 2 was able to induce a slight increase in cell proliferation of HeLa (37% of increase) and CHO (38% of increase) cell lines. Analysis of compound 3 showed that it has potent cytotoxic activity against both cell lines, with an IC50 of 8.0 microM. Biological analyses using the phytopathogenic fungi Cladosporium sphaerospermum and C. cladosporioides revealed that also 2 showed potent antifungal activity compared to nystatin.

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.

Submitted by Guilherme Lemeszenski (guilherme@nead.unesp.br) on 2013-08-22T18:48:35Z No. of bitstreams: 1 S0100-40422005000600011.pdf: 126632 bytes, checksum: 5e2015be95783e04a7a9489829d10c43 (MD5) Made available in DSpace on 2013-08-22T18:48:35Z (GMT). No. of bitstreams: 1 S0100-40422005000600011.pdf: 126632 bytes, checksum: 5e2015be95783e04a7a9489829d10c43 (MD5) Previous issue date: 2005-12-01 Made available in DSpace on 2013-09-30T19:38:33Z (GMT). No. of bitstreams: 2 S0100-40422005000600011.pdf: 126632 bytes, checksum: 5e2015be95783e04a7a9489829d10c43 (MD5) S0100-40422005000600011.pdf.txt: 25236 bytes, checksum: e007c6aec89a03b566b14fec748a8e07 (MD5) Previous issue date: 2005-12-01 Submitted by Vitor Silverio Rodrigues (vitorsrodrigues@reitoria.unesp.br) on 2014-05-20T14:20:55Z No. of bitstreams: 2 S0100-40422005000600011.pdf: 126632 bytes, checksum: 5e2015be95783e04a7a9489829d10c43 (MD5) S0100-40422005000600011.pdf.txt: 25236 bytes, checksum: e007c6aec89a03b566b14fec748a8e07 (MD5) Made available in DSpace on 2014-05-20T14:20:55Z (GMT). No. of bitstreams: 2 S0100-40422005000600011.pdf: 126632 bytes, checksum: 5e2015be95783e04a7a9489829d10c43 (MD5) S0100-40422005000600011.pdf.txt: 25236 bytes, checksum: e007c6aec89a03b566b14fec748a8e07 (MD5) Previous issue date: 2005-12-01 Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES) Five compounds, 2-hexyl-3-methyl-butanodioic acid (1), cytochalasin D (2), 7-dechlorogriseofulvin (3), cytochalasin B (4) and griseofulvin (5), have been isolated from the endophytic fungus Xylaria sp., and their structures were elucidated on the basis of spectroscopic data. In the bioautography assay against Cladosporium cladosporioides and Cladosporium sphaerospermum, compounds 1 and 2 were found to be active while compounds 3, 4 and 5 did not show antifungal activity. Universidade Estadual Paulista Instituto de Química Instituto de Botânica Seção de Fisiologia e Bioquímica de Plantas Universidade Federal de Lavras (UFLA) Departamento de Fitopatologia Universidade Estadual Paulista Instituto de Química

An ethanolic extract from the stems of Styrax camporum Pohl (Styracaceae), a plant traditionally used for gastrointestinal diseases, was fractionated and subjected to flash chromatography and afforded two benzofuran lignans, egonol and homoegonol, and one furofuran lignan, (+/-)syringaresinol, which were identified by spectral data interpretation. Their cytotoxic activities against Hep-2 (larynx epidermoid carcinoma), HeLa (human cervix carcinoma) and C6 (rat glioma) cell lines were evaluated using the MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide) assay at several concentrations for 24h. Activities could be observed for egonol against C6 (IC50 = 3.2 microg/mL) and Hep-2 (IC50 = 3.6 microg/mL) cell lines, and for homoegonol against C6 (IC50 = 4.9 microg/mL) and HeLa (IC50 = 5.3 microg/mL) cells.

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'S)-2-(propan-2'-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.

Submitted by Guilherme Lemeszenski (guilherme@nead.unesp.br) on 2013-08-22T18:58:49Z No. of bitstreams: 1 S0103-50532001000300014.pdf: 81596 bytes, checksum: 0a77868b535c04a570f240d2f8b56725 (MD5) Made available in DSpace on 2013-08-22T18:58:49Z (GMT). No. of bitstreams: 1 S0103-50532001000300014.pdf: 81596 bytes, checksum: 0a77868b535c04a570f240d2f8b56725 (MD5) Previous issue date: 2001-06-01 Made available in DSpace on 2013-09-30T19:54:54Z (GMT). No. of bitstreams: 2 S0103-50532001000300014.pdf: 81596 bytes, checksum: 0a77868b535c04a570f240d2f8b56725 (MD5) S0103-50532001000300014.pdf.txt: 13240 bytes, checksum: dce04ab51f848dce8fd27e87112294dd (MD5) Previous issue date: 2001-06-01 Submitted by Vitor Silverio Rodrigues (vitorsrodrigues@reitoria.unesp.br) on 2014-05-20T14:21:03Z No. of bitstreams: 2 S0103-50532001000300014.pdf: 81596 bytes, checksum: 0a77868b535c04a570f240d2f8b56725 (MD5) S0103-50532001000300014.pdf.txt: 13240 bytes, checksum: dce04ab51f848dce8fd27e87112294dd (MD5) Made available in DSpace on 2014-05-20T14:21:03Z (GMT). No. of bitstreams: 2 S0103-50532001000300014.pdf: 81596 bytes, checksum: 0a77868b535c04a570f240d2f8b56725 (MD5) S0103-50532001000300014.pdf.txt: 13240 bytes, checksum: dce04ab51f848dce8fd27e87112294dd (MD5) Previous issue date: 2001-06-01 Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES) O diterpeno glicosídico inédito, denominado vernanolídeo, possuindo o esqueleto geranil-geraniol, foi isolado do caule de Cupania vernalis, uma espécie da família Sapindaceae, conhecida popularmente como arco de peneira. A estrutura do diterpeno foi determinada por técnicas espectrométricas, incluindo RMN mono e bidimensionais. A new glucosyl diterpene possessing a geranyl-geraniol skeleton and named vernanolide was isolated from a Sapindaceae plant species, Cupania vernalis, popularly named arco de peneira. The structure of the isolated compound was determined by ¹H, 13C NMR, MS, IR and 2D NMR experiments. Universidade Estadual Paulista Instituto de Química Instituto de Botânica Seção de Fisiologia e Bioquímica de Plantas Universidade Estadual Paulista Instituto de Química

Submitted by Guilherme Lemeszenski (guilherme@nead.unesp.br) on 2013-08-22T18:57:43Z No. of bitstreams: 1 S0102-695X2006000400023.pdf: 301348 bytes, checksum: be543d4bc05fd7c553db31bf31b66462 (MD5) Made available in DSpace on 2013-08-22T18:57:43Z (GMT). No. of bitstreams: 1 S0102-695X2006000400023.pdf: 301348 bytes, checksum: be543d4bc05fd7c553db31bf31b66462 (MD5) Previous issue date: 2006-12-01 Made available in DSpace on 2013-09-30T18:08:01Z (GMT). No. of bitstreams: 2 S0102-695X2006000400023.pdf: 301348 bytes, checksum: be543d4bc05fd7c553db31bf31b66462 (MD5) S0102-695X2006000400023.pdf.txt: 61164 bytes, checksum: c88a55239ede78e6b4eb9fbc41c733d9 (MD5) Previous issue date: 2006-12-01 Submitted by Vitor Silverio Rodrigues (vitorsrodrigues@reitoria.unesp.br) on 2014-05-20T13:25:36Z No. of bitstreams: 2 S0102-695X2006000400023.pdf: 301348 bytes, checksum: be543d4bc05fd7c553db31bf31b66462 (MD5) S0102-695X2006000400023.pdf.txt: 61164 bytes, checksum: c88a55239ede78e6b4eb9fbc41c733d9 (MD5) Made available in DSpace on 2014-05-20T13:25:36Z (GMT). No. of bitstreams: 2 S0102-695X2006000400023.pdf: 301348 bytes, checksum: be543d4bc05fd7c553db31bf31b66462 (MD5) S0102-695X2006000400023.pdf.txt: 61164 bytes, checksum: c88a55239ede78e6b4eb9fbc41c733d9 (MD5) Previous issue date: 2006-12-01 Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) Styracaceae possui 11 gêneros e aproximadamente 160 espécies, sendo árvores e arbustos, distribuídos nas regiões tropicais e subtropicais. Esta família é conhecida principalmente devido ao gênero Styrax, que é notório pela produção de um material resinoso, produto patológico, coletado a partir de incisões realizadas no caule. Esta goma é usada em perfumes, como anti-séptico, expectorante, incenso e material fumegante. Este artigo reúne os estudos fitoquímicos e biológicos realizados em 11 espécies desta família. Foram consultados 92 artigos e levantadas 130 substâncias, que indicaram que Styrax é o maior gênero desta família e o único que foi extensivamente investigado. The Styracaceae contains 11 genera and approximately 160 species consisting of small trees and shrubs, mostly native to tropical and subtropical regions. This family is well-known by the genus Styrax, which is notorious due to the production of resinous material, a pathological product, harvested by making incisions into the tree s bark. The gum is used in perfumes, as antiseptic, expectorant, incense, and fumigating material. This paper reviews the phytochemical and biological studies carried out on 11 species of this family. A total of 92 papers were consulted, and 130 compounds were described, thus these data indicate that Styrax is by far the largest genus in the family, and the only which has been extensively investigated. Universidade Estadual Paulista Instituto de Química Núcleo de Bioensaios, Biossíntese e Ecofisiologia de Produtos Naturais Universidade Estadual Paulista Instituto de Química Núcleo de Bioensaios, Biossíntese e Ecofisiologia de Produtos Naturais

Made available in DSpace on 2018-11-26T17:24:25Z (GMT). No. of bitstreams: 0 Previous issue date: 2017-02-01. Added 1 bitstream(s) on 2019-10-09T18:26:38Z : No. of bitstreams: 1 S0100-40422017000200138.pdf: 202296 bytes, checksum: c62a99e173bd0ac6821167f6739b0587 (MD5) Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES) Six known compounds, three peptide derivatives: cyclo-(tryptophyl-phenylalanyl) (2), diketopiperazine dimer WIN 64821 (3) and 3-hydroxy-15H-tryptophenaline (4), one adenine derivative: 2-hydroxy-6-N-isopentenyl-adenine (5), one phtalide derivative: 4-methoxyphtalide (1) and one benzoic acid derivative: 3-hydroxy-4-(1-hydroxy-1,5-dimethyl-hexyl) benzoic acid (6), were isolated from the ethyl acetate extract of the endophytic fungus Aspergillus versicolor associated with the Piper aduncum plant. Their structures were determined on the basis of detailed interpretation of 1 D and 2D NMR spectra and in comparison with works reported in the literature. This paper, in effect, deals with the first report of these compounds in A. versicolor. Univ Estadual Paulista, Inst Quim, Dept Quim Organ, BR-14800900 Araraquara, SP, Brazil Univ Fed Mato Grosso, Dept Ciencias Biol, BR-78735901 Rondonopolis, MT, Brazil Univ Fed Vicosa, Inst Ciencias Exatas & Tecnol, BR-38810000 Rio Paranaiba, MG, Brazil Inst Bot, Nucleo Pesquisa Fisiol & Bioquim, BR-01061970 Sao Paulo, SP, Brazil Univ Amazonas, Fac Ciencias Agr, BR-69077000 Manaus, Amazonas, Brazil Univ Estadual Paulista, Inst Quim, Dept Quim Organ, BR-14800900 Araraquara, SP, Brazil FAPESP: 03/02176-7 FAPESP: 2013/07600-3 CNPq: 563286/2010-5

Submitted by Vitor Silverio Rodrigues (vitorsrodrigues@reitoria.unesp.br) on 2014-05-27T11:21:40Z No. of bitstreams: 0Bitstream added on 2014-05-27T14:38:26Z : No. of bitstreams: 1 2-s2.0-30844445632.pdf: 77174 bytes, checksum: 2119ad8f04ecd3f835b9fad81b24504a (MD5) Made available in DSpace on 2014-05-27T11:21:40Z (GMT). No. of bitstreams: 0 Previous issue date: 2005-11-01 Two new metabolites, ethyl 2,4-dihydroxy-5,6-dimethylbenzoate (1) and phomopsilactone (2) were isolated from Phomopsis cassiae, an endophytic fungus in Cassia spectabilis. Their structures were elucidated by 1D and 2D NMR, MS and IR spectral data. Compounds 1 and 2 displayed strong antifungal activity against the phytopatogenic fungi Cladosporium cladosporioides and C. sphaerospermum, as well as cytotoxicity against human cervical tumor cell line (HeLa), in in vitro assays. ©2005 Sociedade Brasileira de Química. Instituto de Química Universidade Estadual Paulista, CP 355, 14801-970 Araraquara-SP Departamento de Fitopatologia Universidade Federal de Lavras, CP 37, 37200-000 Lavras-MG Instituto de Química Universidade Estadual de Campinas, CP 6154, 13083-970 Campinas-SP Seção de Fisiologia e Bioquímica de Plantas Instituto de Botânica, CP 4005, 97010-051 São Paulo-SP Departamento de Bioquímica e Imunologia Faculdade de Medicina de Ribeirão Preto Universidade de São Paulo, 14049-900 Ribeirão Preto-SP Instituto de Química Universidade Estadual Paulista, CP 355, 14801-970 Araraquara-SP