Made available in DSpace on 2014-12-17T15:42:04Z (GMT). No. of bitstreams: 1 RoseliaSL.pdf: 2427942 bytes, checksum: 72c973dd87b5433d7d0b592195af336a (MD5) Previous issue date: 2008-09-02 / In this present work an ethnographic research was performed with 84 native medicinal specimens from the Litoral Norte Riograndense, from which two plants Cleome spinosa Jacq e Pavonia varians Moric were submitted to ethnobotanic, phytochemistry and pharmacologic investigations. Additionally, a phytopharmacological research of the medicinal specimen Croton cajucara Benth ( native plant of the Amazon region of Brazil) was improved. The obtained phytochemical results of the C. spinosa and P. varians showed the presence of flavonoids constituents, among other components. The two flavonoids (2S)-5-hydroxy-7,4 -dimethoxy-flavanone and 5,4 -dihydroxy-3,7,3 -trimethoxy-flavone were isolated from C. spinosa. The antioxidant activity of the hydroalcoholic extracts of C. spinosa and P. varians solubilized in the microemulsion systems SME-1 and SME-4, was evaluated in the DPPHmethod. The used SME systems [obtained with Tween 80: Span 20 (3:1) and isopropyl myristate (IPM)] improved the dissolution of those tested polar extracts, with higher efficacy to the SME-1 system (in which ethanol was included as cosurfactant). The CE50 values evidenced for P. varians were 114 [g/mL (SME-1) and 246 [g/mL (SME-4); for C. spinosa it was 224 [g/mL (SME-1) and 248 [g/mL (SME-4), being the system SME-1 more effective for both tested extracts. The hydroalcoholic extracts of P. varians (HAE-PV) was also submitted to pharmacological screening for antinociceptive activity in animal models. The oral administration of this extract (100, 300 and 1000 mg/kg) inhibited the acetic acid-induced writhing in mice. The higher inhibition (74%) was evidenced to the 1000 mg/kg administered dose. Its effect on the central nervous system (CNS) was investigated by tail flick and formalin-method and reveled that it has negligible antinociceptive action on the CNS. After taking consideration of HAE-PV interaction, Pavonia varians Moric could be used as a potent analgesic agent in case of peripheral algesia, without affecting the CNS. The phytochemical study of the stem bark of Croton cajucara Benth lead to the isolation of 19-nor-clerodanetype diterpenes, as well as to the separation of its fixed oil FO-CC. This non polar oil material reveled to be rich in sesquiterpenes and 19-nor-clerodanes components. The biologic effect of OF-CC was evaluated in the development in vitro of the fungis phytopatogens such as Fusarium oxysporum, Rhizoctonia solani and Sclerotium rolfsii. Significant inhibitory effect of the tested fungis (at 0,2 mg.mL-1 dosage) were comproved. A Mass Spectrometry study of clerodane-type diterpenes was developed in order to identify characteristic fragments on mass spectrometra of both clerodane and 19-nor-clerodane presenting an α,β-insaturated carbonyl moiety at ring A of the decalin-system. For that study, mass spectroscopy data were analysed for 19-nor-clerodanes [trans-dehydrocrotonin (DCTN), trans-crotonin (CTN), cis-cajucarin B (c-CJC-B), and cajucarinolide (CJCR)] and for clerodanes [isosacacarin (ISCR) and transcajucarin A (t-CJC-A)] obtained from the stem bark of C. cajucara, and also clerodane-type from other species. The trans-junction of the enone-system clerodanes was clear correlated with the presence of the characteristic ions at m/z 95, 121 e 205. Meanwhile, the characteristics ions at m/z 122 e 124 were correlated to cis-junction. The trans-junction of the enone-system 19-nor-clerodanes showed characteristics ions at m/z 161, 134 e 121. This study could be successful employed for identification of clerodane constituents from other specimens without any additional spectroscopic analyses, as well as a previously phytochemical analyzes in clerodane project search / Neste trabalho realizou-se uma pesquisa etnogr?fica envolvendo oitenta e quatro esp?cimes vegetais nativas do Litoral Norte Riograndense. Duas destas esp?cies Cleome spinosa Jacq e Pavonia varians Moric foram alvo de estudos etnobot?nico, fitoqu?mico e farmacol?gico. Em adi??o, ampliou-se os estudos fitofarmacol?gicos de Croton cajucara Benth, uma esp?cie medicinal nativa da regi?o Amaz?nica. Os resultados fitoqu?micos de Cleome spinosa e Pavonia varians indicaram dentre outros metab?litos especiais, a presen?a de flavon?ides. Os flavon?ides (2S)-5-hidroxi-7,4 -dimetoxi-flavanona e 5,4 -diidroxi-3,7,3 -trimetoxi-flavona foram isolados de Cleome spinosa. A atividade antioxidante dos extratos hidroalco?licos de P. varians e C. spinosa solubilizados em sistemas microemulsionados (SME), foi avaliada frente ao radical livre DPPH. Os sistemas SME-1 e SME-4 [contendo Tween 80: Span 20 (3:1) e miristato de isopropila (IPM)] mostraram-se eficazes na solubiliza??o dos extratos avaliados, tendo sido observado melhor efic?cia para o sistema SME-1 [EC50 = 113,84 μg/mL (SME-1) and 246,00 μg/mL (SME-4) para P. varians e EC50: 223,97 μg/mL (SME-1) e 248,37 μg/mL (SME-4) para C. spinosa (sistema SME-1contendo etanol como cotensoativo e SME-4, isento de cotensoativo]. A a??o antinociceptiva de Pavonia varians foi confirmada atrav?s do teste das contor??es abdominais, tendo sido observado rela??o dose/efeito inibit?rio dependente do extrato hidroalco?lico desta esp?cie. Os testes do tipo tail flick e da formalina afastaram a possibilidade da participa??o de mecanismos antinociceptivos no sistema nervoso central. No entanto, no teste da formalina evidenciou-se a participa??o de mecanismos antiinflamat?rios na produ??o do efeito antinociceptivo deste extrato. O estudo fitoqu?mico das cascas do caule de Croton cajucara Benth conduziu ao isolamento de diterpenos do tipo 19-nor-clerodano, bem como ? obten??o do ?leo fixo OF-CC, rico em sesquiterpenos e 19-nor-clerodano bioativos. O efeito de OF-CC foi avaliado no desenvolvimento in vitro dos fungos fitopatog?nicos Fusarium oxysporum, Rhizoctonia solani e Sclerotium rolfsii propagados em meio de cultura Batata-dextrose-agar. A resposta fisiol?gica, variou de acordo com o tipo de fungo testado, tendo sido observado que o OF-CC apresentou efeito fungist?tico significativo, com efeito inibit?rio mais est?vel para o g?nero de fungo Fusarium oxysporum. Realizou-se ainda, um estudo de espectrometria de massas objetivando-se a identifica??o de fragmentos caracter?sticos de diterpenos do tipo clerodano (com dados obtidos na literatura) e 19-nor-clerodano (isolados das cascas do caule de C. cajucara), tendo sido evidenciado que a jun??o trans de clerodanos est? correlacionada com a presen?a dos ?ons caracter?stico de m/z 95, 121 e 205. Os sistemas de jun??o cis de clerodanos apresentaram ?ons caracter?sticos de m/z 122 e 124. A jun??o trans de 19-nor-clerodanos foi correlacionada com a presen?a dos ?ons caracter?stico de m/z 161, 134 e 121. Este estudo pode ser utilizado na identifica??o de diterpenos do tipo clerodano e 19-nor-clerodano, contendo carbonila α,β-insaturada no anel A do sistema decal?nico, evitando desta forma, a brigatoriedade de isolamento e caracteriza??o via RMN

Submitted by Rodrigo Martins Cruz (rodrigo.cruz@ufvjm.edu.br) on 2015-02-19T13:03:27Z No. of bitstreams: 5 abraao.pdf: 3789153 bytes, checksum: 0d883e26dd234b7e0859f99b195f74c4 (MD5) license_url: 52 bytes, checksum: 3d480ae6c91e310daba2020f8787d6f9 (MD5) license_text: 0 bytes, checksum: d41d8cd98f00b204e9800998ecf8427e (MD5) license_rdf: 23898 bytes, checksum: e363e809996cf46ada20da1accfcd9c7 (MD5) license.txt: 2110 bytes, checksum: b4c884761e4c6c296ab2179d378436d4 (MD5) / Approved for entry into archive by Rodrigo Martins Cruz (rodrigo.cruz@ufvjm.edu.br) on 2015-02-19T13:44:19Z (GMT) No. of bitstreams: 5 abraao.pdf: 3789153 bytes, checksum: 0d883e26dd234b7e0859f99b195f74c4 (MD5) license_url: 52 bytes, checksum: 3d480ae6c91e310daba2020f8787d6f9 (MD5) license_text: 0 bytes, checksum: d41d8cd98f00b204e9800998ecf8427e (MD5) license_rdf: 23898 bytes, checksum: e363e809996cf46ada20da1accfcd9c7 (MD5) license.txt: 2110 bytes, checksum: b4c884761e4c6c296ab2179d378436d4 (MD5) / Made available in DSpace on 2015-02-19T13:44:19Z (GMT). No. of bitstreams: 5 abraao.pdf: 3789153 bytes, checksum: 0d883e26dd234b7e0859f99b195f74c4 (MD5) license_url: 52 bytes, checksum: 3d480ae6c91e310daba2020f8787d6f9 (MD5) license_text: 0 bytes, checksum: d41d8cd98f00b204e9800998ecf8427e (MD5) license_rdf: 23898 bytes, checksum: e363e809996cf46ada20da1accfcd9c7 (MD5) license.txt: 2110 bytes, checksum: b4c884761e4c6c296ab2179d378436d4 (MD5) Previous issue date: 2013-02-19 / O trabalho apresentado nesta disserta??o descreve o estudo fitoqu?mico e de atividade biol?gica das folhas e caules e flores de Plectranthus neochilus Schltr., esp?cie pertencente ? fam?lia Lamiaceae. A planta ? uma erva arom?tica conhecida popularmente no Brasil como ?boldo? ou ?boldo-gamb??, e assim como as esp?cies P. barbatus Andrews (?boldo-brasileiro") e P. ornatus Codd. ("boldinho"), tem o ch? de suas folhas utilizadas na medicina tradicional no tratamento de insufici?ncia hep?tica e dispepsia, em substitui??o a Peumus boldus Molina (?boldo-do-chile?). O estudo fitoqu?mico do extrato hex?nico das folhas e caules de P. neochilus forneceu dois triterpenos: ?-amirina (PN1) e friedelina (PN2). PN1 foi isolada como um ?ster de ?cido graxo ligado na posi??o C-3. Deste extrato foi obtida tamb?m a mistura dos ester?ides sitosterol e estigmasterol (PN3). O estudo fitoqu?mico conduzido com o extrato em acetato de etila das folhas e caules forneceu a flavona metoxilada nas posi??es C-6 e C-7, a cirsimartina (PN4). Todos os compostos obtidos foram descritos pela primeira vez na esp?cie. A elucida??o estrutural dos compostos isolados, baseou-se na an?lise espectrosc?pica de RMN 1D, CLAE, ESI e por compara??o com dados encontrados na literatura. O extrato metan?lico das folhas e caules de P. neochilus mostrou significativa atividade antioxidante quando avaliado pelo m?todo de DPPH, seguido pelo extrato em acetato de etila e hex?nico. Foi avaliado tamb?m o extrato metan?lico das flores da esp?cie, que apresentou atividade inferior aquele observado para o extrato metan?lico das folhas e caule, sendo estas atividades confirmadas pelo conte?do fen?lico dos extratos. A atividade anticolinester?sica dos extratos das folhas e caules e das flores de P. neochilus foi avaliada, sendo observada a inibi??o da enzima acetilcolinesterase para todos os extratos pesquisados. / Disserta??o (Mestrado) ? Programa de P?s-Gradua??o em Qu?mica, Universidade Federal dos Vales do Jequitinhonha e Mucuri, 2011. / ABSTRACT The present work describes the phytochemical and pharmacological investigation on extracts of the leaves and stems and flowers of the species Plectranthus neochilus Schltr. belonged to the family Lamiaceae. The plant is aromatic herb popularly known in Brazil as ?boldo? or ?boldo-gamb??, and as the species P. barbatus Andrews (?boldo-brasileiro") e P. ornatus Codd. ("boldinho"), according to ethnopharmacological survey, is often used in the treatment of hepatic insufficiency and dyspepsia, replacing the Peumus boldus Molina (?boldo-do-chile?). The phytochemical investigation of the hexanic extract of the P. neochilus leaves and stems yielded two triterpenes: ?-amyrin (PN1) e friedelin (PN2). The compound ?-amirin was isolated as a fatty acid ester in position C-3. In this extract was also obtained the mixture of the steroids sitosterol and stigmasterol (PN3). The phytochemical study conducted with the ethyl acetate extract of the leaves and stems gave the methoxy flavone at positions C-6 and C-7, the cirsimartin (PN4). All compounds obtained were first described in the species. Structural elucidation of isolated compounds was based on spectroscopic analysis of 1D NMR, HPLC, ESY and by comparison with data found in literature. The methanol extract of leaves and stems of P. neochilus showed significant antioxidant activity when evaluated by the DPPH method, followed by the extract in ethyl acetate and hexane. We also evaluate the methanol extract of flowers of the species that showed activity lower than that observed for the methanolic extract from leaves and stems, and these activities confirmed for the content of phenolic extracts. The anticholinesterase activity of extracts of leaves and stems and flowers of P. neochilus was evaluated and found to inhibit the enzyme acetylcholinesterase to all extracts studied.