RESUMO
Bioactive natural products are a potential source of new pharmaceuticals since they offer new modes of action and more specific activities. The use of derivatization also enables the optimal structure for their biological activity to be determined. In this study several epoxycurcuphenol derivatives were synthesized. The substitution pattern on the aromatic and oxirane rings was varied along with that at the benzylic position and the length of the side chain was altered. These changes were made in order to gain a deeper understanding of the structural requirements for activity. The biological activities of these compounds were evaluated on the human leukemia cell line Jurkat using an antiproliferative assay. The activity results and structural requirements are discussed.
Assuntos
Sesquiterpenos/química , Linfócitos T CD4-Positivos/imunologia , Linfócitos T CD4-Positivos/metabolismo , Proliferação de Células/efeitos dos fármacos , Óxido de Etileno/química , Humanos , Células Jurkat , Leucemia/patologia , Sesquiterpenos/síntese química , Sesquiterpenos/toxicidade , Estereoisomerismo , Relação Estrutura-AtividadeRESUMO
Within the Sciaenidae family, the genus Micropogonias is composed of three recognized species along the Pacific coast of Mexico: Micropogonias altipinnis, M. ectenes, and M. megalops. These species exhibit overlapping diagnostic characters, which make species identification difficult. This study ties morphological differences (meristic, morphometry of body, and otolith) with DNA sequences (CO1 and 16S fractions of mtDNA and 28S of nDNA) among Micropogonias species in the Pacific. Meristic analysis showed a latitudinal variation among the three species in the number of rays, the number of gill rakers, and length of the longest spine of the dorsal fin. Discriminant analysis of morphometric characters (body and otolith) showed three morphological entities (p < 0.001). However, the mean genetic divergences among the three species with partial sequences of mtDNA (CO1 and 16S), and nuclear (28S) were lower than those reported at the interspecific level (>2%). Genetic results suggest that the three species are one species and that the differences in meristics and morphometry could be the result of phenotypic plasticity or incipient speciation. In this sense, M. ectenes and M. megalops are proposed as junior synonyms of M. altipinnis.
Assuntos
Perciformes/classificação , Filogenia , Animais , Núcleo Celular , Complexo IV da Cadeia de Transporte de Elétrons/genética , Genes Mitocondriais , México , Oceano Pacífico , Perciformes/anatomia & histologia , Perciformes/genética , Perciformes/metabolismo , RNA Ribossômico 16S/genética , RNA Ribossômico 28S/genéticaRESUMO
Phytochemical studies have experienced a great deal of change during the last century, not only regarding the number of compounds described, but also in the concept of phytochemistry itself. This change has mainly been related to two key points: the methodologies used in phytochemical studies and the questions regarding 'why secondary metabolites appeared in plants and in other living organisms?' and 'what is their role?'. This transformation in the field has led to new questions concerning such different subjects as evolution, paleobotany, biochemistry, plant physiology and ethnography. However, the main issue is to clarify the role that secondary metabolites play in the plant (and other organisms) and whether the resources invested in their production (C and N allocation, genes encoding their biogenetic pathways, specific enzymes, energy-rich molecules such as ATP and NADPH) have or lack a reasonable reward in terms of advantages for survival. Consequently, in this review the main emphasis will be placed on two subjects related to the evolution of phytochemical studies. The first aim is to describe briefly the influence that the development of the methodologies needed for compound isolation and structure elucidation have had on the field of phytochemistry. The second area to be covered concerns the new theories addressing the role of secondary metabolites from an ecological point of view: co-evolution of plants and their potential enemies (phytophagous insects, microbes, herbivores and other plants), chemical plant defence, adaptative strategies of phytophagues to plant toxins (among them sequestration will be briefly mentioned), and models and theories for carbon and nitrogen allocation. Some final remarks are made to summarize our opinion about the immediate future of phytochemical ecology and phytochemical studies.
Assuntos
Evolução Biológica , Ecologia , Plantas/química , Plantas/genética , Animais , Cromatografia , Espectroscopia de Ressonância Magnética , Difração de Raios XAssuntos
Equinococose Hepática/complicações , Echinococcus granulosus/isolamento & purificação , Veia Porta/parasitologia , Antagonistas Adrenérgicos beta/uso terapêutico , Albendazol/uso terapêutico , Animais , Antiprotozoários/uso terapêutico , Equinococose Hepática/diagnóstico por imagem , Equinococose Hepática/tratamento farmacológico , Equinococose Hepática/parasitologia , Varizes Esofágicas e Gástricas/tratamento farmacológico , Varizes Esofágicas e Gástricas/parasitologia , Feminino , Humanos , Hipertensão Portal/tratamento farmacológico , Hipertensão Portal/parasitologia , Pessoa de Meia-Idade , Veia Porta/diagnóstico por imagem , Propranolol/uso terapêutico , Tomografia Computadorizada por Raios XRESUMO
From the medium, polar bioactive fractions of leaf aqueous extract of Helianthus annuus L., heliespirones B (2) and C (3) have been isolated. The structural elucidation was based on extensive spectral studies. A probable biogenesis of heliespirone skeleton is proposed and discussed. The structure of heliespirone B has been confirmed by X-ray diffraction analysis.
Assuntos
Benzoquinonas/química , Compostos Heterocíclicos/química , Plantas/química , Sesquiterpenos/química , Cristalografia por Raios X , Espectroscopia de Ressonância Magnética , Modelos MolecularesRESUMO
The CH(2)Cl(2) extract of dried leaves of Helianthus annuus L. cv. Peredovick(R) has yielded, in addition to the known sesquiterpene lactones annuolide E and leptocarpin, and the sesquiterpenes heliannuols A, C, D, F, G, H, I, the new bisnorsesquiterpene, annuionone E, and the new sesquiterpenes heliannuol L, helibisabonol A and helibisabonol B. Structural elucidation was based on extensive spectral (one and two-dimensional NMR experiments) and theoretical studies. The sesquiterpenes heliannuol A and helibisabonol A and the sesquiterpene lactone leptocarpin inhibited the growth of etiolated wheat coleoptiles.