Purdiie Cnii'ersity, TT'est Lafayette, IIY 47907 AssTR.icT.-hlass-analyzed ion kinetic energy spectrometry (MIKES) has been used t,o screen nine related Mexican columnar cactus species for the presence of a related series of tetrahydroisoquinoline alkaloids. The alkaloids can be identified in plant material or, with improved sensitivity, by analysis of an ethanolic extract containing only non-phenolic compounds. However, such solution work-up resulted in S-CH, t o 1-C& isomerization as determined by M I K E S analysis of progressively developed samples (e.g., plant, ethanolic extract, non-phenolic fraction) for one of the tetrahydroiso uinoline alkaloids in three species of cactus. Differentiation between K-CH, and 1~8 H , tetrahydroisoqiiinoline isomers is provided in the MIKE spectrum, allowing distinguishable classifications of the cacti t o he developed (e.g., C. gigantea from other species). The M I K E S results are compared and contrasted with currently accepted phylogenetic relationships.Xass-analyzed ion kinetic energy spectrometry (MIKES) (1, 2 , 3, 4) has been used to determine the distribution of a set of related tetrahydroisoquinoline alkaloids (1-9) in a number of Mexican columnar cactus species. Five Pachycereus species were studied along with four closely related species currently classified in other genera. Since alkaloids may be convenient indicators of phylogenetic relationships, the information obtained serves as a chemical guide to taxonomy (5, 6, 7). The results are compared to and generally agree n-ith a recently proposed classification scheme (8).
O latex de Euphorbia conspicua foi fracionado nas frações triterpênica e irritantes I e II. Da fração triterpênica foram isolados 15 compostos já conhecidos e um novo triterpeno denominado 3β-(E)-cinamoileuforbol. A fração irritante II forneceu o 20-O-acetil-3-O-angeloil-ingenol. A atividade moluscicida dos compostos eufol, 3β-acetoxieufa-8,24-dieno, 3β-(E)-cinamoileuforbol e 20-O-acetil-3-O-angeloil-ingenol foi avaliada. O 20-O-acetil-3-O-angeloil-ingenol apresentou uma LC 100 de 1 mg mL -1 , a qual foi equivalente ao moluscicida padrão niclosamida. Os compostos eufol, 3β-acetoxieufa-8,24-dieno e 3β-(E)-cinamoileuforbol apresentaram uma fraca atividade moluscicida. O 3β-(E)-cinamoileuforbol foi submetido a testes de mutagenicidade (teste de Ames com TA 98, 100 e 102) na presença e ausência de ativação metabólica (mistura S9). Foram também realizados os ensaios de citotoxicidade (teste MTT) e genotoxicidade (teste dos micronúcleos, CBMN) com e sem mistura S9, em células V79 de Hamster chinês. O 3β-(E)-cinamoileuforbol revelou-se fracamente citotóxico e sem atividade mutagênica ou genotóxica.Euphorbia conspicua latex was fractionated into triterpenic and irritant fractions I and II. The triterpenic fraction afforded 15 known compounds and a new triterpene, 3β-(E)-cinnamoyleuphorbol. 20-O-Acetyl-3-O-angeloylingenol was isolated from irritant fraction II. The compounds euphol, 3β-acetoxyeupha-8,24-diene, 3β-(E)-cinnamoyleuphorbol and 20-O-Acetyl-3-O-angeloylingenol were evaluated for molluscicidal activity. 20-O-Acetyl-3-O-angeloylingenol presented LC 100 value of 1 mg mL -1 , equivalent to that of the standard molluscicide niclosamide. Compounds euphol, 3β-acetoxyeupha-8,24-diene and 3β-(E)-cinnamoyleuphorbol showed low molluscicidal activity. Mutagenic assays (Ames test with strains TA 98, 100 and 102) were performed with 3β-(E)-cinnamoyleuphorbol in the presence and absence of metabolic activation (S9 mix). In V79 cells, the cytotoxicity of 3β-(E)-cinnamoyleuphorbol was evaluated using the MTT assay and the genotoxicity was assessed using the cytokinesis-block micronucleus assay (CBMN) with or without S9 mix. Mutagenic or genotoxic activity was not detected, and no significant cytotoxicity was observed for 3β-(E)-cinnamoyleuphorbol at lower doses.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.