Search results for "ANNONACEOUS ACETOGENINS"
showing 8 items of 8 documents
Montanacin-L and montanacin-K two previously non-described acetogenins from Annona montana twigs and leaves
2020
A phytochemical study on Annona montana twigs and leaves led to the isolation of eleven annonaceous acetogenins, including two previously non-described compounds, montanacin-L and montanacin-K. Their structures were elucidated by extensive analyses of spectroscopic data (IR, UV, HRTOFMS, EI-MS and 1H, 13C and 2D NMR). The ACGs montanacin-L, montanacin-K, montanacin-D and montanacin-E were evaluated for their toxicity against Spodoptera frugiperda Smith (Lepidoptera: Noctuidae). Results revealed that montanacin-D and montanacin-K exhibited insecticide action. Fil: Ruiz Hidalgo, José. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán; …
Acetogenins from Annonaceae family. Their potential biological applications
2019
The aim of this contribution has been to continue with the knowledge about newly isolated acetogenins from Annonaceae family for the last fifteen years. This review will report classification, extraction, isolation, elucidation of the structure, biological activities and mechanism of action of such interesting natural products. In fact, out of the 532 compounds reviewed, 115 previously non-described annonaceous acetogenins have been added to the list of isolated compounds from 2005 to May 2019.
Acetogenins from Annonaceae: Recent Progress in Isolation, Synthesis and Mechanisms of Action
2005
Covering: the literature from 1998 to 2004 The aim of the present review is to summarise the knowledge about newly isolated acetogenins (ACGs) in the last six years. It will also report the total syntheses that have allowed either the confirmation or the revision of some structures, together with the biological activities and mechanism of action of such interesting natural products. In fact, of the 417 isolated compounds reviewed, over 176 have been added during the period from 1998 to 2004.
Diepoxyrollin and Diepomuricanin B: Two New Diepoxyacetogenins from Rollinia membranacea Seeds
1997
Diepoxyrollin (1) and diepomuricanin B (2), two new Annonaceous acetogenins were isolated from the cytotoxic MeOH extract of the seeds of Colombian Rollinia membranacea. Five others known acetogenins were also isolated, dieporeticanin 1, dieporeticanin 2, diepomuricanin A, rollinone, and sylvaticin. Their structures were elucidated on the basis of spectral data. Compounds 1 and 2 belong to the rare type of diepoxyacetogenins, which are probably precursors of the mono-tetrahydrofuran acetogenins.
New method for the determination of the absolute stereochemistry in antitumoral annonaceous acetogenins
1998
Abstract The absolute configurations at the carbinol centers in several acetogenins were determined through p-bromophenylurethane derivatives and subsequent Mosher ester methodology. This method has been applied on α,α′-dihydroxylated adjacent bis-THF acetogenins with a threo/cis/threo/cis/erythro relative configuration membrarollin (1), a new acetogenin isolated from Rollinia membranacea seeds, rollimembrin (2), membranacin (3) and rolliniastatin-1 (4), and a threo/trans/threo/translerythro relative configuration motrilin (5), squamocin (6), and desacetyluvaricin (7). 1 was found to be the most potent inhibitor of the mammalian mitochondrial complex I.
Kinetic characterization of mitochondrial complex I inhibitors using annonaceous acetogenins
1999
The NADH:ubiquinone oxidoreductase (complex I) of the mitochondrial respiratory chain is by far the largest and most complicated of the proton-translocating enzymes involved in the oxidative phosphorylation. Many clues regarding the electron pathways from matrix NADH to membrane ubiquinone and the links of this process with the translocation of protons are highly controversial. Different types of inhibitors become valuable tools to dissect the electron and proton pathways of this complex enzyme. Therefore, further knowledge of the mode of action of complex I inhibitors is needed to understand the underlying mechanism of energy conservation. This study presents for the first time a detailed …
Natural acetogenins from annonaceae, synthesis and mechanisms of action
1998
The search concerning Annonaceous acetogenins has increased in the last two years. The goal of the present review is to summarize the knowledge about new isolated acetogenins as well as the advances in synthesis, biological activity and mechanism of action.
Analogues of cytotoxic squamocin using reliable reactions: new insights into the reactivity and role of the α,β-unsaturated lactone of the annonaceou…
2006
Abstract A small library of squamocin analogues has been prepared and screened biologically (cytotoxicity, inhibition of mitochondrial complex I and complex III). To centre diversity on a crucial part of the molecule (i.e., the α,β-unsaturated lactone), an original and reliable lactone opening reaction has been discovered and exploited among other efficient reactions.