Search results for "lactone"
showing 10 items of 335 documents
Synthesis of Lamellarin D Trimethyl Ether and Lamellarin H via 6π-Electrocyclization.
2015
An electrocyclic ring closure of a 2-azapentadienyl anion generated in situ from a chalcone and glycine ester is the key step of an efficient synthesis of the pyrrole core of the lamellarin alkaloids. A recently developed scalable one-pot procedure provides multigram quantities of a 3,5-diaryl-4-iodopyrrole-2-carboxylate intermediate which is transformed in four further high-yielding operations including a one-pot Pomeranz–Fritsch alkylation/cyclization and an Ullmann-type lactone ring closure into the pentacyclic lamellarin skeleton.
Acetogenins from Annonaceae
1997
In 1982, Jolad et al. isolated uvaricin, a new antitumor agent, from the roots of Uvaria acuminata (Annonaceae), a bis-tetrahydrofuranoid fatty acid lactone (1) related to polyketides or acetogenins. However, it contained a number of original structural characteristics, particularly a linear acetogenin, a bis-tetrahydrofuran pattern flanked by hydroxyls and a terminal unsaturated lactone. Two years later, Dabrah and Sneden (2, 3 and Cortes et al. (4) described four new products presenting the same structural characteristics. Because these products formed a new class of natural compounds, and are only found in species belonging to the family of Annonaceae, they are commonly called acetogenin…
Synthesis of various natural 8,12-elemanolides from artemisin
1989
Abstract This paper describes the chemical transformations of artemisin into various natural 8,12-elemanolides.
<strong>Artemisinin: Tentative Mechanism of Action and Resistance</strong>
2016
The sesquiterpene lactones constitute a large class of secondary plant metabolites, which carry a‑methylene‑g‑lactone groups as common structural element and display a number of bioactivities. Every year, 1–2 million people living in the tropics and subtropics die of malaria. Lactone artemisinin is the most effective treatment vs. malaria, the most infectious disease in the world today. Artemisinins are derived from extracts of sweet wormwood (Artemisia annua) and are well established for the treatment of malaria, e.g., highly drug-resistant strains. They resulted in one of the most significant advances in the treatment of malaria since the discovery and first use of quinine over 300 years …
Total synthesis of the monoterpenes (−)-mintlactone and (+)-isomintlactone
1992
Abstract The first total stereodirected synthesis of the monoterpenes (−)-mintlactone and (+)-isomintlactone from the same chiral starting product is described. A stereoselective, radical-mediated ring closure was the key step in both syntheses.
A non-catalyzed ring-opening aminolysis reaction of sesquiterpene lactones
1994
Abstract Santonin (1) and other sesquiterpene lactones (6–10) react cleanly with pyrrolidine at room temperature to afford γ-hydroxyalkylamides, which by elimination with mesyl chloride in pyridine-benzene at 80°C give unsaturated alkylamides.
Synthesis of two natural 8-oxo-β-cyperone derivatives from (−)-santonin.
1993
Abstract This paper reports on the chemical transformations of (−)-santonin into (+)-8-oxo-β-cyperone and (+)-12-hydroxy-8-oxo-β-cyperone involving 8-oxo group introduction and elaboration of the side chain.
Total synthesis of (−)-mintlactone
1991
Abstract The first total, stereodirected synthesis of (—)-mintlactone is described. A stereoselective, radical-mediated ring closure was the key step in the synthesis.
Novel Polycaprolactone Nanocomposites Containing Thymol of Interest in Antimicrobial Film and Coating Applications
2008
It is well-known that the nanocomposites technology can significantly enhance, among others, the thermal, mechanical, and barrier properties of plastics. It is also known that most bioplastics, including the thermoplastic biopolymers, have lower than desired levels for certain properties which makes their use in certain packaging applications problematic. The combination of active technologies such as antimicrobials and nanotechnologies such as nanocomposites can synergistically lead to bioplastic formulations with balanced properties and functionalities for their implementation in packaging applications. The present work presents the development and characterization of novel nanocomposite…
SF002-96-1, a new drimane sesquiterpene lactone from an Aspergillus species, inhibits survivin expression
2013
Survivin, a member of the IAP (inhibitor of apoptosis) gene family, is overexpressed in virtually all human cancers and is functionally involved in the inhibition of apoptosis, regulation of cell proliferation, metastasis and resistance to therapy. Because of its upregulation in malignancy, survivin has currently attracting considerable interest as a new target for anticancer therapy. In a screening of approximately 200 strains of imperfect fungi for the production of inhibitors of survivin promoter activity, a new drimane sesquiterpene lactone, SF002-96-1, was isolated from fermentations of an Aspergillus species. The compound inhibited survivin promoter activity in transiently transfected…