Total synthesis of (+)-swainsonine and (+)-8-epi-swainsonine
RSC Adv., 2014 Enantioselective total synthesis of (+)-swaisonine that hinges on a combination of organocatalyzed aldolization and reductive amination, affords the title compound in 9 steps, with 24% overall yield.
Trajković, Milos +3 more
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Asymmetric Synthesis of (–)-Swainsonine
Australian Journal of Chemistry, 2004 This paper describes a new synthesis of (–)-swainsonine via the ring-closing metathesis reaction of a substituted 3-allyl-4-vinyloxazolindin-2-one and subsequent diastereoselective syn -dihydroxylation of the resulting pyrrolo- [1,2- c ]oxazol-3-one.
Lindsay, Karl, Pyne, Stephen G
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Swainsonine Biosynthesis Genes in Diverse Symbiotic and Pathogenic Fungi
G3: Genes, Genomes, Genetics, 2017 Swainsonine—a cytotoxic fungal alkaloid and a potential cancer therapy drug—is produced by the insect pathogen and plant symbiont Metarhizium robertsii, the clover pathogen Slafractonia leguminicola, locoweed symbionts belonging to Alternaria sect ...
Daniel Cook +9 more
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Total Synthesis of ( + )-Swainsonine, (–)- Swainsonine, ( + )-8-epi-Swainsonine and ( + )- Dideoxy-Imino-Lyxitol by an Organocatalyzed Aldolization/Reductive Amination Sequence [PDF]
, 2022 A tactical combination of either (S)- or (R)-proline catalyzed aldol reaction followed by intramolecular reductive amination enabled the synthesis of a chiral pyrrolidine derivative with 3 contiguous stereocenters in only 2 synthetic steps, starting from achiral precursors. This product, obtainable in both enantiomeric forms, was further exploited as a
Trajković, Miloš D. +4 more
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Phylogenetic Comparison of Swainsonine Biosynthetic Gene Clusters among Fungi
Journal of Fungi, 2022 Swainsonine is a cytotoxic alkaloid produced by fungi. Genome sequence analyses revealed that these fungi share an orthologous gene cluster, SWN, necessary for swainsonine biosynthesis.
Marwa Neyaz +3 more
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Toxins, 2016 Swainsonine is an indolizidine alkaloid that has been found in locoweeds and some fungi. Our previous study demonstrated that Arthrobacter sp. HW08 or its crude enzyme extract could degrade swainsonie efficiently.
Yan Wang +5 more
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Host-Specific and Environment-Dependent Effects of Endophyte Alternaria oxytropis on Three Locoweed Oxytropis Species in China [PDF]
Journal of FungiPlant–endophyte symbioses are widespread in grasslands. While symbiotic interactions often provide hosts with major fitness enhancements, the role of the endophyte Alternaria oxytropis, which produces swainsonine in locoweeds (Oxytropis and Astragalus ...
Yue-Yang Zhang, Yan-Zhong Li, Zun-Ji Shi
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Metabolomic analysis of swainsonine poisoning in renal tubular epithelial cells [PDF]
Frontiers in Veterinary ScienceLocoweed is a poisonous plant widely present in grasslands around the world. Swainsonine (SW), an indole alkaloid that, is the main toxic component of the locoweed. To understand the mechanism of SW-induced toxicity and to delineate the metabolic profile
Shuhang Zhang +9 more
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The Effects of P5CR Gene Function of Endophytic Fungus Alternaria oxytropis OW7.8 on Swainsonine Biosynthesis [PDF]
BiomoleculesLocoweeds, including Oxytropis and Astragalus species, are globally recognized as plants containing swainsonine (SW), a neurotoxic alkaloid that induces neurological dysfunction and growth inhibition in livestock.
Fan Yang +8 more
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Morphological and Phylogenetic Characterization of Alternaria Section Undifilum Fungal Endophytes from Astragalus and Swainsona spp. [PDF]
Journal of FungiThe locoweeds Astragalus and Oxytropis in the Americas and China, as well as Swainsona in Australia, harbor swainsonine-producing endophytes responsible for “locoism” or “pea struck” syndromes in grazing animals.
Marwa Neyaz +3 more
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