Academic literature on the topic 'Butenolides'

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Journal articles on the topic "Butenolides"

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Villamizar-Mogotocoro, Andrés-Felipe, Andrés-Felipe León-Rojas та Juan-Manuel Urbina-González. "Δα,β-Butenolides [Furan-2(5H)-ones]: Ring Construction Approaches and Biological Aspects - A Mini-Review". Mini-Reviews in Organic Chemistry 17, № 8 (2020): 922–45. http://dx.doi.org/10.2174/1570193x17666200220130735.

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The five-membered oxacyclic system of furan-2(5H)-ones, commonly named as γ- butenolides or appropriately as Δα,β-butenolides, is of high interest since many studies have proven its bioactivity. During the past few years, Δα,β-butenolides have been important synthetic targets, with several reports of new procedures for their construction. A short compendium of the main different synthetic methodologies focused on the Δα,β-butenolide ring formation, along with selected examples of compounds with relevant biological activities of these promising pharmaceutical entities is presented.
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Wang, Zhen-Hua, Zhi-Jun Wu, Xue-Qun Huang та ін. "Diastereo- and enantioselective direct vinylogous Michael addition of γ-substituted butenolides to 2-enoylpyridines catalyzed by chiral bifunctional amine-squaramides". Chemical Communications 51, № 87 (2015): 15835–38. http://dx.doi.org/10.1039/c5cc06383c.

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Yang, Long-He, Han Ou-Yang, Xia Yan, et al. "Open-Ring Butenolides from a Marine-Derived Anti-Neuroinflammatory Fungus Aspergillus terreus Y10." Marine Drugs 16, no. 11 (2018): 428. http://dx.doi.org/10.3390/md16110428.

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To investigate structurally novel and anti-neuroinflammatory natural compounds from marine-derived microorganisms, the secondary metabolites of Aspergillus terreus Y10, a fungus separated from the sediment of the coast in the South China Sea, were studied. Three new compounds (2–4), with novel open-ring butenolide skeletons, were isolated from the ethyl acetate extract of the culture medium. In addition, a typical new butenolide, asperteretal F (1), was found to dose-dependently inhibit tumor necrosis factor (TNF-α) generation with an IC50 of 7.6 μg/mL. The present study shows the existence of
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Kaklyugina, Tatyana Ya, Larisa A. Badovskaya, Ludmila N. Sorotskaya, et al. "Reaction of 2-butenolide and 4-bromo-2-butenolide with 5-aryl-2-furaldehydes and thiolates." Collection of Czechoslovak Chemical Communications 51, no. 10 (1986): 2181–85. http://dx.doi.org/10.1135/cccc19862181.

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Condensation of 2-butenolide with 5-(4-X-phenyl)-2-furaldehydes (X = H, CH3, OCH3, Br, Cl, NO2) in methanol in the presence of piperidine as catalyst afforded the corresponding 4-[5-(4-X-phenyl-2-furfurylidene)]-2-butenolides. As shown by 1H NMR spectra, the reaction afforded mixtures of Z- and E-isomers which on crystallization were isomerized to the stable Z-isomers (except when X = NO2). 4-Bromo-2-butenolide reacted with sodium salts of 2-mercaptobenzoxazole and 2-mercaptobenzimidazole to give the corresponding 4-(benzazoyl-2-thio)-2-butenolides, probably by an anion-radical mechanism. With
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Madhavachary, Rudrakshula, Rosy Mallik, and Dhevalapally B. Ramachary. "Organocatalytic Enantiospecific Total Synthesis of Butenolides." Molecules 26, no. 14 (2021): 4320. http://dx.doi.org/10.3390/molecules26144320.

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Biologically important, chiral natural products of butenolides, (−)-blastmycinolactol, (+)-blastmycinone, (−)-NFX-2, (+)-antimycinone, lipid metabolites, (+)-ancepsenolide, (+)-homoancepsenolide, mosquito larvicidal butenolide and their analogues were synthesized in very good yields in a sequential one-pot manner by using an organocatalytic reductive coupling and palladium-mediated reductive deoxygenation or organocatalytic reductive coupling and silica-mediated reductive deamination as the key steps.
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Pepperman, Armand B., and Judith M. Bradow. "Strigol Analogs as Germination Regulators in Weed and Crop Seeds." Weed Science 36, no. 6 (1988): 719–25. http://dx.doi.org/10.1017/s004317450007572x.

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Twelve analogs of the strigol D-ring (butenolides) were evaluated at 0.1 mM as germination regulators of 26 weed and crop seeds. In general, the butenolides either inhibited or did not affect monocot germination, although the hydroxybutenolide stimulated germination of dormant cheat and nondormant perennial ryegrass and sorghum seeds. The response rate for dicots was greater but still primarily inhibitory. Dormant lettuce seeds (both light-sensitive and light-insensitive), Palmer amaranth, and redroot pigweed showed several significant responses, both inhibitory and stimulatory. Some of the bu
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Noureddine, Tamma, and Gherraf Noureddine. "Synthesis of some Butenolides and Study of their Antibacterial Activity." International Letters of Chemistry, Physics and Astronomy 14 (September 2013): 61–67. http://dx.doi.org/10.18052/www.scipress.com/ilcpa.14.61.

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Butenolides and their analogues represent a wide range of natural compounds of a medical and biological importance. In the last decades, a great number of compounds of various structures, in general from Alkylidene butenolide, were isolated and showed biological activities. In this work we have studied the reactivity of some alkylidene butenolide and their antibacterial activity. the study is of a scientific interest in terms of the synthesis of new compounds (Butenolide 01: 5-hydroxy-5-(1-methoxypropan-2-yl)-4-methylfuran-2(5H)-one, Butenolide 02: 5-(1-methoxypropan-2-yl)-4-methylfuran-2(5H)-
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Noureddine, Tamma, and Gherraf Noureddine. "Synthesis of some Butenolides and Study of their Antibacterial Activity." International Letters of Chemistry, Physics and Astronomy 14 (May 19, 2013): 61–67. http://dx.doi.org/10.56431/p-8o5l71.

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Butenolides and their analogues represent a wide range of natural compounds of a medical and biological importance. In the last decades, a great number of compounds of various structures, in general from Alkylidene butenolide, were isolated and showed biological activities. In this work we have studied the reactivity of some alkylidene butenolide and their antibacterial activity. the study is of a scientific interest in terms of the synthesis of new compounds (Butenolide 01: 5-hydroxy-5-(1-methoxypropan-2-yl)-4-methylfuran-2(5H)-one, Butenolide 02: 5-(1-methoxypropan-2-yl)-4-methylfuran-2(5H)-
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Perjéssy, Alexander, Aida Avetisovna Avetisyan, Anna Alexandrovna Aknazaryan та Gagik Surenovich Melikyan. "Preparation of 3-cyano-4-(R-vinyl)-5,5-dimethyl-Δ3-butenolides and substituent effects on their infrared spectra". Collection of Czechoslovak Chemical Communications 54, № 6 (1989): 1666–74. http://dx.doi.org/10.1135/cccc19891666.

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Twenty nine 3-cyano-4-(R-vinyl)-5,5-dimethyl-Δ3-butenolides were prepared by condensation of 3-cyano-4,5,5-trimethyl-Δ3-butenolide with aliphatic and aromatic aldehydes. The wave numbers of C=O, C=N and C=C stretching vibrations of synthesized compounds were measured in trichloro- and tetrachloromethane. The spectral data were correlated with substituent conotants using Hammett-Brown and the improved and extended Seth-Paul-Van Duyse equation. The statistical results of correlations were compared with those of ethyl α-cyanocinnamates, ethyl benzoates and benzonitriles. The transmission factors
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Balšánek, Vojtěch, Lucie Tichotová, Jiří Kuneš, et al. "Cytostatic tetrazole–butenolide conjugates: linking tetrazole and butenolide rings via stille coupling and biological activity of the target substances." Collection of Czechoslovak Chemical Communications 74, no. 7-8 (2009): 1161–78. http://dx.doi.org/10.1135/cccc2009040.

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A series of tetrazoles linked to the butenolide core via benzene rings were prepared by the Stille coupling reaction of α-(tributylstannyl)butenolides and 5-(alkylsulfanyl)-1-(4-iodophenyl)tetrazoles, and the compounds were tested for antifungal and cytostatic activity. Interesting antifungal activities against the filamentous strain Absidia corymbifera, and cytostatic activities against leukemic cells HL-60 and CCRF-CEM were found. The cytostatic activity requires the presence of both the butenolide ring and the alkylsulfanyl group bound to tetrazole ring. In addition, the feasibility of Pd-c
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Dissertations / Theses on the topic "Butenolides"

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Sirit, A. "Asymmetric synthesis of butenolides." Thesis, Swansea University, 1994. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.639047.

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Optically active butenolides have been prepared from the reaction of chiral 1,3-dioxolans and 1,3-oxazolidines with the silyl enol ethers 2-trimethylsilyloxyfuran and 2-trimethylsilyoxy-4-methoxyfuran. Chiral 1,3-dioxolans were prepared in high yields (80-96%) by the exchange reaction of diisopropyl L-tartrate with triethyl orthoformate, triethyl orthoacetate and triethyl orthobenzoate. These were reacted with 2-trimethylsilyoxyfuran (TMSOF) under Lewis acid conditions to give optically active butenolides. The stereoselectivity and yield were not very good. (-)-(R)-Phenyl glycinol and (-)-(1R,
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Brown, David William. "Radical additions to butenolides." Thesis, University of Reading, 1997. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.360719.

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Jarvis, Ashley N. "Preparation and ring-opening reactions of N-diphenylphosphinyl vinylaziridines." Thesis, University of Reading, 1998. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.301977.

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Schacht, Mathias [Verfasser], and Nina [Akademischer Betreuer] Schützenmeister. "Synthesis of Natural Abundant Butenolides and Analogues / Mathias Schacht ; Betreuer: Nina Schützenmeister." Hamburg : Staats- und Universitätsbibliothek Hamburg, 2019. http://d-nb.info/1197801359/34.

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Pais, G. C. G. "Synthesis of sex pheromonal lactones and antitumor butenolides and heterogeneous catalysis for organic transformations." Thesis(Ph.D.), CSIR-National Chemical Laboratory, Pune, 1997. http://dspace.ncl.res.in:8080/xmlui/handle/20.500.12252/3322.

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Karak, Milandip. "A stereoselective vinylogous aldol reaction of tetronamides and the synthesis of rubrolides and beta- substituted butenolides." Universidade Federal de Viçosa, 2017. http://www.locus.ufv.br/handle/123456789/13425.

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Submitted by Marco Antônio de Ramos Chagas (mchagas@ufv.br) on 2017-11-21T15:24:32Z No. of bitstreams: 1 texto completo.pdf: 20136211 bytes, checksum: 27955f4b1fd7b5bdf978d63e7c835f6b (MD5)<br>Made available in DSpace on 2017-11-21T15:24:32Z (GMT). No. of bitstreams: 1 texto completo.pdf: 20136211 bytes, checksum: 27955f4b1fd7b5bdf978d63e7c835f6b (MD5) Previous issue date: 2017-01-27<br>Coordenação de Aperfeiçoamento de Pessoal de Nível Superior<br>Os butenolídeos, que apresentam em sua estrutura o núcleo lactona α, -insaturada, são encontrados em produtos naturais e não naturais com div
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Khatod, H. S. "Synthetic studies towards sesquiterpene butenolides, (S)-ar-himachalene, development of synthetic methodology and it's application in synthesis of (R)- venlafaxine." Thesis(Ph.D.), CSIR-National Chemical Laboratory, Pune, 2016. http://dspace.ncl.res.in:8080/xmlui/handle/20.500.12252/2069.

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Loach, Richard. "Methodologies for the regiocontrolled assembly of a-substituted butenolides and 5-hydroxypyrrol-2(5H)-ones : enantioselective total synthesis of annomolon A & auxofuran." Thesis, Université Laval, 2013. http://www.theses.ulaval.ca/2013/29954/29954.pdf.

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Les travaux de cette thèse concernent des synthèses totales de produits naturels d’importance biologique, qui ont pu être réalisées grâce au développement de méthodologies pour synthétiser des hétérocycles oxygénés et azotés. Le premier chapitre comprend le développement d’une méthodologie pour synthétiser des buténolides substitués en alpha, en utilisant le 3-bromo-2-silyloxyfurane pour former un nucléophile très général via échange lithium-halogène, et a démontré une excellente réactivité avec une grande variété d’électrophiles. La flexibilité de ce protocole nous a permis de compléter la pr
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MOSTEFA-KARA, BACHIR. "Preparation et etude de la reactivite de cetones-imidazoles, de ##,#-butenolides et de 3-pyrrolin-2-ones. Applications a la synthese de fongicides potentiels." Paris 6, 1994. http://www.theses.fr/1994PA066657.

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Le travail realise a pour but, dans une premiere partie, la synthese de fongicides contenant l'heterocycle imidazole. Des alcools imidazoliques, ont ainsi ete prepares par plusieurs methodes differentes: action de l'imidazole sode sur les -halohydrines ou les epoxydes, composes precurseurs obtenus par condensation de divers organometalliques (organomagnesiens satures, organozinciques allyliques) sur les cetones -halogenees. Addition directe d'organozinciques allyliques sur les cetones-imidazoles ; ces dernieres ont ete preparees au prealable par une nouvelle methode. Action de phenates et d'ox
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Rodier, Fabien. "Nouvel accès chimio-, régio- et stéréosélectif aux motifs spirolactones polycycliques via une réaction de cycloaddition [3+2]." Thesis, Aix-Marseille, 2012. http://www.theses.fr/2012AIXM4324.

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Le système spirocyclique (7,5) est un motif récurrent dans un certain nombre de produits naturels tels que les Micrandilactones ou les Rubriflordilactones. Ces structures polycycliques représentent un réel défi synthétique pour les chimistes organiciens puisqu'elles présentent au moins neuf centres stéréogènes dont plusieurs sont quaternaires. L'objectif principal de ce travail était de développer de nouvelles réactions de cycloaddition [3+2] et de les utiliser comme étape clé afin d'obtenir rapidement et efficacement le squelette polycylique de ces composés. La première partie de ces travaux
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Books on the topic "Butenolides"

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Schaaf, Bettina. Modellversuche zur Synthese eines [beta],[gamma]-ungesättigten [beta-gamma-ungesättigten] Butenolids aus dem Labdanum-Harz. [s.n.], 1990.

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Linoh, Karin. Synthetische und strukturelle Untersuchungen über Dimesylamin-Derivate: N-Acyl-dimesylamine, [gamma]-Dimesylamino-D[beta],[gamma]-butenolid, Salze des Dimesylamins mit N-Acylonium- sowie einfachen und komplexen d-Metall-Kationen, [18-Krone-6]₃[Dimesylamin]₂. [s.n.], 1989.

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Kapferer, Tobias. Enantioselektive Synthese von trisubstituierten [gamma]-Butyrolactonen, Butenoliden aus Plagiomnium undulatum und iso-Gregatin D. 2006.

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Lattmann, Eric. Eine konvergente und flexible Synthesestrategie zur Pyranofuranon-Manoalid-Substruktur und weiteren Oxa-, Aza-Heterocyclen mit butenolider Endgruppe. 1995.

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Book chapters on the topic "Butenolides"

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Harcken, Christian, Thilo Berkenbusch, Stefan Braukmüller, et al. "Stereoselective Syntheses of γ-Lactones and γ-Alkylidene- Butenolides." In Current Trends in Organic Synthesis. Springer US, 1999. http://dx.doi.org/10.1007/978-1-4615-4801-0_19.

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Ogura, Akihiro, and Ken-ichi Takao. "Total Syntheses of (+)-Aquatolide and Related Humulanolides." In Modern Natural Product Synthesis. Springer Nature Singapore, 2024. http://dx.doi.org/10.1007/978-981-97-1619-7_13.

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AbstractHerein, the total syntheses of (+)-aquatolide, a humulane-derived sesquiterpenoid lactone, and five other related humulanolides are described. The key reactions in these syntheses are a cascade metathesis reaction of cyclobutenecarboxylate to construct a γ-butenolide with an unsaturated aldehyde side chain, an intramolecular Nozaki–Hiyama–Takai–Kishi reaction to form an all-trans-humulene lactone skeleton, and a biosynthesis-inspired [2 + 2] photocycloaddition to provide a bridged 5/5/4/8-ring system. A cycloaddition giving a 5/4/4/7-ring system was also found. In addition, biological
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Tsukano, Chihiro, Motohiro Yasui, and Yoshiji Takemoto. "Total Synthesis of Avenaol." In Modern Natural Product Synthesis. Springer Nature Singapore, 2024. http://dx.doi.org/10.1007/978-981-97-1619-7_18.

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AbstractAvenaol is a terpene with a unique all-cis cyclopropane in which all bulky substituents are oriented in the same direction. It is categorized into a non-canonical strigolactone. We have synthesized alkylidenecyclopropanes by Rh-catalyzed intramolecular cyclopropanation of allenes, followed by iridium-catalyzed diastereoselective double bond isomerization to construct all-cis cyclopropanes. Subsequently, distinction of the two hydroxymethyl groups of 1,3-diol by an intramolecular SN1-type reaction, followed by cleavage of the tetrahydropyranyl ring by regioselective C–H oxidation, led t
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Malacria, M., C. Aubert, and J. L. Renaud. "Synthesis of Butenolides." In Compounds with Transition Metal-Carbon pi-Bonds and Compounds of Groups 10-8 (Ni, Pd, Pt, Co, Rh, Ir, Fe, Ru, Os). Georg Thieme Verlag KG, 2001. http://dx.doi.org/10.1055/sos-sd-001-00364.

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Maier, M. E. "Butenolides from Furans." In Three Carbon-Heteroatom Bonds: Acid Halides; Carboxylic Acids and Acid Salts. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-020-01413.

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Lee, H., and E. A. Theodorakis. "Synthesis of Butenolides from Azidoquinones." In Quinones and Heteroatom Analogues. Georg Thieme Verlag KG, 2006. http://dx.doi.org/10.1055/sos-sd-028-00080.

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"Pyranose-Fused Butenolides: An Expedient Preparation from Furanose Synthons." In Carbohydrate Chemistry. CRC Press, 2016. http://dx.doi.org/10.1201/b11261-21.

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Fan, Y. C., and O. Kwon. "Formation of γ-Butenolides Using ()--(2′-Diphenylphosphino-1,1′-binaphthalen-2-yl)acetamide." In Lewis Base and Acid Catalysts. Georg Thieme Verlag KG, 2012. http://dx.doi.org/10.1055/sos-sd-204-00415.

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Chen, Sharon, and Tania Sorrell. "New Agents in Development – Nikkomycin Z, CAY-1, Sodarins, Butenolides, Enfungumab, Inositol Phosphoceramide Synthase Inhibitors." In Kucers' The Use of Antibiotics Sixth Edition. CRC Press, 2010. http://dx.doi.org/10.1201/b13787-187.

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Lambert, Tristan H. "Construction of Stereochemical Arrays." In Organic Synthesis. Oxford University Press, 2015. http://dx.doi.org/10.1093/oso/9780190200794.003.0045.

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The unprecedented enantioselective 1,8-addition of azlactone 1 to acylpyrrole 2 catalyzed by triaminophosphorane 3 was reported (J. Am. Chem. Soc. 2012, 134, 19370) by Takashi Ooi at Nagoya University. Tomislav Rovis at Colorado State University developed (Angew. Chem. Int. Ed. 2012, 51, 12330) the asymmetric oxidative hetero-Diels-Alder reaction of propionaldehyde (5) and ketone 6 to produce lactone 8, catalyzed by NHC catalyst 7 in the presence of phenazine. A related NHC catalyst 11 was utilized (Angew. Chem. Int. Ed. 2012, 51, 8276) by Xue-Wei Liu at Nanyang Technological University for th
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