Academic literature on the topic 'Dolabriferol'

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Journal articles on the topic "Dolabriferol"

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Ciavatta, Maria Letizia, Margherita Gavagnin, Raffaella Puliti, Guido Cimino, Eugenia Martinez, Jesus Ortea, and Carlo Andrea Mattia. "Dolabriferol: A new polypropionate from the skin of the anaspidean mollusc Dolabrifera dolabrifera." Tetrahedron 52, no. 39 (September 1996): 12831–38. http://dx.doi.org/10.1016/0040-4020(96)00764-8.

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CIAVATTA, M. L., M. GAVAGNIN, R. PULITI, G. CIMINO, E. MARTINEZ, J. ORTEA, and C. A. MATTIA. "ChemInform Abstract: Dolabriferol: A New Polypropionate from the Skin of the Anaspidean Mollusc Dolabrifera dolabrifera." ChemInform 28, no. 4 (August 4, 2010): no. http://dx.doi.org/10.1002/chin.199704238.

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Lister, Troy, and Michael V. Perkins. "A Retro-Claisen Approach to Dolabriferol." Organic Letters 8, no. 9 (April 2006): 1827–30. http://dx.doi.org/10.1021/ol060347s.

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Currie, Russell H., and Jonathan M. Goodman. "In Silico Inspired Total Synthesis of (−)-Dolabriferol." Angewandte Chemie 124, no. 19 (March 29, 2012): 4773–75. http://dx.doi.org/10.1002/ange.201109080.

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Currie, Russell H., and Jonathan M. Goodman. "In Silico Inspired Total Synthesis of (−)-Dolabriferol." Angewandte Chemie International Edition 51, no. 19 (March 29, 2012): 4695–97. http://dx.doi.org/10.1002/anie.201109080.

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Pelchat, Nicholas, Dave Caron, and Robert Chênevert. "Enantioselective Synthesis of the Alcohol Moiety of Dolabriferol." Journal of Organic Chemistry 72, no. 22 (October 2007): 8484–88. http://dx.doi.org/10.1021/jo701524p.

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Laclef, Sylvain, Maris Turks, and Pierre Vogel. "Totalsynthese und Bestimmung der absoluten Konfiguration von (−)-Dolabriferol." Angewandte Chemie 122, no. 45 (September 23, 2010): 8704–6. http://dx.doi.org/10.1002/ange.201003735.

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Dias, Luiz C., and Márcio A. de Sousa. "Synthetic studies directed toward the total synthesis of dolabriferol." Tetrahedron Letters 44, no. 30 (July 2003): 5625–28. http://dx.doi.org/10.1016/s0040-4039(03)01351-0.

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Chênevert, Robert, Gabriel Courchesne, and Dave Caron. "Chemoenzymatic enantioselective synthesis of the polypropionate acid moiety of dolabriferol." Tetrahedron: Asymmetry 14, no. 17 (September 2003): 2567–71. http://dx.doi.org/10.1016/s0957-4166(03)00587-1.

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Laclef, Sylvain, Maris Turks, and Pierre Vogel. "Total Synthesis and Determination of the Absolute Configuration of (−)-Dolabriferol." Angewandte Chemie International Edition 49, no. 45 (September 23, 2010): 8525–27. http://dx.doi.org/10.1002/anie.201003735.

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Dissertations / Theses on the topic "Dolabriferol"

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Donald, Alastair David Graham. "Studies towards the total synthesis of dolabriferol." Thesis, University of Cambridge, 2002. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.620179.

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Sousa, Marcio Alves de. "Estudos visando a sintese total do (-) dolabriferol : sintese total do (-) pironetin." [s.n.], 2002. http://repositorio.unicamp.br/jspui/handle/REPOSIP/248480.

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Orientador : Luiz Carlos Dias
Tese (doutorado) - Universidade Estadual de Campinas, Instituto de Quimica
Made available in DSpace on 2018-08-03T11:27:34Z (GMT). No. of bitstreams: 1 Sousa_MarcioAlvesde_D.pdf: 16207341 bytes, checksum: b35ff3d3bae89f26230598f4d699731b (MD5) Previous issue date: 2002
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Makiyi, Edward Frank. "Studies towards total synthesis of dolabriferol and trans 2,5-disubstituted imidazolidin-4-ones." Thesis, University of Cambridge, 2004. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.616107.

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Lister, Troy, and mike perkins@flinders edu au. "Total Synthesis of Auripyrone A and Related Metabolites." Flinders University. School of Chemistry, Physics and Earth Sciences, 2006. http://catalogue.flinders.edu.au./local/adt/public/adt-SFU20060804.125858.

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In recent decades the emergence of marine polypropionate natural products as compounds of diverse structural complexity and intriguing biological activity has influenced the advancement of asymmetric synthesis and predicated detailed studies of marine ecology. The introductory chapter of this thesis explores the nature of marine natural products, including their structure, biological activity and biosynthesis. Additionally, a brief review of the aldol reaction is presented. This well established biomimetic chemical transformation underpins polyketide synthesis and was utilised extensively in the research contributing to this dissertation. Chapter Two describes the first asymmetric total synthesis of the two marine polypropionates isolated from specimens of Siphonaria australis by Hochlowski et al. in 1984. Spectroscopic analysis revealed hemiacetal 22 and ester 23 to be identical to the secondary metabolites extracted from the marine pulmonate. The synthetic approach to hemiacetal 22 utilised lactate derived ketone (S)-67 to control the configuration of the C7 and C8 stereocentres and involved the discovery of a mild protocol for the synthesis of trimethylsilyl enol ether 109, which was employed for a Mukaiyama aldol homologation reaction. Additionally, ester 23 was synthesised from hemiacetal 22 via a retro-Claisen fragmentation. The retro-Claisen approach utilised in the synthesis of ester 23 was extended in Chapter Three to serve as the pivotal transformation in an attempted total synthesis of the unusual marine polypropionate dolabriferol (30). The strategy toward dolabriferol (30) involved an iterative homologation of chiral ketone (S)-67 to install all but one of the requisite stereocentres in the natural product. Chemoselective deprotection of acyclic precursor 160 gave the elaborate 2,4,6-trioxaadamantane 167, whose participation as a protecting group mimic lead to the formation of ester 169 after reaction of the polycycle 167 with base. The synthesis of ester 169, which represents a direct precursor to dolabriferol (30), was achieved in 16 steps with an overall yield of 24%. Unfortunately, a robust protecting group on ester 169 prohibited a synthesis of dolabriferol (30), but intriguingly in one deprotection of ester 169 with aqueous hydrofluoric acid, spiroacetal 172 was isolated. Chapter Four describes the first total synthesis of cytotoxic marine polypropionate auripyrone A (78) and establishes the absolute configuration of this important natural product as that depicted for compound 78. The requisite C8-C12 stereopentad of auripyrone A (78) was formulated from Evans� dipropionate equivalent 53 in a double stereodifferentiating aldol reaction, followed by syn-reduction to give diol 206. Differentiation of the secondary alcohols in compound 206 was achieved by migration of the PMB protecting group and protection at C11 with the requisite acyloxy group of auripyrone A (78). Differential protection was critical to achieving selective spiroacetalisation to afford the unique spiroacetal dihydropyrone core of the natural product. The utility of LiHMDS for highly selective double stereodifferentiating aldol homologations of sensitive fragments is also discussed. This mild aldol protocol was pivotal to forming the carbogenic skeleton of auripyrone A, in particular, elaborate adduct 278.
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Clark, Kathryn. "Marine chemical ecology: the search for sequestered and bioactive compounds in the sea hares «dolabrifera dolabrifera» and «stylocheilus striatus» and in their preferred food, the cyanobacterium, «lyngbya majuscula»." Thesis, McGill University, 2008. http://digitool.Library.McGill.CA:80/R/?func=dbin-jump-full&object_id=19264.

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Dolabrifera dolabrifera, an anaspidean mollusc (sea hare) collected from Panama's Coiba National Park, was subjected to its first marine chemical ecology study. Its digestive gland contained 5a,8a-epidioxycholest-6-en-3ß-ol. This compound, documented for the first time in D. dolabrifera, demonstrated activity against the parasite responsible for leishmania (Leishmania donovani). An evaluation of its dietary repertoire revealed that D. dolabrifera significantly preferred the cyanobacterium Lyngbya majuscula over cyanobacterium Symploca sp., green alga Chaetomorpha sp., and red alga Spyridia sp.. A no-choice feeding assay using L. majuscula or green alga Cladophora sp. confirmed this preference. Through bioassay-guided fractionation, two novel cyanobacterial peptides were isolated. These compounds were determined active against Plasmodium falciparum, with one compound also active against L. donovani. These peptides were sequestered by sea hare Stylocheilus striatus, but not by D. dolabrifera. This work suggests that chemical ecological studies involving sea hares and cyanobacteria can guide researchers to compounds active against tropical parasites.
Des opisthobranches (anaspidea) dont une espèce nommé Dolabrifera dolabrifera a été étudié au Parc National Coiba, une île au Panama. Cette étude de chimie écologique marine est la première pour cette espèce. Dans sa glande digestive, on a retrouvé 5a,8a-épidioxycholest-6-en-3ß-ol. Ce composé possède des nouvelles activités contre le parasite de leishmanioses (Leishmania donovani). Lors d'une expérience d'alimentation D. dolabrifera a préféré la cyanobactérie Lyngbya majuscula, plutôt qu'une algue verte Chaetomorpha, une algue rouge Spyridia et une cyanobactérie Symploca. L'expérience suivante d'alimentation D. dolabrifera a mangé L. majuscula plutôt qu'une algue verte Cladophora. Deux peptides nouveaux étaient isolés de la L. majuscula, les deux actives en malaria (Plasmodium falciparum). Aussi un peptide actif en leishmanioses (L. donovani) et l'autre en malaria (P. falciparum). Ces composés étaient séquestrés dans un opisthobranche appelé Stylocheilus striatus. Ce travail suggère des études en chimie écologie chez les opisthobranches et les cyanobactéries qui peuvent amener à des composés ayant des activités contre les parasités tropicales.
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