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  • About
  • The Global ETD Search service is a free service for researchers to find electronic theses and dissertations. This service is provided by the Networked Digital Library of Theses and Dissertations.
    Our metadata is collected from universities around the world. If you manage a university/consortium/country archive and want to be added, details can be found on the NDLTD website.
1

"Síntese de compostos anfifílicos derivados de δ-d-gliconolactona, potenciais agentes surfactantes”

Oda, Simone do Carmo 15 September 2006 (has links)
Submitted by isabela.moljf@hotmail.com (isabela.moljf@hotmail.com) on 2017-02-10T14:40:27Z No. of bitstreams: 1 simonedocarmooda.pdf: 2842935 bytes, checksum: 45d00e10cd0b6b40f697b969f7b16dba (MD5) / Approved for entry into archive by Adriana Oliveira (adriana.oliveira@ufjf.edu.br) on 2017-02-13T16:43:34Z (GMT) No. of bitstreams: 1 simonedocarmooda.pdf: 2842935 bytes, checksum: 45d00e10cd0b6b40f697b969f7b16dba (MD5) / Made available in DSpace on 2017-02-13T16:43:34Z (GMT). No. of bitstreams: 1 simonedocarmooda.pdf: 2842935 bytes, checksum: 45d00e10cd0b6b40f697b969f7b16dba (MD5) Previous issue date: 2006-09-15 / CAPES - Coordenação de Aperfeiçoamento de Pessoal de Nível Superior / Os surfactantes são moléculas anfifílicas amplamente utilizadas em diversos setores industriais. Uma constante necessidade de produtos obtidos de matéria-prima natural ao invés de derivados do petróleo tem conduzido a um esforço em desenvolver surfactantes “naturais” derivados de carboidratos. Estes, por serem versáteis, biodegradáveis e apresentarem uma ampla gama de aplicações, têm despertado o interesse de nosso laboratório e de diversos grupos de pesquisa. Com o objetivo de desenvolver novas moléculas tensoativas que possam igualmente atuar como agentes antibacterianos, preparamos neste trabalho diferentes diaminas e uma tetra-amina, N-alquiladas com cadeias carbônicas hidrofóbicas, e as suas respectivas gliconamidas. Assim, descrevemos nesta oportunidade a síntese e caracterização de compostos anfifílicos obtidos a partir de álcoois superiores. Estes foram inicialmente tratados com cloreto de metanosulfonila em diclorometano e piridina fornecendo os correspondentes mesilatos de alquila. Os intermediários aminados foram preparados a partir da substituição do grupo mesila destes compostos ou do átomo de cloro do 1-cloro-octano pelas diaminas: 1,2-etanodiamina, 1,3-propanodiamina ou 1,4-butanodiamina. A condensação destes intermediários aminados com a δ-D-gliconolactona forneceu as gliconamidas finais correspondentes. As estruturas dos produtos obtidos foram elucidadas pelos seus espectros no infravermelho, RMN de 1H e RMN de 13C. Dois destes compostos finais apresentaram atividade moderada contra o Mycobacterium tuberculosis. / Surfactants are amphiphilic molecules widely used in many industries. A constant need for products obtained from natural raw materials instead of petroleum derivatives has led to a lot of studies on developing “natural” surfactants derivative from carbohydrates. These compounds are versatile, biodegradable and introduce a wide range of applications, awake the interest of our laboratory and others research groups. Aiming the development of new tensoactives molecules which can also act as antibacterial agents, we describe in this work the preparation of several N-alkyl diamines and one tetra-amine, having an hydrophobic carbonic chain, and its respective gluconamides. Therefore, in this opportunity we describe the synthesis and characterization of amphiphilic compounds obtained from starting long chain alcohols. These compounds were initially treated with methanesulfonyl chloride in dichlorometane and pyridine, leading to the corresponding alkyl mesylates. The aminated intermediates were prepared by substitution of the mesyl group or of chlorine atom of n-octyl-chloride by diamines: 1,2-ethanediamine, 1,3propanediamine or 1,4-butanediamine. The condensation of these aminated intermediates with the δ-D-gluconolactone furnished the final gluconamides. The structures of the obtained compounds were elucidated by infrared spectroscopy, 1H and 13C NMR. Two of the final compounds showed moderate activity against the Mycobacterium tuberculosis.

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