Synthetic studies on indolic enamide natural products: 1. Total syntheses of coscinamide A, concinamide B and igzamide: 2. Synthetic studies towards the synthesis of halocyamine B Public Deposited

http://ir.library.oregonstate.edu/concern/graduate_thesis_or_dissertations/12579v14q

Descriptions

Attribute NameValues
Creator
Abstract or Summary
  • The 3-substituded indolic enamide moiety has been found in many marine compounds over the past 20 years. These indolic enamides exhibit various biological properties such as cytotoxic, anthelmintic, antimicrobial and HW-inhibitory activities. Among these indolic enamides, some are (E)-enamides, like coscinamide A and coscinamide B, others are (Z)-configuration in their natural form, like igzamide and halocyamine B. A general method to selectively construct (E)- and (Z)-indolic enamides was devised through an bydroxyl amide formed from amino alcohol followed by a thermally assisted dehydration as the key step. Solvent effects were tested for the dehydration reaction. (Z)-Indolic enamides could be obtained in a moderate yield with xylene as the solvent for the dehydration reaction. (E)-Indolic enamides were the main products with N, N-dimethylformamide as the solvent. Total syntheses of three indolic enamides: coscinamide A, coscinamide B and igzamide have been described. The (E)- or (Z)-isomers of these natural compounds were obtained during the syntheses as well. A synthetic study of halocyamine B is also reported in this thesis.
Resource Type
Date Available
Date Copyright
Date Issued
Degree Level
Degree Name
Degree Field
Degree Grantor
Commencement Year
Advisor
Academic Affiliation
Non-Academic Affiliation
Subject
Rights Statement
Peer Reviewed
Language
Digitization Specifications
  • File scanned at 300 ppi (Monochrome) using Capture Perfect 3.0.82 on a Canon DR-9080C in PDF format. CVista PdfCompressor 4.0 was used for pdf compression and textual OCR.
Replaces
Additional Information
  • description.provenance : Made available in DSpace on 2011-08-10T22:35:22Z (GMT). No. of bitstreams: 1 MaYuelong2007.pdf: 876714 bytes, checksum: 3d656fb59cc0665a6e02b76c48f68730 (MD5) Previous issue date: 2006-08-24
  • description.provenance : Submitted by Eric Vanderwall (ewscanner@gmail.com) on 2011-07-19T20:42:58Z No. of bitstreams: 1 MaYuelong2007.pdf: 876714 bytes, checksum: 3d656fb59cc0665a6e02b76c48f68730 (MD5)
  • description.provenance : Approved for entry into archive by Anna Opoien(anna.opoien@oregonstate.edu) on 2011-08-10T22:31:00Z (GMT) No. of bitstreams: 1 MaYuelong2007.pdf: 876714 bytes, checksum: 3d656fb59cc0665a6e02b76c48f68730 (MD5)
  • description.provenance : Approved for entry into archive by Anna Opoien(anna.opoien@oregonstate.edu) on 2011-08-10T22:35:22Z (GMT) No. of bitstreams: 1 MaYuelong2007.pdf: 876714 bytes, checksum: 3d656fb59cc0665a6e02b76c48f68730 (MD5)

Relationships

In Administrative Set:
Last modified: 08/02/2017

Downloadable Content

Download PDF
Citations:

EndNote | Zotero | Mendeley

Items