Synthesis of 2,3,4-trisubstituted pyrroles from 2,3-disubstituted-3-chloropropeniminium salts : a search for biologically active compounds from zigadenus densus and rhizophora apiculata
PART I 3-Phenyl-2-substituted-3-chloropropeniminium salts were reacted with a-amino acid esters to produce 2-carbethoxy-3-phenyl-4-substituted pyrroles in good yield. The preparation of highly functionalized pyrroles from enaminones by this method may occur via azomethine ylids or azapentadienyl anion intermediates. PART II The phytochemistry of the plant Zigadenus densus was investigated with an emphasis upon identifying alkaloidal components relative to a chemoecological study. Emphasis was also placed upon the identification of antifungal and antibacterial components using the bioassay-guided approach. A method was developed to determine the antifun9al minimum inhibitory concentration (MIC) of pure compounds using a broth microdilution technique. The MICs of pure compounds from the plant Rhizophora apiculata were determined using this method.
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Miles, D. Howard
Master of Science (M.S.)
College of Arts and Sciences
Length of Campus-only Access
Masters Thesis (Open Access)
Arts and Sciences -- Dissertations, Academic; Dissertations, Academic -- Arts and Sciences
Bruce, Marc A., "Synthesis of 2,3,4-trisubstituted pyrroles from 2,3-disubstituted-3-chloropropeniminium salts : a search for biologically active compounds from zigadenus densus and rhizophora apiculata" (1991). Retrospective Theses and Dissertations. 3797.