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

Abstract

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.

Notes

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Graduation Date

1991

Semester

Summer

Advisor

Miles, D. Howard

Degree

Master of Science (M.S.)

College

College of Arts and Sciences

Department

Chemistry

Format

PDF

Pages

185 p.

Language

English

Length of Campus-only Access

None

Access Status

Masters Thesis (Open Access)

Identifier

DP0027975

Subjects

Arts and Sciences -- Dissertations, Academic; Dissertations, Academic -- Arts and Sciences

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