Degree Name
MS (Master of Science)
Program
Chemistry
Date of Award
12-2019
Committee Chair or Co-Chairs
Abbas G. Shilabin
Committee Members
Ismail Kady, Bert Lampson
Abstract
As the battle against ever-increasing drug resistence bacteria rages on, novel and sometimes more complex natural products can be used to combat this. In this study, two-dimensional NMR techniques were utilized to collect a complete spectral data set for two natural products. The first structure, a synthesized Pyrrolobenzodiazepine alkaloid natural product was confirmed through these methods. The second, a strain of Rhodococcus, MTM3W5.2, produces a novel antibacterial molecule in broth cultures and the active compound was fractionated using a Sephedex LH-20 column. Chromatographic purification yielded a pure sample at 58.90 minutes, RT.58. HRMS data deduced an exact mass of 911.5490 Da, equivalent to a molecular formula of C52H78O13. Several major spin systems were constructed from the 2D-NMR spectra. However, due to limited sample quantity in compound with a large molecular weight and product instability, the long range HMBC signals needed to connect these fragments have not yet been obtained.
Document Type
Thesis - unrestricted
Recommended Citation
Johnson, Garrett, "Structure Elucidation of a Pyrrolobenzodiazepine Alkaloid and a Biologically Active Polyketide Produced by Rhodococcus sp. MTM3W5.2 via Two-Dimensional NMR Spectroscopy" (2019). Electronic Theses and Dissertations. Paper 3681. https://dc.etsu.edu/etd/3681
Copyright
Copyright by the authors.
Included in
Analytical Chemistry Commons, Medicinal-Pharmaceutical Chemistry Commons, Natural Products Chemistry and Pharmacognosy Commons, Organic Chemistry Commons