Alexandria Digital Research Library

Ruthenium Nitrosyl Salen and Salophen PhotoNORMS : Biological Studies and Applications towards Small Molecule Delivery Platforms

Author:
Crisalli, Meredith Anne
Degree Grantor:
University of California, Santa Barbara. Chemistry and Biochemistry
Degree Supervisor:
Peter C. Ford
Place of Publication:
[Santa Barbara, Calif.]
Publisher:
University of California, Santa Barbara
Creation Date:
2014
Issued Date:
2014
Topics:
Chemistry, Inorganic
Keywords:
Ruthenium
Salophen
Photochemistry
Nitric oxide
Salen
Genres:
Online resources and Dissertations, Academic
Dissertation:
Ph.D.--University of California, Santa Barbara, 2014
Description:

Nitric oxide (NO) is an endogenously produced small molecule involved in neural transmission, immune response, and blood pressure regulation. The radical nature of NO has also been studied for its ability to increase radiation damage in hypoxic cells, thus improving radiation chemotherapy. In this vein, we are committed to generating molecules that utilize an external trigger to allow for controlled release of NO in biology.

Photochemical release of NO allows for specific location, timing, and dosage of a drug and has the potential to limit wide spread side-effects common to chemotherapy treatments. Several novel ruthenium nitrosyls have been synthesized and studied for their photoactive nitric oxide release. Compounds were characterized by mass spectroscopy, NMR, UV-visible spectra, IR, elemental analysis, photochemical reactivity and ability to release NO. Quantum yields and efficiency measurements were conducted by monitoring the moles of NO produced due to light irradiation. The release of NO was detected by a Nitric Oxide Analyzer in real time.

Two major compounds will be discussed, a water soluble, water stable ruthenium nitrosyl for applications in biological systems and a hydrophobic ruthenium nitrosyl variant which was infused into a polymer matrix with up-converting nanoparticles (UCNP). The water soluble compound Ru(NO)(salen-CO2H)Cl 1, has been studied for its photochemistry, cytotoxicity on a murine melanoma cancer cell line, and vasodilation in murine aortic rings. The hydrophobic compound, Ru(NO)(salophen)Cl, was loaded into a polymer matrix with UCNP, utilizing unique properties of UCNPs to shift the excitation wavelength into the near infrared region, where there is better tissue penetration of light. This document contains the synthetic, photochemical, and studies on the efficiency of NO release for each compound.

Physical Description:
1 online resource (157 pages)
Format:
Text
Collection(s):
UCSB electronic theses and dissertations
ARK:
ark:/48907/f3hd7sth
ISBN:
9781321567625
Catalog System Number:
990045118120203776
Rights:
Inc.icon only.dark In Copyright
Copyright Holder:
Meredith Crisalli
File Description
Access: Public access
Crisalli_ucsb_0035D_12400.pdf pdf (Portable Document Format)