Model Compounds for the Biomimetic Synthesis of Gukulenins
| dc.identifier.uri | http://hdl.handle.net/11401/78195 | |
| dc.description.sponsorship | This work is sponsored by the Stony Brook University Graduate School in compliance with the requirements for completion of degree | en_US |
| dc.format | Monograph | |
| dc.format.medium | Electronic Resource | en_US |
| dc.language.iso | en_US | |
| dc.type | Thesis | |
| dcterms.abstract | Gukulenin A, a tetraterpene, contains a unique bis-tropolone moiety, and exhibits potent cytotoxicity against various cell lines (human pharynx cancer FaDu, colon cancer HCT-116, renal cancer SN12C, stomach cancer MKN45). Developing a straightforward and concise synthesis of gukulenin A from easily available starting materials is meaningful for synthetic chemistry as well as drug discovery. In our research, we proposed that gukulenin A could be assembled via the four types of dimerization from three different substrates. In this project, we focused on the synthesis of 4-methyltropolone as the substrate for oxidative coupling, and (Z)-1-oxo-1-phenylpenta-2,4-dien-2-yl acetate as the model for a new Michael addition approach. At this point, we have obtained 4-methyltropolone with one of its isomers, and we have successfully made (Z)-1-oxo-1-phenylpenta-2,4-dien-2-yl acetate and tested the Michael-type dimerization under basic condition. | |
| dcterms.available | 2018-03-22T22:39:17Z | |
| dcterms.contributor | Parker, Kathlyn A. | en_US |
| dcterms.contributor | Ngai, Ming-Yu | en_US |
| dcterms.contributor | Rushton, Gregory. | en_US |
| dcterms.creator | Su, Siyuan | |
| dcterms.dateAccepted | 2018-03-22T22:39:17Z | |
| dcterms.dateSubmitted | 2018-03-22T22:39:17Z | |
| dcterms.description | Department of Chemistry. | en_US |
| dcterms.extent | 61 pg. | en_US |
| dcterms.format | Application/PDF | en_US |
| dcterms.format | Monograph | |
| dcterms.identifier | http://hdl.handle.net/11401/78195 | |
| dcterms.issued | 2017-08-01 | |
| dcterms.language | en_US | |
| dcterms.provenance | Made available in DSpace on 2018-03-22T22:39:17Z (GMT). No. of bitstreams: 1 Su_grad.sunysb_0771M_13385.pdf: 5007879 bytes, checksum: 7bc074ff544c8c032053866a29d8c5d6 (MD5) Previous issue date: 2017-08-01 | en |
| dcterms.subject | Model study | |
| dcterms.subject | Organic chemistry | |
| dcterms.subject | Total synthesis | |
| dcterms.title | Model Compounds for the Biomimetic Synthesis of Gukulenins | |
| dcterms.type | Thesis |
