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Total Synthesis of (+)-Batzelladine B, (-)-Dehydrobatzelladine C, (+)-Batzelladine E, (+)-Batzelladine K, and (-)-Myrocin G
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| 자료유형 | 학위논문 |
|---|---|
| 서명/저자사항 | Total Synthesis of (+)-Batzelladine B, (-)-Dehydrobatzelladine C, (+)-Batzelladine E, (+)-Batzelladine K, and (-)-Myrocin G. |
| 개인저자 | Economou, Christo. |
| 단체저자명 | Yale University. |
| 발행사항 | [S.l.]: Yale University., 2019. |
| 발행사항 | Ann Arbor: ProQuest Dissertations & Theses, 2019. |
| 형태사항 | 854 p. |
| 기본자료 저록 | Dissertations Abstracts International 81-01B. Dissertation Abstract International |
| ISBN | 9781392328651 |
| 학위논문주기 | Thesis (Ph.D.)--Yale University, 2019. |
| 일반주기 |
Source: Dissertations Abstracts International, Volume: 81-01, Section: B.
Publisher info.: Dissertation/Thesis. Advisor: Berzon, Seth B. |
| 이용제한사항 | This item must not be added to any third party search indexes.This item must not be sold to any third party vendors. |
| 요약 | Polycyclic guanidinium alkaloids are a large class of marine alkaloids isolated from sea sponges. Numerous total syntheses and synthetic approaches toward this class of natural products have been reported. In the first chapter of this thesis, I describe our efforts to develop a concise and modular synthesis of the polycyclic guanidinium alkaloid ( + )batzelladine B (3). Owing to the modular nature of our route, it was readily adapted toward the synthesis of the related isolates (-)-dehydrobatzelladine C (5), (+)-batzelladine E (6), and (+)-batzelladine K (7).In the second chapter, synthetic studies toward the antiproliferative fungal diterpenes known as the myrocins are described. Chemical reactivity studies carried out on the representative isolate myrocin C (177) suggest that this natural product and structurally analogous family members may be capable of forming DNA interstrand crosslinks by sequential nucleotide additions to the enone and cyclopropane residues of the structure. Based on literature precedent and the structures of other known myrocins, we anticipated that natural myrocin C (177) undergoes rapid ring-opening to the diosphenol ()- myrocin G (176). Accordingly, we targeted this compound for synthesis. A convergent approach to (-)-myrocin G (176) was developed. This work sets the stage for identification of the biological target(s) of this family of natural products. |
| 일반주제명 | Organic chemistry. |
| 언어 | 영어 |
| 바로가기 | 
: 이 자료의 원문은 한국교육학술정보원에서 제공합니다. |
