Font Size: a A A

The Synthesis And Absolute Configuration Of Several High Benzyl Alcohol-phenolic Natural Products Were Determined

Posted on:2017-08-14Degree:MasterType:Thesis
Country:ChinaCandidate:M R XuFull Text:PDF
GTID:2351330485493263Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
The subjects of this thesis are that synthesis and absolute configuration of two nature phenolic homobenzyl esters.First, we determined its absolute configuration by total synthesis of natural product 1.Then compare the similar structures to other natural products, we totally synthnesized natural products 3-5 and determined their adsolute configurations.At last, we totally synthnesized compound 2 which is isolated from another natural herbs,and determined its absolute configuration.Compound 1 was isolated from Eupatorium fortunei TURCZ, a perennial herb in the family Asteraceae widely distributed in China and has been used as a Chinese folk medicine. Guo et al. extract a variety of optical activety compounds from Eupatorium fortunei TURCZ, we also sel-ected natural products 3-5 which have the similar structure to compound 1 to synthnesiz-ed.Compound 3 as a natural product isolated from the plant Arnica sachalinensis at the first time. Many natural products were isolated from this plant including compound 4 and 5. But the writer did not give the optical rotations of these natural products from this extraction of literature.Compound 5 has been isolated from Bahia schaffneri var. before and its optical rotations has been gived in this literature.It can helped to determine the absolute configuration of compound 3-5. Finally, we totally synthesized the natural product 2, which isolated from natural products Phragmipedium, and which showed antitumor activity(non-small lung adenocarcinoma A549) in the preliminary screening. According to the optical rotations given in the literature of isolated, we determined the absolute configuration of compound 2.We totally synthnesized several natural compounds which have the similar structures and determined them absolute configurations in this thesis. Although optical rotations of individual compounds were not completely, it also can help us to speculate the absolute configuration because of the similarity of their structural.We also complete physical and spectroscopic data for other natural homobenzyl esters.
Keywords/Search Tags:Natural products, Total synthesis, Optical activity, Configuration determination
PDF Full Text Request
Related items