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Study On The 60 Soil Streptomyces Of Chemical Screening And Application

Posted on:2016-07-01Degree:MasterType:Thesis
Country:ChinaCandidate:Y ZhangFull Text:PDF
GTID:2180330470476227Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Streptomyces are important species of microbial resources, which are capable of generating diverse biological active compounds. Therefore, it is have a huge development and application in clinical medicine.Therefore, the thesis was focused on chemical composition of 60 strains of soil Streptomyces and its application.To begin with, the production of 60 strains soil Streptomyces were screened by means of four different mediums, and then in combination with TLC and HPLC to rapid monitor chemical diversity. Based on above results, 8 strains of Streptomyces which are capable of high yield and variable chemical composition were amplified fermentation to extensive separate and purify for obtaining diverse metabolites. Fortunately, 18 compounds were isolated and purified by modern analytical methods such as gel LH-20 chromatography and HPLC. The structures of one new compounds and 17 known compounds were elucidated by HR-MS, 1H-NMR, 13C-NMR, COSY, HMQC, HMBC, X- ray technologies. Some of them have significance medical value, such as thiostrepton, actinomycin analogues. The high yield of actinomycin analogues is up to 100 mg / L from ZLX32 without optimization of fermentation condition, the result shows the ZLX32 have a great potential in application.To be excited, the Actinomycin analogues(compound 1) from ZLX32 are expected to develop as a NMR chiral solvating agent owing to them possessing unique peptide analogs ring cavity structure and containing conjugated macrocyclic effect. To evaluate the enantiodifferentiating properties of compound 1,, carboxylic acids were selected as model analytes for studying the enantiodiscrimination. The results showed that the compound has strong chiral recognition effect on chiral carboxylic acids and a wide range of substrates including alkyl acids and aryl acid. The measurements of 1H chemical shift nonequivalences(ΔΔδ) was 113 Hz at the molar ratio of 10:1. Compared to previously synthetic chiral solvating agent, compound 1 is an efficient agent for chiral discrimination. Furthemore, this work represents the first example of the use of Streptomyces metabolite as NMR chiral solvate agent for measuring enantiomeric excess of carboxylic acids.
Keywords/Search Tags:Streptomyces, secondary metabolites, antibiotics, structure identification, chiral recognition, chiral solvating agent
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