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Chemistry of natural organic products

Code: 44051
ECTS: 5.0
Lecturers in charge: doc. dr. sc. Nikola Cindro - Lectures
Lecturers: Nikola Cindro - Seminar
Take exam: Studomat
Load:

1. komponenta

Lecture typeTotal
Lectures 30
Seminar 15
* Load is given in academic hour (1 academic hour = 45 minutes)
Description:
COURSE CONTENT:
Carbohydrates. Structural types, stereochemistry and nomenclature of monosaccharides. Sources and function. Chemistry of monosaccharides. Reactions of the hydroxyl group. Reactions at the anomeric centre. Glycosides. Formation and hydrolyses. Methods for determine the size of sugar rings. Oligosaccharides and polysaccharides. Determination of the structure and syntheses of polysaccharides. Structural characteristics and biological properties (glycogen, starch, cellulose, hitine). Nucleosides, nucleotides and polinucleotides: structure, reactivity and synthesis. Amino acids and proteins. Properties and stereochemistry of amino acids. Reactions of amino acids in vitro and in vivo. Syntheses of amino acids. Resolution of the amino acid racemates. Enantioselective syntheses of amino acids. Peptides and proteins. Syntheses of peptides and proteins. N-protecting groups. Activation and reaction: solid faze syntheses. Some linear and cyclic peptides and proteins. Terpenoids. General routes of biogenesis. Structure determination. Monoterpenoids. Sesquiterpenoids. Diterpenoids. Triterpenoids. Tetraterpenoids. Polyterpenoids. Steroids. Cholesterol. Bile acids. Sex hormones. Saponins. Vitamin D. Phytosterols. Stereochemistry, biogenesis, chemical syntheses and transformations. Phenolics. Structural types. Natural occurrence. Isolation and structure elucidation. Biogenesis via acetate pathway. Laboratory syntheses. Shikimic acid. Aromatic amino acids and phenylpropanoids. Biogenesis via shikimate pathway. Cinnamic acids, flavonoids and anthocyanidins. Alkaloids. Structural characteristics. Natural occurrence. Isolation and structure elucidation. Biosynthesis of alkaloids. Alkaloids derived from ornithine and lysine. Alkaloids derived from phenylalanine and tyrosine. Alkaloids derived from tryptophan. Synthesis of alkaloids.

LEARNING OUTCOMES:
- to be able to described structures of natural organic products and explain their physical and chemical properties;
- to compare the structure of natural organic products and their chemical reactivity;
- to interpret important biochemical processes of biologically active secondary metabolites;
- to implement fundamental knowledge of organic chemistry in planning of synthesis of natural organic products;
- to have a working knowledge of a broad set of modern synthetic methods related to the total synthesis of bioactive natural products;
- to explain main reaction mechanisms in synthesis and biosynthesis of compounds, especially stereoselective reactions;
- to present adequate skills in technical writing and oral presentations.
Literature:
  1. J. Clayden, N. Greeves, S.Warren, P. Wothers, Organic Chemistry, 2 izdanje, Oxford University Press, 2012.
    P. M. Dewick, Medicinal Natural Products. A Biosynthetic Approach. 3. izdanje, Chichester, John Wiley & Sons, 2009.
    K. C. Nicolaou, E. J.Sorensen, Classics in Total Synthesis: Targets, Strategies, Methods. Wiley 1996.
    4. K. C. Nicolaou, , S. A. Snyder, Classics in Total Synthesis II: More Targets, Strategies, Methods. Wiley 2003.
  2. S. H. Pine, Organska kemija, Školska knjiga 1994.
    J. Mann, R.S. Davidson, J.B. Hobbs, D.V. Banthorpe and J.B. Harborne, Natural Products, Their Chemistry and Biological Significance, Longman, 1996.
2. semester
Izborni predmeti izvan odabranih grana - Mandatory smjer - Analytical and inorganic chemistry
Mandatory course - Mandatory smjer - Analytical and organic chemistry
Izborni predmeti izvan odabranih grana - Mandatory smjer - Analytical and physical chemistry
Izborni predmeti izvan odabranih grana - Mandatory smjer - Analytical chemistry and biochemistry
Mandatory course - Mandatory smjer - Biochemistry and organic chemistry
Izborni predmeti izvan odabranih grana - Mandatory smjer - Biochemistry and physical chemistry
Mandatory course - Mandatory smjer - Inorganic and organic chemistry
Izborni predmeti izvan odabranih grana - Mandatory smjer - Inorganic and physical chemistry
Izborni predmeti izvan odabranih grana - Mandatory smjer - Inorganic chemistry and biochemistry
Mandatory course - Mandatory smjer - Physical and organic chemistry

4. semester
Izborni predmeti izvan odabranih grana - Mandatory smjer - Analytical and inorganic chemistry
Izborni predmeti izvan odabranih grana - Mandatory smjer - Analytical and physical chemistry
Izborni predmeti izvan odabranih grana - Mandatory smjer - Analytical chemistry and biochemistry
Izborni predmeti izvan odabranih grana - Mandatory smjer - Biochemistry and physical chemistry
Izborni predmeti izvan odabranih grana - Mandatory smjer - Inorganic and physical chemistry
Izborni predmeti izvan odabranih grana - Mandatory smjer - Inorganic chemistry and biochemistry
Consultations schedule: