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Course: CHEM 858.3; NATURAL PRODUCTS CHEMISTRY Instructor

Course: CHEM 858.3; NATURAL PRODUCTS CHEMISTRY Instructor

Course: CHEM 858.3; NATURAL PRODUCTS CHEMISTRY Instructor

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Chem <strong>858.3</strong> 2006-2007<br />

<strong>Instructor</strong>: Prof. S. Pedras<br />

6. The Secondary Metabolism of Amino Acids<br />

6.1. Introduction<br />

6.2. Reactions of Amino Acids Promoted by Pyridoxal Phosphate (PLP)<br />

6.3. Alkaloids<br />

6.3.1. Alkaloids from Metabolism of Ornithine (NC4) and Lysine (NC5)<br />

(pyrrolidine, piperidine, pyrrolizidine, quinolizidine, pyridine)<br />

6.3.2. Alkaloids from Metabolism of Phenyalanine and Tyrosine<br />

(ArC 2N, monocyclic; ArC 2N-R, isoquinolines; ArC 2N-C 2Ar, benzylisoquinolines,<br />

ArC 2N-C 1Ar, amaryllidaceae)<br />

6.3.3. Alkaloids from Metabolism of Tryptophan<br />

6.3.4. Alkaloids from Metabolism of Anthanilic Acid<br />

6.4. Peptides and Depsipeptides<br />

6.5. Penicillines and Cephalosporins<br />

6.6. Cyanogenic Glycosides and Glucosinolates<br />

Reference textbook: J. Mann, Secondary Metabolism, pp. 191-260; Chemical Aspects of<br />

Biosynthesis, pp. 62-80. P. M. Dewick, “Medicinal Natural Products, A Biosynthetic Approach”.<br />

R. B. Herbert, Natural Product Reports, 1988, 5, 523; idem, 1990, 7, 105; idem , 1991, 8, 185; idem,<br />

1992, 9, 507; idem, 1993, 10, 575; idem, 1995, 12, 55; idem, 1996, 13, 45; see also Natural Product<br />

Reports, 1995, 12, 241; idem, 1996, 13, 277.<br />

6

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