Terpenes Alkaloids Pheromones Antibiotics When we discuss the
• • Terpenes Alkaloids Pheromones Antibiotics
• When we discuss the terpenes we are most interested in the carbon skeleton.
Isoprene
Head Tail Isoprene Head Tail
Head Tail Isoprene Head Tail
Terpene Classification • • Class Name Carbon Number Isoprene Units
Terpene Classification • • • Class Name Carbon Number Monoterpene 10 Isoprene Units 2
Terpene Classification • • • Class Name Carbon Number Monoterpene 10 Sesquiterpene 15 Isoprene Units 2 3
Terpene Classification • • Class Name Carbon Number Monoterpene 10 Sesquiterpene 15 Diterpene 20 Isoprene Units 2 3 4
Terpene Classification • • Class Name Carbon Number Monoterpene 10 Sesquiterpene 15 Diterpene 20 Triterpene 30 Isoprene Units 2 3 4 6
Monoterpene Examples CH 2 OH Myrcene Geraniol O a -Terpinene O O Menthone Cineole O OH Menthol Carvone Thujone
Sesquiterpene Examples
Representative Diterpenes
Representative Triterpenes
Isoprene Units in Terpenes O Limonene Camphor a -Pinene OH b -Selinene Guaiol
Isoprene Units in Terpenes O Limonene Camphor a -Pinene OH b -Selinene Guaiol
Isoprene Units in Terpenes O Limonene Camphor a -Pinene OH b -Selinene Guaiol
Isoprene Units in Terpenes O Limonene Camphor a -Pinene OH b -Selinene Guaiol
Isoprene Units in Terpenes O Limonene Camphor a -Pinene OH b -Selinene Guaiol
Non-Isoprenoid Terpenes
Alkaloids Nitrogen containing, basic natural products often have powerful biological activity alkaloids are not as conveniently organized by some common structural component.
Examples of alkaloids
Antiobiotics There are many classes of antibiotics; four are listed as major groups: b-lactams ( includes the penicillins); tetracyclines (tetracycline); macrolides (erythromycin) and peptides (gramacidin). For the purposes of this course, we will be primarily concerned with macrolide antibiotics and highly-oxygenated compounds.
Practice Problem #1 • For each of the example terpenes given to you, find the isoprene units that are contained in the carbon skeleta.
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