Details of CH4214 (Spring 2023)
| Level: 4 | Type: Theory | Credits: 4.0 |
| Course Code | Course Name | Instructor(s) |
|---|---|---|
| CH4214 | Heterocyclic Chemistry and Natural Products | Alakesh Bisai, Sanjio S. Zade |
| Preamble |
|---|
| The heterocyclic compounds and natural products are relatively small molecules, produced
mainly by plants and microorganisms. These organic molecules have a long history of uses (and misuses) by people, e. g. poisons, cosmetics, dietary supplements, antibiotics, anti- inflammatory agents, antivirals, perfumes, etc. This course will focus on the medical and nutritional applications of heterocyclic compounds and natural products. The biosynthetic pathways that lead to these natural organic compounds as well as chemical synthesis will be discussed in this course. |
| Syllabus |
|---|
| Heterocyclic Chemistry
Importance of Heterocyclic compounds: Biological Systems and Drug Discovery Three to Six-membered Heterocycles: Aziridine, Oxiranes, Thiiranes, Azirines, oxirane, diazirine, oxaziridine, Azetidine, Azetines, Oxetanes, Thietanes, Azetidinones, Oxetanones, Pyrrole, Furan, Thiophenes, Pyrazole, imidazole, thiazole, Oxazole, Pyridines, Pyrylium salts, L- proline, L-pipecolinic acid Bicyclic and Tricyclic Heterocycles: Indole, indolizines, Dibenzopyrroles, Benzfuran, Benzthiophenes, Quinolines, isoquinolines, Acridines, Phenanthridines and related heterocycles. Heterocycles in Biological Systems: Purine and Pyrimidines, Nucleosides, Nucleotides, Pteridines, Folic Acid (Vitamin B9) and related heterocycles Heterocycles in Drug Discovery: Hydroxychloroquine, Darunavir, Ebselen, Ciprofloxacin, Azithromycin, Levoleucovorin, Methotrexate and related drugs Natural Products History and Purpose of Synthesis, Milestones in Organic Synthesis, Natural Products that Changed the World, Strategy and Tactics Aromatic L-Amino Acids, Phenyl Propanoids: Complex Lignans, Coumarins, Flavonoids; Biosynthetic Proposal and Chemical Synthesis Terpenes, Steroids, Polyketides: Biosynthetic Proposal and Classics in Synthesis of Terpenoid quinones, Vitamin E, Vitamin K etc. Fatty Acid & Polyketides: Biosynthetic Proposal of Prostaglandins, Phenolics, Anthraquinones, Macrolide Antibiotics; Classics in Polyketide Synthesis Alkaloids: Drugs (cocaine, opiates, quinine, vincristine etc.), toxins (nicotine, lupinines, strychnine etc.), Biosynthetic Proposal and Classics in Alkaloids Chemical Synthesis |
| References |
|---|
| Suggested Books:
(1) Heterocyclic chemistry - J.A. Joule, K. Mills & G.F. Smith. (2) Comprehensive Heterocyclic Chemistry - A. R. Katritzky and C. W. Rees 69 (3) Heterocyclic Chemistry - T. L. Gilchrist. (4) The Essence of Heterocyclic Chemistry, New Age International Publications, 2013. (5) Heterocycles in Natural Product Synthesis by K. C. Majumder and Shital K. Chattopadhyay (6) Molecules that Changed the World by K. C. Nicolaou and Tamsyn Montagnon (WILEY-VCH) (7) The Way of Synthesis by Thomas Hudlicky and Josephine W. Reed (WILEY-VCH) (8) Protecting Group Free Organic Synthesis: Improving Economy and Efficiency by Rodney A. Fernandes (WILEY-VCH) (9) Classics in Total Synthesis: Targets, Strategies, Methods by K. C. Nicolaou and E. J. Sorensen (WILEY-VCH) (10) Classics in Total Synthesis II: More Targets, Strategies, Methods by K. C. Nicolaou and S. A. Snyder (WILEY-VCH) (11) Classics in Total Synthesis III: Further Targets, Strategies, Methods by Jason S. Chen and K. C. Nicolaou (WILEY-VCH) |
Course Credit Options
| Sl. No. | Programme | Semester No | Course Choice |
|---|---|---|---|
| 1 | IP | 2 | Not Allowed |
| 2 | IP | 4 | Elective |
| 3 | IP | 6 | Not Allowed |
| 4 | MP | 2 | Not Allowed |
| 5 | MP | 4 | Not Allowed |
| 6 | MR | 2 | Not Allowed |
| 7 | MR | 4 | Not Allowed |
| 8 | MS | 10 | Not Allowed |
| 9 | MS | 4 | Not Allowed |
| 10 | MS | 6 | Not Allowed |
| 11 | MS | 8 | Elective |
| 12 | RS | 1 | Elective |
| 13 | RS | 2 | Elective |