Course Title:    Chemistry of Natural Products                                   Class: BS (VIII) Ex-PPP

Course Code: CHEM-479                                                                 Semester : Spring 2021                                   Credit Hours:  3+1

Instructor:       Dr Abdul Rauf Raza, Associate Professor

Email:              [email protected]

 

DESCRIPTION & OBJECTIVES

This course (Chemistry of Natural Products) focuses on the biosynthesis, isolation of new natural products, rational structural modifications of known natural products scaffolds for new lead discovery, total synthesis of complex natural products and green chemistry. Special emphasis is given to the development of synthetic methodologies to facilitate generation of diversity around the scaffolds, which can be utilized as key intermediates for total synthesis. The new molecular entities generated are screened for pharmacological activities with focus on cancer and anti-bacterial properties. This course is a foundation course for Natural Product Chemistry (CHEM-752) and Steroids (CHEM-914) courses of MPhil and PhD classes respectively with Organic Chemistry specialization.

READINGS

1.         Cooper, R., Nicola, G., “Natural Product Chemistry: Sources, Separations and Structure” CRC Press, Taylor & Francis (2014).        →        E-copy available

2.         Xu, R., Ye, Y., Zhao, W., “Introduction to Natural Products Chemistry” Ist Edition, CRC Press (2011).

3.            Paul M. Dewick, “Medicinal Natural Products - A Biosynthetic Approach”, 3rd Edition, Wiley England (2008).

4.         Sujata V. BhatChemistry of Natural Products”, First Edition, Springer, Berlin (2005), (ISBN: 3-540-40669-7).

5.         Clayden, J; Greeves, N; Warren, S., “Organic Chemistry
 2nd Edition, Oxford University Press, England (2008). Chapter 42 & 43         →        E-copy available

6.         Streitwieser, A., C. Heathcock and E. M. Kosower, “Introduction to Organic Chemistry”, Macmillan, New York. (1992).

CONTENTS

Theory: Introduction to natural products, classification, isolation, biosynthesis and structure elucidation of steriods, terpenoids, alkaloids, carotenes, vitamins and flavonoids.

Organic Chemistry Lab. IV (Cr.01)

  1. Multistep synthesis of different types of organic compounds.

     Purification of the products by chromatographic and other techniques.

  1. Isolation and purification of some natural products.
  2. Confirmation of the products by different techniques e.g. elemental analysis, spectroscopy etc.                                                                                                                         

COURSE SCHEDULE

 

Week

Topics and Readings

Dates

1.

Introduction to Natural Products and general classification

(Book 1, chapter 2, page 19-29; book 5, chapter 42, page 1134-1156)

March 1-3, 2021

2.

Classification, biosynthesis and method of isolation of terpenoids

(Book 1, chapter 4, page 41-46)

March 8-10, 2021

3.

Lower terpenoids (mono- & sesquiterpenoids) chemistry

(book 5, chapter 42, page 1164-1167

March 15-17, 2021

4.

Higher terpenoids (di-, sester- & triterpenoids) chemistry & their chair conformations (Book 1, chapter 10, page 111-121)

March 22-24, 2021

5.

Classification, method of isolation and biosynthesis of alkaloids

(Book 1, chapter 7, page 81-83; book 5, chapter 42, page 1156-1161)

March 29-31, 2021

6.

Chemistry of Ephidrine, pyrrole & isoquinoline alkaloids

April 5-7, 2021

7.

Chemistry of morphine, cannabis & cocain alkaloids

(Book 1, chapter 8, page 91-95)

April 12-14, 2021

8.

Mid-Term Examination  (April 19-23, 2021)

9.

Importance, synthesis & uses of Vitamin A & B

April 26-28, 2021

10.

Importance, synthesis & uses of Vitamin C, D, E & K

(Book 1, chapter 12, page 135-147)

May 3-5, 2021

11.

Classification, biosynthesis, method of isolation of steroids and cholesterol (Book 1, chapter 8, page 91-95)

May 10-12, 2021

12.

Ecdysteroids and estrogens

May 17-19, 2021

13.

AA steroids & their chair conformations

(Book 1, chapter 10, page 111-118)

May 24-26, 2021

14.

Biosynthesis of polyketides & carotenoids (Book 5, chapter 42, page 1161-1164). Carotenes, lycopene, lutein & zeaxanthin (Book 1, chapter 11, page 126-132)

May 31 to June 2, 2021

15.

Classification, importance and method of isolation of flavonoids

(Book 1, chapter 6, page 65-68)

June 7-9, 2021

16.

Toxins and venoms of plant and animal sources.

(Book 1, chapter 14, page 163-171)

Application of natural products in medicine, food, spices and beverages industry (Book 1, chapter 13, page 153-160)

June 14-16, 2021

17.

Final-Term Examination (June 21-25, 2021)

 

RESEARCH PROJECT

  1. Multistep synthesis of different targeted organic compounds. Purification of the products by chromatographic or other techniques.
  2. Isolation and purification of some natural products.
  3. Confirmation of the products by different spectroscopic / spectrometric techniques e.g. IR, UV, NMR etc.

ASSESSMENT CRITERIA

Mid Term Examination (Online):          15%

Sessional:                                           15%

Practical work:                                     25%                

Presentation:                           included in sessional marks

Participation:                           included in sessional marks 

Final examination (Online):                    45%

 

RULES AND REGULATIONS

Minimum attendance required for sitting in Mid/Final Exam. = 75%

Course Material