Medicinal Chemistry

Course title
メディシナルケミストリー [Medicinal Chemistry]
Course category	technology speciality courses,ets.	Requirement		Credit	1
Department		Year	2～4	Semester	3rd
Course type	3rd	Course code	022120
Instructor(s)
長澤和夫, 櫻井香里 [NAGASAWA Kazuo, SAKURAI Kaori]
Facility affiliation	Graduate School of Engineering	Office		Email address

Course description

In Medicinal Chemistry course, you will learn about fundamental synthetic methods of drugs and their mode of actions, and computer-assisted drug design strategy. This course aims to understand drugs from the viewpoint of reactivity of organic compounds (drugs) with proteins and nucleic acids.
In this course, synthesis and reaction of carbonyl compounds (aldehydes, ketones), which are frequently used for the synthesis of drugs, are addressed. In addition, we will introduce the latest technique on computer-assisted drug design. We also will address sugars, amino acids, and nucleic acids for understanding the mode of actions of medicines. In each lecture, home work is assigned which is related to the contents of the lecture. Through this course, you will learn about the electron arrows to understand the reaction.

Expected Learning

1) Understand the synthetic methods of some drugs based upon the reactions of carbonyl compounds.
2) Understand the computer-assisted drug design strategies.
3) Understand the chemical structures and reactivity of carbohydrates, nucleic acids and amino acids.

This subject corresponds to the viewpoint A of the diploma policy.

Course schedule

1. Ketone and Aldehyde 1 (Textbook Chapter 18)
You will learn about the structure, properties, and synthesis of ketones and aldehydes.
2. Ketone and Aldehyde 2 (Textbook Chapter 18)
You will learn about reactions of ketones and aldehydes (Wittig reaction, acetalization).
3. Condensation reactions of carbonyl compounds 1 (Textbook Chapter 22)
You will learn about enolate and aldol condensation reaction.
4. Condensation reactions of carbonyl compounds 2 (Textbook Chapter 22)
You will learn about Claisen condensation reaction, Malonate ester synthesis, acetoacetate ester synthesis.
5. Condensation reactions of carbonyl compounds 3 (Textbook Chapter 22)
You will learn about the synthesis of some drugs based upon the reactions of carbonyl compounds.
6. Computer-assisted drug design 1 (Supplementary materials)
You will learn about SBDD (Structure-Based Drug Design).
7. Computer-assisted drug design 2 (Supplementary materials)
You will learn about LBDD (Ligand-Based Drug Design).
8. Exam (1~7)
9. Carbohydrates 1 (Textbook Chapter 23)
You will learn the structures of monosaccharides and their Fischer projections, Howardth projections, chair conformations and the structures of disaccharides with common types of glycosidic linkages.
10. Carbohydrates 2 (Textbook Chapter 23)
You will learn about the reactions of monosaccharides at anomeric and non-anomeric positions, and glycosylation reactions.
11. Nucleic acids 1 (Textbook Chapter 23)
You will learn about the monomeric and polymeric structures of DNA and RNA, common types of base pairs, preferred conformations of nucleosides.
12. Nucleic acids 2 (Textbook Chapter 23)
You will learn about the tautomerization of nucleobases and the reactions of phosphodiester moiety.
13. Amino acids 1 (Textbook Chapter 24)
You will learn about the structures of amino acids and peptides and their ionization reactions under acidic and basic conditions.
14. Amino acids 2 (Textbook Chapter 24)
You will learn about synthesis of amino acids, reactions of amino acids and peptide synthesis.
15. Exam (9~14)

Prerequisites

This lecture is a series of chemistry courses, following "Basic Chemistry", "Organic Chemistry in Life Science I" and "Organic Chemistry in Life Science II". You are encouraged to take those lectures for the “Medicinal Chemistry”.

Required Text(s) and Materials

Wade Organic Chemistry (Maruzen) and Supplementary materials.

References

Some texts and Books will be introduced in the course.

Assessment/Grading

Evaluation will be made based on the results of the report (30%) and the final exam (70%).

Message from instructor(s)

Why do drugs work? Understanding of the mode of actions of drugs will lead the new discovery of another drugs. You will learn the mechanism and design strategy with molecular level. I will check and return the submitted home-work with some comments, especially focusing on the electron arrow. Please review carefully and use these occasions for understanding the contents in the course.

Course keywords

carbonyl compounds, synthetic organic chemistry, in silico drug design, amino acids, proteins, nucleic acids

Office hours

Thursday, 4-5 pm

Remarks 1

Remarks 2

Related URL

Lecture Language

Japanese

Language Subject

Last update

2/26/2019 9:01:38 AM