I7025001 Natural Products Chemistry

Hiroshima University Syllabus

Japanese

Academic Year 2025Year School/Graduate School School of Pharmaceutical Sciences Program of Pharmaceutical Sciences

Lecture Code I7025001 Subject Classification Specialized Education

Subject Name 天然物薬品構造化学

Subject Name
（Katakana）テンネンブツヤクヒンコウゾウカガク

Subject Name in
English Natural Products Chemistry

Instructor MATSUNAMI KATSUYOSHI

Instructor
(Katakana) マツナミ　カツヨシ

Campus Kasumi Semester/Term 2nd-Year, First Semester, 1Term

Days, Periods, and Classrooms (1T) Weds1-4：霞R404講義室

Lesson Style Lecture Lesson Style
(More Details) Face-to-face

Lecture (power point slide, writing on the blackboard, quiz)

Credits 2.0 Class Hours/Week 4 Language of Instruction B : Japanese／English

Course Level 2 : Undergraduate Low-Intermediate

Course Area（Area） 27 : Health Sciences

Course Area（Discipline） 03 : Pharmaceutical Sciences

Eligible Students 2nd year student

Keywords SDG_03, SDG_04, Natural products chemistry, biosynthesis, polyketide, phenylpropanoid, lignan, flavonoid, terpene
Spectral analysis, chemical structure, IR, UV, MS, NMR

Special Subject for Teacher Education 　 Special Subject 　

Class Status
within Educational
Program
(Applicable only to targeted subjects for undergraduate students) Second Step: Natural Medicines
Criterion referenced
Evaluation
(Applicable only to targeted subjects for undergraduate students) Pharmaceutical Sciences
（Knowledge and Understanding）
・The basic knowledge and understanding of basic structures, physical characters and reaction of medicine and other inorganic and organic compounds. ●quality ④

Medicinal Sciences
（Knowledge and Understanding）
・The knowledge of chemical compounds including medicine.

Class Objectives
/Class Outline To learn
(1) how to solve the chemical structures by spectroscopic method.
(2) plant origins, biosynthetic pathway, and pharmacological activity of various natural products.

Class Schedule lesson1 Infrared (IR) and Ultraviolet-Visible (UV-VIS) spectroscopy
lesson2 Mass spectroscopy (MS)
lesson3 1H NMR (proton Nuclear Magnetic Resonance) spectroscopy
lesson4 13C NMR (carbon Nuclear Magnetic Resonance) spectroscopy
lesson5 2D(two dimentional)-NMR spectroscopy
lesson6 Structural analysis
lesson7 Midterm exam (Structural analysis by spectroscopy)
lesson8 Fundamental biosynthetic pathways
lesson9 Acetate malonate pathway for polyketide biosynthesis
lesson10 Shikimic acid pathway for phenylpropanoid biosyhthesis
lesson11 Biosynthesis of lignan related compounds
lesson12 Biosynthesis of flavonoids and tannins
lesson13 Mevalonate and non-mevalonate pathways
lesson14 Mono-, sesqui-, di-, sester-, tri- and tetraterpenes
lesson15 Final exam (Natural products chemistry)

Mid-term, final exam, and quiz

Text/Reference
Books,etc. Partner Natural products chemistry (Nankodo)

PC or AV used in
Class,etc. Text, Handouts

(More Details) Text, slide presentation, and writing on the blackboard

Learning techniques to be incorporated

Suggestions on
Preparation and
Review Review the lecture with the textbook

Requirements

Grading Method Midterm exam (40) , final exam (40), quiz (20)
Criterion for passing: ≧60

Practical Experience

Summary of Practical Experience and Class Contents based on it

Message Questions are welcomed at any time via email or in person. However, in the case of in-person meetings, prior contact via email is preferred.

Other References: Medicinal Natural Products (Paul M Dewick, John Wiley & Sons, Ltd.)
Spectrometric Identification of Organic Compounds (Robert M. Silverstein et al., John Wiley & Sons, Ltd.)
Organic Chemistry: Structure and Function (K. Peter C. Vollhardt,‎ Neil E. Shore, WH Freeman)
This course is closely related to each of the following courses, and the relevance of the courses will be demonstrated in class.
The content of this course is designed to deepen conceptual understanding in the field of pharmaceutical sciences through comprehensive study with these subjects.
C-2-4 (2): General Chemistry, Bioanalytical Science, Experiments of Analytical Chemistry, Experiments of Physical Chemistry
C-2-4 (4): General Chemistry, Experiments of Physical Chemistry
C-2-5 (1): General Chemistry, Bioanalytical Science, Practical Training in Pharmacognosy and Medicinal Botany
C-2-5 (2): Bioanalytical Science, Practical Training in Pharmacognosy and Medicinal Botany
C-2-6 (1): Bioanalytical Science
C-3-4 (1)~(2): Practical training in Pharmacognosy and Medicinal Botany
C-5-1 (1): Medicinal Botany/Basic Kampo Studies, Pharmacognosy/Clinical Kampo Studies
C-5-2 (1)~(2): Medicinal Botany/Basic Kampo Studies, Pharmacognosy/Clinical Kampo Studies
This course is related to “Integrated Learning” based on the Core Curriculum for Pharmaceutical Education revised in 2022. Students are expected to study the subject “macrolide antibiotics” given in the “Integrated Learning,” while being aware of the connections with other subjects.

Please fill in the class improvement questionnaire which is carried out on all classes.
Instructors will reflect on your feedback and utilize the information for improving their teaching.

Academic Year	2025Year	School/Graduate School	School of Pharmaceutical Sciences Program of Pharmaceutical Sciences
Lecture Code	I7025001	Subject Classification	Specialized Education
Subject Name	天然物薬品構造化学
Subject Name （Katakana）	テンネンブツヤクヒンコウゾウカガク
Subject Name in English	Natural Products Chemistry
Instructor	MATSUNAMI KATSUYOSHI
Instructor (Katakana)	マツナミ　カツヨシ
Campus	Kasumi	Semester/Term	2nd-Year, First Semester, 1Term
Days, Periods, and Classrooms	(1T) Weds1-4：霞R404講義室
Lesson Style	Lecture	Lesson Style (More Details)	Face-to-face
Lecture (power point slide, writing on the blackboard, quiz)
Credits	2.0	Class Hours/Week	4	Language of Instruction	B : Japanese／English
Course Level	2 : Undergraduate Low-Intermediate
Course Area（Area）	27 : Health Sciences
Course Area（Discipline）	03 : Pharmaceutical Sciences
Eligible Students	2nd year student
Keywords	SDG_03, SDG_04, Natural products chemistry, biosynthesis, polyketide, phenylpropanoid, lignan, flavonoid, terpene Spectral analysis, chemical structure, IR, UV, MS, NMR
Special Subject for Teacher Education		Special Subject
Class Status within Educational Program (Applicable only to targeted subjects for undergraduate students)	Second Step: Natural Medicines
Criterion referenced Evaluation (Applicable only to targeted subjects for undergraduate students)	Pharmaceutical Sciences （Knowledge and Understanding）・The basic knowledge and understanding of basic structures, physical characters and reaction of medicine and other inorganic and organic compounds. ●quality ④ Medicinal Sciences （Knowledge and Understanding）・The knowledge of chemical compounds including medicine.
Class Objectives /Class Outline	To learn (1) how to solve the chemical structures by spectroscopic method. (2) plant origins, biosynthetic pathway, and pharmacological activity of various natural products.
Class Schedule	lesson1 Infrared (IR) and Ultraviolet-Visible (UV-VIS) spectroscopy lesson2 Mass spectroscopy (MS) lesson3 1H NMR (proton Nuclear Magnetic Resonance) spectroscopy lesson4 13C NMR (carbon Nuclear Magnetic Resonance) spectroscopy lesson5 2D(two dimentional)-NMR spectroscopy lesson6 Structural analysis lesson7 Midterm exam (Structural analysis by spectroscopy) lesson8 Fundamental biosynthetic pathways lesson9 Acetate malonate pathway for polyketide biosynthesis lesson10 Shikimic acid pathway for phenylpropanoid biosyhthesis lesson11 Biosynthesis of lignan related compounds lesson12 Biosynthesis of flavonoids and tannins lesson13 Mevalonate and non-mevalonate pathways lesson14 Mono-, sesqui-, di-, sester-, tri- and tetraterpenes lesson15 Final exam (Natural products chemistry) Mid-term, final exam, and quiz
Text/Reference Books,etc.	Partner Natural products chemistry (Nankodo)
PC or AV used in Class,etc.	Text, Handouts
(More Details)	Text, slide presentation, and writing on the blackboard
Learning techniques to be incorporated
Suggestions on Preparation and Review	Review the lecture with the textbook
Requirements
Grading Method	Midterm exam (40) , final exam (40), quiz (20) Criterion for passing: ≧60
Practical Experience
Summary of Practical Experience and Class Contents based on it
Message	Questions are welcomed at any time via email or in person. However, in the case of in-person meetings, prior contact via email is preferred.
Other	References: Medicinal Natural Products (Paul M Dewick, John Wiley & Sons, Ltd.) Spectrometric Identification of Organic Compounds (Robert M. Silverstein et al., John Wiley & Sons, Ltd.) Organic Chemistry: Structure and Function (K. Peter C. Vollhardt,‎ Neil E. Shore, WH Freeman) This course is closely related to each of the following courses, and the relevance of the courses will be demonstrated in class. The content of this course is designed to deepen conceptual understanding in the field of pharmaceutical sciences through comprehensive study with these subjects. C-2-4 (2): General Chemistry, Bioanalytical Science, Experiments of Analytical Chemistry, Experiments of Physical Chemistry C-2-4 (4): General Chemistry, Experiments of Physical Chemistry C-2-5 (1): General Chemistry, Bioanalytical Science, Practical Training in Pharmacognosy and Medicinal Botany C-2-5 (2): Bioanalytical Science, Practical Training in Pharmacognosy and Medicinal Botany C-2-6 (1): Bioanalytical Science C-3-4 (1)~(2): Practical training in Pharmacognosy and Medicinal Botany C-5-1 (1): Medicinal Botany/Basic Kampo Studies, Pharmacognosy/Clinical Kampo Studies C-5-2 (1)~(2): Medicinal Botany/Basic Kampo Studies, Pharmacognosy/Clinical Kampo Studies This course is related to “Integrated Learning” based on the Core Curriculum for Pharmaceutical Education revised in 2022. Students are expected to study the subject “macrolide antibiotics” given in the “Integrated Learning,” while being aware of the connections with other subjects.
Please fill in the class improvement questionnaire which is carried out on all classes. Instructors will reflect on your feedback and utilize the information for improving their teaching.

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