ECTS credits ECTS credits: 3
ECTS Hours Rules/Memories Student's work ECTS: 51 Hours of tutorials: 3 Expository Class: 9 Interactive Classroom: 12 Total: 75
Use languages Spanish, Galician, English
Type: Ordinary subject Master’s Degree RD 1393/2007 - 822/2021
Departments: Organic Chemistry
Areas: Organic Chemistry
Center Faculty of Chemistry
Call: Second Semester
Teaching: With teaching
Enrolment: Enrollable | 1st year (Yes)
• Acquisition of advanced knowledge on the Chemistry of natural products, both of terrestrial and marine origin.
• To know their most important applications, mainly as drugs, and as tools in biomedical research.
• To know the main biogenetic pathways and the metabolites that are responsible for their biosynthesis
• To know the most modern strategies used in their isolation and identification.
In this subject it is intended that the student acquires advanced knowledge about the Chemistry of Natural Products starting with its applications, mainly at the pharmacological level, which justify the importance of its study, continuing with its classification from the biogenetic point of view. For this, the most important biogenetic routes that give rise to the most abundant skeletons will be considered. We will also see some modern techniques that are currently used to accelerate their isolation and identification, and the use of genetic studies in new biotechnological strategies in their production.
Topic / Subtopic
UNIT 1. General considerations.
Definition of natural product and secondary metabolite. Main natural sources. Main applications. Importance of natural products in the pharmaceutical industry. Classification and illustrative examples.
UNIT 2. Main biogenetic routes of secondary metabolism.
General scheme of secondary metabolism, types of natural products that they originate, and their classification based on metabolic routes. Main mechanisms of biological pathways. Methods of elucidation of a metabolic pathway.
UNIT 3. Derivatives of acetate: polyketides, fatty acids, and related compounds.
UNIT 4. Derivatives of mevalonate: terpenes and steroids.
UNIT 5. Derivatives of shikimic acid.
Biosynthetic origin of shikimic acid. Phenylpropanoids. Metabolites of mixed origin: Flavonoids.
UNIT 6. Natural nitrogen compounds.
Aliphatic alkaloids: derived from lysine and ornithine. Aromatic alkaloids: derived from phenylalanine / tyrosine and tryptophan. Other structural types. Non-ribosomal peptide biosynthesis.
UNIT 7. Modern isolation and identification strategies.
Traditional methods. Dereplication techniques. Biotechnological strategies based on genetic studies: genome mining, recombinant biosynthesis, and combinatorial biosynthesis.
INFORMATION SOURCES
Basic bibliography (reference manuals)
J. Alberto Marco (2006). Química de los productos naturales. Madrid: Síntesis
Paul M. Dewick (2009). Medicinal Natural Products. A Biosynthetic Approach. 3rd. ed., Wiley, Wiltshire
J. Mann (1992). Secondary Metabolism. 2nd Edition, Oxford: Oxford Science Publications
Pilar Gil Ruiz (2002). Productos naturales. Pamplona: Universidad Pública de Navarra
Jonathan Clayden, Nick Greeves, Stuart Warren (2012). Organic Chemistry 2nd. Ed. New York: University Press
Richard B. Herbert (1989). The biosynthesis of secondary metabolites. 2nd Edition, London: Chapman and Hall
S. D. Sarker, L. Nahar (2012). Natural Products Isolation 3rd Edition. New Jersey: Human Press
Further reading
Edwin Haslam (1993). Shikimic Acid: Metabolism and Metabolites. Chichester: John Wiley & Sons
Ana M. Lobo, Ana M. Lourenco (2007). Biosíntese de productos naturais. Lisboa: IST Press
Code / Competence
A1 CE1 – To define concepts, principles, theories, and specialized facts of the different areas of Chemistry
A4 CE3 – To apply materials and biomolecules in innovative fields of industry and chemical engineering
A3 CE4 – To innovate in chemical synthesis and analysis methods related to the different areas of Chemistry.
B2 CB7 - That students know how to apply the knowledge acquired and their ability to solve problems in new or little-known environments within broader (or multidisciplinary) contexts related to their area of study.
B4 CB9 - That students know how to communicate their conclusions and the knowledge and ultimate reasons that support them to specialized and non-specialized audiences in a clear and unambiguous way.
B5 CB10 - That students possess the learning skills that allow them to continue studying in a way that will be largely self-directed or autonomous
B7 CG2 – To identify information from the scientific literature using the appropriate channels and integrate said information to raise and contextualize a research topic
B10 CG5 – To use scientific terminology in the English language to argue experimental results in the context of the chemical profession
B11 CG6 – To correctly apply the new technologies for collecting and organizing information to solve problems in professional activity
C1 CT1 – To prepare, write and publicly defend scientific and technical reports.
C3 CT3 – To work autonomously and efficiently in the daily practice of research or professional activity.
C4 CT4 – To appreciate the value of quality and continuous improvement, acting with rigor, responsibility and professional ethics.
Learning outcomes / Typology / Degree competences
Acquisition of advanced knowledge about the Chemistry of natural products, both of terrestrial and marine origin / knowledge, know-how / AM1 BM2 BM4 BM7 CM1 CM3 CM4
To know their most important applications, mainly as drugs, and as tools in biomedical research / know, know-how / AM3 AM4 BM2 BM5 CM1 CM4
To know the main biogenetic routes and the metabolites that are responsible for their biosynthesis / know, know-how / AM1 BM2 BM7 CM1 CM4
To know the most modern strategies used in their isolation and identification / know-how / know-how / AM4 BM10 BM11 CM1 CM4
Methodologies / Description
Master session
There will be 12 sessions of master classes in a single group where the theoretical contents of the subject will be developed, accompanied by the corresponding illustrative examples. It will consist mainly of Power Point presentations. Students will have, well in advance, copies of the corresponding presentations through the virtual classroom of the subject, so that the student can prepare in advance the subject to be taught, in addition to facilitating the follow-up of the explanations. The interactive participation of the student will be always encouraged. Attendance at these classes is compulsory.
Problem solving
It is proposed to carry out 7 sessions of small group problem seminars where students will solve the problems raised by the teacher in the corresponding bulletins. Students will have sufficient advance notice of these bulletins through the virtual classroom of the subject so that they can prepare them individually before the start of these classes. They will also be used to solve the doubts that arise when giving the agenda. Attendance at these classes is compulsory.
Study of cases
The student will carry out a work on a certain topic that the professor asks him/her and will prepare the corresponding written report that he/she will deliver to the professor for evaluation.
Oral presentation
The student will present in a seminar class the work that has been entrusted to him/her in the presence of the professor and the rest of the students who are in his/her class.
Mixed test
The final exam will deal with all the contents of the subject.
PERSONALIZED ATTENTION
Methodologies / Description
Problem solving
Tutorials programmed by the teacher and coordinated by the Center. In general, they will mean for each student 2 hours per semester and subject. Activities are proposed such as supervising directed work, clarifying doubts about theory or practices, problems, exercises, readings, or other proposed tasks; as well as the presentation, exhibition, debate, or comment of individual works or carried out in small groups. In many cases the teacher will require students to deliver exercises prior to the tutoring session. These deliveries will be included in the calendar of activities that students will carry out throughout the course in the Teaching Guide of the corresponding subject. Attendance at these classes is compulsory.
The evaluation of the course consists of two elements: final exam (70%) and continuous evaluation (30%).
The continuous evaluation is broken down into:
Problem solving and case studies (10%)
Completion of written work and reports (5%).
Oral presentation (papers, reports, problems and cases) (10%).
Continuous evaluation of the student by means of questions and oral questions during the course (5%).
Repeating students will have the same attendance regime as those taking the course for the first time.
For cases of fraudulent performance of exercises or tests, the provisions of the “Regulations for the evaluation of students' academic performance and review of grades” will apply.
PLANNING
Methodologies-tests / Competences / Personalized attention / Evaluation / A Contact hours / F Estimated factor of non-contact hours / B Non-contact hours-autonomous work / C (A + B) Total hours
Master session / B2 B5 C3 C4 / - / Sí / 12/2/24/36
Problem solving / B4 B7 B10 B11 / Yes / Yes / 6 / 2.5 / 17.5 / 23.5
Case study / B4 B7 B10 B11 C1 / - / Yes / 0/2/1/1
Oral presentation / B4 B7 B10 B11 C1 / - / Yes / 1 / 2,5 / 0/1
Mixed test / A1 A4 A3 B2 B5 / - / Yes / 1.5 / 1/10 / 11.5
Personalized attention / - / - / - / 2/0/0/2
C (A + B) Total hours 75
Study load in ECTS USC credits: 3
RECOMMENDATIONS
Subjects that it is recommended to have taken previously
Advanced Structural Determination
Structure and Reactivity of Organic Compounds
Subjects that are recommended to be taken simultaneously
Biomolecules Chemistry
Stereoselective Synthesis
The student must review the theoretical concepts introduced in the different topics using the reference manual and summaries. The degree of success in solving the proposed exercises provides a measure of the student's preparation to face the final exam of the subject. Those students who encounter significant difficulties when working on the proposed activities must attend the teacher's tutoring hours, with the aim that the teacher can analyze the problem and help solve these difficulties. It is very important when preparing for the exam to solve some of the exercises that appear at the end of each of the chapters of the reference manual.
Manuel Maria Paz Castañal
Coordinador/a- Department
- Organic Chemistry
- Area
- Organic Chemistry
- Phone
- 881814218
- manuel.paz [at] usc.es
- Category
- Professor: University Lecturer
Maria Rita Paleo Pillado
- Department
- Organic Chemistry
- Area
- Organic Chemistry
- Phone
- 881814453
- rita.paleo [at] usc.es
- Category
- Professor: University Lecturer
| Tuesday | |||
|---|---|---|---|
| 09:00-11:00 | Grupo /CLE_01 | - | Physical Chemistry Classroom (ground floor) |
| Thursday | |||
| 11:00-13:00 | Grupo /CLE_01 | - | Physics Classroom (3rd floor) |