Identifying Data

2020/21

Subject (*)

Chemistry of Natural Products

Code

610509118

Study programme

Mestrado Universitario en Investigación Química e Química Industrial (Plan 2020)

Descriptors

Cycle

Period

Year

Type

Credits

Official Master's Degree

2nd four-month period

First

Optional

Language

Spanish

English

Teaching method

Face-to-face

Prerequisites

Department

Química

Coordinador

Jimenez Gonzalez, Carlos

E-mail

carlos.jimenez@udc.es

Lecturers

Jimenez Gonzalez, Carlos

Rodriguez Gonzalez, Jaime

E-mail

carlos.jimenez@udc.es

jaime.rodriguez@udc.es

Web

http://http://www.usc.es/gl/centros/quimica/curso/master.html

General description

Este material está destinado a estudantes a adquirir unha comprensión completa da química de productos naturais empezando súas aplicacións, principalmente nivel farmacolóxico, o que xustifica a importancia do estudo, tras a súa clasificación a partir do punto de vista biogenética. Para iso, os máis importantes rutas bioxenéticas que dan orixe aos esqueletos máis abundantes han xurdir. Algunhas técnicas utilizadas hoxe para acelerar o illamento e identificación, e uso de estudos xenéticos sobre novas estratexias na produción biotecnolóxica é tamén visto.

Contingency plan

1. Modificacións nos contidos
No haberá cambios

2. Metodoloxías
*Metodoloxías docentes que se manteñen
Todas
*Metodoloxías docentes que se modifican
• As actividades de “sesión maxistral e solución de problemas” manterán o mesmo formato e contidos coa única diferencia de que serán impartidas utilizado Teams ou a plataforma que a UDC poña a disposición da comunidade docente.
•
3. Mecanismos de atención personalizada ao alumnado
– Correo electrónico: permanente.
– Moodle: Diariamente. Segundo a necesidade do alumando.
– Teams: Sesións maxistrais, seminarios, titorías (2-6 h/semán).

4. Modificacións na avaliación
Non haberá modificación nin na metodoloxía nin nos porcentaxes asignados a cada una das metodoloxías.

*Observacións de avaliación:
Manterase a avaliación tal y como figura en la guía docente. A única diferencia será na canle utilizada para as probas que pasará a ser Teams ou Moodle ou unha combinación das mesmas
5. Modificacións da bibliografía ou webgrafía
Non hai modificacións da bibliografía.

Study programme competencies

Code	Study programme competences
A1	Define concepts, principles, theories and specialized facts of different areas of chemistry.
A3	Innovate in the methods of synthesis and chemical analysis related to the different areas of chemistry
A4	Apply materials and biomolecules in innovative fields of industry and chemical engineering.
B2	Students should apply their knowledge and ability to solve problems in new or unfamiliar environments within broader (or multidisciplinary) contexts related to their field of study.
B4	Students should be able to communicate their conclusions, and the knowledge and the reasons that support them to specialists and non-specialists in a clear and unambiguous manner
B5	Students must possess learning skills to allow them to continue studying in a way that will have to be largely self-directed or autonomous.
B7	Identify information from scientific literature by using appropriate channels and integrate such information to raise and contextualize a research topic
B10	Use of scientific terminology in English to explain the experimental results in the context of the chemical profession
B11	Apply correctly the new technologies to gather and organize the information to solve problems in the professional activity.
C1	CT1 - Elaborar, escribir e defender publicamente informes de carácter científico e técnico
C3	CT3 - Traballar con autonomía e eficiencia na práctica diaria da investigación ou da actividade profesional.
C4	CT4 - Apreciar o valor da calidade e mellora continua, actuando con rigor, responsabilidade e ética profesional.

Learning aims

Learning outcomes	Study programme competences
Acquisition of advanced knowledge in the chemistry of Natural Products, from both terrestrial and marine origin	AC1	BC2 BC4 BC7	CC1 CC3 CC4
Learning of the most important applications, mainly as drugs and as tools in biomedical research	AC3 AC4	BC2 BC5	CC1 CC4
Learning of the main biogenetic routes and the main metabolites that originate	AC1	BC2 BC7	CC1 CC4
Learning of the modern techniques used for their isolation and identification	AC4	BC10 BC11	CC1 CC4

Contents

Topic	Sub-topic
CHAPTER 1. Introduction to the study of natural products	Concepts of natural product and secondary metabolite. Main natural sources. Main applications. Importance of natural products in the pharmaceutical industry. Classification and examples.
CHAPTER 2. Main metabolic pathways of the secondary metabolism	General scheme of secondary metabolism, main types of natural products that originate and classification based on metabolic pathways. Main mechanisms of biological pathways. Methods of elucidation of a metabolic route.
CHAPTER 3. Metabolites derived from acetate: poliketides, fatty acids and related compounds	Metabolites derived from acetate: poliketides, fatty acids and related compounds.
CHAPTER 4. Metabolites derived from mevalonate: terpenes and steroids	Metabolites derived from mevalonate: terpenes and steroids.
CHAPTER 5. Metabolites derived from shikimic acid	Biosynthetic origen of shikimic acid. Phenylpropanoids. Metabolites of mixed origin: Flavonoids.
CHAPTER 6. Natural nitrogenous compounds	Aliphatic alkaloids: derivates from lysine and ornithine. Aromatic alkaloids: derivates from phenylalanine/tyrosine and tryptophan. Other estructural frameworks. Biosynthesis of non ribosomal peptides.
CHAPTER 7. Modernas estrategias de aislamiento e identificación	Traditional methods. Dereplication techniques. Biotechnology strategies based on genetic studies: Genome mining, recombinant biosynthesis and combinatorial biosynthesis.

Planning

Methodologies / tests	Competencies	Ordinary class hours	Student’s personal work hours	Total hours
Guest lecture / keynote speech	B2 B5 C3 C4	12	24	36
Problem solving	B4 B7 B10 B11	6	17.5	23.5
Case study	B4 B7 B10 B11 C1	0	1	1
Oral presentation	B4 B7 B10 B11 C1	1	0	1
Mixed objective/subjective test	A1 A4 A3 B2 B5	1.5	10	11.5

Personalized attention		2	0	2

(*)The information in the planning table is for guidance only and does not take into account the heterogeneity of the students.

Methodologies

Methodologies	Description
Guest lecture / keynote speech	It will be held 12 sessions of lectures in one group where the theoretical contents of the course will be associated with illustrative examples. It will consist mainly in PowerPoint presentations. Copies of these presentations will be available for the students in advance via the virtual campus of the course. This will allow the students to study ahead the contents of the course and to facilitate the monitoring of explanations
Problem solving	7 sessions in small group seminars where students will present the work proposed by the professor followed by a discussion section. Students will have in advance the proposed exercises and papers via the virtual campus of the course. Attendance at these classes is mandatory
Case study	The student will carry out a work on a topic that was selected by the teacher and he will prepare the corresponding written report that will be given to the teacher for evaluation.
Oral presentation	The student will present in a seminar class the work in the presence of the teacher and the rest of the students.
Mixed objective/subjective test	The final exam will cover all the contents of the course

Personalized attention

Methodologies

Problem solving

Description

Tutoring scheduled by the professor and coordinated by the Centre. It will be 2 hours per student and will involve the supervision of proposed work, clarifying doubts, etc. Attendance at these classes is mandatory

Assessment

Methodologies	Competencies	Description	Qualification
Problem solving	B4 B7 B10 B11	They will consist of two components: interactive class in problems solving clases (seminars) and interactive class in very small groups (tutorials). This part within the continuous assessment (N1) will be 40% of the qualification	30
Guest lecture / keynote speech	B2 B5 C3 C4	Attendance at these classes is mandatory. The missed classes must be justified This part within the continuous assessment (N1) will be 10% of the qualification	5
Mixed objective/subjective test	A1 A4 A3 B2 B5	The final exam (N2) will cover all the contents of the course. This part will be 60% of the qualification.	55
Case study	B4 B7 B10 B11 C1	The report assigned to the student by the teacher will be evaluated	5
Oral presentation	B4 B7 B10 B11 C1	The presetation of the work by the student will be evaluated with particular regard to the clarity of the exposition, scientific rigor of the exposed content and that respond correctly to the questions that will be asked after the presentation.	5

Assessment comments
The evaluation of this course will be done by means of the continuous evaluation and completion of a final exam. Access to the exam will be conditioned on the participation in at least 80% of the mandatory classroom teaching activities (seminars and tutorials). Continuous evaluation (N1) will be 45% of the qualification and the final exam (N2) will cover all the contents of the course. The student's score will result of applying the following formula: Final score = 0.45 x N1 + 0.55 x N2. N1 and N2 are the marks corresponding to the continuous assessment (0-10 scale) and the final exam (0-10 scale), respectively. The repeater students will have the same system of class attendance than those who study the course for

Sources of information

Basic	Paul M. Dewick (2009). Medicinal Natural Products. A Biosynthetic Approach. 3ª. ed.”, Wiley, Wiltshire S. D. Sarker, L. Nahar (2012). Natural Products Isolation. New Jersey: Human Press Jonathan Clayden, Nick Greeves, Stuart Warren (2012). Organic Chemistry. New York: University Press Pilar Gil Ruiz (). Productos naturales. Pamplona: Universidad Pública de Navarra J. Alberto Marco (2006). Química de los productos naturales. Madrid: Síntesis J. Mann (1992). Secondary Metabolism. Oxford: Oxford Science Publications Richard B. Herbert (1989). The biosynthesis of secondary metabolites. London: Chapman and Hall

Complementary	Ana M. Lobo, Ana M. Lourenco (2007). Biossíntese de productos naturais. Lisboa: IST Press Edwin Haslam (1993). Shikimic Acid: Metabolism and Metabolites. Chichester: John Wiley & Sons

Recommendations

Subjects that it is recommended to have taken before

Advanced Structural Determination/610509103

Structure and Reactivity of Organic Compounds /610509114

Subjects that are recommended to be taken simultaneously

Chemistry of Biomolecules/610509115

Stereoselective Synthesis/610509113

Subjects that continue the syllabus

Other comments

The students should review the theoretical concepts introduced in each chapter using the reference manual and the material provided by the professor. Those students, which have significant difficulties when working the proposed activities, should contact with the professor during the tutorials, in order to analyze the problem and to receive the necessary support. The professor will analyze with those students who do not successfully pass the evaluation, and so wish, their difficulties in learning the course content. Additional material (questions, exercises, tests, etc..) to strengthen the learning of the course might be also provided.

(*)The teaching guide is the document in which the URV publishes the information about all its courses. It is a public document and cannot be modified. Only in exceptional cases can it be revised by the competent agent or duly revised so that it is in line with current legislation.