Silas P. Cook Education: B.A. Reed College (1999);

Slides:

Advertisements

Similar presentations

Created by Professor William Tam & Dr. Phillis Chang Ch Chapter 20 Amines.

Advertisements

MALARIA A Widespread Disease.... RESEARCH PROJECT.

Enantioselective Synthesis of Pactamycin, a Complex Antitumor Antibiotic Doug Kenny Science, 12 April 2013.

Prepared by : Deena Al-Fuqaha. Table of contents : Objectives. Background information. Reaction and mechanism. Application and recent literature. Conclusion.

Department of Chemistry Seminar Announcement Date/Time/VenueTitle/Speaker 25 Jan (Tue) 11am – S8 Level 3 Executive Classroom Rh-Catalyzed [(5+2)+1],

DEVELOPMENT IN THE PRODUCTION AND EFFECTIVENESS OF ARTEMISININ Background Information Currently, there is an epidemic of malaria in third world countries,

Production of the Antimalarial Drug Precursor Artemisinic Acid in Engineered Yeast February 12, 2007 Patrick Gildea By J.D. Keasling et all.

Malaria  Malaria is a vector borne parasitic disease caused by the genus Plasmodium, affecting over 100 countries of the tropical and subtropical regions.

Production of an antimalarial drug in engineered S. cerevisiae

Condensation and Conjugate Addition Reactions of Carbonyl Compounds

The use of Artemisia annua in the prevention of necrotic enteritis in a broiler disease model R.M. Engberg, K. Grevsen, E. Ivarsen, X. C. Fretté, L.P.

Catalytic Cross-coupling Reactions with Unactivated Alkyl Electrophiles and Alkyl Nucleophiles Heng Su 04/11/2008 Department of Chemistry Brandeis University.

Enantioselective Total Synthesis of Ecteinascidin 743

A New Treatment for Malaria: Artemisinin Prof. Dr. Talal Aburjai.

Second Semester Organic Chemistry Options: Bioorganic or Organic Mechanism and Synthesis Albert Matlin and Jason Belitsky Department of Chemistry and Biochemistry.

Synthetically Engineered Artemisinin Lianne Ryan.

Total Synthesis of ( ‒ )-Colombiasin A and ( ‒ )-Elisapterosin B by two different approaches A presentation by Guillaume Pelletier April 27 th 2012.

Synthetic Approach to 5,6-Benzo-1-azabicyclo[2.2.2]octan- 2-one: A Lactam having Zero Resonance Energy Meghan Tobin, Dr. Arthur Greenberg, Jessica Morgan.

The Career of Chao-Jun Li Guochang B.S. Zhengzhou University 1979 M.S. Chinese Academy of Science 1985 Tak-Hang ChanTak-Hang Chan Ph.D. McGill.

Career-in-review Keiji Maruoka Reporter: Li Chen Supervisor: Prof. David Zhigang Wang

N-Heterocyclic carbenes : A powerful tool in organic synthesis Thomas B UYCK PhD Student in Prof. Zhu Group, LSPN, EPFL Frontiers in Chemical Synthesis.

Enantioselective Total Syntheses of Manzamine A and Related Alkaloids John M. Humphrey, Yusheng Liao, Amjad Ali, Tobias Rein, Yue-Ling Wong, Hui-Ju Chen,

The Mode of Action and Possible Target of Artemisinin

Buchwald-Hartwig Cross Coupling Reaction Reporter: Ying-Chieh CHAO Lecturer: Professor Guey-Sheng Liou Advisor: Professor Ru-Jong Jeng Data:2013/12/27.

Total Synthesis of Brevenal Jon D. Rainier Department of Chemistry, University of Utah. J. Am. Chem. Soc. 2011, 133, 3208–3216.

Plants used to treat infectious disease - II Antimalarials.

Total synthesis of 6-Deoxyerethronolide B CHEM 635 Kelsey Roberts 05/07/13 Gao, X.; Woo, S.K.; Krische M.J. J. Am. Chem. Soc. 2013, 135, 4223.

Introduction Since ancient time Artemisia annua also called qinghao has been used to treat fever in china. The effective constituent was lsolate by chinese.

Catalytic Asymmetric Total Syntheses of Quinine and Quinidine Izzat T. Raheem, Steven N. Goodman, and Eric N. Jacobsen J. Am. Chem. Soc. 2004, 126, 3,

A Novel Approach to Resin-based Cysteine Alkylation Bin Yang and Richard DiMarchi Department of Chemistry, Indiana University, Bloomington, Indiana,

Kang Hyun Jung. Introduction Leucascandrolide A (1, Scheme 1) was isolated in 1996 from the calcareous sponge Leucascandra caveolata, collected off the.

A Biosynthetic Approach of Medicinal Natural Products

Created by Professor William Tam & Dr. Phillis Chang Ch Chapter 18 Reactions at the  Carbon of Carbonyl Compounds Enols and Enolates.

Rhodium-Catalyzed Chemo- and Regioselective Decarboxylative Addition of β- Ketoacids to Allenes: Efficient Construction of Tertiary and Quaternary Carbons.

Progress Towards the Synthesis of 4,5-Benzoxepin Derivatives for Use in Coupling Reactions Bryanna Dowcett, Arthur Greenberg, Holly Guevara

The Work Of Pr Karl A. Scheidt Group Department of Chemistry, Northwestern UniVersity, Evanston.

Redox Neutral Reactions Wang Chao Redox Economy and Redox Neutral Reactions: Angew. Chem. Int. Ed. 2009, 48, 2854 – 2867.

Erik J. Sorensen B.A. in Chemistry from Syracuse University (1989)

Peter Yates ( ) B.Sc from the University of London, 1946.

Light and Palladium Induced Carbonylation Reactions of Alkyl Iodides Mechanism and Development Pusheng Wang Gong Group Meeting April 12 th 2014.

Recycling the Waste: The Development of a Catalytic Wittig Reaction Angew. Chem. Int. Ed. 2009, 48, 6836 –6839.

Malaria treatment (References: PubMed, Google, Ginsburg H and Golenser J publications)

3D model of Vindoline.

Enantioselective Total Synthesis of (-)-Strychnine

Michael J. Krische B.S.in Chemistry from University of California at Berkeley (1989) Fulbright Fellow at Helsinki University (1990) Ph.D. in Chemistry.

Artemisinin Artemisinin.

Rychnovsky’s Formal Synthesis of Leucascandrolide A Presented by BriAnne Bentivegna March 19, 2013 University of Delaware Kopecky, D.J.; Rychnovsky, S.D.

Nicolas Gaeng Group seminar – LSPN – 30/04/15. Structures with multiple rings connected through one atom Nomenclature proposed by Adolf Baeyer in 1900.

Concise Total Synthesis of (+)-Lyconadin A Speaker: Chia-Fu Chang J. Am. Chem. Soc. Takuya Nishimura, Aditya K. Unni, Satoshi Yokoshima, Tohru Fukuyama*

Total Synthesis Of (±)-Stenine John D. Ginn and Albert Padwa Org. Lett. 2002, 4(9), Presented by SRINIVASA RAO CHINTALA.

Flow chemistry. Flow chemistry is also known as continuous flow or plug flow chemistry. It involves a chemical reaction run in a continuous flow stream.

Phenols and Aryl Halides Nucleophilic Aromatic Substitution

Hindu College of PG Courses

COX 2 Inhibitor Interactions

ARTEMISININ DR ANTHONY MELVIN CRASTO PRINCIPAL SCIENTIST india

International Arab Baccalaureate

Synthesis of the Tricyclic Ring Structure of Daphnanes via Intramolecular [4 + 3] Cycloaddition/SmI2‑Pinacol Coupling Ahmed H. E. Hassan,†,‡,§ Jae Kyun.

סמים וסינפסות.

学堂讲座通知化学系 Prof. Liming Zhang 加州大学Santa Barbara分校

CH 3-6: Acid/Base Exchange Reactions (Multistep Reactions)

Total Synthesis of Cribrostatin IV and ET-743

Total Synthesis of Leucascandrolide A

Artemisinin: Discovery from the Chinese Herbal Garden

Rapid, Controlled Assembly of Polyenes

A New Golden Age of Natural Products Drug Discovery

Biochemistry department

Exploring Routes to the Synthesis of Dibenzopentalenes

Generation, Study, and Application of Dicationic Intermediates

Rapid, Controlled Assembly of Polyenes

Chapter 23 Substitution Reactions of Carbonyl Compounds

Presentation transcript:

A Concise Synthesis of (+)-Artemisinin CHEM635 Yinzhi Fang Group C February 26, 2013 Chunyin Zhu and Silas P. Cook J. Am. Chem. Soc., 2012, 134 (33), pp 13577–13579

Silas P. Cook Education: B.A. Reed College (1999); Ph.D. Columbia University (2006) Supervisor:Samuel J. Danishefsky; Postdoctoral Fellow Harvard University (2006-2008) Eric Jacobsen; In 2009, Silas began his independent appointment in the Chemistry Department at Indiana University, Bloomington.

(+)-Artemisinin also known as Qinghaosu (Chinese: 青蒿素), and its derivatives are a group of drugs that possess the most rapid action of all current drugs against Plasmodium falciparum malaria The starting compound artemisinin is isolated from the plant Artemisia annua, sweet wormwood, a herb employed in Chinese traditional medicine. Recent advances in flow chemistry and photochemistry have highlighted an efficient method for the synthesis of artemisinin from its more plentiful biosynthetic precursor artemisinic acid, which is reduced to dihydroartemisinic acid before reacting it with singlet oxygen —Wiki

3

Some Highlights 1.Zinc enolate alkylation 2.Unconventional [4+2] reaction 3.Singlet Oxygen Oxidation

Zinc enolate alkylation Jarugamilli, G. K.; Zhu, C.; Cook, S. P. Eur. J. Org. Chem. 2012, 1712–1715.

Singlet Oxygen Oxidation 6

Proposed Mechanism 7

Conclusion A cost-eﬀective total synthesis of (+)-artemisinin has been achieved on a gram scale from a widely available, inexpensive starting material, cyclohexenone.