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International Affairs Students Current Students Alumni Faculty/Staff Careers--> TOHOKU UNIVERSITYCREATING GLOBAL EXCELLENCE Search 日本語 Contact Tohoku University --> About Facts & Figures Facilities Organization Chart History President's Message Top Global University Project Designated National University Global Network Promotional Videos Academics Undergraduate Graduate Courses in English Exchange Programs Summer Programs Double Degree Programs Academic Calendar Syllabus Admissions Undergraduate Admissions Graduate Admissions Fees and Expenses Financial Aid Research Feature Highlights Research Releases University Research News Research Institutes Visitor Research Center Research Profiles Academic Research Staff Campus Life International Support Office IT Services Facilities Dining & Shops Campus Bus Clubs & Circles News University News Research--> Arts & Culture Health & Sports Campus & Community Press Release--> International Visit Alumni Careers Events Exhibits Music Special Event Lecture Alumni--> Map & Directions Campus Maps & Bus--> Facilities Map--> TOHOKUUNIVERSITY About Academics Admissions Research Campus Life News Events International Affairs Students Current Students Alumni Faculty/Staff Promotional Videos Subscribe to our Newsletter Map & Directions Contact Jobs & Vacancies Emergency Information Site Map 日本語 Close Home Research News Efficient Synthesis of (-)-Quinine Paves the Way for Malarial Drug Development and More Research News Efficient Synthesis of (-)-Quinine Paves the Way for Malarial Drug Development and More 2022-12-08 Malaria is one of the world's "big-three" infectious diseases. In 2020 alone, it infected roughly 240,000 million people and caused 630,000 deaths worldwide. Quinine, an alkaloid derived from the cinchona plant, has been used to treat malaria for centuries. Artificial antimalarial drugs with relatively few side effects, such as chloroquine and mefloquine, have been developed based on the chemical structure of quinine. However, Plasmodium falciparum, the parasite that causes the deadliest form of malaria, has started to become resistant to such drugs. Now, a research team from Tohoku University has achieved an efficient synthesis of quinine and its derivatives that can serve as a building block for further medication development and innovations in organocatalyst chemistry. "We accomplished an efficient enantioselective total synthesis of (-)-quinine by using an organocatalyst-mediated reaction," said Professor Yujiro Hayashi. "It is the shortest-pot synthesis." Synthetic efficiency aids scientists in developing new chemical compounds by cutting the steps it takes to achieve bonds and generate complex molecules. One-pot reactions are one way to do this. They circumvent several purification steps via in situ quenching, thereby minimizing chemical waste and saving time. One-pot reaction can improve the yield, reduce waste generation, and saving time. ©Yujiro Hayashi et al. The team's discovery is not limited to innovations in medicine. In recent years, quinine and its derivatives have attracted attention for their use as ligands for metal catalysts and as organocatalysts. Whilst many organocatalysts derived from quinine exist and have been applied to a wide range of reactions and syntheses, structure diversity remains limited because of the complexity involved in synthesizing from quinine. To realize what the team conceptually dub "pot economy," they used an organocatalyst and constructed a six-membered ring from three compounds by controlling two stereocenters in one-pot. This reaction could be conducted over a 10 g scale. After two one-pot reactions, a heteroaromatic ring, which is capable of being applied to the syntheses of quinine analogs, was introduced. The synthesis requires a total of five separate one-pot operations and five purifications by column chromatography and resulted in a quinine yield of 14%. Details of the research were published in the journal Nature Communications on December 7, 2022. Five-pot synthesis of (-)-quinine have been achieved using organocatalyst. ©Yujiro Hayashi et al. Publication Details: Title: Organocatalyst-mediated five-pot synthesis of (-)-quinineAuthors: Takahiro Terunuma, Yujiro HayashiJournal: Nature communicationsDOI: 10.1038/s41467-022-34916-z Press release in Japanese Contact: Yujiro HayashiDepartment of Chemistry, Faculty of ScienceEmail: yujiro.hayashi.b7tohoku.ac.jpWebsite: http://www.ykbsc.chem.tohoku.ac.jp Archives 2014&#24180; 2015&#24180; 2016&#24180; 2017&#24180; 2018&#24180; 2019&#24180; 2020&#24180; 2021&#24180; 2022&#24180; 2023&#24180; Page Top About Tohoku University Academics Admissions Research Campus Life News Events International Affairs Students Alumni Promotional Videos Subscribe to our Newsletter Map & Directions Contact Tohoku University Jobs & Vacancies Emergency Information Site Map Media Enquiries Parent & Family Support Public Facilities Contact Tohoku University

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