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Sugar-based synthesis of Tamiflu and its inhibitory effects on cell secretion

หน่วยงาน Nanyang Technological University, Singapore

รายละเอียด

ชื่อเรื่อง : Sugar-based synthesis of Tamiflu and its inhibitory effects on cell secretion
นักวิจัย : Ma, Jimei , Zhao, Yanying , Ng, Simon , Zhang, Jing , Zeng, Jing , Than, Aung , Chen, Peng , Liu, Xue-Wei
คำค้น : DRNTU::Science::Biological sciences::Biochemistry.
หน่วยงาน : Nanyang Technological University, Singapore
ผู้ร่วมงาน : -
ปีพิมพ์ : 2553
อ้างอิง : Ma, J., Zhao, Y., Ng, S., Zhang, J., Zeng, J., Than, A., et al. (2010). Sugar-Based Synthesis of Tamiflu and Its Inhibitory Effects on Cell Secretion. Chemistry - a European Journal, 16(15), 4533-4540. , http://hdl.handle.net/10220/7486 , http://dx.doi.org/10.1002/chem.200902048 , 149060
ที่มา : -
ความเชี่ยวชาญ : -
ความสัมพันธ์ : Chemistry - a European journal
ขอบเขตของเนื้อหา : -
บทคัดย่อ/คำอธิบาย :

Tamiflu is currently the most effective drug for the treatment of influenza, but the insufficient supply and side-effects of this drug demand urgent solutions. We present a practical synthesis of Tamiflu by using novel synthetic routes, cheap reagents, and the abundantly available starting material D-glucal. The strategy features a Claisen rearrangement of hexose to obtain the cyclohexene backbone and introduction of diamino groups through tandem intramolecular aziridination and ring opening. In addition, this synthetic protocol allows late-stage functionalization for the flexible synthesis of Tamiflu analogues. By using the synthesized Tamiflu and its active metabolite (oseltamivir carboxylate), we investigated their influences on neuroendocrine PC12 cells in various aspects. It was discovered that oseltamivir carboxylate significantly inhibits the vesicular exocytosis (regulated secretion) of PC12 cells, and suggests a mechanism underlying the Tamiflu side-effects, in particular its possible adverse influences on neurotransmitter release in the central nervous system.

บรรณานุกรม :
Ma, Jimei , Zhao, Yanying , Ng, Simon , Zhang, Jing , Zeng, Jing , Than, Aung , Chen, Peng , Liu, Xue-Wei . (2553). Sugar-based synthesis of Tamiflu and its inhibitory effects on cell secretion.
    กรุงเทพมหานคร : Nanyang Technological University, Singapore.
Ma, Jimei , Zhao, Yanying , Ng, Simon , Zhang, Jing , Zeng, Jing , Than, Aung , Chen, Peng , Liu, Xue-Wei . 2553. "Sugar-based synthesis of Tamiflu and its inhibitory effects on cell secretion".
    กรุงเทพมหานคร : Nanyang Technological University, Singapore.
Ma, Jimei , Zhao, Yanying , Ng, Simon , Zhang, Jing , Zeng, Jing , Than, Aung , Chen, Peng , Liu, Xue-Wei . "Sugar-based synthesis of Tamiflu and its inhibitory effects on cell secretion."
    กรุงเทพมหานคร : Nanyang Technological University, Singapore, 2553. Print.
Ma, Jimei , Zhao, Yanying , Ng, Simon , Zhang, Jing , Zeng, Jing , Than, Aung , Chen, Peng , Liu, Xue-Wei . Sugar-based synthesis of Tamiflu and its inhibitory effects on cell secretion. กรุงเทพมหานคร : Nanyang Technological University, Singapore; 2553.