Studies towards synthesis of C1-C10 fragment of Norbonolide

ORGN 163

Prasad.C Narasimhulu, cprasad_drf@rediffmail.com1, Mohammed Takhi1, K. Mukkanti, kmukkanti@rediffmail.com2, and Javed Iqbal, javediqbaldrf@hotmail.com3. (1) Discovery chemistry, Dr.Reddys Laboratories, Bollaram road, Miyapur, Hyderabad, 500049, India, (2) Chemistry Division, Institute of Science &Technology, JNT University, JNTU, Kukatpally, Hyderabad, 500072, India, (3) Discovery Chemistry, Discovery Research, Dr. Reddy's Laboratories, Ltd, Bollaram road, Miyapur, Hyderabad, 500049, India
Polyketides are diverse class of natural products exhibiting innumerable clinically important biological activities. The complex multienzyme system, Polyketide synthases are responsible for the synthesis of Polyketides. The pikromycin polyketide synthase (PKS) system of Streptomyces venezuelae ATCC 15439 catalyzes the biosynthesis of 12 and 14 membered macrolactones. Norbonolide is rich in chirality with seven asymmetric centers embedded in the monocyclic, 14-membered lactone system. The structural similarity to ketolide antibacterials such as Telithromycin and Cethromycin makes Norbonolide and related derivatives of potential therapeutic interest. The synthetic strategy for this macrolactone includes asymmetric aldol reactions followed with RCM reaction. Our new and efficient synthetic route and synthesis of C1-C10 fragment of Norbonolide will be presented

 

Asymmetric Reactions and Syntheses, Physical Organic Chemistry, Combinatorial Chemistry, Total Synthesis
8:00 PM-10:00 PM, Sunday, 26 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- Ex. Hall B4, Sci-Mix

Division of Organic Chemistry

The 231st ACS National Meeting, Atlanta, GA, March 26-30, 2006