Studies towards the total synthesis of Borrelidin: Synthesis of the C1 C11 fragment

ORGN 175

Javed Iqbal, javediqbaldrf@hotmail.com, Vamsee K. Chintakunta, VAMSEEKRISHNA1@REDIFFMAIL.COM, and Santanu Maitra, santanumaitra@drreddys.com. Discovery Chemistry, Discovery Research, Dr. Reddy's Laboratories, Ltd, Bollaram Road, Miyapur, Hyderabad, 500049, India
Macrolides or Polyether antibiotics are biologically important molecules that are isolated from microbial sources and marine organisms. They are closely related antibiotics and are different from one another in their chemical substitutions on structures of various carbon atoms. Borrelidin is one such macrolide, first isolated from Streptomyces rochei in 1949 by Jampolsky and Goldberg. Borrelidin exhibits broad antiviral, antibacterial, antiangiogenic and antimitotic properties. The combination of an unusual chemical structure and a diverse biological profile has prompted the efforts towards the synthesis of Borrelidin which culminated in several groups synthesizing this molecule. We present here our efforts towards the synthesis of the C1- C11 fragment of this macrolide.