219606-83-4Relevant articles and documents
Design and synthesis of a new class of cryptophycins based tubulin inhibitors
Kumar, Arvind,Kumar, Manjeet,Sharma, Simmi,Guru, Santosh Kumar,Bhushan, Shashi,Shah, Bhahwal Ali
, p. 55 - 63 (2015/02/19)
Tubulin binding compounds represent one of the most attractive targets for anticancer drug development. They broadly fall into two categories viz., tubulin polymerization inhibitors, which block microtubule growth and destabilize microtubules like vinca alkaloids and cryptophycins, and the others, which polymerize microtubules into hyperstable forms represented by family of taxanes. In this context, we aimed at design and synthesis of cryptophycins based macrocyclic depsipeptides, which are synthetically more accessible, however have the basic information to target tubulins and establish structure activity relationship (SAR). Thus, a new class of cryptophycins based marocyclic depsipeptides with a truncated epoxide chain were synthesized as potential tubulin inhibitors. The resultant lead analogues 15a and 16a exhibited good anti-cancer activity, induced apoptosis, caused block/delay in cell cycle as well as significantly reduced the expression of α- and β-tubulins. Molecular modelling studies show that 15a and 16a bind in the same domain as that of cryptophycins.
A concise synthesis of the cytotoxic depsipeptide arenastatin A
White, James D.,Hong, Jian,Robarge, Lonnie A.
, p. 8779 - 8782 (2007/10/03)
Arenastatin A (1, cryptophycin 24) was synthesized by convergence of hydroxy ester 16 with amino acid derivative 27; two independent and highly efficient routes to 16 are disclosed.
