Open AccessSynthesis of \beta-Lactam Fused Enediynes by Intramolecular Kinugasa
Author(s) -
Amit Basak,
Ranjan Pal,
Subhashis Das
Publication year - 2009
Publication title -
international journal of chemistry
Language(s) - English
Resource type - Journals
eISSN - 1916-9701
pISSN - 1916-9698
DOI - 10.5539/ijc.v1n1p63
Subject(s) - enediyne , chemistry , intramolecular force , cleavage (geology) , ring (chemistry) , stereochemistry , lactam , dna , reactivity (psychology) , combinatorial chemistry , organic chemistry , biochemistry , medicine , alternative medicine , pathology , geotechnical engineering , fracture (geology) , engineering
eta-lactam fused enediynes have been successfully synthesized by intramolecular Kinugasa reaction in moderate yields. DSC studies indicated significant influence of the eta-lactam ring upon the reactivity of enediynes. None of the eta-lactam fused enediynes (under ring opening conditions) as well as the 11-membered monocyclic enediyne as the tosylate salt showed any cleavage of plasmid DNA. Interestingly, the 10-membered enediyne as the tosylate salt cleaved both single and double strands of plasmid DNA at micromolar concentration