56598-69-7Relevant academic research and scientific papers
Photochemical rearrangement of enediynes: Is a 'photo-Bergman' cyclization a possibility?
Evenzahav, Ariella,Turro, Nicholas J.
, p. 1835 - 1841 (1998)
The enediynes 1 and 2 were photolyzed in 2-propanol to yield products akin to those analogous to a thermal Bergman cyclization mechanism. In addition, products resulting from photoreduction of one of the triple bonds of the enediyne functionality are also
Ti(OiPr)4/nBuLi: An attractive reagent system for [2+2+2] cyclotrimerisation reactions
Rassadin,Nicolas,Six
supporting information, p. 7666 - 7669 (2014/07/08)
A convenient method for the [2+2+2] cyclotrimerisation of alkynes using Ti(OiPr)4/nBuLi is presented. Homotrimerisation of arylacetylenes proceeds within minutes with excellent regioselectivity. Moreover, the intermolecular construction of ABB heterotrimers can be achieved selectively from two different alkynes with similar electronic properties. The method is also suitable for the synthesis of pyridines.
Synthesis and protein degradation capacity of photoactivated enediynes
Fouad, Farid S.,Wright, Justin M.,Plourde II, Gary,Purohit, Ajay D.,Wyatt, Justin K.,El-Shafey, Ahmed,Hynd, George,Crasto, Curtis F.,Lin, Yiqing,Jones, Graham B.
, p. 9789 - 9797 (2007/10/03)
The viability of proteins as targets of thermally and photoactivated enediynes has been confirmed at the molecular level. Model studies using a labeled substrate confirmed the efficacy of atom transfer from diyl radicals produced from enediynes to form captodatively stabilized carbon centered aminoacyl radicals, which then undergo either fragmentation or dimerization. To exploit this finding, a family of enediynes was developed using an intramolecular coupling strategy. Derivatives were prepared and used to target specific proteins, showing good correlation between affinity and photoinduced protein degrading activity. The findings have potential applications in the design of artificial chemical proteases and add to our understanding of the mechanism of action of the clinically important enediyne antitumor antibiotics.
