20521-44-2Relevant articles and documents
Alkynol natural products target ALDH2 in cancer cells by irreversible binding to the active site
Heydenreuter, Wolfgang,Kunold, Elena,Sieber, Stephan A.
supporting information, p. 15784 - 15787 (2015/11/10)
Falcarinol and stipudiol are natural products with potent anti-cancer activity found in several vegetables. Here, we use a chemical proteomic strategy to identify ALDH2 as a molecular target of falcarinol in cancer cells and confirm enzyme inhibition via covalent alkylation of the active site. Furthermore, the synthesis of stipudiol led to the observation that ALDH2 exhibits preference for alkynol-based binders. Inhibition of ALDH2 impairs detoxification of reactive aldehydes and limits oxidative stress response, two crucial pathways for cellular viability.
Cyclic Diynes by Alkyne Metathesis
Hellbach, Bjoern,Gleiter, Rolf,Rominger, Frank
, p. 2535 - 2541 (2007/10/03)
The preparation of α,ω-diynes with methyl groups at the termini (11a-i) is described. The methylene groups between the alkyne units vary between n = 12 (a) and n = 4 (i). Ring closing metathesis with Mo(CO) 6/CF3C6H4OH yielded the monocyclic alkyne 12a with 11a as starting material, whereas 11b-g yielded the cyclic diynes 13b-g. Detailed structural parameters were obtained for 13b and 13c by X-ray crystallography.
