Acetylene biological effects

This reagent does not react with double bonds, as demonstrated when fluorooleic acids were prepared from the corresponding hydroxyoleic acids and incorporated by enzymes into living cells163. Acetylenes do not react with DAST either, but ynones do and produce difluoroacetylenes164. The reaction was used by Kobayashi and coworkers to prepare difluoroleukotriene 16 with similar biological effects to arachidonic acid (equation 91)165. 

Berg, P., Klemedtsson, L., and RoswaU, T. (1982). Inhibitory effects of low partial pressure of acetylene on nitrification. Soil Biology and Biochemistry 14, 301—303. 

Lee et al. also supposed a stacking effect for a 6-ethynyl quinazoline. This additional interaction with the receptor increased five times the potency of this componnd when compared to the 6-chloro analog. However, this acetylenic analog is reactive and rapidly metabolized, giving for example Michael addition in a biological system, and thus led the authors not to test further this compound. ... 

Williams, S.L. and Carpenter, R.C. (1998) Effects of unidirectional and oscillatory water flow on nitrogen fixation (acetylene reduction) in coral reef algal turfs, Kaneohe Bay, Hawaii. Journal of Experimental Marine Biology and Ecology, 226, 293-316. 

Physiological and Pharmacological Properties Biologically Active Acetylenic Compounds Acetylenes as Phytoalexins Plant-Insect and Plant-Nematode Relationships Phototoxic Effects of Acetylenic Compounds Allenic Fatty Acids References... 

This methodology was later extended by Owen [117] and Nilsson [78] to the employment of o-iodo- and -bromophenols and terminal acetylenes in the presence of stoichiometric amounts of Cu(I) oxide in pyridine or Cu(I) terf-butoxide to generate acetylide 55, allowing the achievement of typically higher or comparable yields (60-82%) of thecorresponding benzofurans 57. Ohemeng [118] and Scammells [119] effectively employed the first catalytic system in the synthesis of biologically active benzofuran derivatives, whereas Nilsson succeeded in the assembly of... 

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