1551-14-0Relevant articles and documents
Gold(I)-catalyzed intramolecular acetylenic Schmidt reaction
Gorin, David J.,Davis, Nicole R.,Toste, F. Dean
, p. 11260 - 11261 (2005)
Substituted pyrroles were prepared by a gold(I)-catalyzed acetylenic Schmidt reaction of homopropargyl azides. The reaction allows for regiospecific substitution at each position of the pyrrole ring under mild conditions. A mechanism in which azides serve as nucleophiles toward gold(I)-activated alkynes with subsequent gold(I)-aided expulsion of dinitrogen is proposed. Copyright
Antimalarial activity of natural and synthetic prodiginines
Papireddy, Kancharla,Smilkstein, Martin,Kelly, Jane Xu,Shweta,Salem, Shaimaa M.,Alhamadsheh, Mamoun,Haynes, Stuart W.,Challis, Gregory L.,Reynolds, Kevin A.
experimental part, p. 5296 - 5306 (2011/10/02)
Prodiginines are a family of linear and cyclic oligopyrrole red-pigmented compounds. Herein we describe the in vitro antimalarial activity of four natural (IC50 = 1.7-8.0 nM) and three sets of synthetic prodiginines against Plasmodium falciparum. Set 1 compounds replaced the terminal nonalkylated pyrrole ring of natural prodiginines and had diminished activity (IC 50 > 2920 nM). Set 2 and set 3 prodiginines were monosubstituted or disubstituted at either the 3 or 5 position of the right-hand terminal pyrrole, respectively. Potent in vitro activity (IC50 = 0.9-16.0 nM) was observed using alkyl or aryl substituents. Metacycloprodiginine and more potent synthetic analogues were evaluated in a P. yoelii murine patent infection using oral administration. Each analogue reduced parasitemia by more than 90% after 25 (mg/kg)/day dosing and in some cases provided a cure. The most favorable profile was 92% parasite reduction at 5 (mg/kg)/day, and 100% reduction at 25 (mg/kg)/day without any evident weight loses or clinical overt toxicity.
PALLADIUM-CATALYZED SYNTHESIS OF PYRROLES
Utimoto, Kiitiro,Miwa, Hiroshi,Nozaki, Hitosi
, p. 4277 - 4278 (2007/10/02)
Pyrrole derivatives are prepared in high yields by the catalytic action of a Pd(II) salt on 1-amino-3-alkyn-2-ols which are obtained from conjugate ynones.