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.
, 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.