50622-67-8Relevant academic research and scientific papers
New method for the synthesis of pyrromethanes
Okada, Kunisuke,Saburi, Kiyoshi,Nomura, Keishi,Tanino, Hideo
, p. 2127 - 2131 (2007/10/03)
Coupling reaction of 2-mercaptobenzothiazolylmethylpyrrole with α-free pyrrole in the presence of silver(I) triflate proceeds smoothly at room temperature to give a pyrromethane in excellent yield. The azafulvenium ion, an active form that reacts with α-f
Synthetic and Biosynthetic Studies of Porphyrins. Part 8. Synthese of Hepta-, Hexa-, and penta-carboxylic Porphyrins Related to Urophorphin-I
Jackson, Anthony H.,Supphayen, Damrus
, p. 277 - 286 (2007/10/02)
The title porphyrins of interest as abnormal metabolits in porphyrins biosynthesis, have been synthesized by the Fischer, and b-oxobilane routes, and compared with the naturally derived materials.Enzymic experiments have shown that the conversion of uropo
BIOSYNTHESIS OF PORPHYRINS AND RELATED MACROCYCLES. PART 27. SYNTHESES OF MODIFIED HYDROXYMETHYLBILANES AND STUDIES OF THEIR CHEMICAL AND BIOLOGICAL PROPERTIES.
Anderson, Paul C.,Battersby, Alan R.,Broadbent, Hugo A.,Fookes, Christopher J. R.,Hart, Graham J.
, p. 3123 - 3136 (2007/10/02)
The biosynthetic pathway to uroporphyrinogen-III, the parent macrocycle for all the pigments of life, involves the formation and ring-closure of an hydroxymethylbilane.The non-enzymic ring-closure of this bilane is studied under different pH conditions.Also octamethyl esters of related bilanes are synthesised which have either a cyano or a methyl group blocking position-19 which is free on the terminal ring-D of the natural bilane.Studies are made of the ring-closure of these substituted bilanes under acidic conditions.The conclusion is reached that there is a strong preference for non-enzymic ring-closure of an hydroxymethylbilane to occur at the terminal carbon atom (position-19).The octa-acids derived from the cyano and methyl substituted bilanes inhibit the action of cosynthetase on the natural hydroxymethylbilane.
SYNTHESIS OF UROPORPHYRIN-III, AND RELATED HEPTA- AND PENTA-CARBOXYLIC PORPHYRINS BY MODIFICATIONS OF THE MACDONALD METHOD
Chakrabarty, M.,Ali, S. A.,Philip, G.,Jackson, A. H.
, p. 1199 - 1204 (2007/10/02)
A modification of the MacDonald route has been developed in which all four pyrrole units of uroporphyrin-III have been derived from the same conveniently prepared starting pyrrole.Related hepta- and penta-carboxylic porphyrins have also been synthesised by condensation of appropriate α-formyl pyrromethane-α'-carboxylic acids; in each case other porphyrins with different numbers of acidic side-chains were also produced but the desired products were easily separated (as their methyl esters) by h.p.l.c.
