59276-34-5Relevant articles and documents
Structurally Simple Benzylidene-Type Photolabile Diol Protecting Groups
Ding, Xiong,Devalankar, Dattatray A.,Wang, Pengfei
, p. 5396 - 5399 (2016/11/06)
Two structurally simple photolabile protecting groups for releasing 1,2- and 1,3-diols have been developed. The diols can be protected in high yields and released from their corresponding acetals with high chemical efficiency.
The use of electroosmotic flow as a pumping mechanism for semi-preparative scale continuous flow synthesis
Wiles, Charlotte,Watts, Paul,Haswell, Stephen J.
, p. 966 - 968 (2007/12/31)
By employing a series of reactions we demonstrate the use of electroosmotic flow as a continuous pumping mechanism suitable for semi-preparative scale synthesis, affording an array of small organic compounds, of analytical purity, with yields ranging from 0.57-1.71 g h-1. The Royal Society of Chemistry.
Synthesis and complement inhibitory activity of B/C/D-Ring analogues of the fungal metabolite 6,7-diformyl-3′,4′,4a′,5′,6′,7′,8 ′,8a′-octahydro-4,6′,7′-trihydroxy-2′, 5′,5′,8a′-tetramethylspiro[1′(2′H)- naphthalene-2(3H)-benzofuran]
Bradbury, Barton J.,Bartyzel, Piotr,Kaufman, Teodoro S.,Nieto, Marcelo J.,Sindelar, Robert D.,Scesney, Susanne M.,Gaumond, Bruce R.,Marsh Jr., Henry C.
, p. 2697 - 2705 (2007/10/03)
This paper reports the synthesis and the bioassay of 4-methoxy- and 4-hydroxyspiro[benzofuran2(3H)-cyclohexane] partial analogues (5) of the complement inhibitory sesquiterpene fungal metabolite 6,7-diformyl-3′,4′,4a′,5′,6′,7′, 8′,8a′-octahydro-4,6′,7′-trihydroxy-2′, 5′,5′,8a′-tetramethylspiro[1′(2′H)- naphthalene-2 (3H)-benzofuran] (1a, K-76) and its silver oxide oxidized product (lb, K-76COOH). The described target compounds represent spirobenzofuran B/C/D-ring analogues lacking the A-ring component of the prototype structure. The target compounds were evaluated by the inhibition of total hemolytic complement activity in human serum. It was observed that the structurally simplified analogue 4-methoxyspiro[benzofuran-2(3H)cyclohexane]-6-carboxylic acid (5a) exhibited an IC50 = 0.53 mM similar to the IC50 = 0.57 mM that was observed for the natural product derivative 1b. Exhibiting an IC50 = 0.16 mM, the three-ringed partial structure 6-carboxy-7-formyl-4-methoxyspiro[benzofuran-2(3H)-cyclohexane] (5k)was found to be the most potent target compound. Like the natural product, 5k appears to inhibit primarily at the C5 activation step and inhibits both the classical and alternative human complement pathways. Several other analogues inhibited complement activation in vitro at concentrations similar to those required for inhibition by the natural product 1b.