Abstract-A study was conducted to examine the effect on homologous PCA in rats of 14 different, newly synthesized compounds, given orally, in relation to the chemical structure of DSCG, when given orally on homologous PCA in rats. The structure activity relationship of these compounds was also discussed. Among the 7 compounds of the glycerol bischromenonyl ether derivatives, 1,3-bis (2-phenyl-4-chromenon-5-yl) oxypropane-2-ol (compound 1) showed the most potent inhibitory activity on PCA. The other compounds showed a moderate or no effect. Two compounds of glycerol bisphenyl ether derivatives had little effect. On the other hand, 1,3-bis (2-carboxy-3 hydroxyphenyl)oxypropane (compound 11) out of alkandiol bisphenyl ether derivatives significantly inhibited PCA, and the other 4 compounds showed a tendency toward inhibition of the reaction. The late inhibition, seen in the biphasic inhibitory pattern induced by compound 11, may be caused by a certain active substance transformed in the body.We have already reported a comparative study on the anti-allergic effects of disodium baicalein 6-phosphate (BPS) as a monochromone derivative, and of disodium cromoglycate (DSCG) as a dichromone derivative. BPS inhibited not only reaginic (IgE) antibody mediated reactions, including antigen-induced mediator release from monkey lung, homologous passive cutaneous anaphylaxis (PCA) in rats, and IgE antibody-mediated degranulation of mast cells, but also non-reaginic antibody-mediated reactions such as mediator release from both guinea pig lung sensitized with egg albumin and human lung caused by anti-IgE. Conversely, DSCG showed characteristic properties as an inhibitor of IgE antibody-mediated reaction. From these findings, it was suggested that the functional site of IgE antibody appears to interact with DSCG, with a definite distance between the two chromone-nuclei ; while the site of the non-reaginic antibody, IgG, is shorter or longer than that of IgE antibody and is readily fixed with two molecules of BPS (1).Meanwhile, the development of DSCG contributed greatly to the therapy for asthma, particulary atopic type asthma (2). The drug, however, is ineffective when given orally, as it is poorly absorbed from the gastrointestinal tract. Such being the case, drugs with a mechanism similar to that of DSCG and are which effective when given orally are most feasible for treatment of patients with asthma, particularly children. Several reports on such drugs have been made (1, 3-9).The present paper describes the effect of oral ingestion of newly synthesized compounds in relation to the chemical structure of DSCG on homologous PCA in rats using their IgE