Sankyo Company, Limited

Noboru Ishida

Tetsuo Hiraoka

Takeo Kobayashi

Shinichi Sugawara

Tomowo Kobayashi

Masami Arai

Masao Shiozaki

Yuzuru Akamatsu

Masahiro Nishijima

Compounds of formula (I): ##STR1## in which: R.sup.1 is hydroxy, protected hydroxy, fluorine, or --OP(O)(OH).sub.2 ; R.sup.2 and R.sup.3 are independently optionally substituted C.sub.6 -C.sub.20 aliphatic acyl; R.sup.4 is hydroxy, protected hydroxy, or --OP(O)(OH).sub.2, where at least one of R.sup.1 and R.sup.4 is --OP(O)(OH).sub.2 ; and R.sup.5 is hydroxy, protected hydroxy, or fluorine; provided that, except where at least one of R.sup.1 and R.sup.5 is fluorine, then at least one of R.sup.2 and R.sup.3 is a substituted C.sub.6 -C.sub.20 aliphatic acyl having (i) at least one halogen substituent and (ii) at least one substituent selected from the group consisting of halogen, hydroxy and C.sub.6 -C.sub.20 aliphatic acyloxy or at least one of R.sup.2 and R.sup.3 is a substituted C.sub.6 -C.sub.20 aliphatic acyl which is substituted by at least one halogen-substituted C.sub.6 -C.sub.20 aliphatic carboxylic acyloxy; have Lipid A-like activity and may be used for the treatment, prophylaxis, diagnosis and support of an animal suffering a disease or disorder arising from a deficiency in the immune system or from a tumor. They may be prepared by phosphorylation of corresponding compounds lacking a phosphoryl group.

Lipid A analogs having immunoactivating and anti-tumor activity

7-Oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid derivatives of formula (I): ##STR1## (in which:) R.sup.1 represents a hydrogen atom or an optionally substituted alkyl group;

7-Oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid derivatives, their

Growing community of inventors

Tokyo, Japan

Noboru Ishida