公开(公告)号：US4675391A

公开(公告)日：1987-06-23

申请号：US832374

申请日：1986-02-24

申请人： Shohei Shibayama ,  Yuzi Matsuzaki ,  Shoji Yoshimura ,  Masayoshi Ito ,  Yoshiyasu Shitori ,  Tomoya Ogawa

发明人： Shohei Shibayama ,  Yuzi Matsuzaki ,  Shoji Yoshimura ,  Masayoshi Ito ,  Yoshiyasu Shitori ,  Tomoya Ogawa

IPC分类号： C07H15/04 ,  A61K31/70 ,  A61K31/7028 ,  A61P37/00 ,  C07H3/06 ,  C07H9/06 ,  C07H15/26 ,  C07H15/00

CPC分类号： C07H15/26

摘要： This invention provides a novel compound having a formula such as ##STR1## This invention also provides a process for preparing such a compound. The novel compound has excellent immunological activity.

摘要翻译： 本发明提供具有下式的新化合物，例如本发明还提供了制备这种化合物的方法。 该新化合物具有优异的免疫活性。

公开(公告)号：US5057605A

公开(公告)日：1991-10-15

申请号：US269697

申请日：1988-11-10

申请人： Shoji Yoshimura ,  Yuzi Matsuzaki ,  Mamoru Sugimoto ,  Masayoshi Ito ,  Yoshiyasu Shitori ,  Tomoya Ogawa

发明人： Shoji Yoshimura ,  Yuzi Matsuzaki ,  Mamoru Sugimoto ,  Masayoshi Ito ,  Yoshiyasu Shitori ,  Tomoya Ogawa

IPC分类号： C07H15/04 ,  A61K31/70 ,  A61K31/7028 ,  A61P25/00 ,  C07H15/06

CPC分类号： C07H15/06

摘要： Sialocylglycerolipids represented by the following general formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom or a group CH.sub.3 CO--; R.sup.2 represents an alkali metal, a hydrogen atom or a lower alkyl group; R.sup.3 represents a hydrogen atom or a group C.sub.n H.sub.2n+1 -- (n is an integer ranging from 1 to 30); and R.sup.4 represents a group C.sub.m H.sub.2n+1 -- (m is an integer ranging from 1 to 30) are herein disclosed. They are prepared by treating a corresponding compound in an alkaline aqueous solvent. The method makes it possible to provide these compounds in a high yield by a simple processes.

公开(公告)号：US4774326A

公开(公告)日：1988-09-27

申请号：US917538

申请日：1986-10-10

申请人： Shohei Shibayama ,  Shoji Yoshimura ,  Masayoshi Ito ,  Yoshiyasu Shitori ,  Tomoya Ogawa

发明人： Shohei Shibayama ,  Shoji Yoshimura ,  Masayoshi Ito ,  Yoshiyasu Shitori ,  Tomoya Ogawa

IPC分类号： C07H15/04 ,  C07B59/00 ,  C07H13/04

CPC分类号： C07H15/04

摘要： This invention provides a novel process for preparing a compound represented by the formula ##STR1## In accordance with this invention, the compound is prepared by reacting a compound represented by the formula ##STR2## with glycolic acid in the presence of dicyclohexylcarbodiimide. The compound (2) is a useful precursor for the preparation of N-glycolylneuraminic acid: ##STR3##

摘要翻译： 本发明提供了制备由下式表示的化合物的新方法：（2）根据本发明，化合物是通过使式（1）表示的化合物与乙醇酸反应来制备的， 的二环己基碳二亚胺。 化合物（2）是制备N-羟乙酰神经氨酸的有用前体：

公开(公告)号：US4950750A

公开(公告)日：1990-08-21

申请号：US110133

申请日：1987-10-19

申请人： Tomoya Ogawa ,  Masaaki Numata ,  Mamoru Sugimoto ,  Shohei Shibayama ,  Shoji Yoshimura ,  Masayoshi Ito ,  Yoshiyasu Shitori

发明人： Tomoya Ogawa ,  Masaaki Numata ,  Mamoru Sugimoto ,  Shohei Shibayama ,  Shoji Yoshimura ,  Masayoshi Ito ,  Yoshiyasu Shitori

IPC分类号： C07H13/06 ,  C07H15/10

CPC分类号： C07H15/10

摘要： The present invention provides ganglioside-related compounds expressed by the following formula: ##STR1## (wherein R.sub.1 denotes a hydrogen atom or SiR.sub.3 R.sub.4 R.sub.5 (wherein R.sub.3 and R.sub.4 each denotes a methyl or phenyl group, and R.sub.5 denotes a tertiary butyl or dimethylphenylmethyl group), and R.sub.2 denotes a hydrogen atom, a trityl group, or ##STR2## (wherein M denotes an alkali metal atom)) and methods of producing the same. These ganglioside-related compounds are useful as markers for the early detection of cancer and in the immunotherapy for cancer.

摘要翻译： 本发明提供由下式表示的神经节苷脂相关化合物：其中R1表示氢原子或SiR3R4R5（其中R3和R4各自表示甲基或苯基，R5表示叔丁基或二甲基苯基甲基）， R2表示氢原子，三苯甲基或三苯甲基，或者其中M表示碱金属原子）及其制造方法。 这些神经节苷脂相关化合物可用作早期检测癌症和癌症免疫治疗的标志物。

公开(公告)号：US4918177A

公开(公告)日：1990-04-17

申请号：US136144

申请日：1987-12-21

申请人： Shoji Yoshimura ,  Shohei Shibayama ,  Masaaki Numata ,  Masayoshi Ito ,  Yoshiyasu Shitori ,  Tomoya Ogawa

发明人： Shoji Yoshimura ,  Shohei Shibayama ,  Masaaki Numata ,  Masayoshi Ito ,  Yoshiyasu Shitori ,  Tomoya Ogawa

IPC分类号： A61K31/70 ,  A61K31/7028 ,  A61K47/26 ,  A61P43/00 ,  C07H15/04

CPC分类号： C07H15/04 ,  A61K47/26

摘要： A sialic acid derivative having an active carbonyl group represented by the formula [I]: ##STR1## wherein R.sup.1 represents hydrogen or acetyl group; R.sup.2 represents hydrogen, a metal or a lower alkyl group; R.sup.3 represents hydrogen, hydroxyl group, or a residue removed hydrogen from an alcohol portion of an active ester; Ac represents acetyl group; and n is 1 to 20, respectively. This sialic acid derivative [I] can be utilized as a starting material for various complex having a sialic acid in the molecule since it has an active carbonyl group in the molecules so that it shows high reactivity.

公开(公告)号：USRE34091E

公开(公告)日：1992-10-06

申请号：US779874

申请日：1991-10-21

申请人： Shoji Yoshimura ,  Shohei Shibayama ,  Masaaki Numata ,  Masayoshi Ito ,  Yoshiyasu Shitori ,  Tomoya Ogawa

发明人： Shoji Yoshimura ,  Shohei Shibayama ,  Masaaki Numata ,  Masayoshi Ito ,  Yoshiyasu Shitori ,  Tomoya Ogawa

IPC分类号： A61K31/70 ,  A61K31/7028 ,  A61K47/26 ,  A61P43/00 ,  C07H15/04

CPC分类号： C07H15/04 ,  A61K47/26

摘要： A sialic acid derivative having an active carbonyl group represented by the formula [I]: ##STR1## wherein R.sup.1 represents hydrogen or acetyl group; R.sup.2 represents hydrogen, a metal or a lower alkyl group; R.sup.3 represents hydrogen, hydroxyl gorup, or a residue removed hydrogen from an alcohol portion of an active ester; Ac represents acetyl group; and n is 1 to 20, respectively. This sialic acid derivative [I] can be utilized as a starting material for various complex having a sialic acid in the molecule since it has an active carbonyl group in the molecules so that it shows high reactivity.

公开(公告)号：US4663443A

公开(公告)日：1987-05-05

申请号：US729360

申请日：1985-05-01

申请人： Shohei Shibayama ,  Shoji Yoshimura ,  Masayoshi Ito ,  Yoshiyasu Shitori ,  Tomoya Ogawa

发明人： Shohei Shibayama ,  Shoji Yoshimura ,  Masayoshi Ito ,  Yoshiyasu Shitori ,  Tomoya Ogawa

IPC分类号： A61K31/70 ,  A61K31/7028 ,  A61P37/00 ,  C07H11/00 ,  C07H15/04 ,  C07H5/06

CPC分类号： C07H15/04

摘要： This invention provides a novel compound having a formula such as ##STR1## This invention also provides a process for preparing such a compound. The novel compound has an excellent immunological activity.

摘要翻译： 本发明提供具有下式的新化合物，例如本发明还提供了制备这种化合物的方法。 该新型化合物具有优异的免疫活性。

公开(公告)号：US4880572A

公开(公告)日：1989-11-14

申请号：US199107

申请日：1988-05-26

申请人： Shuji Fujita ,  Shoji Yoshimura ,  Masayoshi Ito ,  Yoshiyasu Shitori ,  Tomoya Ogawa

发明人： Shuji Fujita ,  Shoji Yoshimura ,  Masayoshi Ito ,  Yoshiyasu Shitori ,  Tomoya Ogawa

IPC分类号： C07C231/00 ,  C07C67/00 ,  C07C231/12 ,  C07C233/16 ,  C07C233/18

CPC分类号： C07C233/16

摘要： Novel unnatural ceramide related compounds, for instance, (2S, 3S)-2-tetracosanamido-octadecane-1,3-diol are herein provided, which are useful as intermediates in preparing ceramide moieties employed in the preparation of glycolipids and gangliosides known as tumor markers or molecular markers and which are prepared by, for instance, subjecting a chiral compound represented by the following formula: ##STR1## to deacetal treatment.

公开(公告)号：US4990603A

公开(公告)日：1991-02-05

申请号：US68205

申请日：1987-06-30

申请人： Tomoya Ogawa ,  Mamoru Sugimoto ,  Masaaki Numata ,  Shoji Yoshimura ,  Masayoshi Ito ,  Yoshiyasu Shitori

发明人： Tomoya Ogawa ,  Mamoru Sugimoto ,  Masaaki Numata ,  Shoji Yoshimura ,  Masayoshi Ito ,  Yoshiyasu Shitori

IPC分类号： C07H3/06 ,  C07H15/10

CPC分类号： C07H15/10 ,  C07H3/06

摘要： The present invention relates to sialic acid derivatives. According to the present invention, there is provided sialic acid derivatives having the general formula (I): ##STR1## wherein, R.sup.1 represents hydrogen, an acetyl group, a trityl group, ##STR2## (R.sup.5 represents hydrogen or an acetyl group and R.sup.6 represents hydrogen, sodium or a methyl group).R.sup.2 represents hydrogen or an acetyl group,one of R.sup.3 and R.sup.4 represents ##STR3## (R.sup.7 represents a hydrogen atom or an acetyl group, R.sup.8 represents a hydrogen atom, an acetyl group or a benzyl group, R.sup.9 represents a hydrogen atom, an acetyl group, a benzyl group or ##STR4## wherein R.sup.10 represents a hydrogen atom or a benzoyl group), while the other represents --COOR.sup.11 wherein R.sup.11 represents hydrogen, sodium, or a methyl group.

公开(公告)号：US4797477A

公开(公告)日：1989-01-10

申请号：US84018

申请日：1987-08-11

申请人： Shoji Yoshimura ,  Yoichiro Tani ,  Youzi Matsuzaki ,  Masayoshi Ito ,  Yoshiyasu Shitori ,  Tomoya Ogawa

发明人： Shoji Yoshimura ,  Yoichiro Tani ,  Youzi Matsuzaki ,  Masayoshi Ito ,  Yoshiyasu Shitori ,  Tomoya Ogawa

IPC分类号： C07H15/04 ,  C07H5/06

CPC分类号： C07H15/04

摘要： The present invention relates to a new process for preparing 3-O-(sodium(5-acetamide-3,5-dideoxy-alpha-D-glycero-D-galacto-2-noneuro pyranosyl)onate-1,2-di-O-tetradecyl-Sn-glycerol (3) consisting essentially of hydrolyzing a 3-O-(C.sub.1-5 alkyl(5-acetamide-4,7,8,9-tetra-O-acetyl-3,5-di-deoxy-alpha-D-glycero-D-galacto-2-noneuropyranosyl)onate)-1,2-di-O-tetradecyl-Sn-glycerol (1) in a single step, in an aqueous lower aliphatic alcohol solution of an alkali metal hydroxide.

摘要翻译： 本发明涉及一种新的制备3-O-（5-乙酰胺-3,5-二脱氧-α-D-甘油基-D-半乳-2-氧基吡喃糖基） 主要由水解3-O-（C 1-5烷基（5-乙酰胺-4,7,8,9-四-O-乙酰基-3,5-二脱氧）的O-十四烷基-S-甘油（3） -al-D-甘油-D-半乳-2-乙酰基吡喃糖基）甲酸酯）-1,2-二-O-十四烷基-Sn-甘油（1）在碱金属的低级脂族醇水溶液 氢氧化物。