Compounds

15-Deoxyspergualin

15-Deoxyspergualin_1

Producing organism:

Bacillus laterosporus

Activity:

AntitumorImmunomodulator

Clinical use:

Gusperimus (15-deoxyspergualin) Immunosuppressor

Class no:

64 Reference(s)

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Title Author Journal Year Volume Page
A new antitumor antibiotic, spergualin: Isolation and antitumor activity. T. Takeuchi; H. Iinuma; S. Kunimoto; T. Masuda; M. Ishizuka; M. Takeuchi; M. Hamada; H. Naganawa; S. Kondo; H. Umezawa J. Antibiotics 1981 34 1619-1621
Structure of an antitumor antibiotic, spergualin. H. Umezawa; S. Kondo; H. Iinuma; S. Kunimoto; Y. Ikeda; H. Iwasawa; D. Ikeda; T. Takeuchi J. Antibiotics 1981 34 1622-1624
The total synthesis of spergualin, an antitumor antibiotic. S. Kondo; H. Iwasawa; D. Ikeda; Y. Umeda; Y. Ikeda; H. Iinuma; H. Umezawa J. Antibiotics 1981 34 1625-1627
A new antitumor antibiotic spergualin. S. Kondo; T. Takeuchi; H. Umezawa Trends in Antibiotic Research 1982 146-153
Synthesis of (-)-15-deoxyspergualin and (-)-spergualin-15-phosphate. H. Iwasawa; S. Kondo; D. Ikeda; T. Takeuchi; H. Umezawa J. Antibiotics 1982 35 1665-1669
Spergualin: a novel antitumor antibiotic produced by Bacillus laterosporus. (Japanese) T. Takeuchi Gan to Kagaku Ryoho 1984 11 2633-2639
Suppression of tissue graft rejection by spergualin. H. Umezawa; M. Ishizuka; T. Takeuchi; F. Abe; K. Nemoto; K. Shibuya; T. Nakamura J. Antibiotics 1985 38 283-284
Cytotoxicity of spergualin and amine oxidase activity in medium. S. Kunimoto; K. Miura; H. Iinuma; T. Takeuchi; H. Umezawa J. Antibiotics 1985 38 899-903
Synthesis and antitumor activity of spergualin analogues. I. Chemical modification of 7-guanidino-3-hydroxyacyl moiety. Y. Umeda; M. Moriguchi; H. Kuroda; T. Nakamura; H. Iinuma; T. Takeuchi; H. Umezawa J. Antibiotics 1985 38 886-898
Antitumor activity of spergualin, a novel antitumor antibiotic. K. Nishikawa; C. Shibasaki; K. Takahashi; T. Nakamura; T. Takeuchi; H. Umezawa J. Antibiotics 1986 39 1461-1466
Anti-leukemic activity of 15-deoxyspergualin against N-butyl-N-nitrosourea-induced autochthonous rat leukemia. J. Ito; T. Yamashita; K. Takahashi; H. Horinishi; T. Nakamura; T. Takeuchi; H. Umezawa J. Antibiotics 1986 39 1488-1490
Induction of antitumor resistance to mouse leukemia L1210 by spergualins. M. Ishizuka; T. Masuda; S. Mizutani; M. Osono; H. Kumagai; T. Takeuchi; H. Umezawa J. Antibiotics 1986 39 1736-1743
Spergualin, a new antitumor antibiotic. (Japanese) T. Takeuchi Gan to Kagaku Ryoho 1987 14 845-849
Immunosuppressive activities of 15-deoxyspergualin in animals. K. Nemoto; M. Hayashi; F. Abe; T. Nakamura; M. Ishizuka; H. Umezawa J. Antibiotics 1987 40 561-562
Blastogenic responses and the release of interleukins 1 and 2 by spleen cells obtained from rat skin allograft recipients administered with 15-deoxyspergualin. K. Nemoto; F. Abe; T. Nakamura; M. Ishizuka; T. Takeuchi; H. Umezawa J. Antibiotics 1987 40 1062-1064
Suppression of humoral immunity in dogs by 15-deoxysperhgualin. K. Nemoto; J. Ito; F. Abe; T. Nakamura; T. Takeuchi; H. Umezawa J. Antibiotics 1987 40 1065-1066
Involvement of cytotoxic T-lymphocytes in the antitumor activity of spergualin against L1210 cells. H. Umezawa; K. Nishikawa; C. Shibasaki; K. Takahashi; T. Nakamura; T. Takeuchi Cancer Research 1987 47 3062-3065
Suppression of experimental allergic encephalomyelitis in guinea pigs by spergualin and 15-deoxyspergualin. K. Nemoto; F. Abe; T. Takita; T. Nakamura; T. Takeuchi; H. Umezawa J. Antibiotics 1987 40 1193-1194
Effects of spergualin and 15-deoxyspergualin on the development of graft-versus-host disease in mice. K. Nemoto; J. Ito; M. Hayashi; F. Abe; Y. Ohtaka; T. Nakamura; T. Takeuchi; H. Umezawa Transplantation Proceedings 1987 19 3520-3521
Effect of spergualin in autoimmune disease mice. K. Nemoto; M. Hayashi; J. Ito; F. Abe; T. Takita; T. Nakamura; T. Takeuchi; H. Umezawa J. Antibiotics 1987 40 1448-1451
Immunosuppressive activities of deoxyspergualin. II. The effect on the antibody responses. M. Makino; M. Fujiwara; H. Watanabe; T. Aoyagi; H. Umezawa Immunopharmacology 1987 14 115-122
Effect of 15-deoxyspergualin on graft-v-host disease in mice. K. Nemoto; M. Hayashi; H. Fujii; J. Ito; T. Nakamura; T. Takeuchi; H. Umezawa Transplantation Proceedings, No. 5 (October) 1987 19 3985-3986
Spergualin: A new antitumour antibiotic. K. Umezawa; T. Takeuchi Biomedicine & Pharmacotherapy 1987 41 227-232
Assessment of the anti-diabetic activity of deoxyspergualin in low-dose streptozotocin-induced diabetic mice. K. Nemoto; Y. Sugawara; T. Takita; T. Nakamura; T. Takeuchi J. Antibiotics 1988 41 145-147
Immunosuppressive activity of 15-deoxyspergualin and its effect on skin allografts in rats. T. Masuda; S. Mizutani; M. Iijima; H. Odai; H. Suda; M. Ishizuka; T. Takeuchi; H. Umezawa J. Antibiotics 1987 40 1612-1618
Suppression of humoral immunity in mice by spergualin. K. Nemoto; M. Hayashi; F. Abe; T. Nakamura; M. Ishizuka; T. Takeuchi; H. Umezawa Transplantation Proceedings 1987 19 4638-4640
The antiproliferative action of deoxyspergualin is different from that induced by amine oxidase. H. Kuramochi; M. Hiratsuka; S. Nagamine; K. Takahashi; T. Nakamura; T. Takeuchi; H. Umezawa J. Antibiotics 1988 41 234-238
Immunosuppressive activities of deoxyspergualin. I. Effect of the long-term administration of the drug on the development of murine lupus. M. Makino; M. Fujiwara; T. Aoyagi; H. Umezawa Immunopharmacology 1987 14 107-114
Immunosuppressive effect of (-)-15-deoxyspergualin on thyroid allograft in mice. (Japanese) Y. Mazaki; K. Inoue; N. Sato; M. Kamata; M. Ookubo; H. Uchida; K. Sasaki; T. Aoyagi Ishoku 1988 23 35-42
Biological activities of deoxyspergualin in autoimmune disease mice. K. Nemoto; M. Hayashi; U. Sugawara; J. Ito; F. Abe; T. Takita; T. Nakamura; T. Takeuchi J. Antibiotics 1988 41 1253-1259
Reversal of acute rejection episodes by deoxyspergualin (NKT-01) in dogs receiving renal allografts. J. Itoh; T. Takeuchi; S. Suzuki; H. Amemiya J. Antibiotics 1988 41 1503-1505
Synthesis and antitumor activity of spergualin analogues. II. Chemical modification of the spermidine moiety. Y. Umeda; M. Moriguchi; H. Kuroda; T. Nakamura; A. Fujii; H. Iinuma; T. Takeuchi; H. Umezawa J. Antibiotics 1987 40 1303-1315
Synthesis and antitumor activity of spergualin analogues. III. Novel method for synthesis of optically active 15-deoxyspergualin and 15-deoxy-11-O-methylspergualin. Y. Umeda; M. Moriguchi; K. Ikai; H. Kuroda; T. Nakamura; A. Fujii; T. Takeuchi; H. Umezawa J. Antibiotics 1987 40 1316-1324
Lupus nephropathy in New Zealand F1 hybrid mice treated by (-)-15-deoxyspergualin. M. Okubo; K. Inoue; N. Umetani; N. Sato; K. Kamata; Y. Masaki; T.Uchiyama; X-J. Yan; T. Aoyagi; T. Shirai Kidney International 1988 34 467-473
Synthesis and biological activity of spergualin analogues. I. R. Nishizawa; Y. Takei; M. Yoshida; T. Tomiyoshi; T. Saino; K. Nishikawa; K. Nemoto; K. Takahashi; A. Fujii; T. Nakamura; T. Takita; T. Takeuchi J. Antibiotics 1988 41 1629-2643
In vivo effects of deoxyspergualin (NKT-01) on lymphocyte activation in response to alloantigens. Y. Yoshikawa; H. Uchida; H. Kuroda; T. Nakamura; A. Obayashi; A. Fujii; T. Takeuchi J. Antibiotics 1988 41 1675-1680
Serum effect on cellular uptake of spermidine, spergualin, 15-deoxyspergualin, and their metabolites by L5178Y cells. S. Kunimoto; C. Nosaka; C.-X. Xu; T. Takeuchi J. Antibiotics 1989 42 116-122
Effects of deoxyspergualin on hematopoiesis: Studies of murine hematopoietic progenitor cell and peripheral blood cell levels. K. Nemoto; M. Hayashi; Y. Sugawara; F. Abe; T. Takita; T. Takeuchi J. Antibiotics 1989 42 312-316
Inhibition by deoxyspergualin of allo-reactive cytotoxic activity in mouse graft-versus-host disease. K. Nemoto; M. Hayashi; F. Abe; T. Takita; T. Takeuchi Transplantation Proceedings 1989 21 3028-3030
In vitro immunosuppressive properties of spergualins to murine T cell response. H. Fujii; T. Takada; K. nemoto; F. Abe; A. Fujii; T. Takeuchi J. Antibiotics 1989 42 788-794
Stability and immunosuppressive activity of deoxyspergualin in comparison with deoxymethylspergualin. H. Fujii; T. Takada; K. Nemoto; F. Abe; T. Takeuchi Transplantation Proceedings 1989 21 3471-3473
Suppression of the activities of T-lymphocyte-related enzymes in spleen by administration of an immunosuppressant, 15-deoxyspergualin. T. Aoyagi; T. Wada; H. Iinuma; K. Ogawa; F. Kojima; T. Takeuchi; H. Kuroda; A. Ohbayashi Biochemistry International 1989 19 821-826
Basic studies on spergualins. S. Kunimoto; M. Ishizuka; H. Iinuma; T. Takeuchi Gann Monograph on Cancer ResearchJapan Scientific Societies Press, Tokyo/Taylor & Francis Ltd., London 1989 36 179-191
Deoxyspergualin directly suppresses antibody formation in vivo and in vitro. H. Fujii; T. Takada; K. Nemoto; T. Yamashita; F. Abe; A. Fujii; T. Takeuchi J. Antibiotics 1990 43 213-219
Deoxyspergualin therapy in autoimmune MRL/1pr mice suffering advanced lupus-like disease. K. Nemoto; T. Mae; Y. Sugawara; M. Hayashi; F. Abe; T. Takeuchi J. Antibiotics 1990 43 1590-1596
Therapeutic effect of 15-deoxyspergualin on the progression of lupus nephritis in MRL mice. I. Immunopathological analyses. S. Ito; M. Ueno; M. Arakawa; T. Saito; T. Aoyagi; M. Fujiwara Clin. Exp. Immunol. 1991 81 446-453
Immunological unresponsiveness by deoxyspergualin therapy in mice undergoing lethal graft-vs-host disease, and successful adoptive transfer of unresponsiveness. K. Nemoto; Y. Sugawara; T. Mae; M.Hayashi; F. Abe; A. Fujii; T. Takeuchi Transplantation Proceedings 1991 23 862-863
Deoxyspergualin in lethal murine graft-versus-host disease. K. Nemoto; M. Hayashi; J. Ito; Y. Sugawara; T. Mae; H. Fujii; F. Abe; A. Fujii; T. Takeuchi Transplantation 1991 51 712-715
15-Deoxyspergualin, an antiproliferative agent for human and mouse leukemia cells shows inhibitory effects on the synthetic pathway of polyamines. H. Hibasami; T. Tsukada; R. Suzuki; K. Takano; S. Takaji; T. Takeuchi; S. Shirakawa; T. Murata; K. Nakashima Anticancer Research 1991 11 325-330
Toxicological and immunological evaluation of the immunosuppressant 15-deoxyspergualin in BALB/c mice: an in vivo and in vitro study. M. Okubo; K. Amemiya; K. Kamata; N. Sato; E. Horata; Y. Masaki; T. Uchiyama; T. Aoyagi Immunopharmacology 1991 21 99-108
Reversal of established nephropathy in New Zealand B/W F1 mice by 15-deoxyspergualin. M. Okubo; N. Umetani; K. Inoue; K. Kamata; Y. Shimoda; T. Uchiyama; T. Aoyagi Nephron 1991 57 99-105
Treatment schedule dependency of antitumor effect of deoxyspergualin. K. Nishikawa; C. Shibasaki; K. Takahashi; T. Takeuchi Jap. J. Antibiotics 1991 44 917-925
Antitumor spectrum of deoxyspergualin and its lack of cross-resistance to other antitumor agents. K. Nishikawa; C. Shibasaki; M. Hiratsuka; M. Arakawa; K. Takahashi; T. Takeuchi J. Antibiotics 1991 44 1101-1109
The anture of in vivo cell-killing of deoxyspergualin and its implication in combination with other antitumor agents. K. Nishikawa; C. Shibasaki; T. Uchida; K. Takahashi; T. Takeuchi J. Antibiotics 1991 44 1237-1246
Effects of deoxyspergualin on dipeptidyl peptidase-II and -IV in the spleen of BXSB mice and MRL/1pr mice during the development of the lupus erythematosus-like syndrome. M. Hagihara; K. Sekiguchi; M. Fujiwara; T. Aoyagi; T. Takeuchi; T. Nagatsu Biochemical Pharmacology 1992 43 1380-1383
Deoxyspergualin, a novel immunosuppressant, markedly inhibits human mixed lymphocyte reaction and cytotoxic T-lymphocyte activity in vitro. H. Fujii; T. Takada; K. Nemoto; F. Abe; A. Fujii; J. E. Talmadge; T. Takeuchi Int. J. Immunopharmacology 1992 14 731-737
Therapeutic activity of deoxyspergualin in comparison with cytclosporin A, and its combined use with cyclosporin A and prednisolone in highly allogeneic skin transplantation in the rat. K. Nemoto; Y. Sugawara; T. Mae; M. Hayashi; F. Abe; A. Fujii; T. Takeuchi Agents Actions 1992 36 306-311
Suppression of experimental autoimmune myasthenia gravis with new immunosuppressants: 15-Deoxyspergualin and actinobolin. Y. Ishigaki; T. Sato; D-L. Song; K. Hayashi; T. Aoyagi J. Neurological Sciences 1992 112 209-215
Anti-angiogenic effect of 15-deoxyspergualin in angiogenensis model system involving human microvascular endothelial cells. A. Kiue; T. Abe; A. Morimoto; K. Okamura; M. Ono; K. Kohno; T. Oikawa; T. Iwaguchi; M. Ishizuka; T. Takeuchi; M. Kuwano The Cancer Journal 1992 5 267-271
Synthesis and background chemistry of 15-deoxyspergualin. K. Maeda; Y. Umeda; T. Saino Immunomodulating Drugs, The Annals of the New York Academy of Sciences, The New York Academy of Sciences 1993 685 123-135
Successful treatment with a novel immunosuppressive agent, deoxyspergualin, in type II collagen-induced arthritis in mice. K. Nemoto; T. Mae; F. Abe; T. Takeuchi Immunomodulating Drugs, The Annals of the New York Academy of Sciences, The New York Academy of Sciences 1993 685 148-154
Therapeutic studies of the combination of deoxyspergulain and prednisolone in MRL/1pr mice with advanced lupus-like disease. T. Mae; K. Nemoto; Y. Sugawara; F. Abe; T. Takeuchi J. Antibiotics 1994 47 90-94
Improvement of mitomycin C- and cyclophosphamide-induced thrombocytopenia and leucocytopenia by prior treatment with deoxyspergualin in dogs. K. Nemoto; M. Ogino; Y. Sugawara; F. Abe; J. Ito; T. Takeuchi British Journal of Haematology 1994 87 572-575
Kinetic studies of the interaction between spergualin or 15-deoxyspergualin and amine oxidase from bovine plasma. S. Kunimoto; T. Takeuchi J. Antibiotics 1994 47 1130-1135