Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1994-12-02
1999-10-05
Raymond, Richard L.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
514 62, 514183, 536 187, 536 53, 540452, 540460, A61K 31395, A61K 3140, C07D48700, C07D48706
Patent
active
059624981
ABSTRACT:
Compounds having anti-inflammatory, anti-viral, protein kinase C-modulatory and other activities are disclosed. The compounds are derived from aromatic heterocyclic compounds of the indole, indene, benzofuran and benzothiophene class, each bearing an additional 6-atom chain connecting positions 3 and 4 to form a fused 9-membered ring. This invention is exemplified by 9-deshydroxymethyl-9-carboxyindolactam V.
REFERENCES:
patent: 4376821 (1983-03-01), Braude
patent: 4376822 (1983-03-01), Braude
patent: 4401756 (1983-08-01), Gillis
patent: 4460685 (1984-07-01), Vilcek et al.
patent: 4716179 (1987-12-01), Hecker et al.
patent: 5145842 (1992-09-01), Driedger et al.
patent: 5643948 (1997-07-01), Driedger et al.
patent: 5716968 (1998-02-01), Driedger et al.
patent: 5750568 (1998-05-01), Driedger et al.
H!12-Deoxyphorbol 13-Isobutyrate to Phorbol Ester Receptor Subclasses in Mouse Skin Particulate Preparations", Cancer Res., 43: 4632-4637 (1983).
T. Sugimura, "Potent Tumor Promoters Other Than Phorbol Ester and Their Significance", Gann 73: 499-507 (1982).
Y. Endo et al., "Synthesis of Optically Active Teleocidin Derivatives. Absolute Configuration of Teleocidin B and Olivoretin A", Chem. Pharm. Bull. 32: 358-361 (1984).
E. Hecker and R. Schmidt, "Phorbolesters--the Irritants and Cocarcinogens of Croton Tiglium L.", Fortschritte D. Chemie Organischer Naturstoffe 31: 377-467 (1974).
F.J. Evans and C.J. Soper, "The Tigliane, Daphnane and Ingenane Diterpenes, Their Chemistry, Distribution and Biological Activities. A Review" Lloydia 41: 193-233 (1978).
R. Schmidt and E. Hecker, "Untersuchungen uber die Beziehungen zwischen Struktur und Wirkung von Phorbolestern", Aktuelle Problems aus dem Gebiet der Cancerologie III, 98-108 (1971).
D. Uemura and Y. Hirata, "New Diterpene, 13-Oxyingenol, Derivative Isolated from Euphorbia Kansui Liou", Tetrahedron 29: 2529-2532 (1974).
Y. Hirata, "Toxic Substances of Euphorbiaceae", Pure and Appl. Chem. 41: 175-199 (1975).
S. Kupchan et al., "Antileukemic Principles Isolated from Euphorbiaceae Plants", Science 191: 571-572 (1976).
F. Evans, "The Irritant Toxins of Blue Euphorbia (Euphorbia Coerulescens HAW.)" Toxicon 16: 51-57 (1978).
K. Sakata et al., "Structure and Stereochemistry of Huratoxin, A Piscicidal Constituent of Hura Crepitans", Tetrahedron Letters 16: 1141-1144 (1971).
S. Kupchan et al., "Gnididin, Gniditrin, and Gnidicin, Novel Potent Antileukemic Diterpenoid Esters from Gnidia Iamprantha", JACS 97: 672-673 (1975).
S. Kupchan et al., "Gnidimacrin and Gnidimacrin 20-Palmitate, Novel Macrocyclic Antileukemic Diterpenoid Esters from Gnidia subcordata", JACS 98: 5719-5720 (1976).
S. Zayed et al., "New Highly Irritant 1-Alkyldaphnane Derivatives from Several Species of Thymelaeaceae", Tetrahedron Letters 39: 3481-3482 (1977).
G. Stout et al., "The Isolation and Structure of Daphnetoxin, the Poisonous Principle of Daphne Species", JACS 92: 1070-1071 (1970).
J. Coetzer and M.J. Pieterse, "The Isolation of 12-Hydroxy-Daphnetoxin, A Degradation Product of a Constituent of Lasiosiphon Burchellii", J. South Afr. Chem. Inst. 24: 241-243 (1971).
G. Furstenberger and E. Hecker, "New Highly Irritant Euphorbia Factors from Latex of Euphorbia tirucalli L.", Experientia 33: 986-988 (1977).
H.-W. Thielmann et al., "Die Flaschentrager-Reaktion", Liebigs Ann. Chem. 728: 158-183 (1969).
H.-W. Thielmann et al., "Beziehungen Zwischen der Struktur von Phorboldervivaten und Ihren Entzundlichen und Tumorpromovierenden Eigenschaften", Forschritte der Krebsforschung, vol. VII:171-179, New York: Schattauer (1969).
E. Hecker, "Structure-Activity Relationships in Diterpene Esters Irritant and Cocarcinogenic to Mouse Skin", Carcinogenesis, vol. II: 11-48, New York: Raven Press (1978).
R. Schmidt and F. Evans, "Skin Irritant Effects of Esters of Phorbol and Related Polyols", Arch. Toxicol. 44: 279-289 (1980).
H. Harada et al. "The X-Ray Structure Determination of Dihydroteleocidin B Monobromoacetate", Bull. Chem. Soc. Japan 39: 1773-1775 (1966).
S. de Laslo et al., "Synthetic Approaches to the Teleocidin-related Tumour Promoters: A Total Synthesis of (.+-.)-Indolactam V", J.Chem. Soc., Chem. Commun., 344-346 (1986).
W. Adolph et al., "Structure-Activity Relations of Polyfunctional Diterpenes of the Daphnane Type. I. Revised Structures for Resiniferatoxin and Structure-Activity Relations . . . ", J. Natural Prod. 45: 347-354 (1982).
W. Adolph and E. Hecker, "On the Active Principles of the Thymelaeaceae", J. Med. Plant Res. 45: 177-182 (1982).
E. Seip and E.Hecker, "Skin Irritant Ingenol Esters from Euphorbia esula", J. Med. Plant Res. 46: 215-218 (1982).
H. Opferkuel et al., "On the Chemistry of Ingenol, I, Ingenol and Some of its Derivatives", Z. Naturforsch 36: 878-887 (1982).
B. Sorg and E. Hecker, "On the Chemistry of Ingenol, II, Esters of Ingenol and .increment..sup.7.8 -Isoingenol", Z. Naturforsch 37: 748-756 (1982).
B. Sorg and E.Hecker, "On the Chemistry of Ingenol, III, Synthesis of 3-Deoxy-3-oxoingenol, Some 5-Esters and of Ethers and Acetals of Ingenol" Z. Naturforsch 37: 1640-1647 (1982).
A. Jeffrey and R. Liskamp, "Computer-Assisted Molecular Modeling of Tumor Promoters: Rationale for the Activity of Phorbol Esters, Teleocidin B, and Aplysiatoxin", Proc. Natl. Acad. Sci. USA 83: 241-245 (1986).
Y. Nishizuka, "The Role of Protein Kinase C in Cell Surface Signal Transduction and Tumour Promotion", Nature 308: 693-698 (1984).
Y. Nishizuka, "Turnover of Inositol Phospholipids and Signal Transduction", Science 225: 1365-1370 (1984).
P. Driedger and P. Blumberg, "Quantitative Correlation Between in vitro and in vivo Activities of Phorbol Esters", Cancer Research 39: 714-719 (1979).
P. Driedger and P.M. Blumberg, "The Effect of Phorbol Diesters on Chicken Embryo Fibroblasts", Cancer Research 37: 3257-3265 (1977).
B. Ganong et al., "Specificity and Mechanism of Protein Kinase C Activation by sn-1,2-diacylglycerols", Proc. Natl. Acad. Sci. 83: 1184-1188 (1986).
R. Schmidt and E. Hecker, "Simple Phorbol Esters as Inhibitors of Tumor Promotion by TPA in Mouse Skin", Carcinogenesis 7: 57-63 (1982).
T. Horiuchi et al., "Studies on Olivoretins Indicate a Requirement for a Free Hydroxyl Group for Teleocidin B Activity", Gann 75: 837-840 (1984).
K. Irie et al., "Structure-Activity Relationship in the Induction of Epstein-Barr Virus by Teleocidin Derivatives", Int. J. Cancer 36: 485-488 (1985).
P. Wender et al., "Analysis of the Phorbol Ester Pharmacophore on Protein Kinase C as a Guide to the Rational Design of new Classes of Analogs", Proc. Natl. Acad. Sci. 83: 4214-4218 (1986).
T. Kakunaga et al., "Promoter-Induced Cellular Responses Closely Correlated with the Enhancement of Cell Transformation", Cellular Interactions by Environmental Tumor Promoters, pp. 303-313, Tokyo: Japan Sci. Soc. Press, (1984).
F.J. Evans, "Phorbol: Its Esters and Derivatives", Naturally Occurring Phorbol Esters, pp. 171-215, Boca Raton: CRC Press (1986).
R. Schmidt, "The Daphnane Polyol Esters", Naturally Occurring Phorbol Esters, pp. 217-243, Boca Raton: CRC Press (1986).
R. Schmidt, "The Ingenane Polyol Esters", Naturally Occurring Phorbol Esters, pp. 245-269, Boca Raton: CRC Pres (1986).
K. Irie et al., "Epstein-Barr Virus Early Antigen Inducing Activity of 14-0-Derivatives of (-)-Indolactam V", Agric. Biol. Chem. 49: 1441-1446 (1985).
R.Liskamp et al., "Cellular Uptake and Localization of Fluorescent Derivatives of Phorbol Ester Tumor Promoters", BBRC 131: 920-927 (1985).
D. Corda et al., "Selectivity of Action Can be Achieved with Compounds Acting at Second Messenger Targets", TIPS, 11: 471-473 (1990).
G. Powis, "Signalling Targets for Anticancer Drug Development", TIPS, 12: 188-194 (1991).
S. Gandy and P. Greengard, "Amyloidogenesis in Alzheimer's Disease: Some Possible Therapeutic Opportunities", TIPS, 13: 108-113 (1992).
B. Henderson and S. Blake, "Therapeutic Potential of Cytokine Manipulation", TIPS, 13: 145-152 (1992).
S. Harada et al., "Tumor Promoter, TPA, Enhances Replication of HTLV-III/LAV", Virology, 154: 249-258 (1986).
A. Fields et al., "Human Immunodeficiency Virus Induces Phosp
Driedger Paul E.
Quick James
Procyon Pharmaceuticals, Inc.
Raymond Richard L.
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