Abstract
The thiosemicarbazones stand as milestones in the emerging era of the specific treatment of viral diseases. They were the first true antiviral substances to be synthesized; although a number of random events had to take place before their potential was realized. The thiosemicarbazones were the first compounds to be found active in virus-infected animals. They were also the focus of the first systematic studies on the relationship between chemical structure and antiviral activity. Furthermore, these compounds were the first to be effective in humans and placed in clinical medicine Finally, there are no other compounds known which appear able to block the genetic expression of such a wide variety of viruses.
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References
Agrawal KC, Sartorelli AC (1978) The chemistry and biological activity of a-(N)-heteroÂcyclic carboxaldehyde thiosemicarbazones. Prog Med Chem 15:321–356
Andreani A, Cavrini V, Giovanninetti G, Mannini Palenzona A, Franchi L (1975) Ricerche su sostanze ad attività antivirale. Nota II-derivati di 2-chloro-3-formilindoli N-sostituiÂti. Farmaco [Sci] 30:440–448
Andreani A, Bonazzi D, Cavrini et al. (1978) Ricerche su sostanze ad attività antivirale. NoÂta IX-sintesi ed attivita antivirale di tiosemicarbazoni di 1-acil-2-alogeno-3-formilindoli. Farmaco [Sci] 33:754–760
Appleyard G, Way HJ (1966) Thiosemicarbazone-resistant rabbitpox virus. Br J Exp Pathol 4:144–151
Appleyard G, Westwood JCN, Zwartouw HT (1962) The toxic effect of rabbitpox virus in tissue culture. Virology 18:159–169
Appleyard G, Hume VBM, Westwood JCN (1965) The effect of thiosemicarbazone on the growth of rabbit pox virus in tissue culture. Ann NY Acad Sci 130:92–104
Arita I, Breman JG (1979) Evaluation of smallpox vaccination policy. Bull WHO 57:1–9
Axon A (1972) Presentation of methisazone (an antiviral chemical) as a medicine for oral administration. J Mond Pharm 15:221–232
Bablanian R (1968) The prevention of early vaccinia-virus induced cytopathic effects by inÂhibition of protein synthesis. J Gen Virol 3:51–61
Bach MK, Magee WE (1962) Biochemical effects of isatin ß-thiosemicarbazone on developÂment of vaccinia virus. Proc Soc Exp Biol Med 110:565–567
Bauer DJ (1955) The antiviral and synergic actions of isatin thiosemicarbazone and certain phenoxypyrimidines in vaccinia infection in mice. Br J Exp Pathol 36:105–114
Bauer DJ (1958) The chemotherapeutic activity of compounds of copper, rhodium, and cerÂtain other metals in mice infected with neurovaccinia and ectromelia viruses. Br J Exp Pathol 39:480–489
Bauer DJ (1961) The zero effect dose (E0) as an absolute numerical index of antiviral chemotherapeutic activity in the pox virus group. Br J Exp Pathol 42:201–206
Bauer DJ (1963) The chemotherapy of ectromelia infection with isatin-ß-dialkylthiosemicarbazones. Br J Exp Pathol 44:233–242
Bauer DJ (1965a) Monocyclic thiosemicarbazones as antiviral agents. Ann NY Acad Sci 130:105–109
Bauer DJ (1965b) Clinical experience with the antiviral drug marboran (1-methylisatin 3Âthiosemicarbazone). Ann NY Acad Sci 130:110–117
Bauer DJ (1972) Thiosemicarbazones. In: Bauer DJ (ed) Chemotherapy of virus diseases. Pergamon, London (Int Encyclopedia Pharmacol Ther, vol 1, sect 61, pp 35–113)
Bauer DJ (1977) The specific treatment of virus diseases. MTP Press, Lancaster
Bauer DJ, Apostolov K (1966) Adenovirus multiplication: inhibition by methisazone. Science 154:796–797
Bauer DJ, Sadler PW (1960a) The structure-activity relationship of the antiviral chemoÂtherapeutic activity of isatin ß-thiosemicarbazone. Br J Pharmacol 15:101–110
Bauer DJ, Sadler PW (1960b) New antiviral chemotherapeutic agent active against smallÂpox infection. Lancet 1:1110–1111
Bauer DJ, Sadler PW (1961) Derivatives of isatin ß-thiosemicarbazone with antiviral chemotherapeutic activity against ectromelia infection. Nature 190:1167–1169
Bauer DJ, Sheffield FW (1959) Antiviral chemotherapeutic activity of isatin-ß-thiosemicarÂbazone in mice infected with rabbit-pox virus. Nature 184:1496–1497
Bauer DJ, Dumbell KR, Fox-Hulme P, Sadler PW (1962) The chemotherapy of variola maÂjor infection. Bull WHO 26:727–732
Bauer DJ, Apostolov K, Selway JWT (1970) Activity of methisazone against RNA viruses. Ann NY Acad Sci 173:314–319
Bishop DHL, Shope RE (1979) Bunyaviridae. In: Fraenkel-Contrat H, Wagner RR (eds) Comprehensive virology, vol 14. Plenum, New York, pp 1–156
Bock M (1957) Thiosemicarbazon-Wirkung bei experimentellen Pocken-Infektionen der Maus. Z Hyg Infektionskr 143:480–489
Bopp LH (1976) Contact inactivation of influenza virus by isatin ß-thiosemicarbazones and CuSO4. Masters thesis. Rensselaer Polytechnic Institute, Troy, N.Y.
Borysiewicz J, Lucka-Sobstel B (1978) The effect of certain Mannich N-bases, derivatives of isatin ß-thiosemicarbazone, on the replication of vaccinia virus in in vitro studies. Acta Microbiol Pol Ser A Microbiol Gen 27:111–121
Borysiewicz J, Tadeusiewicz R (1976) Computer evaluation of antiviral activities of some thiosemicarbazones in experiments in vivo. Acta Virol 20:402–410
Borysiewicz J, Witalinski W (1979) Effect of N,N’-bis(methylisatin-ß-thiosemicarbazone) on vaccinia virus replication in vitro and in vivo. Arch Virol 62:83–86
Borysiewicz J, Porebska A, Potec Z (1973) Activity of isatin-ß-thiosemicarbazone derivaÂtives against vaccinia virus studied in chick cells by the methyl-cellulose assay. Acta Microbiol Pol Ser A Microbiol Gen 22:205–207
Borysiewicz J, Mizerski J, Pryjma J (1977) Effect of methisazone on immune response in mice. Chemotherapy 23:276–281
Brockman RW, Sidwell RW, Arnett G, Shaddix S (1970) Heterocyclic thiosemicarbazones: correlation between structure, inhibition of ribonucleotide reductase, and inhibition of DNA viruses. Proc Soc Exp Biol Med 133:609–614
Brownlee KA, Hamre D (1951) Studies on chemotherapy of vaccinia virus. I. An experimenÂtal design for testing antiviral agents. J Bacteriol 61:127–134
Buu-Hoi NP, Saint-Ruf G, Perche JC, Bourgeade JC (1968) Nouvelles thiosemicarbazones, oxo-44 2-thiazolinylhydrazones-2 et thiazolidinones-4 potentiellement antivirales. Chim Ther 3:110–115
Campaigne E, Thompson RL, Van Werth JE (1959) Some heterocyclic thiosemicarbazones possessing anti-viral activity. J Med Chem 1:577–599
Caton MPL, Jones DH, Slack R, Squires S, Wooldridge KRH (1965) Antiviral chemotherÂapy. II. Structure-activity relationships in a series of isothiazolealdehyde and ketone thiosemicarbazones. J Med Chem 8:680–683
Caunt AE (1967) The effect of marboran on the growth of varicella virus in tissue culture. In: Spitzy KH, Haschek H (eds) 5th international congress of chemotherapy. Verlag der Wiener medizinischen Akademie, Vienna, pp 313–317
Cho CT, Bolano CR, Kamitsuka PS, Wenner HA (1970) Methisazone and monkey pox virus: studies in cell cultures, chick embryos, mice, and monkeys. Am J Epidemiol 92:137–144
Cooper JA, Moss B, Katz E (1979) Inhibition of vaccinia virus late protein synthesis by isatin-ß-thiosemicarbazone: characterization and in vitro translation of viral mRNA. Virology 96:381–392
Domagk G, Behnisch R, Mietzsch F, Schmidt H (1946) Ãœber eine neue, gegen Tuberkelbazillen in vitro wirksame Verbindungsklasse. Naturwissenschaften 33:315
Easterbrook KB (1962) Interference with the maturation of vaccinia virus by isatin-ßthiosemicarbazone. Virology 17:245–251
Fenner F (1979) Portraits of viruses: the poxviruses. Intervirology 11:137–157
Fox MP, Bopp LH, Pfau CJ (1977) Contact inactivation of RNA and DNA viruses by Nmethyl isatin ß-thiosemicarbazone and CuSO4. Ann NY Acad Sci 284:533–543
Francis RD, Bradford HB (1976) Some biological and physical properties of molluscum contagiosum virus propagated in cell culture. J Virol 19:382–388
Franke R, Labes D, Tonew M, Zschiesche W, Heinisch L (1975) Antivirale ThiosemikarÂbazone und verwandte Verbindungen. III. Quantitative Beziehungen zwischen Struktur und antiviraler Aktivität von Isatin-ß-isothiosemikarbazonen gegen Mengovirus. Acta Biol Med Germ 34:491–499
Freund M, Schander A (1902) Thiosemicarbazid als Reagens auf Aldehyde und Ketone. Chem Ber 35:2602–2606
Gabriel R (1971) 1-Methylisatin 3-thiosemicarbazone treatment of NZBxNZW hybrid mice. Br J Exp Pathol 52:271–275
Gerzon K (1965) Discussion-thiosemicarbazones. Ann NY Sci 130:128–130
Ghendon YZ, Chernos VI (1972) Mutants of poxviruses resistant to acetone and N-methylÂisatin-beta-thiosemicarbazone. Acta Virol 16:308–312
Giannella M, Gualtieri F (1970) Ricerche nel campo della sostanze ad azione antivirale carÂbammati, tiosemicarbazoni e semicarbazoni di-oc-ossimminochetoni ciclici. Farmaco [Sci] 25:509–518
Giannella M, Gualtieri F, Melchiorre C, Pigini M (1973) Ricerche nel campo sostanze ad attività antivirale. Farmaco [Sci] 28:597–610
Gladych JMZ, Hunt JH, Jack D, Haff RF, Boyle JJ, Stewart RC, Ferlauto RJ (1969) Inhibition of rhinovirus by isatin thiosemicarbazone analogues. Nature 221:286–287
Haase AT, Levinson W (1973) Inhibition of RNA slow viruses by thiosemicarbazones. Biochem Biophys Res Commun 51:875–880
Hamre D, Bernstein J, Donovick R (1950) Activity of p-aminobenzaldehyde, 3-thiosemicarÂbazone on vaccinia virus in the chick embryo and in the mouse. Proc Soc Exp Biol Med 73:275–278
Hamre D, Brownlee KA, Donovick R (1951) Studies on the chemotherapy of vaccinia virus. J Immunol 67:305–312
Hanson AG (1977) Contact inactivation of some RNA viruses by thiosemicarbazone derivatives and copper ions. Master’s thesis. Rensselaer Polytechnic Institute, Troy, N.Y.
Hapel A, Gardner I (1974) Appearance of cytotoxic T cells in cerebrospinal fluid of mice with ectromelia virus-induced meningitis. Scand J Immunol 3:311–319
Harford CG, Rieders E, Osborn R (1972) Inhibition of arc-like fragments of immature forms of vaccinia virus by methisazone. Proc Soc Exp Biol Med 139:558–561
Heinisch L, Kramarczyk K (1972) Antivirale Thiosemicarbazone und verwandte VerbinÂdungen. I. Synthese und Struktur substituierter Isatin-Thiosemicarbazone und -isothioÂsemicarbazone. J Prakt Chem 314:682–698
Herrlich A, Stickl H, Munz E (1965) Kann man den Ablauf der Pockenschutzimpfung meÂdikamentös beeinflussen? Dtsch Wochensch 90:69–74
Herrman EC (1968) Sensitivity of herpes simplex virus, vaccinia virus, and adenoviruses to deoxyribonucleic acid inhibitors and thiosemicarbazones in a plaque suppression test. Appl Microbiol 16:1151–1155
Hoagland CL, Ward SM, Smadel JE, Rivers TM (1941) Constituents of elementary bodies of vaccinia. IV. Demonstration of copper in the purified virus. J Exp Med 74:69–80
Hutfield DC, Csonka GW (1964) Marboran in herpes genitalis. Lancet 1:329–330
Iwasaki K, Nishimura T, Igarashi Y, Nagaki D (1955) Studies on the chemotherapy of influenza virus I. Effect of thiosemicarbazones on influenza and Newcastle disease virus multiplication. Kitasato Arch Exp Med 28:31–44
Joklik WJ (1962) The purification of four strains of poxviruses. Virology 18:9–18
Kackell MY, Schneweis KE, Spiess H (1966) Untersuchungen über die Wirkung von MarÂboran, Activaccine-Hyperimmun-Serum und Vorimpfung mit Vaccineantigen auf die intracutane Pockenimpfung beim Kaninchen. Klin Wochenschr 44:1199–1204
Kaptsova TI, Marennikova SS (1967) On the prophylactic activity on N-methyl isatin ßÂthiosemicarbazone against smallpox infection. Acta Virol 11:554–556
Kaska WC, Carrano C, Michalowski J, Jackson J, Levinson W (1978) Inhibition of the RNA dependent DNA polymerase and malignant transforming ability of Rous sarcoma virus by thiosemicarbazone-transition metal complexes. Bioinorg Chem 8:225–236
Katz E (1979) Sensitivity, resistance, and dependence on the antiviral drug isatin-ßÂthiosemicarbazone (IBT) in the growth of vaccinia virus in tissue culture. In: Zuckerman A (ed) Dynamic aspects of host-parasite relationships, vol 3. Israel Universities Press, Jerusalem, pp 98–107
Katz E, Felix H (1977) Synthesis of vaccinia virus antigens in HeLa cells in the presence of isatin ß-thiosemicarbazone. Antimicrob Agents Chemother 11:202–208
Katz E, Margalith E, Winer B (1973a) An isatin ß-thiosemicarbazone (IBT)-dependent muÂtant of vaccinia virus: the nature of the IBT-dependent step. J Gen Virol 21:477–484
Katz E, Margalith E, Winer B, Goldblum N (1973b) Synthesis of vaccinia polypeptides in the presence of isatin ß-thiosemicarbazone. Antimicrob Agents Chemother 4:44–48
Katz E, Margalith E, Winer B, Lazar A (1973c) Characterization and mixed infections of three strains of vaccinia virus: wild type, IBT-resistant and IBT-dependent mutants. J Gen Virol 21:469–475
Katz E, Winer B, Margalith E, Goldblum N (1973d) Isolation and characterization of an IBT-dependent mutant of vaccinia virus. J Gen Virol 19:161–164
Katz E, Margalith E, Winer B (1974) The effect of isatin ß-thiosemicarbazone (IBT)-related compounds on IBT-resistant and on IBT-dependent mutants of vaccinia virus. J Gen Virol 25:239–244
Katz E, Margalith E, Winer B (1975) Isolation and characterization of a y-thiochromanoneÂ4-thiosemicarbazone-resistant mutant of vaccinia virus. Antimicrob Agents Chemother 7:85–90
Katz E, Margalith E, Winer B (1978a) Formation of vaccinia virus DNA-protein complex in the presence of isatin-ß-thiosemicarbazone (IBT). J Gen Virol 40:695–699
Katz E, Margalith E, Felix H, Winer B (1978b) Synthesis of vaccinia viral RNA and proÂteins in the presence of isatin-ß-thiosemicarbazone. In: Siegenthaler W, Luethy R (eds) Current chemotherapy. Proceedings of the 10th International Congress of ChemotherÂapy, vol 1. American Society for Microbiology, Washington CD, pp 330–332
Katz E, Margalith E, Winer B (1978c) Genetic recombination between a temperature senÂsitive mutant and an isatin ß-thiosemicarbazone (IBT) resistant mutant of vaccinia virus. J Antimicrob Chemother 4:159–162
Kudriavtsev FS, Solov’ev IU V, Korovin RN, Shurchilov AF (1977) Effect of izatizon and OL-56 on the reproductive and transformational properties of Marek’s disease virus (in Russian). Veterinariia 2:45–46
Landsman JB, Grist NR (1964) Controlled trial of marboran on group vaccinated against smallpox. Lancet 1:330
Levinson W (1973) Inhibition of viruses, tumors, and pathogenic microorganisms by isatin ß-thiosemicarbazone and other thiosemicarbazones. In: Carter WA (ed) Selective inÂhibitors of viral function. CRC Press, Cleveland, Ohio, pp 213–226
Levinson W, Helling R (1976)Inactivation of Ãl phage infectivity and 2 deoxyribonucleic acid transfection by N-methyl isatin ß-thiosemicarbazone. Antimicrob Agents Chemother 9:160–163
Levinson W, Woodson B, Jackson J (1971) Inactivation of Rous sarcoma virus on contact with N-ethyl isatin ß-thiosemicarbazone. Nature New Biol 232:116–118
Levinson W, Faras A, Morris R et al. (1973 a) Effect of N-methyl isatin ß-thiosemicarbaÂzone on Rous sarcoma virus, several isolated enzymes and other viruses. In: Fox CF, Robinson WS (eds) Virus research-2nd ICN-UCLA symposium on molecular biology. Academic Press, New York, pp 403–414
Levinson W, Faras A, Woodson B, Jackson J, Bishop JM (1973b) Inhibition of RNA deÂpendent DNA polymerase of Rous sarcoma virus by thiosemicarbazones and several cations. PNAS 70:164–168
Levinson W, Coleman V, Woodson B, Rabson A, Lanier J, Whitcher J, Dawson C (1974) Inactivation of herpes simplex virus by thiosemicarbazones and certain cations. Antimicrob Agents Chemother 5:398–402
Levinson W, Oppermann H, Jackson J (1977a) Inhibition of vesicular stomatitis virus by kethoxal bis (thiosemicarbazone). J Gen Virol 37:183–190
Levinson W, Rohde W, Mikelens P, Jackson J, Antony A, Ramakrishnan T (1977b) InactiÂvation and inhibition of Rous sarcoma virus by copper binding ligands: thiosemicarbaÂzones, 8-hydroxyquinolines, and isonicotinic acid hydrazide. Ann NY Acad Sci 284:525–532
Levinson W, Mikelens P, Jackson J, Kaska W (1978 a) Anti-tumor virus activity of copper-binding drugs. In: Schrauzer GN (ed) Inorganic and nutritional aspects of cancer, chap 12. Plenum, New York, pp 161–178
Levinson W, Oppermann H, Jackson J (1978b) Induction of four proteins in eukaryotic cells by kethoxal bis (thiosemicarbazone). Biochim Biophys Acta 518:401–412
Levinson W, Idriss J, Jackson J (1979) Metal binding drugs induce synthesis of four proteins in normal cells. Biol Trace Element Res 1:15–23
Levy JA, Levy SB, Levinson W (1976) Inactivation of murine RNA tumor viruses by isatin ß-thiosemicarbazone, its derivatives and analogs. Virology 74:426–431
Lieberman M, Pollikoff R, Pascale AM (1966) Effect of concomitant treatment by cortisone and N-ethylisatin-ß-thiosemicarbazone on neurovaccinia virus infected mice. Proc Soc Exp Biol Med 122:484–489
Logan JC, Fox MP, Morgan JH, Makohon AM, Pfau CJ (1975) Arenavirus inactivation on contact with N-substituted isatin ß-thiosemicarbazones and certain cations. J Gen Virol 28:271–283
Lovas B, Hollos I (1969) Replication of vaccinia virus in the embryonated egg in the presÂence of methisazone. An electron microscope study. Acta Microb Acad Sci Hung 16:47Â62
Lum GS, Smith PK (1957) Experimental chemotherapy of influenza virus with particular reference to thiosemicarbazones and diphenyl compounds. J Pharmacol Exp Ther 119:284–293
Lwoff A, Lwoff M (1964) Remarques sur l’isatine ß-thiosemicarbazone et sur quelques inhibiteurs du développement viral. C R Acad Sci [D] (Paris) 258:1924–1927
Magee WE, Bach MK (1965) Biochemical studies on the antiviral activities of the isatin-flthiosemicarbazones. Ann NY Acad Sci 130:80–91
McLean DM (1977) Methisazone therapy in pediatric vaccinia complications. Ann NY Acad Sci 284:118–121
McNeill TA (1972) Effect of methisazone and other drugs on mouse hemopoietic colony formation in vitro. Antimicrob Agents Chemother 1:6–11
McNeill TA (1973) Inhibition of granulocyte-macrophage colony formation in vitro by subÂstituted isatin thiosemicarbazones. Antimicrob Agents Chemother 4:105–108
McNeill RA, Fleming W, McClure S, Killen M (1972) Suppression of immune and hematoÂpoietic cellular response by methisazone. Antimicrob Agents Chemother 1:1–5
Mikelens PE, Woodson BA, Levinson WE (1976) Association of nucleic acids with comÂplexes of N-methyl isation ß-thiosemicarbazone and copper. Biochem Pharmacol 25:821–828
Minton SA, Officer JE, Thompson RL (1953) Effect of thiosemicarbazones and dichloroÂphenoxy thiouracil on multiplication of a recently isolated strain of variola-vaccinia virus in the brain of the mouse. J Immunol 70:222–228
Morishima T, Hayashi K (1978) Meningeal exudate cells in vaccinia meningitis of mice: role of local T cells. Infect Immun 20:752–759
Moss B (1974) Reproduction of poxviruses. In: Fraenkel-Conrat H, Wagner RR (eds) ComÂprehensive virology vol 3, chap 5. Plenum, New York, pp 405–474
Munro TW, Sabina LR (1970) Inhibition of infectious bovine rhinotracheitis virus multipliÂcation by thiosemicarbazones. J Gen Virol 7:55–63
Ong SG (1958) The depressive effect of certain elements on influenza virus 1 (in Chinese). Sci J (K’o Hsueh T’ung Pao, Kexue Tunghao) 3:157–159
O’Sullivan DG, Sadler PW (1961) Agents with high activity against type 2 poliovirus. NaÂture 192:341–343
O’Sullivan DG, Sadler PW, Webley C (1963) A study of the chemotherapeutic activity of isatin-ß-4’,4’-dialkylthiosemicarbazones against ectromelia infection. Chemotherapia 7:17–26
O’Sullivan DG, Sadler PW, Russell V (1964) The influence of isatin ß-thiosemicarbazone on the development of neurovaccinia virus in cells as shown by electron microscopy. Arch Gesamte Virusforsch 14:650–656
Pearson GD, Zimmerman EF (1969) Inhibition of poliovirus replication by N-methylisatinÂß-4’:4’-dibutylthiosemicarbazone. Virology 38:641–650
Pennington TH (1977) Isatin-ß-thiosemicarbazone causes premature cessation of vaccinia virus-induced late post-replicative polypeptide synthesis. J Gen Virol 35:567–571
Petering DH (1980) Carcinostatic copper complexes. In: Sigel H, Sigel A (eds) Metal comÂplexes as anticancer agents. Dekker, New York Basel (Metal ions in biologic systems, vol 11, pp 197–229)
Pfau CJ (1975) Arenavirus chemotherapy-retrospect and prospect. Bull WHO 52:737–744
Pfau CJ (1977) Current status on the chemotherapy of experimental arenavirus infections. Medicina (B Aires) 37:219–224
Pillai CKS, Nandi US, Levinson W (1977) Interaction of DNA with anti-cancer drugs: copÂper-thiosemicarbazide system. Bioinorg Chem 7:151–157
Polatnick J (1965) Effect of chemical agents on foot-and-mouth disease virus production in cell culture. Am J Vet Res 26:1051–1055
Pollikoff R, Lieberman M, Lem NE, Foley EJ (1965) Antiviral activity of N-ethylisatin-ßÂthiosemicarbazone in vaccinia-infected mice. J Immunol 94:794–804
Porterfield JS, Casals J, Chumakov MP et al. (1978) Togaviridae. Intervirology 9:129–148
Rao AR, McFadzean JA, Squires S (1965) The laboratory and clinical assessment of an isothiazole thiosemicarbazone (M & B 7714) against pox viruses. Ann NY Acad Sci 130:118–127
Rao AR, McFadzean JA, Kamalakshi K (1966a) An isothiazole thiosemicarbazone in the treatment of variola major in man. Lancet 1:1068–1072
Rao AR, McKendrick GDW, Velayudhan L, Kamalakshi K (1966b) Assessment of an isothiazole thiosemicarbazone in the prophylaxis of contacts of variola major. Lancet 1:1072–1074
Rapp F (1964) Inhibition by metabolic analogues of plaque formation by herpes zoster and herpes simplex viruses. J Immunol 93:643–648
Rigaudy J, Klesney SP (1979) Nomenclature of organic chemistry. Pergamon, New York, pp 305–322
Rohde W, Shafer R, Idriss J, Levinson W (1979)Binding of N-methyl isatin ß-thiosemicarbazone-copper complexes to proteins and nucleic acids. J Inorg Biochem 10:183–194
Rolly H, Winkelmann E (1972) A new thiosemicarbazone active in vivo against vaccinia virus. Adv Antimicrob Antineoplast Chemother 1/1:305–307
Runti C, Collino F, Pescani G (1968) Potenziali antivirali nota II - tiosemicarbazoni di aceÂtofenoni sostituti. Farmaco [Sci] 23:114–121
Sadler PW (1965) Antiviral chemotherapy with isatin-ß-thiosemicarbazone and its derivaÂtives. Ann NY Acad Sci 130:71–79
Sandeman TF (1966) Pilot trial of an antiviral agent in malignant disease. Br Med J 2:625Â-627
Sartorelli AC, Agrawal KC, Tsiftsoglou AS, Moore EC (1977) Characterization of the bioÂchemical mechanism of action of a-(N)-heterocyclic carboxaldehyde thiosemicarbaÂzones. Adv Enzyme Regul 11:117–139
Schmidt-Ruppin KH (1971) Chemotherapy of cytomegalovirus infections. Further results on intraperitoneal infection of Ehrlich ascites tumor mice with viruses of low virulence in vivo: MCMV/Smith, adenovirus 2, RSV/Long, and rhinoviruses. Chemotherapy 16:130–143
Sheffield FW (1962) Inhibition of rabbitpox virus replication by isatin ß-thiosemicarbazone. Br J Exp Pathol 43:59–66
Sheffield FW, Bauer DJ, Stephenson S (1960) The protection of tissue cultures by isatin ßÂthiosemicarbazone from the cytopathic effects of certain pox viruses. Br J Exp Pathol 41:638–647
Singh M, Sudgen JK (1971) Some pyrrolidine thiosemicarbazones as potential antiviral agents. Pharm Acta Heiv 46:627–631
Smejkal F, Budesinsky Z, Sulka J, Kuchar M (1972) Study of antiviral activity of some amantadine, pyrimidine, and isatine analogs. Adv Antimicrob Antineoplast Chemother 1/2:879–883
Squires SL, McFadzean JA (1966) The possible involvement of an interfering substance in the action of thiosemicarbazones against viruses. Trans R Soc Trop Med Hyg 60:419-Â421
Thompson RL, Price ML, Minton SA (1951) Protection of mice against vaccinia virus by administration of benzaldehyde thiosemicarbazone. Proc Soc Exp Biol Med 78:11–13
Thompson RL, Davis J, Russel PB, Hitchings GH (1953a) Effect of aliphatic oxime and isatin thiosemicarbazones on vaccinia infection in the mouse and in the rabbit. Proc Soc Exp Biol Med 84:496–499
Thompson RL, Minton SA, Officer JE, Hitchings GH (1953b) Effect of heterocyclic and other thiosemicarbazones on vaccinia infection in the mouse. J Immunol 70:229–234
Tonew M, Tonew E (1974) Effects of some antiviral isatinisothiosemicarbazones on cellular and viral ribonucleic acid synthesis in mengovirus-infected FL cells. Antimicrob Agents Chemother 5:393–397
Tonew E, Lober G, Tonew M (1974a) The influence of antiviral isatinisothiosemicarbaÂzones on RNA dependent RNA polymerase in mengovirus-infected FL cells. Acta Virol 18:185–192
Tonew M, Tonew E, Heinisch L (1974b) Antiviral thiosemicarbazones and related comÂpounds. II. Antiviral action of substituted isatinisothiosemicarbazones. Acta Virol 18:17–24
Tsunoda A, Miyazaki K, Aota T, Matsumoto S, Kumagai K, Ishida S (1971) Anti-vaccinia activity of y-thiochromanone-l-thiosemicarbazone in vitro and in vivo. Jpn J Microbiol 16:61–66
Varma RS, Nobles WL (1967) Thiosemicarbazones derived from indanedione-1,3. J Pharm Sci 56:775–776
Veckenstedt A, Horn M (1974) Testing of antiviral compounds against mengo virus infecÂtion of mice. 1. Screening of compounds and statistical evaluation of their effects. CheÂmotherapy 20:235–244
Veckenstedt A, Zgorniak-Nowosielska I (1979) Antiviral activity of certain isatinÂisothiosemicarbazones against mengo and vaccinia virus infections in mice. Acta Virol 23:45–51
Wang L, Levinson W (1978) N-methyl isatin ß-thiosemicarbazone copper complex inhibits RNA-dependent DNA polymerase but not ribonuclease H of Rous sarcoma virus. Bioinorg Chem 8:535–540
Webb DR, Boume HR, Levinson W (1974) A new phosphodiesterase inhibitor in human lymphocytes: N-methyl-isatin-ß-thiosemicarbazone. Biochem Pharmacol 23:1663–1667
Winkelmann E, Rolly H (1972) A new thiosemicarbazone with in vivo activity against smallpox. Adv Antimicrob Antineoplast Chemother 1/1:309–311
Woodson B, Joklik WK (1965) The inhibition of vaccinia virus by isatin ß-thiosemicarbaÂzone. PNAS 54:946–953
Zak MR (1959) Experience in the combined treatment of influenza. Probl Virol 4/3:84–86
Zgorniak-Nowosielska I, Marciszewska M, Pastuszak J, Lucka-Sobstel-Stobstel B (1973) The effect of isatin-ß-thiosemicarbazone derivatives on vaccinia virus multiplication in L-132 cell line (human embryonic lung). Acta Microbiol Pol Ser A Microbiol Gen 22:199–204
Zgorniak-Nowosielska I, Gatkiewicz A, Potec Z (1976) The antiviral activity of isatin-ßÂthiosemicarbazone derivatives on vaccinia virus infection in mice. Arch Immunol Ther Exp 24:597–601
Zgorniak-Nowosielska I, Borysiewicz J, Cwik D, Drozd E (1978) The influence of some thiosemicarbazone derivatives with antiviral activity on immune response in mice. Arch Immunol Ther Exp 26:547–552
Zwartouw HT (1964) The chemical composition of vaccinia virus. J Gen Microbiol 34:115-Â123
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© 1982 Springer-Verlag Berlin Heidelberg
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Pfau, C.J. (1982). The Thiosemicarbazones. In: Came, P.E., Caliguiri, L.A. (eds) Chemotherapy of Viral Infections. Handbook of Experimental Pharmacology, vol 61. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-68487-6_5
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