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Volumn 39, Issue 24, 1996, Pages 4762-4766

Synthesis and cytotoxic and antitumor activity of esters in the 1,2-dihydroxy-1,2-dihydroacronycine series

Author keywords

[No Author keywords available]

Indexed keywords

1,2 DIACETOXY 1,2 DIHYDROACRONYCINE; ACRONINE; ACRONINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0030464450     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm9602975     Document Type: Article
Times cited : (132)

References (35)
  • 1
    • 33751062476 scopus 로고
    • Alkaloids of the Australian Rutaceae
    • (a) Hughes, G. K.; Lahey, F. N.; Price, J. R. Alkaloids of the Australian Rutaceae. Nature 1948, 162, 223-224.
    • (1948) Nature , vol.162 , pp. 223-224
    • Hughes, G.K.1    Lahey, F.N.2    Price, J.R.3
  • 3
    • 0000084155 scopus 로고
    • Alkaloids of Glycosmis pentaphylla (Retz.) Correa
    • (c) Govindachari, T. R.; Pai, B. R.; Subramaniam, P. S. Alkaloids of Glycosmis pentaphylla (Retz.) Correa. Tetrahedron 1966, 22, 3245-3252.
    • (1966) Tetrahedron , vol.22 , pp. 3245-3252
    • Govindachari, T.R.1    Pai, B.R.2    Subramaniam, P.S.3
  • 4
    • 0001305174 scopus 로고
    • The crystal and molecular structure of bromodihydroacronycine
    • (d) Gougoutas, J. Z.; Kaski, B. A. The crystal and molecular structure of bromodihydroacronycine. Acta Crystallogr. 1970, B26, 853-859.
    • (1970) Acta Crystallogr. , vol.B26 , pp. 853-859
    • Gougoutas, J.Z.1    Kaski, B.A.2
  • 5
    • 0001139190 scopus 로고
    • Alkaloids of Acronychia bauen - Extraction of the alkaloids and studies of structure-activity relationships
    • (a) Svoboda, G. H. Alkaloids of Acronychia bauen - Extraction of the alkaloids and studies of structure-activity relationships. Lloydla 1966, 29, 206-224.
    • (1966) Lloydla , vol.29 , pp. 206-224
    • Svoboda, G.H.1
  • 6
    • 0013937331 scopus 로고
    • Alkaloids of Acronychia baueri - Isolation of the alkaloids and study of the antitumor and other biological properties of acronycine
    • (b) Svoboda, G. H.; Poore, G. A.; Simpson, P. J.; Boder, G. B. Alkaloids of Acronychia baueri - Isolation of the alkaloids and study of the antitumor and other biological properties of acronycine. J. Pharm. Sci. 1966, 55, 758-768.
    • (1966) J. Pharm. Sci. , vol.55 , pp. 758-768
    • Svoboda, G.H.1    Poore, G.A.2    Simpson, P.J.3    Boder, G.B.4
  • 7
    • 0024496679 scopus 로고
    • Antitumor activity and murine pharmacokinetics of parenteral acronycine
    • (c) Dorr, R. T.; Liddil, J. D.; Von Hoff, D. D.; Sohle, M.; Osborne, C. K. Antitumor activity and murine pharmacokinetics of parenteral acronycine. Cancer Res. 1989, 49, 340-344.
    • (1989) Cancer Res. , vol.49 , pp. 340-344
    • Dorr, R.T.1    Liddil, J.D.2    Von Hoff, D.D.3    Sohle, M.4    Osborne, C.K.5
  • 8
    • 0020696419 scopus 로고
    • Phase I-II evaluation of acronine in patients with multiple myeloma
    • Scarffe, J. H.; Beaumont, A. R.; Crowther, D. Phase I-II evaluation of acronine in patients with multiple myeloma. Cancer Treat. Rep. 1983, 67, 93-94.
    • (1983) Cancer Treat. Rep. , vol.67 , pp. 93-94
    • Scarffe, J.H.1    Beaumont, A.R.2    Crowther, D.3
  • 9
    • 0015895597 scopus 로고
    • Effects of the antineoplastic alkaloid acronycine on the ultrastructure and growth patterns of cultured cells
    • (a) Tan, P.; Auersperg, N. Effects of the antineoplastic alkaloid acronycine on the ultrastructure and growth patterns of cultured cells. Cancer Res. 1973, 33, 2320-2329.
    • (1973) Cancer Res. , vol.33 , pp. 2320-2329
    • Tan, P.1    Auersperg, N.2
  • 10
    • 0017687256 scopus 로고
    • Effects of acronycine on cell-surface properties of murine leukemia cells
    • (b) Kessel, D. Effects of acronycine on cell-surface properties of murine leukemia cells. Biochem. Pharmacol. 1977, 26, 1077-1081.
    • (1977) Biochem. Pharmacol. , vol.26 , pp. 1077-1081
    • Kessel, D.1
  • 11
    • 0019350141 scopus 로고
    • Effects of acronycine and of cytochalasin B on the division of Rat leukemia cells
    • (c) Low, R. S.; Auersperg, N. Effects of acronycine and of cytochalasin B on the division of Rat leukemia cells. Exp. Cell. Res. 1981, 131, 15-24.
    • (1981) Exp. Cell. Res. , vol.131 , pp. 15-24
    • Low, R.S.1    Auersperg, N.2
  • 12
    • 0026500581 scopus 로고
    • Evaluation of the cytotoxic mechanisms mediated by the broad-spectrum antitumor alkaloid acronycine and selected semisynthetic derivatives
    • Shieh, H.-L.; Pezzuto, J. M.; Cordell, G. A. Evaluation of the cytotoxic mechanisms mediated by the broad-spectrum antitumor alkaloid acronycine and selected semisynthetic derivatives. Chem. - Biol. Interact. 1992, 81, 35-55.
    • (1992) Chem. - Biol. Interact. , vol.81 , pp. 35-55
    • Shieh, H.-L.1    Pezzuto, J.M.2    Cordell, G.A.3
  • 13
    • 0023795194 scopus 로고
    • Development of a parenteral formulation for the anti-tumour agent acronycine
    • Dorr, R. T.; Liddil, J. D. Development of a parenteral formulation for the anti-tumour agent acronycine. J. Drug Dev. 1988, 1, 31-39.
    • (1988) J. Drug Dev. , vol.1 , pp. 31-39
    • Dorr, R.T.1    Liddil, J.D.2
  • 15
  • 16
    • 0000536536 scopus 로고
    • Anticancer acridone alkaloids
    • Atta-ur-Rahman, Ed.; Elsevier: Amsterdam
    • Su, T.-L.; Watanabe, K. A. Anticancer acridone alkaloids. In Studies in Natural Products Chemistry; Atta-ur-Rahman, Ed.; Elsevier: Amsterdam, 1993; Vol. 13, pp 347-382.
    • (1993) Studies in Natural Products Chemistry , vol.13 , pp. 347-382
    • Su, T.-L.1    Watanabe, K.A.2
  • 17
    • 0000548977 scopus 로고
    • Acronycine epoxide : A new acridone alkaloid from several Sarcomelicope species
    • Brum-Bousquet, M.; Mitaku, S.; Skaltsounis, A.-L.; Tillequin, F.; Koch, M. Acronycine epoxide : a new acridone alkaloid from several Sarcomelicope species. Planta Med. 1988, 54, 470-471.
    • (1988) Planta Med. , vol.54 , pp. 470-471
    • Brum-Bousquet, M.1    Mitaku, S.2    Skaltsounis, A.-L.3    Tillequin, F.4    Koch, M.5
  • 18
    • 0038336938 scopus 로고
    • Precocene-induced degeneration of the corpus allatum of adult females of the bug Oncopeltus fasciatus
    • (a) Unnithan, G. C.; Nair, K. K.; Bowers, W. S. Precocene-induced degeneration of the corpus allatum of adult females of the bug Oncopeltus fasciatus. J. Insect Physiol. 1977, 23, 1081-1094.
    • (1977) J. Insect Physiol. , vol.23 , pp. 1081-1094
    • Unnithan, G.C.1    Nair, K.K.2    Bowers, W.S.3
  • 19
    • 0018348120 scopus 로고
    • Precocene-induced collapse and resorption of corpora allata in nymphs of Locusta migratoria
    • (b) Schooneveld, H. Precocene-induced collapse and resorption of corpora allata in nymphs of Locusta migratoria. Experientia 1979, 35, 363-364.
    • (1979) Experientia , vol.35 , pp. 363-364
    • Schooneveld, H.1
  • 20
    • 0018253659 scopus 로고
    • The ultrastructure of precocene-induced effects on the corpora allata of the adult milkweed bug Oncopeltus fasciatus
    • (c) Liechty, L.; Sedlak, B. J. The ultrastructure of precocene-induced effects on the corpora allata of the adult milkweed bug Oncopeltus fasciatus. Gen. Comp. Endocrinol. 1978, 36, 433-436.
    • (1978) Gen. Comp. Endocrinol. , vol.36 , pp. 433-436
    • Liechty, L.1    Sedlak, B.J.2
  • 21
    • 0018826585 scopus 로고
    • Lethal metabolism of precocene-I to a reactive epoxide by locust corpora allata
    • (a) Pratt, G. E.; Jennings, R. C.; Hamnett, A. F.; Brooks, G. T. Lethal metabolism of precocene-I to a reactive epoxide by locust corpora allata. Nature 1980, 284, 320-323.
    • (1980) Nature , vol.284 , pp. 320-323
    • Pratt, G.E.1    Jennings, R.C.2    Hamnett, A.F.3    Brooks, G.T.4
  • 22
    • 0010071996 scopus 로고
    • Precocene II metabolism in insects: Synthesis of potential metabolites and identification of initial in vitro biotransformation products
    • (b) Soderlund, D. M.; Messeguer, A.; Bowers, W. S. Precocene II metabolism in insects: synthesis of potential metabolites and identification of initial in vitro biotransformation products. J. Agric. Food Chem. 1980, 28, 724-731.
    • (1980) J. Agric. Food Chem. , vol.28 , pp. 724-731
    • Soderlund, D.M.1    Messeguer, A.2    Bowers, W.S.3
  • 23
    • 77957214926 scopus 로고
    • How anti-juvenile hormones work
    • (a) Bowers, W. S. How anti-juvenile hormones work. Am. Zool. 1981, 21, 737-742.
    • (1981) Am. Zool. , vol.21 , pp. 737-742
    • Bowers, W.S.1
  • 24
    • 0019969703 scopus 로고
    • Natural and synthetic allatotoxins : Suicide substrates for juvenile hormone biosynthesis
    • (b) Bowers, W. S.; Evans, P. H.; Marsella, P. A.; Soderlund, D. M.; Bettarini, F. Natural and synthetic allatotoxins : suicide substrates for juvenile hormone biosynthesis. Science 1982, 217, 647-648.
    • (1982) Science , vol.217 , pp. 647-648
    • Bowers, W.S.1    Evans, P.H.2    Marsella, P.A.3    Soderlund, D.M.4    Bettarini, F.5
  • 25
    • 0010132816 scopus 로고
    • 3,4-Epoxyprecocenes as models of cytotoxic epoxides: Synthesis of the cis adducts occuring in the glutathione metabolic pathway
    • Conchillo, A.; Camps, F.; Messeguer, A. 3,4-Epoxyprecocenes as models of cytotoxic epoxides: synthesis of the cis adducts occuring in the glutathione metabolic pathway. J. Org. Chem. 1990, 55, 1728-1735.
    • (1990) J. Org. Chem. , vol.55 , pp. 1728-1735
    • Conchillo, A.1    Camps, F.2    Messeguer, A.3
  • 27
    • 0026091501 scopus 로고
    • Wege zum Acronycin-Epoxid und Acronycin-Diol
    • (a) Reisch, J.; Top, M. Wege zum Acronycin-Epoxid und Acronycin-Diol. Pharmazie 1991, 46, 745.
    • (1991) Pharmazie , vol.46 , pp. 745
    • Reisch, J.1    Top, M.2
  • 29
    • 21344492896 scopus 로고
    • Oxidation von Acronycin mit Kaliumpermanganat
    • (c) Reisch, J.; Schiwek, K. Oxidation von Acronycin mit Kaliumpermanganat. Monatsh. Chem. 1994, 125, 731-734.
    • (1994) Monatsh. Chem. , vol.125 , pp. 731-734
    • Reisch, J.1    Schiwek, K.2
  • 34
    • 0026457778 scopus 로고
    • Effects of a new triazinoaminopiperidine derivative on adriamycin accumulation and retention in cells displaying P-glycoprotein-mediated multidrug resistance
    • (a) Léonce, S.; Pierré, A.; Anstett, M.; Perez, V.; Genton, A.; Bizzari, J. P.; Atassi, G. Effects of a new triazinoaminopiperidine derivative on adriamycin accumulation and retention in cells displaying P-glycoprotein-mediated multidrug resistance. Biochem. Pharmacol. 1992, 44, 1707.
    • (1992) Biochem. Pharmacol. , vol.44 , pp. 1707
    • Léonce, S.1    Pierré, A.2    Anstett, M.3    Perez, V.4    Genton, A.5    Bizzari, J.P.6    Atassi, G.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.