Synthesis, characterization and pharmacological activities of 5,6,11,12-tetrahydroindolo[2,3-a]carbazole derivatives

被引：21

作者：

Balamurali, R ^{[1
]}

Prasad, KJR ^{[1
]}

机构：

[1] Bharathiar Univ, Dept Chem, Coimbatore 641046, Tamil Nadu, India

来源：

FARMACO | 2001年 / 56卷 / 03期

关键词：

phenylhydrazine; indolocarbazole derivatives; glacial acetic acid; pharmacological activity;

D O I：

10.1016/S0014-827X(01)01035-7

中图分类号：

R9 [药学];

学科分类号：

1007 ;

摘要：

A series of new 5,6,11,12-tetrahydroindolo[2,3-a]carbazole derivatives (3a-h) was synthesized. Treatment of 8-methyl-1-oxo-1,2,3,4-tetrahydrocarbazole (1a) with phenylhydrazine hydrochloride in ethanol furnished the title compound (3a) in poor yield along with 8-methyl-1-phenylhydrazono-1,2,3,4-tetrahydrocarbazole (2a). Better yields were obtained when la-h were treated with phenylhydrazine in glacial acetic acid. All the newly synthesized compounds were characterized on the basis of IR, NMR, mass-spectra and elemental analysis and screened for pharmacological activities. (C) 2001 Elsevier Science S.A. All rights reserved.

引用

页码：229 / 232

页数：4

共 26 条

[1] BIS-BASIC-SUBSTITUTED POLYCYCLIC AROMATIC-COMPOUNDS - NEW CLASS OF ANTIVIRAL AGENTS .8. BIS-BASIC DERIVATIVES OF CARBAZOLE, DIBENZOFURAN, AND DIBENZOTHIOPHENE [J].

ALBRECHT, WL ;

FLEMING, RW ;

HORGAN, SW ;

MAYER, GD .

JOURNAL OF MEDICINAL CHEMISTRY, 1977, 20 (03) :364-371

[2] CYCLOALKANOINDOLES .1. SYNTHESES AND ANTIINFLAMMATORY ACTIONS OF SOME ACIDIC TETRAHYDROCARBAZOLES, CYCLOPENTINDOLES, AND CYCLOHEPTINDOLES [J].

ASSELIN, AA ;

HUMBER, LG ;

DOBSON, TA ;

KOMLOSSY, J ;

MARTEL, RR .

JOURNAL OF MEDICINAL CHEMISTRY, 1976, 19 (06) :787-792

[3]

Balamurali R, 1999, Z NATURFORSCH B, V54, P1618

[4]

CRUICKSHANK R, 1975, MED MICROBIOLOGY, V2, P190

[5] SYNTHESIS OF PYRIDOCARBAZOLES FOR ANTI-TUMOUR STUDIES [J].

DALTON, LK ;

DEMERAC, S ;

TEITEI, T .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1969, 22 (01) :185-&

[6] EXPERIMENTS ON THE PREPARATION OF INDOLOCARBAZOLES .5. THE SYNTHESIS OF INDOLO(3'-2'-1-2)CARBAZOLE AND ITS 3-METHYL DERIVATIVE [J].

HALL, JA ;

PLANT, SGP .

JOURNAL OF THE CHEMICAL SOCIETY, 1953, (JAN) :116-119

[7] INDOLES DERIVED FROM AROMATIC AMINES AND 2-HYDROXY-KETONES - THE SYNTHESIS OF 7-ACETYL-2-3-4'-5'-TETRAPHENYLPYRROLO(2'-3'-4-5)-INDOLE [J].

JONES, NA ;

TOMLINSON, ML .

JOURNAL OF THE CHEMICAL SOCIETY, 1953, (DEC) :4114-4116

[8] MODULATION OF THE ANTITUMOR-ACTIVITY BY METHYL SUBSTITUTIONS IN THE SERIES OF 7H-PYRIDOCARBAZOLE MONOMERS AND DIMERS [J].

LEON, P ;

GARBAYJAUREGUIBERRY, C ;

BARSI, MC ;

LEPECQ, JB ;

ROQUES, BP .

JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (11) :2074-2080

[9] SYNTHESIS OF 11H-PYRIDOCARBAZOLES AND DERIVATIVES - COMPARISON OF THEIR DNA-BINDING AND ANTITUMOR-ACTIVITY WITH THOSE OF 6H-PYRIDOCARBAZOLES AND 7H-PYRIDOCARBAZOLES [J].

LESCOT, E ;

MUZARD, G ;

MARKOVITS, J ;

BELLENEY, J ;

ROQUES, BP ;

LEPECQ, JB .

JOURNAL OF MEDICINAL CHEMISTRY, 1986, 29 (09) :1731-1737

[10] HYDROXYLATED 2,3,4,9-TETRAHYDRO-1H-CARBAZOL-3-AMINES - NEW CLASS OF EXPERIMENTAL CARDIOTONIC DRUGS [J].

MOORADIAN, A ;

HLAVAC, AG ;

DUPONT, PE ;

ALOUSI, AA ;

BELL, MR .

JOURNAL OF MEDICINAL CHEMISTRY, 1975, 18 (06) :640-641

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