Benzo[c]phenanthridine bases and their antituberculosis activity

Abstract

The antituberculosis activity of fully‐aromatized quaternary benzo[c]phenanthridine bases prepared in our laboratory was tested under the Tuberculosis Antimicrobial Acquisition and Coordinating Facility (TAACF) program. This review summarizes our syntheses of these bases and discusses their structure–activity relationships against primary tuberculosis. © 2000 John Wiley & Sons, Inc. Med Res Rev, 21, No. 1, 61–72, 2001

Synthesis, structure, antimycobacterial and anticancer evaluation of new pyrrolo-phenanthroline derivatives

“…Recently, compounds with phenathroline skeleton have been synthesized and biologically evaluated [11][12][13][14][15] as analogues of benzo[c]phenanthridine alkaloids (e.g. nitidine, fagaronine, sanguinarine) that attracted attention due to their interesting biological properties [16][17][18][19] . Compared to 1,10-phenanthroline that has been widely studied both for synthesis and applications, 4,7-phenanthroline received much less interest due to difficulties in its synthesis.…”

Crystal structure of (E)-ethyl 2-(2-(2-(2,4-dinitrophenyl)hydrazono)-2- phenylethyl)-2,5-dimethyl-7-phenylbenzo[d][1,3]dioxole-4-carboxylate, C32H27N4O8

“…Benzo [d] [1,3]dioxole derivatives have driven much attention for their broad spectrum of biological properties [1] and have been used as 5-HT 2A receptorantagonist [2] and CB1R inverse agonists. In addition, some benzo[d] [1,3]dioxole derivatives are indispensable building blocks in functional materials [3].…”

“…In addition, some benzo[d] [1,3]dioxole derivatives are indispensable building blocks in functional materials [3]. In spite of their importance, efficient synthetic methods for the preparation of benzo[d] [1,3]dioxoles derivatives are still limited [3].…”

“…To a flask containing ethyl 2,5-dimethyl-2-(2-oxo-2-phenylethyl)-7-phenylbenzo[d] [1,3]dioxole-4-carboxylate (1.0 mmol) and (2,4-dinitrophenyl)hydrazine (1.0 mmol) in ethanol (5 mL) was added anhydrous CaCl 2 (2.0 mmol). The solution was stirred at reflux for 48 h, and then concentrated under vacuum.…”

Simple and one-pot synthesis of new heterocyclic compounds in three-component reactions between isoquinoline or phenanthridine and acetylenic esters in the presence of N-heterocycles or 1,3-dicarbonyl compounds

“…1 Phenanthridines are important core structures found in a variety of natural products and other biologically important molecules with a wide range of biological activities and applications, [2][3][4][5][6][7][8][9][10] including antibacterial, antiprotozoal, anticancer, antimicrobial, anti-inflammatory, antivirial, antioxidant [11][12][13][14][15][16][17][18][19][20][21] and also with applications as drugs, 8 DNA targeting agents, 22 dyes, 23 and probes. 24 Isoquinoline is also present in various natural products such as cryptaustoline and cryptowoline.…”