NISCAIR Online Periodicals Repository Collection: IJC-B Vol.44B(08) [August 2005]

Microwave assisted Friedländer condensation: A comparative study of conventional versus microwave mediated solvent-free methodologies

Fri, 29 Jul 2005 22:58:59 GMT

Title: Microwave assisted Friedländer condensation: A comparative study of conventional versus microwave mediated solvent-free methodologies

Authors: Agrawal, Y K; Joshipura, Hardik M

Abstract: 4-Arylquinolines have been prepared by Friedländer reaction with acid as a catalyst and without the catalyst under microwave assisted solvent-free conditions and compared with classical heating.

Page(s): 1649-1652

Preparation and characterization of cyclic-ketone derivatives of methyl undec-10-enoate and their cyclocondensation with mercaptoacetic acid

Fri, 29 Jul 2005 22:58:59 GMT

Title: Preparation and characterization of cyclic-ketone derivatives of methyl undec-10-enoate and their cyclocondensation with mercaptoacetic acid

Authors: Rauf, Abdul; Jahan, Refat

Abstract: Reaction of methyl undec-10-enoate 2 with cyclopentanone 1a affords two products, methyl 2-(2'-cyclopentanonyl)undec-10-enoate 3a and methyl 11-(2'-cyclopentanonyl)undecanoate 4a. Similarly, the reaction of cyclohexanone 1b gives two products 3b and 4b. Compounds 4a and 4b on further reaction with mercaptoacetic acid and ammonium carbonate yield the products 5a and 5b, respectively. Products have been characterized by elemental analysis and spectral data. Compounds 3a, b, 4a, b and 5a,b have been tested for antimicrobial activity. The compounds 3a,b and 4a,b show negative results at 100 g/mL whereas the compounds 5a,b show positive results at 100 g/mL.

Page(s): 1644-1648

Some electrophilic substitution reactions on 1-substituted-3-acetyl/carbethoxy-5-hydroxy-2-methylindole and the antimicrobial activity of these new indole derivatives

Fri, 29 Jul 2005 22:58:59 GMT

Title: Some electrophilic substitution reactions on 1-substituted-3-acetyl/carbethoxy-5-hydroxy-2-methylindole and the antimicrobial activity of these new indole derivatives

Authors: Donawade, Dundappa S; Gadaginamath, Guru S

Abstract: Aminomethylation under Mannich reaction conditions on 3-carbethoxy-1-furfuryl-5-hydroxy-2-methylindole 1 and the corresponding bromo derivative 3 occurs regioselectively at C₄ position to furnish the 4-isogramines 2a-d/4a-d. Nitration of 3-carbethoxy/acetyl-1-furfuryl-5-hydroxy-2-methylindoles 1/8 with hydrated ferric nitrate produces 3-carbethoxy/acetyl- 4, 6-dinitro-1-furfuryl-5-hydroxy-2-methylindoles 6/9. Nitration of 4-isograamine 2 and bromoindole 3 involves ipso-substitution and furnish the 4, 6-dinitroindole derivative 6 and not the expected 6-nitro-4-isogramine 5/6-bromo-4-nitroindole 7. However, nitration of 3.6-diacetylindoles 18a-d and triacetylindole 10 yields 4-nitroindole derivatives 19a-d/11 wherein the acetyl group remain intact without involving in any ipso-substitution. Acetylation under Friedel-Crafts reaction conditions on 3-acetyl-1-furfuryl-5-hydroxy -2-methylindole 8 occurs at both C₆-position of indole and C₅-position of furan to furnish the triacetylindole 10. Bromination of 1 with bromine in acetic acid or bromine in dioxane produces only 6-bromoindole 3. The structures of all these newly synthesised compounds are confirmed by their spectral and analytical data and all these compounds are screened for antimicrobial activity.

Page(s): 1679-1685

Synthesis and anticancer activity studies on some 2-chloro-1,4-bis-(5-substituted-1,3,4-oxadiazol-2-ylmethyleneoxy) phenylene derivatives

Fri, 29 Jul 2005 22:58:59 GMT

Title: Synthesis and anticancer activity studies on some 2-chloro-1,4-bis-(5-substituted-1,3,4-oxadiazol-2-ylmethyleneoxy) phenylene derivatives

Authors: Holla, B Shivarama; Poojary, K Narayana; Bhat, K Subrahmanya; Ashok, Mithun; Poojary, Boja

Abstract: 2-Chloro-1,4-phenylenedioxy-bis-acetyl hydrazine 1 on reacting with aromatic carboxylic acids in the presence of phosphorus oxychloride affords 2-chloro-bis-1,3,4-oxadiazoles 3a-f and 4a-d. Aroyl hydrazine 1 on reacting with carbon disulphide under basic condition gives oxadiazole-2-thione 2. Three out of four tested compounds show anticancer activity in the primary anticancer assay. These compounds have been extensively screened against a panel of sixty cancer cell lines derived from leukemia, lung, colon, CNS, melanoma, ovarian, renal, prostate and breast cancer, respectively. It is interesting to note that compounds 3d and 3f show significant anticancer activity against most of the cell lines with GI50 values <100 μM concentrations.

Page(s): 1669-1673