共查询到20条相似文献,搜索用时 15 毫秒
1.
M. S. R. Murty Kesur R. Ram Rayudu Venkateswara Rao J. S. Yadav U. S. N. Murty K. Pranay Kumar 《Medicinal chemistry research》2011,20(5):626-636
The synthesis and antimicrobial activity studies of a new series of cyclic amine containing benzoxazoles and benzoxazolone-2(3H)-ones derivatives were described. The alkylation of benzoxazolone was carried out using cesium fluoride–Celite. The newly
synthesized compounds with the influence of the induction of the cyclic amine moiety in the benzoxazole scaffold have been
evaluated with respect to the antibacterial and antifungal activity. The 2-cyclic amine-1,3-benzoxazoles (5a–l), 5-chloro-3-alkyl substituted-1,3-benzoxazol-2(3H)-ones (8a–f), and 3-[3-(cyclic amine)propyl]-1,3-benzoxazol-2(3H)-ones (9a–f) were synthesized. These derivatives were tested for antibacterial and antifungal activity. Among the compounds tested, 8c and 9f showed moderate to good antibacterial and antifungal activity. Compound 8a showed good antifungal activity. 相似文献
2.
Several pyrazolyl-quinazolin-4(3H)-ones 6a–m were synthesized by the cyclization of acrylamides 5a–m with hydrazine hydrate. The overall reaction was carried out by multi step process. The base-catalyzed cyclization of acid
chloride 1 with 5-iodo anthranilic acid yielded benzoxazinone 2, which on reaction with hydrazine hydrate afforded amino quinazolin-4(3H)-one 3. The acrylamides 5a–m were easily synthesized by acetylation and then condensation with aromatic aldehyde of quinazolin-4(3H)-one 3. The structural confirmation of the synthesized compounds was carried out on the basis of elemental analyses as well as IR
and NMR spectral results. The title compound 6a–m was evaluated for antibacterial and antifungal activity in vitro. 相似文献
3.
Balaji Babu Lori Forrest Paul Weisbruch Sameer Chavda Hari Pati Moses Lee 《Medicinal chemistry research》2010,19(9):1141-1152
Seven novel analogues of 1-phenylethanolamine carboxamide derivatives, 3a–3g, related to carboxamides isolated from Isodon excisus were synthesized and evaluated for their cytotoxic and apoptosis-induction properties against murine B16 and leukemia L1210
cell lines. Compounds containing no substitution at the 4′-position (3a–3d) or containing a 4′-amino (3e–3g) group were investigated. Generally, the amino-containing compounds were slightly more active than their unsubstituted congeners.
Also, the indole-containing compounds 3c and 3f gave the strongest cytotoxic activity (IC50 = 25–87 μM) against the growth of L1210 and B16 cancer cells. Compound 3f was subjected to flow cytometry studies and it was found to induce L1210 cells grown in culture to undergo apoptosis. 相似文献
4.
M. S. R. Murty Kesur R. Ram Rayudu Venkateswara Rao J. S. Yadav Janapala Venkateswara Rao Vino T. Cheriyan Ruby John Anto 《Medicinal chemistry research》2011,20(5):576-586
The synthesis and cytotoxic activity studies of a new series of cyclic amine containing benzoxazole and benzoxazolone derivatives
are described. The 2-cyclic amine-1,3-benzoxazoles 5a–k, 5-chloro-3-(3-chloropropyl)-1,3-benzoxazol-2(3H)-one 8 and 3-[3-(cyclic amino)propyl]-1,3-benzoxazol-2(3H)-ones 9a–f were synthesized. The newly synthesized compounds with the influence of the presence of cyclic amine moiety in the benzoxazole
scaffold have been evaluated with respect to their cytotoxic effect toward four human cancer cell lines. The new compounds
were evaluated to see whether substitution at the second and third position of the benzoxazole motif influence their cytotoxic
effect toward cancer cells. 相似文献
5.
Romero-Castro A León-Rivera I Avila-Rojas LC Navarrete-Vázquez G Nieto-Rodríguez A 《Archives of pharmacal research》2011,34(2):181-189
In this study we report the synthesis and preliminary evaluation of a series of six 2-aryl-5(6)-nitro-1H-benzimidazole derivatives (1–6) as potential anticancer agents. Cytotoxicity was evaluated against seven human neoplastic cell lines using the MTT assay.
Compound 6 [2-(4-chloro-3-nitrophenyl)-5(6)-nitro-1H-benzimidazole] was the most active of the series, showing an IC50 of 28 nM against the A549 cell line. This compound displayed a selective in vitro cytotoxic activity index (>700) in non neoplastic HACAT cells (IC50 = 22.2 μM). Compounds 3 and 6 induce arrest in the S phase of the cell cycle, and compounds 1–6 induce apoptosis in the K562 cell line. Compound 6 induces poly (ADP-ribose) polymerase (PARP) inhibition activity as a potential mechanism of action. These results suggest
that compound 6 could be a potent anticancer agent. Compound 3 displayed the best inhibitory activity against PARP with an IC50 value of 0.05 μM, compared to the activity shown by the positive control 3-aminobenzamide (IC50 = 28.5 μM). 相似文献
6.
Prashant S. Kharkar Meenakshi N. Deodhar Vithal M. Kulkarni 《Medicinal chemistry research》2009,18(6):421-432
From the earlier quantitative structure–activity relationship (QSAR) and molecular modeling studies, a series of quinoline
derivatives 5a–h mimicking terbinafine and containing different bulky aromatic rings in the side chain were designed using LeapFrog, a de
novo drug design program. The designed compounds were synthesized and screened for antifungal activity in vitro against C. albicans. Of the ten compounds designed and synthesized, compounds 5c, d, f, h, and i exhibited minimum inhibitory concentration (MIC) in the range 4–25 μg/ml and were further evaluated for oral toxicity in
animal model. The pharmacokinetic properties for these compounds were estimated in silico and compared with terbinafine. Compound
5h, N-methyl-N-[(2-naphthyl)methyl]-8-quinolinemethanamine, was found to be least toxic, possessing pharmacokinetic parameters close to
those of terbinafine. 相似文献
7.
A series of novel tricyclic pyrimido[4′,5′:4,5]pyrimido[1,6-a]azepine derivatives were synthesized using the starting compound 3-amino-1-oxo-2-phenyl-5-(pyrrolidin-1-yl)-1,2,4a,5,6,7,8,9-octahydropyrimido[1,6-a]azepine-4-carbonitrile 4. This series includes the 3-aryl derivatives 6a, b, the 3-cycloaminoalkyl derivatives 8a–f, the 3-mercaptomethyl derivatives 10 and 11a, b, the 2-cycloaminomethyl derivatives 13a–c, the 1-cycloamino derivatives 15a–c and the 1-amino derivative 16. The structures of the newly synthesized compounds were elucidated by IR, 1H NMR, 13C NMR, mass spectroscopy and elemental analyses. The anti-inflammatory activity of all newly synthesized compounds was evaluated
using the carrageenan-induced paw oedema test in rats using diclofenac sodium as the reference drug. Ulcer indices for the
most active compounds were calculated. The 3-mercaptomethylacetic acid derivative 10 was the most active compound, showing activity comparable to diclofenac sodium with minimal ulcerogenic effect while the
rest of the tested compound exhibited moderate anti-inflammatory activity. 相似文献
8.
Sham M. Sondhi Jaiveer Singh Partha Roy S. K. Agrawal A. K. Saxena 《Medicinal chemistry research》2011,20(7):887-897
A number of imidazole derivatives 3a–f and 4a–f have been synthesized by the condensation of 3-methylthiophen-2-carboxaldehyde 1a, 5-methylthiophen-2-carboxaldehyde 1b, N-methylpyrrol-2-carboxaldehyde 1c, 1-naphthaldehyde 1d, 2-naphthaldehyde 1e, and 2-hydroxy-1-naphthaldehyde 1f with 1,2-diaminoanthraquinone 2a and 2,3-diaminophenazine 2b, respectively. Condensation of 2-guanidinobenzimidazole with functionalized aldehydes 1a–f leads to the formation of guanidine derivatives 5a–f. Both imidazole (3a–f, 4a–f) and guanidine derivatives (5a–f) were synthesized in good yields using conventional heating and microwave irradiation techniques. Structures assigned to
compounds 3a–f, 4a–f and 5a–f are supported by correct spectral and analytic data. On screening for anti-inflammatory and anticancer activities, compounds
3e, 4a and 5a exhibited good anti-inflammatory and compounds 3d, 3f, 4d and 4f showed very good anticancer activity. 相似文献
9.
Ravi Kumar Reshmi R. Nair Saurabh Sudha Dhiman Jitender Sharma Om Prakash 《Medicinal chemistry research》2010,19(6):541-550
Ten 2-aryl/hetarylbenzoxazoles (5a, 5b, and 6a–h) were synthesized via oxidative cyclization of Schiff bases (3a, 3b, and 4a–h) with 1.1 equivalent of iodobenzene diacetate (IBD) in methanol. All of these 2-aryl/hetarylbenzoxazoles (5a, 5b, and 6a–h) were tested in vitro for their antibacterial and antifungal activities against Bacillus subtilis, Bacillus stearothermophilus, Escherichia coli, and Pseudomonas putida. These compounds also were screened for their antifungal activity against Aspergillus flavus and Aspergillus niger. Biological activity of these compounds was compared with those of commercially available antibiotics, chloramphenicol and
antifungal agent cycloheximide. Most of these compounds, 5a, 5b, 6a, 6b, 6d, 6e, 6g, 6h, were equipotent or more potent than these commercial drugs at concentration 100 μg/ml. 相似文献
10.
In this study, three, bisarylidene cyclopentanones (curcumin analogs) 3a–c are synthesized by Claisen Schmidt condensation reaction. Antiangiogenic effects of the compounds were studied in Ehrlich
ascites tumor (EAT) cells transplanted mouse in vivo. Antiangiogenic effect of 3a–c showed reduction in ascites volume, cell number, and induced apoptotic bodies in EAT cells in tested animals. The antiproliferative
effects of the 3a–c were determined at different concentrations by MTT assay on HepG2 and HeLa cells. The compounds showed significant antiproliferative
activity at 40 μM concentration. Compound 3a (fluoro derivative) showed highest antiproliferative effect with the IC50 value 39 and 48 μm for HeLa and HepG2, respectively.
Growth inhibition of the HeLa cells and antiangiogenesis was mediated by promoting apoptosis which was confirmed by DNA fragmentation
study. 相似文献
11.
Hozaifa Hasan Maymoona Akhter Wasim Akhter Israr Ali Mohd. Zaheen Iftikhar Ahsan Danish Mahmood 《Medicinal chemistry research》2011,20(8):1357-1363
Abstract
A new series of N-[3-chloro-2-(substitutedphenyl)-4-oxo-azetidin-1-yl]isonicotinamide (2a–l) were synthesized through condensation reaction of isoniazide with substituted aldehyde. The newly synthesized compounds were characterized by spectral data (IR, 1H NMR, mass spectra) and elemental analysis. Compound 2e exhibited excellent anticonvulsant activity and no neurotoxicity in comparison to reference drug phenytoin. 相似文献12.
Synthesis and evaluation of cytotoxicity and anti-microbial activity of a series of 1,4-bis(4-substituted-5-mercapto-1,2,4-triazol-3-yl)butane
derivatives comprising thioether functionality and other pharmacophore modifications are described. All the newly synthesized
compounds were characterized by IR, NMR, elemental analyses, and mass spectral studies. The compounds 4a–f, 5a–f, and 6a–f were evaluated for in vitro cytotoxicity potential using the standard MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium
bromide) assay against a panel of three human cancer cell lines: Lung carcinoma A-549, Colon carcinoma HT-29, and Breast Cancer
MDA MB-231. All the compounds were subjected to in vitro anti-bacterial activity against Bacillus subtilus (ATCC 6633), Staphylococcus aureus (ATCC-25923), Escherichia coli (ATCC-25922), and Pseudomonas aeruginosa (ATCC-27853) and their minimal inhibitory concentrations were determined. 相似文献
13.
Neelima Dhingra Tilak Raj Bhardwaj Neeraj Mehta Tapas Mukhopadhyay Ashok Kumar Manoj Kumar 《Medicinal chemistry research》2011,20(7):817-825
Abstract
The 17-oximino-5-androsten-3β-yl esters (10a–10j) were synthesized from commercially available (25R)-5-Spirosten-3β-ol (Diosgenin) (4) as starting material. The synthesized compounds were evaluated for their antiproliferative activity against prostate specific cancer cell line DU-145, acute toxicity, and effect on serum androgen level and were compared with Finasteride used as positive control. Some of the compounds exhibited better cytotoxicity and antiandrogenic activity than the reference control. The detailed synthesis, spectroscopic data, and biological evaluation for the synthesized compounds are reported. 相似文献14.
In this study, a series of 3,6-disubstituted-1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazoles (5a–t) were synthesized by condensing 4-amino-3-mercapto-(4H)-1,2,4-triazoles (4a–c) with different aromatic or aroyl acids through one-pot reaction. The compounds were evaluated for their anti-inflammatory,
analgesic, ulcerogenic, and lipid peroxidation actions. Some of the newly synthesized compounds showed very good anti-inflammatory
activity with low GI toxicity and reduced lipid peroxidation. These compounds also showed interesting profile of analgesic
activity in acetic acid-induced writhing test. The findings of the study indicate that the synthesized compounds have superior
GI safety profile along with reduction in lipid peroxidation as compared to that of the standard. 相似文献
15.
Yan RZ Liu XY Xu WF Pannecouque C Witvrouw M De Clercq E 《Archives of pharmacal research》2006,29(11):957-962
A novel series of 2-(m-Chlorobenzyl)-4-substituted-1, 1, 3-trioxo-2H,4H-pyrazolo[4, 5-e][1, 2, 4] thiadiazines (7a-k) were synthesized, and evaluated for their anti-HIV replication in MT-4 cell cultures. Compound (7a) showed activity against HIV-1-induced cytopathicity, with an EC50 value of 45.6 μM, but none of the compounds exhibited inhibitory activity against HIV-2. 相似文献
16.
The synthesis of biologically active 1H-1,4-diazepines 6a–e in good yield, from the heterocyclization reaction of [N
4-(4-acetylamino) benzene sulfonyl) piperazinyl-N
1-propyl]-1,3-dialkyl/aryl propane-1,3-dione 5a–e and ethylenediamine (EDA) in the presence of silica sulphuric acid (SSA) is described. The novel β-diketones/β-ketoesters
5a–e were synthesized by the condensation reaction of [N
4-(4-acetylamino) benzene sulfonyl) piperazinyl-N
1-1-bromopropane with various β-diketones/β-ketoesters 4a–e. All structures of the newly synthesized compounds were elucidated by elemental analysis and spectral studies. The compounds
6a–e have been screened for antimicrobial, antifungal and anthelmintic activity. 相似文献
17.
Dhingra N Bhardwaj TR Mehta N Mukhopadhyay T Kumar A Kumar M 《Archives of pharmacal research》2011,34(7):1055-1063
A number of 17-oxo-5-androsten-3β-yl esters (9a–9f) and 3β-alkoxy-5-androsten-17-ones (11a–11e) were synthesized from commercially available (25R)-5-spirosten-3β-ol (Diosgenin) (4) as starting material. The synthesized compounds were evaluated for their antiproliferative activity against the prostate-specific
cancer cell line DU-145, acute toxicity and effect on serum androgen levels, and compared with finasteride as positive control.
Some of the compounds exhibited better cytotoxicity and antiandrogenic activity than the reference control. The detailed synthesis,
spectroscopic data and biological activity of the synthesized compounds are reported. 相似文献
18.
Safinaz E. Abbas Fadi Mohsen Awadallah Nashwa A. Ibrahim Ahmed M. Gouda Bassem A. Shehata 《Medicinal chemistry research》2011,20(7):1015-1023
New series of diazepino[5,6-b]pyrrolizines 7a–c and 8a–c and 6-(2-oxopyrrolidino)-1H-pyrrolizines 10a–c were synthesized through acylation of the key aminonitrile derivatives 5a–c (Scheme 1) with the appropriate acid chlorides. Subsequent cyclization reaction yielded the target compounds (Schemes 2, 3). The chemical structure of the synthesized compounds was elucidated by spectral and elemental analyses. The synthesized
compounds were evaluated for their ability to protect mice against PTZ-induced seizures, the most active compounds were 10a–c where compound 10b exhibited 67.9% relative potency compared to phenobarbitone and compound 10a provided the maximum protection % of all compounds (60%) at dose of 50 mg/kg comparable to phenobarbitone at a dose of 20 mg/kg. 相似文献
19.
Bedia Koçyiğit-Kaymakçıoğlu Emine Elçin Oruç-Emre Seda Unsalan Sevim Rollas 《Medicinal chemistry research》2009,18(4):277-286
A series of substitututed methylene/ethylene 4-fluorophenylhydrazide derivatives (3a–p) was synthesized with the aim of evaluating their antimycobacterial activity toward a strain of Mycobacterium tuberculosis H37Rv. Their chemical structures were confirmed by 1H-nuclear magnetic resonance (NMR) and electrospray mass spectrometry (ES-MS) spectral data, and elemental analysis. The in vitro
antimycobacterial evaluation was performed according to the Tuberculosis Antimicrobial Acquisition and Coordinating Facility
(TAACF) antituberculosis drug discovery program. Compound 3a, 4-fluorobenzoic acid [(2,6-dichlorophenyl) methylene]hydrazide, showed the highest inhibitory activity of all the compounds
under study. 相似文献
20.
Luisa Mosti Paola Fossa Giulia Menozzi Letizia Trincavelli Maura Floreani 《Medicinal chemistry research》2008,17(9):587-603
In the last few years, much effort has been directed towards the synthesis of selective adenosine receptor (AR) antagonists
since they are attractive tools for pharmacological intervention in many pathophysiological conditions. During our studies
aimed at obtaining new nonclassical adenosine antagonists devoid of phosphodiesterase (PDE) inhibition, a series of 2-pyridones
and 2,5-quinolinediones (3a–f, 5a–f, 6a,c–f) has been synthesized as potential AR ligands. Binding affinities of the new compounds were determined for bovine and human
adenosine A1, A2A, and A3 receptors. Compound 5f showed good affinity (K
i = 7.8 μM) towards human A1AR but no selectivity (K
i = 7.0 μM) towards human A2AAR, whereas compound 6f showed more affinity towards human A2A (K
i = 16 μM) than A1 receptor (percentage inhibition at 10 μM concentration = 11). In the 1–100 μM range, the new compounds did not inhibit cardiac
PDE3 activity at all. Molecular modeling studies carried out on 5f and 6f support the pharmacological results and suggest 6f as a potential lead compound selective towards A2AAR. 相似文献