The preparation and in vitro antiproliferative activity of phthalimide based ketones on MDAMB-231 and SKHep-1 human carcinoma cell lines

Chan, Sau Hing; Lam, Kim Hung; Chui, Chung Hin; Gambari, Roberto; Yuen, Marcus Chun Wah; Wong, Raymond; Cheng, Gregory Yin Ming; Lau, Fung Yi; Au, Yiu Kwok; Cheng, Chor Hing; Lai, Paul B.S.; Kan, Chi Wai; Kok, Stanton Hon Lung; Tang, Johnny; Chan, Albert S. C.

doi:10.1016/j.ejmech.2008.10.024

Cited by 36 publications

(15 citation statements)

References 10 publications

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“…Compounds IV and V (Figure ) exhibited high antimicrobial activities against the tested microorganisms . Isoindole‐1,3‐dione is a building unit in antitumor, antiangiogenic as well as immunomodulatory drug candidates . Thalidomide (Figure ) is a drug known to have antiangiogenic, immunomodulatory and significant antitumor activities, its analogs showed significant potency against several diseases such as prostate cancer, HIV‐related ulcers, multiple myeloma, and Kaposi's sarcoma; this drug consists of two heterocyclic moieties: the phthalimide, and the piperdine‐2,6‐dione moiety .…”

Section: Introductionmentioning

confidence: 99%

Design, synthesis, biological evaluations, molecular docking, and in vivo studies of novel phthalimide analogs

Zahran

El‐Aarag

Mehany

et al. 2018

Archiv der Pharmazie

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A series of novel phthalimide analogs containing an indole or brominated indole moiety were synthesized and their antimicrobial activity was evaluated. Compound 8 showed a broad spectrum activity, revealing 53-67% of erythromycin activity on the tested bacteria and 60-70% of miconazole activity on the tested fungi. Anticancer activity was evaluated on the cell lines HepG2, MCF-7, A549, H1299, and Caco2. The results revealed that the new phthalimide analog 8 has broad-spectrum anticancer activity toward all the tested cancer cell lines, followed by compound 11, which showed good activity toward all the tested cell lines except for MCF-7. The ability of the promising analogs 5, 8, and 11 to bind to topoisomerase II DNA gyrase was investigated. Caspase-3 activation and Bcl-2 assay of the best active derivatives 8, 11 in addition to compound 5 were evaluated. The antifibrotic activity was studied in an in vivo model and the histopathological studies revealed that treatment with the new compound 8 improved the fibrotic liver tissues to normality.

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Section: Introductionmentioning

confidence: 99%

Design, synthesis, biological evaluations, molecular docking, and in vivo studies of novel phthalimide analogs

Zahran

El‐Aarag

Mehany

et al. 2018

Archiv der Pharmazie

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“…Recently, a number of thalidomide as well as phthalimide derivatives revealed specific activities toward different tumor cell lines . Zahran and co‐workers synthesized thalidomide dithiocarbamate and dithioate derivatives and evaluated in vivo model using Ehrlich ascites carcinoma (EAC).…”

Section: Resultsmentioning

confidence: 99%

“…Studies of structure–activity relationships (SARs) in the analogs and metabolites of thalidomide have shown that phthalimide is an essential pharmacophoric fragment . Following this line of research, phthalimide has commonly been employed in the design of potential anti‐inflammatory , immunomodulatory , antiangiogenic , and antitumor drug candidates. Given this promising outlook, the strategy of using phthalimide as a pharmacophoric fragment has figured prominently in recent research.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Evaluation of Thalidomide and Phthalimide Esters as Antitumor Agents

Zahran

Abdin

Osman

et al. 2014

Archiv der Pharmazie

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A series of thalidomide and phthalimide ester analogs were efficiently synthesized from N-chloromethylthalidomide, N-chloromethylphthalimide, and N-(2-bromoethyl)phthalimide derivatives with various biologically important carboxylic acids. The synthesized compounds were purified and characterized by various chromatographic and spectroscopic techniques. The antitumor activity of all the synthesized compounds was screened against human liver and breast cancer cells, which showed that phthalimide ester 6a was the best cytotoxic compound against MCF7 cells, while all of the tested compounds showed a non-cytotoxic effect against HepG2 cells. Compounds 5a, 6a, and 7a possess immunosuppressant effect, while compounds 5c, 5d, 6c, 6d, 7c, and 7d showed an immunostimmulatory effect. Meanwhile, estimation of the binding affinity for all the synthesized compounds toward the vascular endothelial growth factor receptor (VEGFR) showed that compounds 5a, 5b, and 7d were the most potent inhibitors.

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“…It was observed that these microcapsules exerted no significant toxicological effect on those human cells at a maximum concentration of 100 μg/ml after 48 h of incubation as shown in Fig. 9A-F, respectively (33)(34)(35)(36)(37)(38). The gelatin microcapsules containing vitamin C were therefore proved to be non-cytotoxic to human cells under in vitro condition.…”

Section: A B Cmentioning

confidence: 87%

Cosmetic textiles with biological benefits: Gelatin microcapsules containing Vitamin C

et al. 2009

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Abstract. In recent years, textile materials with special applications in the cosmetic field have been developed. A new sector of cosmetic textiles is opened up and several cosmetic textile products are currently available in the market. Microencapsulation technology is an effective technique to control the release properties of active ingredients that prolong the functionality of cosmetic textiles. This study discusses the development of cosmetic textiles and addresses microencapsulation technology with respect to its historical background, significant advantages, microencapsulation methods and recent applications in the textile industry. Gelatin microcapsules containing vitamin C were prepared using emulsion hardening technique. Both the optical microscopy and scanning electron microscopy demonstrated that the newly developed microcapsules were in the form of core-shell spheres with relatively smooth surface. The particle size of microcapsules ranged from 5.0 to 44.1 μm with the average particle size being 24.6 μm. The gelatin microcapsules were proved to be non-cytotoxic based on the research findings of the toxicity studies conducted on human liver and breast cell lines as well as primary bone marrow culture obtained from patient with non-malignant haematological disorder. The gelatin microcapsules were successfully grafted into textile materials for the development of cosmetic textiles.

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The preparation and in vitro antiproliferative activity of phthalimide based ketones on MDAMB-231 and SKHep-1 human carcinoma cell lines

Cited by 36 publications

References 10 publications

Design, synthesis, biological evaluations, molecular docking, and in vivo studies of novel phthalimide analogs

Design, synthesis, biological evaluations, molecular docking, and in vivo studies of novel phthalimide analogs

Synthesis and Evaluation of Thalidomide and Phthalimide Esters as Antitumor Agents

Cosmetic textiles with biological benefits: Gelatin microcapsules containing Vitamin C

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