Synthesis and apoptosis inducing ability of new anilino substituted pyrimidine sulfonamides as potential anticancer agents

Kamal, Ähmed; Dastagiri, D.; Ramaiah, M. Janaki; Reddy, Jhansi; Bharathi, E. Vijaya; Reddy, M. Kashi; Sagar, Milind; Teegala, Lakshminarayan Reddy; Pushpavalli, S. N. C. V. L.; Pal‐Bhadra, Manika

doi:10.1016/j.ejmech.2011.09.039

Cited by 59 publications

(25 citation statements)

References 27 publications

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“…Cancer is known to comprise a deadly array of many diseases in which tissues grow and spread throughout the body, ultimately leading to death (Hanahan and Weinberg, 2011). Regardless of the immense advances in the field of basic and clinical research related to cancer therapy, chemotherapy is still one of the primary modalities for the treatment of cancer (Kamal et al, 2011a).…”

Section: Introductionmentioning

confidence: 99%

OAMDP, a novel podophyllotoxin derivative, induces apoptosis, cell cycle arrest and autophagy in hepatoma HepG2 cells

Ren

Liu

et al. 2017

Cell Biology International

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4β-(1,3,4-oxadiazole-2-amino-5-methyl)-4-deoxypodophyllotoxin (OAMDP), a novel podophyllotoxin derivative, has demonstrated potent anti-tumor activity with significant cytotoxic effect. Here, we report the anti-proliferative effect of OAMDP, for which OAMDP could suppress the proliferation of HepG2 cells (human hepatoma cell line) in a dose- and time-dependent manner. After treating with OAMDP, cell apoptosis was confirmed by Annexin V-FITC/PI double staining assay. Furthermore, flow cytometry analysis revealed the loss of mitochondrial membrane potential and the increase of intracellular reactive oxygen species in HepG2 cells. OAMDP increased apoptotic cell population with induction of Bax, cytochrome c (cyt-c), caspase-9, caspase-3, PARP1 and the reduction of Bcl-2 and p-Akt protein expressions. The MAPK family, JNK, ERK, p38, p-JNK, p-ERK, p-p38, were also regulated by OAMDP in HepG2 cells. Moreover, cell cycle analysis showed that OAMDP induced S or G2/M phase arrest through modulation of cycle regulatory proteins. In addition, MDC staining and LC3 protein expression indicated that autophagy was induced by OAMDP in HepG2 cells. To sum up, our results suggested that OAMDP, with the ability to induce autophagy, causing cell cycle arrest and apoptosis, has potential to become a novel anti-tumor agent.

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Section: Introductionmentioning

confidence: 99%

OAMDP, a novel podophyllotoxin derivative, induces apoptosis, cell cycle arrest and autophagy in hepatoma HepG2 cells

Ren

Liu

et al. 2017

Cell Biology International

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“…The most effective compound 9n displayed stronger inhibition of cancer cell propagation and angiogenesis than 6d [21]. Hence we believed that the sulfonamide structure would contribute to obvious improvements in cytotoxicity, antitumor activity, and extensive biological activities relative to amide structure in medicinal chemistry [22][23][24][25][26].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Biological Evaluation N-(6,7-dimethoxynaphthalen-yl) sulfamide Derivatives as Novel Inhibitors of Angiogenesis and Tumor Growth

Xu¹

2014

Med chem

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Target compounds were synthesized by the experiment process in Scheme 1. Firstly, mesyl groups were introduced into naphthalene-2,3-diol in presence of triethylamine and dichloromethane (DCM). Secondly, the nitro group was introduced in the circumstances with nitric acid and acetic anhydride. Thirdly, the two sulfonyl groups on compound 3 were eliminated by dimethyl sulfate and sodium hydroxide solution [32]. Then the nitro-group on compound 4 was deoxidized to the amino group by Pd-C/H 2 in methanol solution to give compound 5 [33], which was treated with various substituted sulfonyl chlorides to generate compounds XGS-1 to XGS-15 [34]. Analytic and spectral of the whole series compounds are in total accordance to the proposed structures.

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“…Anilinoquinazoline containing compounds were recently approved for the treatment of HER2‐positive metastatic breast cancer . On the other hand, diverse chemotherapeutic agents contain pharmacophores like Br , sulfonamides , aminothiazol , pyrazoline , N ‐phenylpyrazoline , tetrahydropyrimidinone , and tetrahydropyrimidine‐thione functions are known to contribute to the enhancement of the antitumor activity. In view of the aforementioned facts, it seemed most interesting to synthesize a new series of anilinoquinazoline compounds in such a way to accommodate Br, sulfonamides, aminothiazol, pyrazoline, N ‐phenylpyrazoline, tetrahydropyrimidinone, or tetrahydropyrimidine‐thione moiety with the aim to evaluate their antitumor activities.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Biological Evaluation of a Novel Series of 6,8‐Dibromo‐4(3H)quinazolinone Derivatives as Anticancer Agents

Ahmed

Youns

2013

Archiv der Pharmazie

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Three novel series of 6,8-dibromo-4(3H)quinazolinone derivatives were synthesized. Some of the novel quinazolinone derivatives were tested for their antitumor activity against the human breast carcinoma cell line MCF-7. Compounds XIIIb, IX, XIVd, XIVb, XIVe, XIIIa, XIVc, XVc, and XIVa exerted powerful cytotoxic effects against the MCF7 cells, with very low IC50 values compared to doxorubicin (positive control). The IC50 values were 1.7, 1.8, 1.83, 5.4, 6.84, 10.8, 13.9, 15.7, and 29.6 µg/mL, respectively.

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Synthesis and apoptosis inducing ability of new anilino substituted pyrimidine sulfonamides as potential anticancer agents

Cited by 59 publications

References 27 publications

OAMDP, a novel podophyllotoxin derivative, induces apoptosis, cell cycle arrest and autophagy in hepatoma HepG2 cells

OAMDP, a novel podophyllotoxin derivative, induces apoptosis, cell cycle arrest and autophagy in hepatoma HepG2 cells

Synthesis and Biological Evaluation N-(6,7-dimethoxynaphthalen-yl) sulfamide Derivatives as Novel Inhibitors of Angiogenesis and Tumor Growth

Synthesis and Biological Evaluation of a Novel Series of 6,8‐Dibromo‐4(3H)quinazolinone Derivatives as Anticancer Agents

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