Selective and effective anticancer agents: Synthesis, biological evaluation and structure–activity relationships of novel carbazole derivatives

Huang, Wenbo; Gao, Zilin; Zhang, Zhigang; Fang, Wei; Wang, Zuoqian; Wan, Zhongyi; Shi, Liqiao; Wang, Kaimei; Ke, Shaoyong

doi:10.1016/j.bioorg.2021.104991

Cited by 22 publications

(13 citation statements)

References 41 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The lead molecules A2 and all newly prepared diarylamine derivatives B1-13 and C1-11 were evaluated for their in vitro cytotoxic effects against SGC-7901, A875, HepG2 and MARC145 cell lines by the classical MTT [3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide] assay ( Alley et al, 1988 ; Ke et al, 2012 ; Shi et al, 2012 ; Yu et al, 2015 ; Ke et al, 2019 ; Xu et al, 2019 ; Huang et al, 2021 ) using 5-FU (5-Fluorouracil) as a control.…”

Section: Resultsmentioning

confidence: 99%

“…The cytotoxicity of target compounds was determined with MTT assay ( Alley et al, 1988 ; Ke et al, 2012 ; Shi et al, 2012 ; Yu et al, 2015 ; Ke et al, 2019 ; Xu et al, 2019 ; Huang et al, 2021 ). SGC-7901, A875, HepG2 and MARC145 cell lines were obtained from Hubei Biopesticide Engineering Research Centre.…”

Section: Methodsmentioning

confidence: 99%

“…Quantitative analysis of apoptotic and necrotic cell death induced by potential molecules was investigated using Annexin V-FITC/PI dual staining assay ( Yu et al, 2015 ; Huang et al, 2021 ).…”

Section: Methodsmentioning

confidence: 99%

“…A875 cells grown in 96-well plates were treated with serial dilutions of each tested compound for 24 h. The culture media were collected, and the concentrations of LDH were determined based on our previous research ( Huang et al, 2021 ).…”

Section: Methodsmentioning

confidence: 99%

See 3 more Smart Citations

Diarylamine-Guided Carboxamide Derivatives: Synthesis, Biological Evaluation, and Potential Mechanism of Action

Huang

Zhang

et al. 2022

Front. Chem.

Self Cite

View full text Add to dashboard Cite

Diarylamines are a class of important skeleton widely existing in drugs or natural products. To discover novel diarylamine analogues as potential drugs, two series of diamide and carboxamide derivatives containing diarylamine scaffold were designed, synthesized and evaluated for their potential cytotoxic activities. The bioassay results indicated that some of the obtained compounds (C5, C6, C7, C11) exhibited good cytotoxic effect on cancer cell lines (SGC-7901, A875, HepG2), especially, compound C11 present significantly selective proliferation inhibition activity on cancer and normal cell lines (MARC145). In addition, the possible apoptosis induction for highly potential molecules was investigated, which present compound C11 could be used as novel lead compound for discovery of promising anticancer agents.

show abstract

Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

See 2 more Smart Citations

Diarylamine-Guided Carboxamide Derivatives: Synthesis, Biological Evaluation, and Potential Mechanism of Action

Huang

Zhang

et al. 2022

Front. Chem.

Self Cite

View full text Add to dashboard Cite

show abstract

“…Accordingly, structural optimization and derivation of natural products becomes a powerful strategy for improving the efficiency and success rate of NP-based drug development. Our research group has committed to discovering highly active compounds from natural products [ 21 , 22 , 23 , 24 , 25 , 26 ], so the rare natural product sargassulfamide A, bearing a privileged scaffold of arylsulfonamide, aroused our interest. It is well known that molecular skeletons determine whether molecules have bioactivity; despite the natural arylsulfonamide sargassulfamide A being less effective against the human cancer cell lines, we wondered whether we could modulate or improve the activities of these analogues of natural products by changing the position of the amide unit and pharmacophore hybridization.…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis, and Cytotoxic Activity of Novel Natural Arylsulfonamide-Inspired Molecules

et al. 2022

Self Cite

View full text Add to dashboard Cite

Primary arylsulfonamide functional groups feature prominently in diverse pharmaceuticals. However, natural arylsulfonamides are relatively infrequent. In this work, two novel arylsulfonamide natural products were first synthesized, and then a series of novel molecules derived from natural arylsulfonamides were designed and synthesized, and their in vitro cytotoxic activities against A875, HepG2, and MARC145 cell lines were systematically evaluated. The results indicate that some of these arylsulfonamide derivatives exhibit significantly good cytotoxic activity against the tested cell lines compared with the control 5-fluorouracil (5-FU), such as compounds 10l, 10p, 10q, and 10r. In particular, the potential molecule 10q, containing a carbazole moiety, exhibited the highest inhibitory activity against all tested cell lines, with IC50 values of 4.19 ± 0.78, 3.55 ± 0.63, and 2.95 ± 0.78 μg/mL, respectively. This will offer the potential to discover novel drug-like compounds from the sparsely populated area of natural products that can lead to effective anticancer agents.

show abstract

Metal‐Free One‐Pot Synthesis of Tri‐ and Difluoromethylated Bis(carbazolyl)methanes

Miao

et al. 2022

Adv Synth Catal

View full text Add to dashboard Cite

show abstract

Selective and effective anticancer agents: Synthesis, biological evaluation and structure–activity relationships of novel carbazole derivatives

Cited by 22 publications

References 41 publications

Diarylamine-Guided Carboxamide Derivatives: Synthesis, Biological Evaluation, and Potential Mechanism of Action

Diarylamine-Guided Carboxamide Derivatives: Synthesis, Biological Evaluation, and Potential Mechanism of Action

Design, Synthesis, and Cytotoxic Activity of Novel Natural Arylsulfonamide-Inspired Molecules

Metal‐Free One‐Pot Synthesis of Tri‐ and Difluoromethylated Bis(carbazolyl)methanes

Contact Info

Product

Resources

About