Synthesis and antiproliferative activity of benzofuran-based analogs of cercosporamide against non-small cell lung cancer cell lines

Bazin, Marc‐Antoine; Bodero, Lizeth; Tomasoni, Christophe; Rousseau, Bénédicte; Roussakis, Christos; Marchand, Pascal

doi:10.1016/j.ejmech.2013.09.013

Cited by 42 publications

(18 citation statements)

References 29 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…2‐hydroxy‐4‐methoxy‐N‐(4‐(2‐morpholinoethoxy) phenyl) benzamide ( 5a ) [Bazin et al, ]. To a solution of compound ( 4a ) (2.31 g, 5 mmol) in 50 mL of anhydrous MeOH was added Pd/C 10% (51 mg, 0.05 mmol).…”

Section: Methodsmentioning

confidence: 99%

Synthesis of p‐O‐Alkyl Salicylanilide Derivatives as Novel EGFR Inhibitors

Zhang

Hou

Sun

et al. 2016

Drug Development Research

View full text Add to dashboard Cite

Preclinical Research Epidermal growth factor receptor (EGFR), a validated target for anticancer drugs, plays a critical role in tumorigenesis and tumor development. A series of p-O-alkyl salicylanilide derivatives were designed and synthesized as novel EGFR inhibitors using a salicylic acid scaffold. A simulated six-membered ring strategy formed through intramolecular hydrogen bonds was employed to mimic the planar quinazoline of the EGFR antagonist, gefitinib. The derived compounds with hydroxyl at the ortho position were more potent than ones with methoxyl group. In particular, compounds 5d and 5b displayed significant EGFR inhibitory (IC50 values = 0.30 and 0.45 μM, respectively) activity as well as potent antiproliferative activity in A431 and HCT-116 tumor cells. These salicylanilides could be considered as promising lead compounds for developing novel EGFR inhibitors.

show abstract

Section: Methodsmentioning

confidence: 99%

Synthesis of p‐O‐Alkyl Salicylanilide Derivatives as Novel EGFR Inhibitors

Zhang

Hou

Sun

et al. 2016

Drug Development Research

View full text Add to dashboard Cite

show abstract

“…1 Accordingly, natural and synthetic heteroaromatic compounds have been employed as drugs. 2 Focusing on benzo[b]furans (1), we came across an important subclass of heterocyclic aromatic compounds, which comprises various biological activities, such as anticancer, [3][4][5][6] antiviral, 7-9 anti-inflammatory, [10][11][12] and immunosuppressive. 13,14 In this sense, we present the structures of the benzo[b]furans obovaten (2), a natural product with pronounced antitumor activity, 15,16 and amiodarone (3), a commercial antiarrhythmic drug 17 ( Figure 1).…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Diiodo-Functionalized Benzo[b]furans via Electrophilic Iodocyclization

Frota

Rossini

Casagrande

et al. 2017

J. Braz. Chem. Soc.

View full text Add to dashboard Cite

show abstract

“…[304][305][306] In addition, isobenzofurans are an important class of natural products possessing significant biological properties. [307][308][309] Pramanik's group used 2-hydroxy-2,2'-biindan-1,1',3,3'-tetrone 254 in a condensation reaction with various phenols, polyhydroxy benzenes, and α-and β-naphthols 255 in an acid medium to produce 2-aryl/alkyl-2,2'-biindan-1,1',3,3'-tetrones 256.…”

Section: Benzofurans and Isobenzofuransmentioning

confidence: 99%

Ninhydrin in synthesis of heterocyclic compounds

Ziarani¹,

Lashgari²,

Azimian³

et al. 2015

Arkivoc

View full text Add to dashboard Cite

Ninhydrin has been utilized in many heterocyclic preparations and considered as an important building block in organic synthesis. There is a wide range of reactions that include ninhydrin in the synthesis of heterocyclic compounds. This review highlights the advances in the use of ninhydrin as starting material in the synthesis of various organic compounds and drugs in a fully comprehensive way, from its first isolation in 1910 to the end of 2013. There is also a diversity of multi-component reactions of ninhydrin and we highlight the recent reports in this review.

show abstract

Synthesis and antiproliferative activity of benzofuran-based analogs of cercosporamide against non-small cell lung cancer cell lines

Cited by 42 publications

References 29 publications

Synthesis of p‐O‐Alkyl Salicylanilide Derivatives as Novel EGFR Inhibitors

Synthesis of p‐O‐Alkyl Salicylanilide Derivatives as Novel EGFR Inhibitors

Synthesis of Diiodo-Functionalized Benzo[b]furans via Electrophilic Iodocyclization

Ninhydrin in synthesis of heterocyclic compounds

Contact Info

Product

Resources

About