64269-12-1Relevant academic research and scientific papers
Anticancer activity of newly synthesized 1,1-disubstituted cyclohexane-1-carboxamides: in vitro caspases mediated apoptosis activators in human cancer cell lines and their molecular modeling
Abd-Allah, Walaa Hamada,Salman, Asmaa,Sabry Saad, Samah
, p. 933 - 947 (2019/08/12)
Novel 1,1-disubstituted cyclohexane-1-carboxamides 6a-h, 7a-e, and 8a-b were designed and synthesized as apoptotic inducers. Cytotoxicity test revealed that some compounds have strong to moderate effect, while others displayed weak action against different cancer cell lines including, MCF-7, HepG2, A549, and HTC-116. A549 carcinoma cell line exhibited higher sensitivity toward all synthesized candidates especially compounds 6a and 8a which offered the lowest IC50 values 3.03 and 5.21 μM, respectively, relative to the positive control doxorubicin with IC50 value of 3.01 μM. Compared to doxorubicin treatment, compounds 6a and 8a induced caspases-3, -8, and -9 activities and G2/M growth arrest in A549 carcinoma cell line. The expression levels of p53 (tumor suppressor protein that in humans is encoded by the TP53 gene), Bax (apoptosis regulator protein in humans that is encoded by bax gene), and the Bax/Bcl-2 ratio were all higher than those in doxorubicin-treated cells (Bcl-2, B-cell lymphoma 2, encoded in humans by the Bcl-2 gene). Additionally, compounds 6a and 8a appeared to exhibit higher selectivity against MCF-10 human breast normal cell line. The synthesized congeners could be considered as potent apoptotic inducers interfering with extrinsic and intrinsic apoptotic pathways. Moreover, compound 6a was able to form complex with zinc ions as indicated by UV spectrophotometry which revealed its ability for being caspase activator. Molecular docking studies expected the interactions and binding modes of the synthesized inhibitors in the caspase-3 active site.
Synthesis and biological evaluation of certain new cyclohexane-1-carboxamides as apoptosis inducers
Abd-Allah, Walaa Hamada,Elshafie, Mohamed Fathy
, p. 825 - 833 (2018/05/28)
Series of 1-(N-phenyl-2-(heteroalicyclic-1-yl)acetamido)cyclohexane-1-carboxamide derivatives (5a-m) and 1-(phenyl(heteroalicyclic-1-ylmethyl)amino)cyclohexane-1-carboxamide (6a-f) were designed and synthesized with biological interest through coupling of 1-(2-chloro-N-phenylacetamido)cyclohexane-1-carboxamide (4) and (phenylamino)cycloakanecarboxamide (2) with different amines. The structures of the target compounds were elucidated via IR, 1H and 13C NMR, MS, and microanalysis. Compounds 5a-m and 6a-f were evaluated for their in vitro antitumor activity against four different cancer cell lines, MCF-7, HepG2, A549, and Caco-2. Compound 5i exhibited a promising activity against breast cancer cell line (IC50 value = 3.25 μM) compared with doxorubicin (IC50 value = 6.77 μM). Results from apoptosis and cell cycle analysis for compound 5i revealed good antitumor activity against MCF-7 cancer cell line and potent inhibition.
DERIVATIVES OF N-PHENYLACETAMIDE AS INHIBITORS OF THE ENZYME SOAT1 FOR PHARMACEUTICAL AND COSMETIC USE
-
Page/Page column 30, (2009/04/25)
The present invention relates to compounds of Formula (I): as well as the cosmetic and pharmaceutical compositions containing such a compound.
DERIVATIVES OF N-PHENYLACETAMIDE, INHIBITORS OF THE ENZYME SOAT-1, AND PHARMACEUTICAL AND COSMETIC COMPOSITIONS CONTAINING THEM
-
Page/Page column 61, (2009/04/25)
The present invention relates to compounds of Formula (I) : as well as the cosmetic and pharmaceutical compositions containing such a compound.
A cyclohexanecarboxamide derivative with inhibitory effects on Schistosoma mansoni cercarial serine protease and penetration of mice skin by the parasite
Bahgat, Mahmoud,Aboul-Enein, Mohamed N.,El Azzouny, Aida A.,Maghraby, Amany,Ruppel, Andreas,Soliman, Wael M.
scheme or table, p. 333 - 340 (2009/12/24)
A cyclohexanecarboxamide derivative, N-phenyl-N-[1-(piperidine-1-carbonyl) cyclohexyl] benzamide (MNRC-5), was evaluated for its inhibitory effects on Schistosoma mansoni cercarial serine protease activity and cercarial penetration. MNRC-5 exerted an inhi
Search for Newer Analgesic Agents: Part I - Synthesis of 1-Arylaminocyclohexane-1-carboxamide Derivatives
Singh, G. B.,Jetley, Aruna,Rathore, H. G. S.
, p. 76 - 77 (2007/10/02)
N-(Substituted aminomethyl)-1-arylaminocyclohexane-1-carboxamides have been synthesized in which nitrogen of the amide group is linked through a methylene side chain with basic fragments like pyrrolidino, piperidino, morpholino, etc.These compounds contai
