14223-49-5Relevant academic research and scientific papers
Combined Acylselenourea-Diselenide Structures: New Potent and Selective Antitumoral Agents as Autophagy Activators
Garnica, Pablo,Encío, Ignacio,Plano, Daniel,Palop, Juan A.,Sanmartín, Carmen
, p. 306 - 311 (2018)
A series of 16 new diselenide-acylselenourea conjugates have been designed following the fragment-based drug strategy. Compound in vitro cytotoxic potential was evaluated against six human cancer cell lines and two nonmalignant derived cell lines with the aim of determining their potency and selectivity. Nine derivatives exhibited GI50 values under 10 μM in at least four cancer cell lines. A clear gap situated phenyl substitution over heterocyclic moieties in terms of selectivity. Among carbocyclic compounds, derivatives 2 and 7 significantly inhibited cell growth of breast adenocarcinoma cells with GI50 values of 1.30 and 0.15 nM, respectively, with selectivity indexes 12 and 121 times higher than those obtained for doxorubicin. Preliminary mechanistic studies indicated that compounds 2 and 7 induce cell cycle arrest and autophagy-dependent cell death evidenced by the blockage of cell death with pretreatment with wortmannin or chloroquine and confirmed by the upregulation of the markers Beclin1 and LC3B in MCF-7 cells.
Synthesis of 5-aryl-1,3-dimethyl-7-selenoxopyrimidino[4,5-d]pyrimidine-2,4(1H,3H)-dione
Singh, Sonia,Mosslemin, Mohammad H.,Hassanabadi, Alireza
, p. 264 - 266 (2018)
A one-pot method for the synthesis of six novel 5-aryl-1,3-dimethyl-7-selenoxopyrimidino[4,5-d]pyrimidine-2,4(1H,3H)-diones in excellent yields at room temperature has been achieved via reaction between potassium selenocyanate and an aroyl chloride follow
A one-pot synthesis of 2H-pyrido[1,2-a][1,3,5]triazine-2-selenones from acyl isoselenocyanates and pyridin-2-amine
Yavari, Issa,Mosaferi, Shabnam
, p. 963 - 966 (2017)
Abstract: Acyl isoselenocyanates, prepared by acyl chlorides and potassium selenocyanate, are trapped by pyridin-2-amine to afford 4-substituted pyrido[1,2-a][1,3,5]triazine-2-selenone in moderate to good yields. Graphical abstract: [Figure not available:
Synthesis of 2-aryl-7-methyl-4-selenoxo-4H-pyrano[3,4-e][1,3]oxazin-5-one via a three-component condensation
Rashidi, Amir,Mosslemin, Mohammad H.,Hassanabadi, Alireza
, p. 497 - 500 (2020)
The reaction between 4-hydroxy-6-methyl-2H-pyran-2-one and aroyl chlorides with potassium selenocyanate in the presence of catalytic amounts of N-methylimidazole under solvent-free conditions provided a simple and efficient one-pot route for the synthesis
Synthesis of 1,3,5-Triazepineselone Derivatives from Acyl Isoselenocyanates and Benzene-1,2-diamine
Yavari, Issa,Mosaferi, Shabnam
, p. 130 - 132 (2016)
Tandem reaction between acyl isoselenocyanates, generated from acyl chlorides and KSeCN, and benzene-1,2-diamine in acetone at room temperature, gave 1,3,5-triazepineselone derivatives in moderate to good yields.
Synthesis of 4-aryl-7-methoxy-9-thia-[1,3,4a]triazafluorene-2-selones via a three-component condensation of 6-methoxybenzothiazol-2-ylamine, potassium selenocyanate and an acyl chloride
Ehsanfar, Majid,Mosslemin, Mohammad H.,Hassanabadi, Alireza
, p. 481 - 484 (2020)
A simple, one-pot synthesis of six 4-aryl-7-methoxy-9-thia-[1,3,4a]triazafluorene-2-selones has been achieved in moderate to good yields via a three-component condensation of 6-methoxybenzothiazol-2-ylamine, potassium selenocyanate and variously substitut
Synthesis, crystal structure, DFT study, in vitro and in silico molecular docking of novel bis (aroyl selenourea) derivatives
Musthafa, Moideen,Aneesrahman,Perumalsamy, Balaji,Ramasamy, Thirumurugan,Ganguly, Rakesh,Sreekanth, Anandaram
, p. 585 - 594 (2019)
A new family of o-phenylenediamine substituted bis (aroyl selenourea) 1–3 were synthesised and characterised by spectroscopic methods and Single crystal XRD studies. The 1–3 showed that the synthesised compounds in crystallise in the monoclinic crystal sy
New insight into the chemistry of selenoureas: Synthesis and single crystal structural study of diverse derivatives
Hua, Guoxiong,Du, Junyi,Carpenter-Warren, Cameron L.,Cordes, David B.,Slawin, Alexandra M.Z.,Woollins, J. Derek
, p. 7035 - 7043 (2019)
Reacting benzoyl chloride with KSeCN in acetone at room temperature, followed by treatment in situ with 4-bromoaniline led to N-((4-bromophenyl)carbamoselenoyl)benzamide in 93% yield. The same reaction was observed for 4-methoxybenzoyl chloride and 4-pent
Pre-clinical evidences of the antileishmanial effects of diselenides and selenocyanates
Antonio Palop, Juan,Espuelas, Socorro,Etxebeste-Mitxeltorena, Mikel,Garnica, Pablo,Jiménez-Ruiz, Antonio,Moreno, Esther,Plano, Daniel,Sanmartín, Carmen
, (2020)
A series of thirty-one selenocompounds covering a wide chemical space was assessed for in vitro leishmanicidal activities against Leishmania infantum amastigotes. The cytotoxicity of those compounds was also evaluated on human THP-1 cells. Interestingly most tested derivatives were active in the low micromolar range and seven of them (A.I.3, A.I.7, B.I.1, B.I.2, C.I.7 C.I.8 and C.II.8) stood out for selectivity indexes higher than the ones exhibited by reference compounds mitelfosine and edelfosine. These leader compounds were evaluated against infected macrophages and their trypanothione reductase (TryR) inhibition potency was measured to further approach the mechanism by which they caused their action. Among them diselenide tested structures were pointed out for their ability to reduce infection rates. Three of the leader compounds inhibited TryR effectively, therefore this enzyme may be implicated in the mechanism of action by which these compounds cause their leishmanicidal effect.
The preparation of acylselenourea and selenocarbamate using isoselenocyanate
Koketsu, Mamoru,Yamamura, Yusuke,Aoki, Hiroshi,Ishihara, Hideharu
, p. 2699 - 2708 (2006)
Acyl isoselenocyanates were prepared by a reaction of acyl chloride with KSeCN. The acyl isoselenocyanates formed in situ were ready for further reaction without concentration. N-Acyl selenoureas were obtained by a reaction of acyl isoselenocyanates with
