33066-20-5Relevant academic research and scientific papers
Suppressive activities of KC1–3 on HMGB1-mediated septic responses
Lee, Wonhwa,Yuseok,Lee, Changhun,Jeong, So Yeon,Lee, Jee-Hyun,Baek, Moon-Chang,Song, Gyu-Yong,Bae, Jong-Sup
, p. 260 - 268 (2019/03/04)
In the present study, several decursin analogues (KC1–3) were synthesized and evaluated in terms of their anti-septic activities on high mobility group box 1 (HMGB1)-mediated septic responses and survival rate in a mouse model of sepsis. KC1 and KC3, but not KC2, significantly reduced HMGB1 release in lipopolysaccharide (LPS)-activated human umbilical vein endothelial cells (HUVECs) and attenuated the cecal ligation and puncture (CLP)-induced release of HMGB1. Additionally, in vitro analyses revealed that KC1 and KC3 both alleviated HMGB1-mediated vascular disruptions and inhibited hyperpermeability in mice, and in vivo analyses revealed that KC1 and KC3 reduced sepsis-related mortality and tissue injury. Taken together, the present results suggest that KC1 and KC3 both reduced HMGB1 release and septic mortality and, thus, may be useful for the treatment of sepsis.
Rational modifications on a benzylidene-acrylohydrazide antiviral scaffold, synthesis and evaluation of bioactivity against Chikungunya virus
Giancotti, Gilda,Cancellieri, Michela,Balboni, Andrea,Giustiniano, Mariateresa,Novellino, Ettore,Delang, Leen,Neyts, Johan,Leyssen, Pieter,Brancale, Andrea,Bassetto, Marcella
supporting information, p. 56 - 68 (2018/03/06)
Chikungunya virus is a re-emerging arbovirus transmitted to humans by Aedes mosquitoes, responsible for an acute febrile illness associated with painful and debilitating arthralgia, which can persist for several months or become chronic. Over the past few years, infection with this virus has spread worldwide with a previously unknown virulence. No specific antiviral treatments nor vaccines are currently available against this important pathogen. Starting from the structure of a class of selective anti-CHIKV agents previously identified in our research group, different modifications to this scaffold were rationally designed, and 69 novel small-molecule derivatives were synthesised and evaluated for their inhibition of Chikungunya virus replication in Vero cells. Further structure-activity relationships associated with this class of antiviral agents were elucidated for the original scaffolds, and novel antiviral compounds with EC50 values in the low micromolar range were identified. This work provides the foundation for further investigation of these new structures as antivirals against Chikungunya virus.
Decursinol-carbamate derivatives, and pharmaceutical composition containing the same for preventing or treating cancer
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Paragraph 0260-0266, (2017/02/02)
The present invention relates to a decursinol carbamate derivative represented by chemical formula 1, and to a composition for preventing or treating cancer containing the same. The decursinol carbamate derivative shows excellent activity of inhibiting a
Thermal-induced dimerization cyclization of ethyl N-(styrylcarbamoyl) acetates: Formation of 4-hydroxy-2(1H)-pyridone-3- carboxamide derivatives
Zhao, Sheng-Yin,Liu, Bao-Shuo,Huang, Jing,Cheng, Shao-Hua,Deng, Yun-Xia,Shao, Zhi-Yu
, p. 2066 - 2075 (2014/07/07)
Thermal-induced dimerization cyclization of ethyl N-(styrylcarbamoyl) acetate derivatives has been investigated, leading to 4-hydroxy-2(1H)-pyridone- 3-carboxamide derivatives with good yields in diphenyl ether on 200-210 °C. Ethyl N-(styrylcarbamoyl)acet
Synthesis of styryl substituted semicarbazides under microwave irradiation
Chai, Lan-Qin,Zhang, Hong-Song,Liu, Gang,Huang, Jiao-Jiao,Cheng, Qiao-Qiao
, p. 356 - 358 (2013/07/26)
A series of styryl substituted semicarbazides were synthesised by reaction of trans-styryl isocyanate, prepared by Curtius rearrangement of cinnamoyl azide, with acid hydrazides under microwave irradiation using a one-pot procedure. The effects of microwa
Intramolecular vinylation of secondary and tertiary organolithiums
Lefranc, Julien,Fournier, Anne M.,Mingat, Gaelle,Herbert, Simon,Marcelli, Tommaso,Clayden, Jonathan
supporting information; experimental part, p. 7286 - 7289 (2012/06/16)
Deprotonation of benzylic ureas, carbamates, and thiocarbamates bearing N′-alkenyl substituents generates carbanions which undergo intramolecular migration of the alkenyl group to the carbanionic center. Solvolysis of the urea products generates α-alkenylated amines. With an enantiomerically pure starting urea, migration proceeds stereospecifically, generating in enantiomerically enriched form products containing allylic quaternary stereogenic centers bearing N. Computational and in situ IR studies suggest that the reaction, formally a nucleophilic substitution at an sp2 carbon atom, proceeds by a concerted addition-elimination pathway.
Discovery of potent, selective, orally active, nonpeptide inhibitors of human mast cell chymase
Greco, Michael N.,Hawkins, Michael J.,Powell, Eugene T.,Almond Jr., Harold R.,De Garavilla, Lawrence,Hall, Jeffrey,Minor, Lisa K.,Wang, Yuanping,Corcoran, Thomas W.,Di Cera, Enrico,Cantwell, Angelene M.,Savvides, Savvas N.,Damiano, Bruce P.,Maryanoff, Bruce E.
, p. 1727 - 1730 (2008/02/02)
A series of β-carboxamido-phosphon(in)ic acids (2) was identified as a new structural motif for obtaining potent inhibitors of human mast cell chymase. For example, 1-naphthyl derivative 5f had an IC50 value of 29 nM and (E)-styryl derivative 6
Reactions of N-methyl cyclic ketene-N,X-acetals (X = S, O) with isocyanates and isothiocyanate
Zhou, Aihua,Cao, Liwei,Li, Haiqing,Liu, Zhuqing,Pittman Jr., Charles U.
, p. 201 - 206 (2007/10/03)
Nucleophilic N-methyl cyclic ketene-N,X-acetals (X = S, O) can react with electrophilic aryl isocyanates, vinyl isocyanates and aryl isothiocyanates to form mono-adducts, bis-adducts and spirobicyclic compounds. Georg Thieme Verlag Stuttgart.
Regioselective cationic reduction of 2-aryl-1-N-(ethoxycarbonyl)enamines to 2-arylethylamine carbamates
Masuno, Makoto N,Molinski, Tadeusz F
, p. 8263 - 8266 (2007/10/03)
2-Aryl-1-N-carboalkoxyenamines (enamides) are selectively reduced to the corresponding 2-arylethylamine carbamates by Et3SiH in the presence of CF3COOH in excellent yields. The reduction proceeds by addition of hydride at C-1 and the
Unsaturated enamides via organometallic addition to isocyanates: The synthesis of Lansamide-I, Lansiumamides A-C and SB-204900
Stefanuti, Ian,Smith, Stephen A.,Taylor, Richard J. K.
, p. 3735 - 3738 (2007/10/03)
Styryl Grignard addition to vinyl isocyanates is employed to prepare the naturally occurring enamides Lansamide-I, Lansiumamides A and B, and SB- 204900; the synthesis of Lansiumamide C is also reported. (C) 2000 Elsevier Science Ltd.
