Trithiocarbonates—Exploration of a new head group for HDAC inhibitors

Dehmel, Florian; Ciossek, Thomas; Maier, Thomas; Weinbrenner, Steffen; Schmidt, Beate; Zoche, Martin; Beckers, Thomas

doi:10.1016/j.bmcl.2007.06.063

Cited by 38 publications

(25 citation statements)

References 39 publications

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“…More recently, trithiocarbonates have emerged as a new class of zinc-binding group (53, Fig. 7) [113], changing the orientation of the amide from 53a (HDAC6 IC 50 517 nM, HDAC1 IC 50 1.67 M) to 53c (HDAC6 IC 50 65 nM, HDAC1 IC 50 1,235 nM) affecting both the potency and selectivity for HDAC6. Shifting R group at position 4 such as in 53b and 53d led to decreased activity or better selectivity respectively ( Fig.…”

Section: Zinc-binding Groupsmentioning

confidence: 99%

Towards Isozyme-Selective HDAC Inhibitors For Interrogating Disease

Gupta¹,

Reid²,

Iyer³

et al. 2012

CTMC

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Histone deacetylase (HDAC) enzymes have emerged as promising targets for the treatment of a wide range of human diseases, including cancers, inflammatory and metabolic disorders, immunological, cardiovascular, and infectious diseases. At present, such applications are limited by the lack of selective inhibitors available for each of the eighteen HDAC enzymes, with most currently available HDAC inhibitors having broad-spectrum activity against multiple HDAC enzymes. Such broad-spectrum activity maybe useful in treating some diseases like cancers, but can be detrimental due to cytotoxic side effects that accompany prolonged treatment of chronic diseased states. Here we summarize progress towards the design and discovery of HDAC inhibitors that are selective for some of the eleven zinc-containing classical HDAC enzymes, and identify opportunities to use such isozyme-selective inhibitors as chemical probes for interrogating the biological roles of individual HDAC enzymes in diseases.

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Section: Zinc-binding Groupsmentioning

confidence: 99%

Towards Isozyme-Selective HDAC Inhibitors For Interrogating Disease

Gupta¹,

Reid²,

Iyer³

et al. 2012

CTMC

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“…32 In continuation of efforts to synthesize trithiocarbonates, Kiast and Mehrjardi presented an efficient and simple synthesis of symmetrical dialkyl trithiocarbonates via the reaction of carbon disulfide with alkyl halides or tosylates in the presence of tetra-n-butylammonium bromide as phase-transfer catalyst. 33 To increase the efficiency of the system, alumina was added as supplement agent into the reaction medium (Scheme 9).…”

Section: The Synthesis Of Trithiocarbonatesmentioning

confidence: 99%

Recent Achievements in Organic Trithiocarbonates Synthesis

Kazemi

Shiri

Kohzadi

2015

Phosphorus, Sulfur, and Silicon and the Related Elements

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“…According to these results and the previous data, the tetrahedral structure can be proposed. By referencing to Tanaba-Sugano diagram for d 7…”

Section: Col Complexmentioning

confidence: 99%

“…Trithiocarbonates are used as antioxidant additives to extreme pressure lubricant oil and greases [4].Also activity of the thiocarbonate and thiocarbamate against human tumor [5]. Trithiocarbonate complexes have received attention because of the dual nature of metal-CS 3 moiety as an electrophilic and nucleophilic reagents, which makes them versatile intermediates for the synthesis of other oil thio species Although the main application is the treatment of a variety of rheumatic diseases, some of these compounds have shown to have antileishmanial activity in vitro inhibitory effect on HIV or activity tumor cell [6,7]. Organotrithiocarbonates have found many applications in various fields such as in analysis, organic synthesis, 155 medicine, industry and agriculture, some of these applications are as flotation agents, vulcanization accelerators, pesticides, plant defoliants, rust inhibitor, lubricating oil additives, and some have recently reported to posses activity as antiradiation drugs [8,9] Materials and methods :…”

Section: Introductionmentioning

confidence: 99%

Preparation , charactarazition and biological activity of some complexes of potassium 2-carbomethoxy amino-5- trithiocarbonate 1,3,4-thiadiazole

Journal¹

2012

Baghdad Sci.J

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In this study a new ligand ,(potassium 2-carbomethoxy amino-5-trithiocarbonate 1,3,4-thiadiazole) (L) has been prepared from 2-carbomethoxy amino-5-mercapto 1,3,4-thiadiazole with CS2 in alkali media . The product has been isolated and characterized by appropriate physical measurements, vibrational and electronic spectroscopy. The ligand was used to prepare a number of complexes with some metal ions Co(II), Ni(II) and Cu(II). These complexes have been characterized by FT-IR, UV-Vis spectra, molar conductivity, magnetic susceptibility, melting points and atomic absorption measurements. The nickel and copper complexes have an octahedral geometry while cobalt complex has a tetrahedral geometry. The nature of bonding between the metal ion and the donor atom of the ligand was demonstrated through the calculated Racah parameter and other ligand field parameters, which have been calculated by using a suitable Tanaba-Sugano diagram The biological activity of the ligand and it’s complexes have been examined against two selected microorganisms Pseudomonas aeruginsa and Staphylococcus aureus using (10mM) and (5mM) in nutrient agar medium. The results were showed enhancement of activity of some complexes compared to that of the respective ligand, which were attributed to the synergetic effect between the metal ion and the ligand in addition to the difference in the structural varieties.

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Trithiocarbonates—Exploration of a new head group for HDAC inhibitors

Cited by 38 publications

References 39 publications

Towards Isozyme-Selective HDAC Inhibitors For Interrogating Disease

Towards Isozyme-Selective HDAC Inhibitors For Interrogating Disease

Recent Achievements in Organic Trithiocarbonates Synthesis

Preparation , charactarazition and biological activity of some complexes of potassium 2-carbomethoxy amino-5- trithiocarbonate 1,3,4-thiadiazole

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