213475-70-8Relevant academic research and scientific papers
Integration of a Diselenide Unit Generates Fluorogenic Camptothecin Prodrugs with Improved Cytotoxicity to Cancer Cells
Zhao, Jintao,Wang, Zihua,Zhong, Miao,Xu, Qianhe,Li, Xinming,Chang, Bingbing,Fang, Jianguo
, p. 17979 - 17991 (2021/12/13)
A diselenide/disulfide unit was introduced into camptothecin (CPT), and two selenoprodrugs (e.g., CPT–Se3 and CPT–Se4) were identified to show improved potency in killing cancer cells and inhibiting tumor growth in vivo. Interestingly, the intrinsic fluorescence of CPT was severely quenched by the diselenide bond. Both the selenoprodrugs were activated by glutathione with a nearly complete recovery of CPT’s fluorescence. The activation of prodrugs was accompanied by the production of selenol intermediates, which catalyzed the constant conversion of glutathione and oxygen to oxidized glutathione and superoxides. The diselenide unit is widely employed in constructing thiol-responsive materials. However, the selenol intermediates were largely ignored in the activation process prior to this study. Our work verified that integration of the diselenide unit may further enhance the parent drug’s efficacy. Also, the discovery of the fluorescence quenching property of the diselenide/disulfide bond further shed light on constructing novel theranostic agents.
SULPHONAMIDES AND COMPOSITIONS THEREOF FOR TREATING CONDITIONS ASSOCIATED WITH NLRP ACTIVITY
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, (2019/05/10)
In one aspect, compounds of Formula AA, or a pharmaceutically acceptable salt thereof, are featured: wherein the variables shown in Formula AA can be as defined anywhere herein. Compounds AA are modulators of NLRP1 and/or NLRP3
CHEMICAL COMPOUNDS AS INHIBITORS OF INTERLEUKIN-1 ACTIVITY
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, (2018/08/12)
The present disclosure relates to novel sulfonylurea and sulfonyl thiourea compounds and related compounds and their use in treating a disease or condition responsive to modulation of cytokines such as IL-1β and IL-18, modulation of NLRP3 or inhibition of the activation of NLRP3 or related components of the inflammatory process.
Serine- and threonine-derived diamine equivalents for site-specific incorporation of platinum centers in peptides, and the anticancer potential of these conjugates
Kumbhakonam, Sateeshkumar,Vellaisamy, Kasipandi,Saroj, Soumya,Venkatesan, Nalini,Karunagaran,Manheri, Muraleedharan Kannoth
, p. 2450 - 2458 (2018/02/19)
A modular strategy that allows introduction of one or more reactive platinum units at chosen locations along a peptide sequence is presented. This makes use of diazides generated from serine and threonine as diamine equivalents which can be conjugated to the peptide under standard coupling conditions. Reduction of these diazides using Pd/C and H2 followed by platination affords the final products in good yields. Following this, we prepared a new class of peptide-platinum conjugates and carried out preliminary cytotoxicity evaluation and DNA interaction studies. Inclusion of lysine residues in the sequence was found to improve DNA interaction and anticancer activities compared to analogous conjugates with hydrophobic side chains.
3-(Aminomethyl)piperazine-2,5-dione as a novel NMDA glycine site inhibitor from the chemical universe database GDB
Nguyen, Kong Thong,Luethi, Erika,Syed, Salahuddin,Urwyler, Stephan,Bertrand, Sonia,Bertrand, Daniel,Reymond, Jean-Louis
supporting information; experimental part, p. 3832 - 3835 (2010/03/01)
Docking of randomly selected compounds from the chemical universe database GDB-11, which contains all organic molecules up to 11 atoms of C, N, O, F possible under consideration of simple chemical stability and synthetic feasibility rules, into the NMDA r
Development of a chemoenzymatic strategy for the synthesis of optically active and orthogonally protected polyamines
Busto, Eduardo,Gotor-Fernández, Vicente,Montejo-Bernardo, Jose,García-Granda, Santiago,Gotor, Vicente
experimental part, p. 8393 - 8401 (2009/12/26)
The chemical preparation and stereoselective enzymatic desymmetrization of a series of prochiral 2-substituted-1,3-propanediamines have been carried out using Pseudomonas cepacia lipase as biocatalyst. Syntheses of novel optically active orthogonally protected di- or triamines have been achieved for the first time with different grade of enantiodiscrimination depending on the C-2 substitution of the propane-1,3-diamine fragment. Final monoselective deprotection reactions of (S)-3-allyl-2-tert-butyl-1-(9-fluorenylmethyl)propane-1,2,3-triyltriscarbamate have allowed us to obtain a panel of novel enantiomerically enriched disubstituted triamines, compounds of difficult access by conventional synthetic methods.
ANTIOXIDANT POLYMERS CONTAINING [1,2]-DITHIOLANE MOIETIES AND USES THEREOF
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Page/Page column 59-60, (2008/12/07)
The present invention describes polymers containing 1,2-dithiolanes capable of acting as scavengers of free radicals, metals and reactive oxygen species. Also described are methods of synthesizing the antioxidant 1,2-dithiolane derivatives and polymerization thereof to produce biodegradable antioxidant polymers. The antioxidant polymers of the present invention may be used to treat diseases or conditions caused by oxidative stress and other free radical mediated conditions. The antioxidant polymers may also be used for the preparation of antioxidant particulate delivery devices of therapeutic agents.
Convenient and simplified approaches to w-monoprotected triaminopropane derivatives: Key intermediates for bifunctional chelating agent synthesis
Benoist, Eric,Loussouarn, Anthony,Remaud, Patricia,Chatal, Jean-Francois,Gestin, Jean-Francois
, p. 1113 - 1118 (2007/10/03)
High yields of selectively Ar-protected-1,2,3-triaminopropanes (1,3 or 1,2 functionalized diamines) were obtained in 6 or 4 steps from diamino alcohols or aminodiols, respectively. These two multi-step procedures involve protection of the amino group, substitution of the hydroxy group by an azido group and selective reduction. The conditions for the first procedure allow the preparation of various Af2-monoprotected-l,2,3-triaminopropanes 6a, 6b, but the second one is more convenient for obtaining N1-Boc-1,2,3-triaminopropane 6'. These two simplified procedures, which provide functionalized 1,2 or 1,3 diamines easily and with good overall yields, could be useful for the synthesis of : bifunctional chelating agents.
