A5043375520- Carbohydrate Chemistry and Synthesis
- Glycosylation and Glycoproteins Research
- Synthesis and Characterization of Heterocyclic Compounds
- Enzyme Catalysis and Immobilization
- Synthesis and Biological Evaluation
- Cyclopropane Reaction Mechanisms
- Synthesis and biological activity
- Synthetic Organic Chemistry Methods
- Peroxisome Proliferator-Activated Receptors
- Chronic Obstructive Pulmonary Disease (COPD) Research
- Colorectal Cancer Treatments and Studies
- Cancer Treatment and Pharmacology
- Enzyme Production and Characterization
- X-ray Diffraction in Crystallography
- Inhalation and Respiratory Drug Delivery
- Cancer Cells and Metastasis
- Peptidase Inhibition and Analysis
- Catalytic C–H Functionalization Methods
- Acute Myeloid Leukemia Research
- Chronic Myeloid Leukemia Treatments
- Chemical Synthesis and Analysis
- Oxidative Organic Chemistry Reactions
- Crystallization and Solubility Studies
- Cancer, Hypoxia, and Metabolism
- Plant Toxicity and Pharmacological Properties
Universidad de Granada
2008-2024
Institute for Research in Biomedicine
2017-2023
Ollscoil na Gaillimhe – University of Galway
2013-2016
University of Cyprus
2010-2016
Centre Hospitalier Universitaire de Nice
2013
Centre Antoine Lacassagne
2013
University of Milano-Bicocca
2011
University of Florence
2010
Mitsubishi Heavy Industries (Italy)
2001-2002
Abstract A substantial proportion of cancer patients do not benefit from platinum-based chemotherapy (CT) due to the emergence drug resistance. Here, we apply elemental imaging mapping CT biodistribution after therapy in residual colorectal and achieve a comprehensive analysis genetic program induced by oxaliplatin-based tumor microenvironment. We show that oxaliplatin is largely retained cancer-associated fibroblasts (CAFs) long time treatment ceased. determine accumulation CAFs intensifies...
Blatter’s radical, 1,3-diphenyl-1,4-dihydro-1,2,4-benzotriazin-4-yl (1a, R = H), and several of its C-7 substituted analogues (R CF3, Cl, Br, I, Me, OMe) were prepared in good-to-excellent yields through catalytic oxidation the corresponding amidrazones by using palladium-on-carbon (1.6 mol%) 1,8-diazabicyclo[5.4.0]undec-7-ene (0.1-1.0 equiv) air. The reaction conditions suitable for preparation radical on a one-gram scale up to 87% yield.
The relative success of platinum (Pt)-based chemotherapy comes at the cost severe adverse side effects and is associated with a high risk pro-oncogenic activation in tumor microenvironment. Here, we report synthesis C-POC, novel Pt(IV) cell-penetrating peptide conjugate showing reduced impact against nonmalignant cells. In vitro vivo evaluation using patient-derived organoids laser ablation inductively coupled plasma mass spectrometry indicates that C-POC maintains robust anticancer efficacy...
Abstract We report the total synthesis of a series pyrrolizidine analogues casuarine ( 1 ) and their 6‐ O ‐α‐glucoside derivatives. The synthetic strategy is based on totally regio‐ stereoselective 1,3‐dipolar cycloaddition suitably substitutedalkenes carbohydrate‐based nitrone. also evaluation biological activity its derivatives towards wide range glycosidases molecular modeling study focused glucoamylase (GA) in which binding modes newly synthesized compounds within enzyme cavity are...
1,3-Dipolar cycloaddition reaction of nitrone 7 and chemo-enzymatically obtained alkenediols 12 13 has been used in the synthesis pentahydroxylated pyrrolizidines (8 10) indolizidines (9 11). The pyrrolizidinic indolizidinic skeletons were built after internal n-alkylation suitably functionalized pyrroloisoxazolidine intermediates by necessary protecting group manipulations. This method expands scope reactions new highly polyhydroxylated sugar-like alkaloids.
Silver(I) fluoride (AgF)-mediated intramolecular nonoxidative and oxidative palladium-catalyzed cyclizations of 1,3-diphenyl- 8-iodo-1,3-diphenylbenzo[e][1,2,4]triazin-7(1H)-ones 6a (R = H) 7a I) afford a new 'alkaloid like' ring system 2-phenyl-6H-[1,2,4]triazino[5,6,1-jk]carbazol-6-one 8a (triazafluoranthenone) in 86 100% yields, respectively. Furthermore, these cyclization protocols were used to prepare triazafluoranthenone analogues 8b-e bearing dialkylamino, methoxy, phenylsulfanyl...
Regioselective nucleophilic addition of bisnucleophiles 1,2-benzenediamine, 2-amino-benzenethiol, and N-phenyl-1,2-benzenediamine to 1,3-diphenylbenzo[e][1,2,4]triazin-7(1H)-one (1) at C6 followed by intramolecular cyclocondensation the C7 carbonyl afforded highly coloured tetracenes 1,3-diphenyl-1,6-dihydro-[1,2,4]triazino[5,6-b]phenazin-4-ium 4-methylbenzenesulfonate (12), 1,3-diphenyl-1H-[1,2,4]triazino[6,5-b]phenothiazine (14)...
Metaphase cytogenetics (MC) has a major role in the risk stratification of patients with myelodysplastic syndromes (MDSs) and can affect choice therapies. Azacitidine (AZA) changed outcome MDS or acute myeloid leukemia (AML) unfit for intensive chemotherapy. Identification without benefit AZA would allow combination other drugs first-line treatments. New whole-genome scanning technologies such as single nucleotide polymorphism microarray (SNP-A)-based molecular karyotyping (MK) improve AML....
Abstract Migrastatin and isomigrastatin analogues have been synthesised in order to contribute structure–activity studies on tumour cell migration inhibitors. These include macrocycles varying ring size, functionality alkene stereochemistry, as well glucuronides. The synthesis work included application of the Saegusa–Ito reaction for regio‐ stereoselective unsaturated macroketone formation, diastereoselective Brown allylation generate 9‐methylmigrastatin chelation‐induced anomerisation vary...
Sugar binding by a cell surface ∼29 kDa lectin (RSL) from the bacterium Ralstonia solanacearum was characterized NMR spectroscopy. The complexes formed with four monosaccharides and fucosides were studied. Complete resonance assignments backbone dynamics determined for RSL in sugar-free form when bound to l-fucose or d-mannose. found interact both α- β-anomer of "fucose like" sugars d-arabinose l-galactose. Peak splitting observed some resonances site residues. assignment split signals...
1,3-Diphenylbenzo[e][1,2,4]triazin-7(1H)-one (6) reacts with tetracyanoethylene (TCNE) or oxide (TCNEO) to give the deep green 2-[1,3-diphenylbenzo[e][1,2,4]triazin-7(1H)-ylidene]propanedinitrile (11) in 17 and 15% yields, respectively. Nucleophiles such as amines, alkoxides, thiols Grignard reagents all reacted 1,3-diphenylbenzotriazinone 6 regioselectively at C-6, while halogenating agents exclusively C-8. Furthermore, 8-iodo-1,3-diphenylbenzo[e][1,2,4]triazin-7(1H)-one (32) undergoes...
BackgroundCancer spread to other organs is the main cause of death oncological patients. Migration cancer cells from a primary tumour crucial step in complex process metastasis, therefore blocking this currently treatment strategy. Metastasis inhibitors derived natural products, such as, migrastatin, are very promising anticancer agents. Thus, aim our study was investigate effect six migrastatin analogues (MGSTA-1 6) on migration and invasion canine mammary adenocarcinoma cell lines isolated...
Traniplatin shows increased <italic>in vitro</italic> cytotoxic activity against colon and lung cancer cells but decreased immune in comparison to Cisplatin.
Abstract An efficient and scalable synthesis of a key acyclic intermediate used for the preparation migrastatin its macroketone analogue is described; Brown alkoxyallylation step this synthesis. The was prepared on 100 mg scale by route. Treatment invasive pancreatic cancer cells grown cell‐derived matrix or as subcutaneous tumours in nude mice with inhibited E‐cadherin dynamics manner consistent increased cell adhesion reduced potential.
A series of naturally occurring pyrrolidine alkaloids and analogues, with the general structure trideoxy-2,5-iminohexitols (imino- or azasugars), have been enantiosynthesized using triorthogonally protected pyrrolidines, previously prepared from commercial d-fructose, as homochiral starting materials. The inhibitory activity some described compounds against glycosidases glycosyltransferases makes them potential therapeutic agents.
Abstract The well known 2,3:4,6‐di‐ O ‐isopropylidene‐α‐ L ‐sorbofuranose ( 12 ) was chosen as starting material for the synthesis of (1 S ,4 R ,5 ,6 ,7 )‐4‐amino‐6‐benzyloxy‐1,7‐isopropylidenedioxy‐8‐oxabicyclo[3.2.1]octane 33 and 34 through carbon chain‐lengthening at C‐1 C‐6 by Wittig magnesium‐mediated alkylation methodology, respectively, followed ring‐closing olefin metathesis (RCM). These promising oxabicyclic compounds were key intermediates preparation polyhydroxylated nor ‐tropane...
A concise and straightforward synthesis of two amino-DNJ derivatives, 6-amino-6-deoxy-DNJ 6-amino-1,6-dideoxy-l-talonojirimycin is described from a commercial cheap starting material. The methodology employed takes advantage diastereoselective reductive amination to achieve the non-natural iminosugars in three five steps, respectively.