Ivan Bassanini

Ivan Bassanini
Italian National Research Council | CNR

PhD in Chemistry

About

29
Publications
2,305
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259
Citations
Citations since 2017
23 Research Items
255 Citations
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2017201820192020202120222023020406080
2017201820192020202120222023020406080
2017201820192020202120222023020406080
Introduction
Ivan Bassanini currently works at the Istituto di Scienze e Tecnlogie Chimice "Giulio Natta" of the Italian Reserch Council (CNR) doing reasearches in the biocatalysis and medicinal chemistry

Publications

Publications (29)
Article
A sustainable, convenient and scalable one-pot two-enzyme method for the glucosylation of arylalkyl alcohols has been developed. The reaction scheme is based on a transrutinosylation catalyzed by a rutinosidase from A. niger using the cheap commercially available natural flavonoid rutin as glycosyl donor, followed by a selective ‘trimming’ of the r...
Article
Full-text available
Dicarboxylic acids and their derivatives (esters and anhydrides) have been used as acylating agents in lipase-catalyzed reactions in organic solvents. The synthetic outcomes have been dimeric or hybrid derivatives of bioactive natural compounds as well as functionalized polyesters.
Article
Phenylpropanoid glucosides (PPGs) are naturally occurring and bioactive phenolic derivatives, largely distributed in plants. In this work different PPGs have been chemically or enzymatically synthesized from the lignols coniferyl and p-coumaryl alcohols as substrates for a laccase-catalyzed oxidative coupling. The biooxidation of these PPGs has bee...
Article
Full-text available
Hot spring metagenomes, prepared from samples collected at temperatures ranging from 55 to 95??C, were submitted to an in silico screening aimed at the identification of novel amine transaminases (ATAs), valuable biocatalysts for the preparation of optically pure amines. Three novel (S)-selective ATAs, namely Is3-TA, It6-TA, and B3-TA, were discove...
Article
Full-text available
The ability of 4-(1,2-diphenylbut-1-en-1-yl)aniline as a self-assembly inducer is reported. The conjugation of this moiety with aloin or podophyllotoxin resulted in spherical nanoparticles that were characterized by Dynamic Light Scattering (DLS), Transmission Electron Microscopy (TEM) and NanoSight technology. A preliminary biological evaluation o...
Article
Full-text available
In a metagenome mining-based search of novel thermostable hydroxysteroid dehydrogenases (HSDHs), enzymes that are able to selectively oxidize/reduce steroidal compounds, a novel short-chain dehydrogenase/reductase (SDR), named Is2-SDR, was recently discovered. This enzyme, found in an Icelandic hot spring metagenome, shared a high sequence similari...
Article
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To improve the metabolic stability of a 4,4’‐oxybisbenzoyl‐based novel and potent (nanomolar range IC50) antiplasmodial agent previously described by us, in silico guided SAR campaigns have been conducted to substitute its peptide decorations with more metabolically stable residues. The effects of the different structural modifications were then co...
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The valorization of biomass residuals constitutes a key aspect of circular economy and thus a major challenge for the scientific community. Among industrial wastes, plant residuals could represent an attractive source of bioactive compounds. In this context, a residue from the industrial extraction of Cucurbita pepo L. seeds, whose oil is commercia...
Article
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Ginger is among the traditional medicinal plants most diffused and widely consumed around the world. Its beneficial effects, which comprise e.g. anticancer and antiinflammatory activities as well as gastrointestinal regulatory effects, are generally addressed to a family of non‐volatile compounds characterized by an arylalkyl long‐chained alcohol,...
Article
The biocatalyzed conversion of hyocholic acid (1, 3α,6α,7α‐trihydroxy‐5β‐cholan‐24‐oic acid) into ω‐muricholic acid (6, 3α,6α,7β‐trihydroxy‐5β‐cholan‐24‐oic acid) has been obtained exploiting a small library of 7α‐ and 7β‐HSDHs (hydroxysteroid dehydrogenases). The process has been optimized and performed avoiding the isolation of the 7‐oxo intermed...
Article
Full-text available
Triple-negative breast cancer (TNBC) is a cancer subtype critically dependent upon excessive activation of Wnt pathway. The anti-mycobacterial drug clofazimine is an efficient inhibitor of canonical Wnt signaling in TNBC, reducing tumor cell proliferation in vitro and in animal models. These properties make clofazimine a candidate to become first t...
Article
Biocatalytic approaches have been investigated in order to isolate the enantiomers of Wieland‐Miescher ketone ( 1 ) and of its alcoholic derivatives ( cis ‐ 2 and trans‐ 3 ). Specifically, two enzymes from our in house metagenomic collection of oxidoreductases, IS2‐SDR and Dm7α‐HSDH, catalyzed the kinetic resolution of the starting racemic ketone 1...
Article
Full-text available
The natural triterpene celastrol (CE) is here used as lead compound for the design and synthesis of a panel of eleven CE carboxamides that were tested in vitro for their growth inhibitory activity against Leishmania infantum and L.tropica parasites. Among them, in vitro screening identified four basic CE carboxamides endowed with nanomolar leishman...
Article
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Laccases are multicopper oxidases, which have been widely investigated in recent decades thanks to their ability to oxidize organic substrates to the corresponding radicals while producing water at the expense of molecular oxygen. Besides their successful (bio)technological applications, for example, in textile, petrochemical, and detoxifications/b...
Article
A Meiothermus strain capable of using β‐phenylalanine for growth was isolated by culture enrichment of samples collected in hot environments and the genome was sequenced showing the presence of 22 putative transaminase (TA) sequences. On the basis of phylogenetic and sequence analysis, a TA termed Ms‐TA2 was selected for further studies. The enzyme...
Article
The non‐hydrolytic ring opening of 1,2‐epoxides in the presence of limonene epoxide hydrolases (LEHs) and different nucleophiles was investigated. Lyophilized, wild‐type LEHs were tested in selected water‐saturated organic solvents in the presence of cyclohexene oxide as substrate and different alcohols, thiols and primary amines as nucleophiles. A...
Article
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Perfluorinated organic compounds (PFCs) are non-toxic, bio-compatible, -available and -orthogonal species which possess the unique ability to segregate away from both polar and nonpolar solvents producing a compact fluorophilic phase. Traditional techniques of fluorous chemical proteomics are generally applied to enrich biological samples in target...
Article
SAR studies on a set of novel hydrophilic C‐2 aminopyridinyl riminophenazines bearing in C‐3 differently decorated basic side chains were conducted. The novel compounds were evaluated for in vitro activity against two different species of Leishmania promastigotes, intramacrophage Leishmania amastigotes, chloroquine‐sensitive and chloroquine‐resista...
Article
The treatment of malaria, the most common parasitic disease worldwide and the third deadliest infection after HIV and tuberculosis, is nowadays harmed by the dramatic increase and diffusion of drug‐resistance among the different species of Plasmodium, especially P. falciparum (Pf). In this view, the development of new antiplasmodial agents, able to...
Article
Phenolic glycosides occur naturally in many plants and as such are often present in the human diet. Their isolation from natural sources is usually laborious due to their presence in complex matrices. Their chemical and enzymatic syntheses have been found complex, time‐consuming, and costly, yielding only small amounts of glycosylated products. In...
Article
The design and the synthesis of new self-assembling conjugates is reported. The target compounds are characterized by the presence of a self-immolative linker that secures a controlled release induced by lipase cleavage. 4-(1,2-Diphenylbut-1-en-1-yl)aniline is used as a self-assembling inducer and amino-thiocolchicine as prototype of drug. The rele...
Article
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The synthesis of a new dithiolethione-cysteine ethyl ester hybrid, ACS94, its metabolites, and its effect on GSH levels in rat tissues and on the concentration of circulating H2S is described. ACS94 rapidly enters the cells, where it is metabolised to cysteine and the dithiolethione moiety ACS48. Experiments performed through the oral administratio...
Article
Herein we propose a facile, versatile and selective chemo-enzymatic synthesis of substituted (E)-2,3-diaryl-5-styryl-trans-2,3-dihydrobenzofurans based on the exploitation of the laccase-mediated oxidative (homo)coupling of (E)-4-styrylphenols. Thanks to this novel synthetic strategy, a library of benzofuran-based potential allosteric activators of...
Article
The performances of the unspecific peroxigenase from Agrocybe aegerita (AaeUPO) in the asymmetric sulfoxidation of substituted aryl alkyl sulfides were here investigated. A small library of differently substituted aryl alkyl sulfoxides was successfully synthesized from the corresponding sulfides in the presence of AaeUPO and H2O2. All the sulfoxide...
Article
Full-text available
Correction for 'Self-assembled 4-(1,2-diphenylbut-1-en-1-yl)aniline based nanoparticles: podophyllotoxin and aloin as building blocks' by Gaia Fumagalli, et al., Org. Biomol. Chem., 2017, DOI: 10.1039/c6ob02591a.
Poster
Full-text available
The laccase-catalyzed modification of natural glycosylated products is here described to generate novel analogues of bioactive species.
Article
A small family of structural analogues of the antimitotic tripeptides, hemiasterlins, have been designed and synthesized as potential inhibitors of tubulin polymerization. The effectiveness of a multicomponent approach was fully demonstrated by applying complementary versions of the isocyanide-based Ugi reaction. Compounds strictly related to the l...

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Projects (2)
Project
Systems Biocatalysis is a new approach consisting of organizing enzymes in vitro to generate an artificial metabolism for synthetic purposes.