Pierre Potier's research while affiliated with University College London and other places

Publications (247)

Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
The synthesis of a homochiral taxoid BC-unit containing the required functionalities on the B-ring periphery and a conveniently functionalized C-ring moiety by combination of enzymatic hydrolysis and the aldol-annelation-fragmentation sequence is described.
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
13-Oxobaccatin II (4) was oxidized to 7,13-dioxo D-secobaccatin III (5). This compound, when treated with base or cyanide ion, underwent rearrangements involving the rupture of the C-7,C-8 bond, the migration of the benzoyl and acetyl groups and intramolecular formation of new rings. Four new compounds were isolated and fully characterized.
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
2,3-Diaminopropionic acid (Dap) and N-terminal Dap peptides have been found to inhibit in vitro protein-modifications by methylglyoxal (MG), one of the highly reactive alpha-dicarbonyl compounds. MG scavenging potency of the newly synthesized N-terminal Dap peptides is demonstrated by RP-HPLC, SDS-PAGE and non-denaturing PAGE analysis, assays for e...
Article
A synthesis is described of optically pure L-2-amino-4-hexynoic acid and its derivatives, which can serve as potentially useful precursors for the preparation of highly tritium labeled norleucine-containing peptides, as well as other side-chain modified peptides. Catalytic tritiation of one derivative of this acetylenic amino acid afforded the (3H)...
Article
An optically active, alkynyl analogue of norleucine (Nle), L-2-amino-4-hexynoic acid (Aha), was substituted for Met in the solution synthesis of the Boc-protected C-terminal heptapeptide analogue of substance P. Treatment of the resulting alkynyl peptide with tritium gas in the presence of 10% Pd/C afforded a Boc-(Nle11)-substance P5-11 with a spec...
Article
Austrotaxus spicata Compton is an uncommon austral Taxaceae native to New Caledonia. The study of its leaves and trunk bark has allowed the isolation of 31 taxanes. Most of them are alkaloids owing to the presence of a dimethylaminophenylpropionic acid side-chain. Contrary to the Taxus species, Austrotaxus has shown the presence of alkaloids in the...
Article
Full-text available
A series of 'retinoid-like chalcones' and diverse derivatives relative to licochalcone A were synthesized from a new enaminone synthon. These syntheses occurred via a new aromatic annelation. These new derivatives have been tested in vitro as potential antimalarial agents. The 4-hydroxy-chalcone-like (compound 6a, derived from beta-ionone) exhibits...
Article
Type II diabetes is a serious, insidious disease which is growing at an impressive rate, with 200 million diabetics worldwide and as many who ignore their state. Having been seriously studied over more than a century and a half, an enormous quantity of knowledge regarding this disease has been accumulated. The research we are conducting has allowed...
Article
Type II diabetes is a serious, insidious disease which is growing at an impressive rate, with 200 million diabetics worldwide and as many who ignore their state. Having been seriously studied over more than a century and a half, an enormous quantity of knowledge regarding this disease has been accumulated. The research we are conducting has allowed...
Article
We report a synthetic route that allows access into A-seco taxoid frameworks embodying the entire carbon skeleton and a large number of oxygen functionalities. The BC-subunit (−)-4 was constructed in five steps from (+)-3, through a step-efficient and stereocontrolled bond construction.
Article
Diverse functionalized synthons from a new enaminone are reported. These synthons were easily obtained in a one pot process starting from a compound derived from β-ionone. A new annulation reaction of this C-14 compound with several anions led to new ‘terpenoid-like’ chalcones.
Article
We report herein a series of syntheses that provides diverse structural modifications of the side‐chain of retinoids to obtain new compounds with potential use in anticancer therapy. Starting from a β‐methylenealdehyde synthon, we have synthesized a series of new 9‐methylene‐13‐desmethyl‐14‐methyl analogs and a series of 9‐methylene‐11‐desmethyl tr...
Article
Aminothiazole analogues of the antitumor alkaloid girolline have been asymmetrically synthesised using the chiral pool. The key-steps involved the Hantzsch reaction to build the thiazole heterocycle and the functionalisation of the side chain using the triphenylphosphane chemistry (i.e. azidation-chlorination of a diol). Biological activity of anal...
Article
Based on the structural differences of compounds isolated from various species of Taxus, this brief review suggests a biogenetic approach to taxol. This hypothesis could be of some help in the synthesis of this complex molecule exhibiting significant antitumor properties.
Article
A new dimeric indole alkaloid of the 1-norpleiomutine type, (+)-kopsoffine, has been isolated from the roots of Kopsia officinalis. The proposed structure was confirmed by partial synthesis. The dihydroeburnamenine moiety of (+)-kopsoffine was found to be the optical antipode of that present in (-)-pleiomutine. Detailed 1H-nmr data of (-)-isoeburna...
Article
Along with the known alkaloid, O-methylhalfordinol, five known coumarins have been isolated from the leaves of Triphasia trifolia. The structure of a sixth coumarin, the novel substance 3′-dehydroxy-3′-chlorotriphasiol [10] was determined by the interpretation of spectroscopic parameters.
Article
A novel route with L-ascorbic acid as a single common starting material to asymmetric synthesis of all eight diastereomers of L-hexoses is described. Assessment of this new approach is demonstrated by the expedient synthesis of L-galactopyranose and L-talopyranose derivatives. Key steps involve stereoselective preparation of chiral (E)- and (Z)-γ-h...
Article
A ‘one-pot’ synthesis of allE-retinoic acid from a new enaminodiester was described. The enaminodiester was easily produced from methyl isopropylidenemalonate and DMF-DMA.
Article
A one-pot synthesis of (all-E)-retinoic acid and related compounds from new enamino diester synthons is described. The enamino diesters was produced nearly quantitatively from methyl propylidene- and isopropylidenemalonate and DMF-DMA. This easy process allowed retinoic acid to be produced in 1 d and appeared advantageous to current industrial synt...
Article
Full-text available
The tetrapeptide acetyl-Ser-Asp-Lys-Pro (AcSDKP), purified from bone marrow and constitutively synthesized in vivo, belongs to the family of negative regulators of hematopoiesis. It protects the stem cell compartment from the toxicity of anticancer drugs and irradiation and consequently contributes to a reduction in marrow failure. This current wor...
Article
New facile syntheses of 3,7-dimethyl-octadien-2,6-al (citral) from homologation of 6-methyl-5-hepten-2-one are reported.
Article
Tertiary allylic thionitrites undergo thermal rearrangement to alpha,beta-episulfide nitroso dimers via ring closure of allylthiyl radicals.
Article
Novel three-component domino processes to polyheterocycles are developed. Reaction of an allylamine, an aldehyde and an alpha -isocyanoacetamide in methanol at room temp. provides an efficient access to an oxa-bridged tricycle as a single diastereoisomer. In this one-pot process, one C-N, one C-O and three C-C bonds are formed with concomitant crea...
Article
2-Aminothiazole analogs of the natural antitumor agent, girolline, were prepared in natural stereochemistry series (threo) and in a non-natural series (erythro). The key-step involved a coupling reaction between 2,3-O-isopropylidene-d-glyceraldehyde and a properly protected 2-aminothiazole, via a dianion species. The biological activity of the prep...
Article
An enantiospecific total synthesis of epothilones B and D from d-glucose is reported.
Article
An efficient eight-step synthesis of optically pure (2S,3R,4S)-4-hydroxyisoleucine (1), a potent insulinotropic α-amino acid found in the seeds of fenugreek (Trigonella foenum-graecum L.), is achieved in 39% overall yield. The method is suitable for large-scale production of the title compound. The key steps involve the biotransformation of ethyl 2...
Article
The preparation of N-tert-butoxycarbonylthiourea from thiourea and di-tert-butyldicarbonate in tetrahydrofuran is described. It has been successfully used for the preparation of 2-aminothiazole intermediates.
Article
An efficient eight-step synthesis of optically pure (2S,3R,4S)-4-hydroxyisoleucine (1), a potent insulinotropic α-amino acid found in the seeds of fenugreek (Trigonella foenum-graecum L.), is achieved in 39% overall yield. The method is suitable for large-scale production of the title compound. The key steps involve the biotransformation of ethyl 2...
Article
A new synthetic route to functionalized imidazo[4,5-c]carbazoles (4) via intramolecular electrocyclization of indolo-1,3,5-hexatriene system (3a) is described. Thermally induced ring-closure of 2-ethylcarboxylate-(4-amino-5-imidazolyl)-3-indole (3d) led to the previously unknown imidazo[4,5-c]β-carboline ring system (5). These heterocycles were eff...
Article
Aromatic analogs of 9-methylidene and 13-demethyl-9-methylideneretinol, -retinal, and ethyl 13-demethyl-9-methylideneretinoate were synthesized via a new β-methylidene-aldehyde synthon.
Article
One-step PCC oxidation of (R)-2,3-O-isopropylideneglycerol in dichloromethane provides (S)-2,3-O-isopropylideneglyceraldehyde 2 in 30% yield after its separation from ester 3 by careful distillation. The same procedure with (S)-2,3-O-isopropylideneglycerol affords (R)-2,3-O-isopropylideneglyceraldehyde.
Article
Two novel 5(20)-thia analogues of docetaxel have been synthesized from 10-deacetylbaccatin III or taxine B and isotaxine B. The key step of these syntheses is the concomitant thietane ring formation and acetylation of the tertiary alcohol at C-4. Both compounds are less cytotoxic than docetaxel but have divergent activity on microtubule disassembly...
Article
Synthesis of new ethyl 9-methylene-13E and 13Z-retinoates via the 9-methylene C-15 sulphone 5 is reported. The Julia olefination strategy was used for building the C-20 skeleton.
Article
Coupling of chiral 1-O-benzylglycerol-2,3-bistriflate with trilithiated chiral 2-N-Boc-3-phenylsulfonylpropan-1-ol derivative constitutes an efficient route to chiral C-5 substituted prolines which can potentially induce cis Xaa-Pro peptide bond conformation. A straightforward seven-step synthesis of the title compound is described.
Article
The addition of trityl thionitrite to a variety of alkenes is promoted either by heat or by visible light and provides a simple method for the preparation of α-tritylthio oxime building blocks and related derivatives.
Article
The tetrapeptide N-Acetyl-Ser-Asp-Lys-Pro (AcSDKP), an inhibitor of haematopoietic stem cell proliferation, reduces in vivo and in vitro the damage to the stem cell compartment resulting from treatment with chemotherapeutic agents or ionizing radiations. In order to provide new molecules likely to improve the myeloprotection displayed by this tetra...
Article
Retinoids, 9-methylene analogs of retinol, retinal, retinonitrile and retinoic acid, were synthesised from a new synthon β-methylenealdehyde.
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
The plausible biogenetic mechanism proposed in this communication clarifies the chemical pathway leading to over 60 polycyclic pyrrole‐imidazole marine alkaloids isolated from more than 20 different species of various genera (Agelas, Hymeniacidon, Axinella, Acanthella, Cymbastella, Phakellia...) of sponges. The tautomerism and ambivalent reactivity...
Article
9-Methylene-13-demethyl analogs of retinol, retinal and retinoic acid, methyl ester were synthesised via new synthons β-methylenealdehydes.
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
Indoles protected at the N-1 position with the N,N-dimethylaminosulfonyl group were efficiently deprotected by electrolysis. Yields were in the 80–90% range and the method was compatible with a number of functional groups (nitrile, ester, chloride, carboxamide).
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
The methylene-de-oxo-bisubstitution reaction between dimethyl isopropylidene malonate and the C-15 β-methylenealdehyde 1 which could serve as substitute for E β-ionylideneacetaldehyde 2, produces stereoselectively the E,E olefin. Hence, new stereoselective syntheses of 13 E and 13 Z retinoic acids were described.
Article
Syntheses of new 9- and 13-methylene isomers of retinal via the ‘9-methylene-C-18 ketone’ 1 or ‘C-18 ketone’ 2 are reported.
Article
The concentrations of paclitaxel, 10-deacetylbaccatin III (10-DAB III), basic taxoids (= "total alkaloids", TA), taxine B and isotaxine B (= "taxines B", TBS) in the dried needles of 127 trees belonging to 30 Taxus cultivars and species were determined by HPLC. Neutral and basic taxoid contents varied in individual trees within species as well as a...
Article
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Article
The semisynthesis of 7-deoxobaccatin III derivatives, in which the oxygen atom in ring D is substituted for a sulfur atom, is presented; the starting material is the natural taxine B and isotaxine B extracted from the needles of Taxus baccata.
Article
The D-isomer of the naturally-occurring tripeptide glutathione (gamma-L-Glu-L-Cys-Gly, L-GSH) has been synthesised using the Fmoc solid phase peptide synthesis strategy. The D-GSH obtained has been nitrosated to give the D-isomer of the bioactive thionitrite, S-nitroso-L-glutathione. The biological activity of both enantiomers of S-nitrosoglutathio...
Article
N-Acetyl-Ser-Asp-Lys-Pro-OH (AcSDKP-OH), a negative regulator of hematopoietic stem cell proliferation, is shown to be a physiological substrate of angiotensin I-converting enzyme (ACE), a zinc-dipeptidyl carboxypeptidase, involved in cardiovascular homeostasis. Recently, a study carried out on captopril-treated volunteers revealed that the kinetic...
Article
Natural 1-amidopyrrolizidines, absouline and laburnamine, were synthesized via stable pyrrolizidin-1-one hydrobromide. Amides, ester derivatives and aminopyrrolidinoimidazole analogues were also prepared and their biological activities tested.
Article
A novel methodology for asymmetric synthesis of 2-amino-2-deoxy sugars is developed, starting from readily available chiral building block 1 and 2,3-O-isopropylideneglyceraldehyde 2, via Julia olefination and subsequent dihydroxylation as key steps. The versatility of this approach is exemplified by the preparation of L-glucosamine, L-mannosamine a...
Article
A stereoselective synthesis of 13Z retinoic acids via β-methylenealdehydes is described. In methylene-de-oxo-bisubstitution reactions (Knoevenagel, Stobbe, etc.), these new synthons produce stereoselectively E olefins. Hence, a synthesis of 13Z retinoic acids is described, via a stereospecific monodecarboxylation of carboxy-14-retinoic acids.
Article
Seasonal variations of taxoid constituents were determined in shoots of European Yew collected from two locations. The first samples originated from a male Taxus baccata tree growing in Gif, France. The second samples were obtained from genetically identical female Irish Yew trees (T. baccata var. fastigiata), of the same age and growing at one sit...
Article
Treatment of (2S)-1-O-benzylglycerol-2,3-bistriflate (2) with the trilithiated species of chiral building blocks 5−7 provided 2,3,5-trisubstituted pyrrolidines that were subjected to reductive desulfonylation to give trans-2,5-disubstituted pyrrolidines 11−13, respectively. The same reaction sequence with the (2R)-bistriflate 4 and trilithiated 5 a...
Article
A simple synthesis of various 6-amino-2-substituted hexanoic acids has been developed starting from lysine via the triflate of 6-amino-2-hydroxy hexanoic acid. The same reactions have also been successfully applied starting from the lysyl-proline sequence. The lysine analogues have been introduced in pseudopeptide sequences by the acylfluoride meth...
Article
A novel approach for asymmetric synthesis of amino sugars is developed, starting from readily available chiral building blocks 1 and 2,3-O-isopropylideneglyceraldehyde 2, via the Julia olefination and subsequent dihydroxylation as key steps.
Article
Based on the structure of ZK91296 (4d), a high affinity partial agonist of the central benzodiazepine (ω) receptor, a series of pyrrolo[2,3-c]pyridine-5-carboxylate derivatives having mainly aralkyl and aralkyloxy substituents at C-3 was synthesized. The in vitro binding affinities of these compounds for three subclasses of the ω receptor (ω1, ω2,...
Article
Tertiary thionitrite esters react with primary and secondary O-acyl derivatives of N-hydroxy-2-thiopyridone to give trans nitroso dimers as the principal products of a free radical chain reaction.
Article
We characterized the changes in nitric oxide (NO) levels in the brain during global forebrain ischemia and reperfusion and tested the ability of the natural flavonoid, quercetin, and a synthetic flavonoid, FB277, to increase the amount of available NO by elimination of the superoxide radicals produced during reperfusion. In Sprague-Dawley rats, we...
Article
13-Oxobaccatin III (4) was oxidized to 7,13-dioxo D-secobaccatin III (5). This compound, when treated with base or cyanide ion, underwent rearrangements involving the rupture of the C-7,C-8 bond, the migration of the benzoyl and acetyl groups and intramolecular formation of new rings. Four new compounds were isolated and fully characterized.
Article
We present a four-step A+C route to an optically pure taxoid ABC framework 3a containing suitable functionalities for further elaboration.
Article
Treatment of readily available chiral building block 1 with (2R)-2,3-O-isopropylideneglyceraldehyde (5) provides a new route for asymmetric synthesis of 2,4-disubstituted pyrrolidines. Several proline-amino acid chimeras: proline-leucine, proline-lysine, proline-arginine and proline-glutamic acid, are synthesized in highly diastereomerically pure f...
Article
We report a short and stereocontrolled synthesis of the taxoid BC-subunit (+)-5 embodying the whole carbon framework and most of the required oxygen functionalities for further elaboration. Enantiomeric purity was secured at an early stage by resolution involving derivatization with (S)-2-acetoxypropionyl chloride on (±)-10b.
Article
We present a concise route to an optically pure A-seco taxoid framework containing suitable oxygen functionalities for further elaboration.
Article
A successful route to a B-seco taxoid framework of type 2, which may be further manipulated in the expedient synthesis of taxoid ABC-core using standard synthetic procedures is described.
Article
Wieland–Miescher ketone derived unsaturated diols 4 reacted with Pb(OAc)4 to furnish tricyclic enolether intermediate 6 which upon ozonolysis gave access to useful synthetic intermediates such as bicyclic lactone 7, methyl furanoside 8 and triol 9 (taxoid right-half precursors), depending on the solvent used during the ozonolysis and the nature of...
Article
A new strategy for asymmetric synthesis of 2,4-disubstituted pyrrolidines is described, starting from readily available chiral building blocks 1 and (2R)-2,3-O-isopropylideneglycealdehyde (6).
Article
Galanthamine N-oxide 2 undergoes a Polonovski-Potier reaction to give the iminium salt 5 and the unexpected 8-hydroxygalanthamine 3. An intramolecular oxygen transfer is proposed to explain hydroxylation of the aromatic nucleus.
Article
Starting with the unsaturated diol 6, a rapid entry into fused bicyclic derivative 8 and hence to the bridged ring system 11 (both one-pot processes) is achieved.
Article
New chiral isoquinolinium salt derivatives 1, 2 or 3 have been treated with Grignard reagents to give as major products, 1-substituted 1,2-dihydroisoquinolines 4a−f, oxazolidine derivatives 10a−f or 21, respectively, in good yield and in moderate to good diastereoisomeric excess. The stereochemistry of these new derivatives has been elucidated, in...
Article
2-Phenylisopropyl and t-butyl trichloroacetamidates 1 and 2 are useful reagents for the esterification of N-protected aminoacids under mild neutral conditions. In the case of hydroxyl-containing amino acids, dialkylation occurs but no selectivity could be obtained.
Article
Full-text available
The tetrapeptide Acetyl-N-Ser-Asp-Lys-Pro (AcSDKP or Goralatide), a physiological regulator of hematopoiesis, inhibits the entry into the S-phase of murine and human hematopoietic stem cells. It has been shown to reduce the damage to specific compartments in the bone marrow resulting from treatment with chemotherapeutic agents, ionizing radiations,...
Article
Full-text available
The tetrapeptide Acetyl-N-Ser-Asp-Lys-Pro (AcSDKP or Goralatide), a physiological regulator of hematopoiesis, inhibits the entry into the S-phase of murine and human hematopoietic stem cells. It has been shown to reduce the damage to specific compartments in the bone marrow resulting from treatment with chemotherapeutic agents, ionizing radiations,...
Article
We describe below the evolution of a three-reaction (aldol-annelationfragmentation) based strategy as well as the discovery of Pb(OAc)4 mediated cascade reactions towards the total synthesis of the taxoid diterpene skeleton (1).
Article
Two series of analogues of the tetrapeptide NAcSDKP, an inhibitor of hematopoietic stem cell proliferation, were prepared, and their enzymatic stability toward rabbit lung angiotensin-converting enzyme (ACE) was evaluated as well as their capacity to inhibit NAcSDKP hydrolysis by this enzyme. In the first series, each of the peptide bonds has been...
Article
Three new 7-deoxydocetaxel derivatives have been prepared from natural taxine B and isotaxine B: the first one, 2-debenzoyl-9-dihydro-1,2-O-benzylidene-9,10-O-isopropylidene-7-deoxydocetaxel has a slight cytotoxicity and a weak microtubule disassembly inhibitory activity; the other two derivatives, 9-dihydro-9,10-O-isopropylidene-7-deoxydocetaxel a...
Article
NAcSerAspLysPro (AcSDKP), a tetrapeptide isolated from calf bone marrow1, has been shown to inhibit the entry into cycle of hematopoietic cells both in vitro (CFU-GM and HPP-CFC) and in vivo (CFU-GM and CFTI-S). Consequently, it is able to protect murine bone marrow cells from tiif. toxic effects of anticancer drugs: cytosine arabinoside or cycloph...
Article
A novel methodology for the synthesis of any one of the four stereoisomers of a 2,5-disubstituted piperidine in optically pure form is described, starting from readily available chiral building blocks 10 and 11 (or their antipodes). The utility of this approach is demonstrated in the total synthesis of (+)-pseudoconhydrine hydrochloride, the struct...

Citations

... 27 Importantly, cotreatment with Ac-SDKP increased survival in mice given a lethal dose of cyclophosphamide, enabling higher doses of chemotherapeutic agents to decrease tumour size without causing death. 28,29 In addition, Ac-SDKP was shown to inhibit proliferation of normal progenitor cells, but not already committed leukaemic cells, 30,31 raising expectations that elevated Ac-SDKP levels could serve as a useful adjunct to lower chemotherapeutic-associated morbidity by keeping progenitor cells in the quiescent state during treatment. ...
... N-(t-butoxycarbonyl)thiourea [16] (2.90 g, 16.5 mmol) was added to solution of thioester 21 (2.96 g, 16.2 mmol) in isopropanol (30 ml) and stirred at 0 • C, then allowed to regain room temperature. After 16 h, an almost clear pale yellow solution had formed; freshly activated 4Å molecular sieves (1 g) were added and stirring continued for another 24 h. ...
... The formation of ester (5) can be explained if we take into account that the acidity of PCC can promote a rapid addition of 1,2-diacetin (2) to the glyceraldehyde diacetate (3) to form the dimeric hemiacetal (4), from which subsequent oxidation produces the dimeric ester (5) (Figure 3) [77][78][79]. To assess the effect of acetonitrile on the hydrolysis of triacetin by CALB-OC and to improve the solubility of triacetin, we evaluated the addition of 20% acetonitrile to the reaction mixture. ...
... From literature survey, it was found that aminothiazoles proved to have a broad spectrum of activity against most of the tested subpanel tumor cell lines [27e 31]. In addition, 2-aminothiazole analog of the natural cytotoxic agent, girolline, [32] and cantharidin [33] demonstrated increased apoptotic activity compared to their parent compounds. Furthermore , several reports indicated that series of 2-amino-4- arylthiazoles were synthesized and reported to be active as anticancer agents [34e37]. ...
... Numerous pyridine compounds showed impressive anticonvulsant properties. [141] Novel quinoxaline compounds 73 a-v ( Figure 19) that are connected to a pyridine moiety by phenyl-amino or phenoxy residues were created and tested as potential anticonvulsants by Nasr et al. [142] Three dose levels of the substances 30, 100, and 300 mg/kg were administered intraperitoneally to albino mice using this approach. Numerous compounds showed prominent anticonvulsant properties. ...
... Citral is a central compound in the fragrance and flavour industry and is crucial for the production of other fragrances and drugs. 381,382 Although citral is the principal constituent (75-85%) of the oil of lemongrass, 383 it is currently mainly produced from isobutene and formaldehyde, derived from fossil fuels. 384 It has a strong lemon-like odour, a bittersweet taste, and the commercial product is a mixture of geranial and neral geometric isomers. ...
... This serendipitous discovery led to the development of a new ring-expansion methodology and served for the elaboration of heavily substituted sixand seven-membered rings from simple and well known building blocks in a limited number of synthetic opera- tions. 3 A series of experiments were then addressed to better understand the factors involved in these cascade transformations such as the influence of solvent 4 and substitution pattern. 5 To gain insight into the mechanistic course and eventually extend the scope of the process, it was essential to this study that some other oxidants in various solvents were employed. ...
... Biological studies showed great numbers of substituted imidazoles with wide spectrum of 32 biological activities, such as antitumor, antimicrobial, anti-HIV, antibacterial, antihypertensive, antifungal and 33 anticonvulsant activity. [1][2][3][4][5][6] Imidazole nucleus and its derivatives are considered as privileged scaffold in 34 medicinal chemistry, they constitute an important class of therapeutic agents and well known as drugs. For 35 example; Dacarbazine (DTIC) (5-(3,3-dimethyl-1-triazeno)imidazol-4-carboxamide was synthesized as an 36 alkylating agent 7 and used in the treatment of metastatic melanoma 8,9 as well as a part of the ABVD 37 chemotherapy regimen to treat Hodgkin's lymphoma 10,11 and in the MAID regimen for sarcoma. ...
... Another strategy introduces the nitrogen at C-2 [11] via the 2-iodoxybenzoic acidmediated generation of an oxazolidinone ring, selectively leading to C 2 -C 3 syn-products [12]. A third approach features E-selective Julia olefination of (R)-or (S)-2,3-isopropylideneglyceraldehyde with a second chiral building block containing the amine function, followed by dihydroxylation [13,14]. Despite the compounds already available through these and other approaches, novel synthetic concepts to fill the remaining methodological gaps for accessing the missing isomers of 2-amino sugars, as well as new derivatives are still highly desired. ...
... Sasaki et al. reported a stereocontrolled synthesis of 2,5disubstituted pyrrolidines by reacting two chiral starting materials, a glycerol-derived bistriflate 63 and an aminosulfone 62 (Scheme 11). 31 ...