Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
Updated: 10 hours 51 min ago

Stereodivergent synthesis of the LFA-1 antagonist BIRT-377 by porcine liver esterase desymmetrization and Curtius rearrangement

10 hours 51 min ago

Org. Biomol. Chem., 2015, 13,1463-1469
DOI: 10.1039/C4OB02303J, PaperAaron Johnson, Matthew J. Saunders, Thomas G. Back
BIRT-377 was synthesized by enzymatic desymmetrization in conjunction with Curtius rearrangement, affording a key [small alpha]-quaternary amine intermediate in high ee.
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Enzyme-triggered delivery of chlorambucil from conjugates based on the cell-penetrating peptide BP16

10 hours 51 min ago

Org. Biomol. Chem., 2015, 13,1470-1480
DOI: 10.1039/C4OB01875C, PaperMarta Soler, Marta Gonzalez-Bartulos, Eduard Figueras, Xavi Ribas, Miquel Costas, Anna Massaguer, Marta Planas, Lidia Feliu
The combination of the cell-penetrating peptide BP16 with the enzymatic cleavable sequence Gly-Phe-Leu-Gly constitutes a drug delivery system for the effective uptake and release of chlorambucil in cancer cells.
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Cu-catalyzed arylation of the amino group in the indazole ring: regioselective synthesis of pyrazolo-carbazoles

10 hours 51 min ago

Org. Biomol. Chem., 2015, 13,1481-1491
DOI: 10.1039/C4OB02044H, PaperK. Anil Kumar, Prakash Kannaboina, Devendra K. Dhaked, Ram A. Vishwakarma, Prasad V. Bharatam, Parthasarathi Das
Arylated aminoindazoles were synthesized by copper-catalyzed C-N bond cross-coupling with boronic acids. These were then transformed to pyrazolo-carbazoles by Pd-catalyzed regioselective cross-dehydrogenative coupling.
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Unraveling the contributions of hydrogen-bonding interactions to the activity of native and non-native ligands in the quorum-sensing receptor LasR

10 hours 51 min ago

Org. Biomol. Chem., 2015, 13,1453-1462
DOI: 10.1039/C4OB02252A, PaperJoseph P. Gerdt, Christine E. McInnis, Trevor L. Schell, Helen E. Blackwell
Systematic analyses of mutant LasR quorum-sensing receptors with its native ligand and a suite of synthetic analogues reveal the importance of specific polar interactions for native receptor activation.
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The development and use of a general route to brassinolide, its biosynthetic precursors, metabolites and analogues

10 hours 51 min ago

Org. Biomol. Chem., 2015, 13,1446-1452
DOI: 10.1039/C4OB02197E, PaperA. L. Hurski, Yu. V. Ermolovich, V. N. Zhabinskii, V. A. Khripach
A new method for the construction of steroid side chains through the addition of lithium salts of dithianes to a C-22 aldehyde was developed. It was applied for the preparation of brassinolide and related brassinosteroids.
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Tris(triazole) tripodal receptors as selective probes for citrate anion recognition and multichannel transition and heavy metal cation sensing

10 hours 51 min ago

Org. Biomol. Chem., 2015, 13,1429-1438
DOI: 10.1039/C4OB02135E, PaperMaria del Carmen Gonzalez, Francisco Oton, Arturo Espinosa, Alberto Tarraga, Pedro Molina
The preparation and binding properties towards citrate anions and cations of two three-armed triazole based receptors are described.
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Manganese triacetate as an efficient catalyst for bisperoxidation of styrenes

10 hours 51 min ago

Org. Biomol. Chem., 2015, 13,1439-1445
DOI: 10.1039/C4OB01823K, PaperAlexander O. Terent'ev, Mikhail Yu. Sharipov, Igor B. Krylov, Darya V. Gaidarenko, Gennady I. Nikishin
Bisperoxidation of styrenes with tert-butyl hydroperoxide in the presence of a catalytic amount of Mn(OAc)3.
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Regioselective synthesis, antimicrobial evaluation and theoretical studies of 2-styryl quinolines

10 hours 51 min ago

Org. Biomol. Chem., 2015, 13,1347-1357
DOI: 10.1039/C4OB02277G, PaperAhmed Kamal, Abdul Rahim, Sd Riyaz, Y. Poornachandra, Moku Balakrishna, C. Ganesh Kumar, Syed Mohammed Ali Hussaini, B. Sridhar, Pavan Kumar Machiraju
2-Styryl quinolines have been synthesized regioselectively from 2-methyl-quinoline using NaOAc in water acetic acid binary solvents and evaluated for their antibacterial activity against both Gram-positive and Gram-negative strains.
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Development of an efficient route to CF3-substituted pyrrolopyrimidines through understanding the competition between Michael and aza-Henry reactions

10 hours 51 min ago

Org. Biomol. Chem., 2015, 13,1420-1428
DOI: 10.1039/C4OB02233E, PaperV. M. Tkachuk, V. A. Sukach, K. V. Kovalchuk, M. V. Vovk, V. G. Nenajdenko
A simple control of temperature and time in the nitromethane addition to 4-trifluoromethylated pyrimidin-2-ones allowed regioselective synthesis of isomeric products.
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Probing the target-specific inhibition of sensitized protein tyrosine phosphatases with biarsenical probes

10 hours 51 min ago

Org. Biomol. Chem., 2015, 13,1395-1403
DOI: 10.1039/C4OB02256D, PaperAdam Pomorski, Justyna Adamczyk, Anthony C. Bishop, Artur Krezel
A library of biarsenical probes was developed, characterized and used to probe structure-activity relationships for inhibition of sensitized protein tyrosine phosphatases (PTPs), revealing the superior inhibitory properties of 2[prime or minute],7[prime or minute]-substituted biarsenicals.
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Vertically-expanded imidazo[1,2-a]pyridines and imidazo[1,5-a]pyridine via dehydrogenative coupling

10 hours 51 min ago

Org. Biomol. Chem., 2015, 13,1367-1374
DOI: 10.1039/C4OB02383H, PaperDikhi Firmansyah, Marzena Banasiewicz, Daniel T. Gryko
The intramolecular dehydrogenative coupling mediated by potassium constitutes the general methodology leading to weakly emitting [small pi]-expanded heterocycles.
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Investigation of the Passerini and Ugi reactions in [small beta]-lactam aldehydes. Synthetic applications

10 hours 51 min ago

Org. Biomol. Chem., 2015, 13,1387-1394
DOI: 10.1039/C4OB02289K, PaperBenito Alcaide, Pedro Almendros, Cristina Aragoncillo, Ricardo Callejo, M. Pilar Ruiz, M. Rosario Torres
Ugi and Passerini multicomponent reactions on 4-oxoazetidine-2-carboxaldehydes allow the straightforward synthesis of highly functionalized [small beta]-lactams.
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Gd(OTf)3-catalyzed synthesis of geranyl esters for the intramolecular radical cyclization of their epoxides mediated by titanocene(III)

10 hours 51 min ago

Org. Biomol. Chem., 2015, 13,1358-1366
DOI: 10.1039/C4OB02312A, PaperWilliam H. Garcia Santos, Carlos E. Puerto Galvis, Vladimir V. Kouznetsov
The catalytic activity of Gd(OTf)3 for the direct esterification of geraniol and the regio- and stereo-controlled radical cyclization of their epoxides mediated by titanocene(III) is described.
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A case of oxoanion recognition based on combined cationic and neutral C-H hydrogen bond interactions

10 hours 51 min ago

Org. Biomol. Chem., 2015, 13,1339-1346
DOI: 10.1039/C4OB02288B, PaperFabiola Zapata, Paula Sabater, Antonio Caballero, Pedro Molina
A bidentate bis-(benzimidazolium) receptor containing pyrene as fluorescent signaling units recognizes sulphate and hydrogenpyrophosphate in a competitive water-DMSO medium through combinations of cationic and neutral C-H hydrogen bonding.
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Design and Synthesis of a Multivalent Fluorescent Folate‒Calix[4]arene Conjugate: Cancer Cell Penetration and Intracellular Localization

10 hours 51 min ago
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C4OB02333A, PaperGRAZIA MARIA LETIZIA CONSOLI, Giuseppe Granata, Giorgia Fragassi, Mauro Grossi, Michele Sallese, Corrada Geraci
A novel fluorescently labeled folate conjugate in which four folic acid units are covalently conjugated with a 7-nitro-benzofurazan fluorophore by means of a calix[4]arene platform was synthesized by using a...
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Bistren cryptands and cryptates: versatile receptors for anion inclusion and recognition in water

10 hours 51 min ago
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C4OB02618G, Review ArticleL Fabbrizzi, Valeria Amendola, Greta Bergamaschi, Giuseppe Alibrandi, Maurizio Licchelli
Bistren cryptands can be easily synthesised through Schiff base condensation of two molecules of tren and three molecules of a dialdehyde, followed by hydrogenation of the six C=N double bonds...
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BF3-Et2O mediated skeletal rearrangements of norbornyl appended cyclopentanediols

10 hours 51 min ago

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02423K, PaperChintada Nageswara Rao, Faiz Ahmed Khan
Synthetically useful norbornyl appended cyclopentenones and pinacolone products are reported during the BF3-Et2O mediated skeletal rearrangement of norbornyl appended cyclopentanediols.
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Synthesis of new generation triazolyl and isoxazolyl containing 6-nitro-2,3-dihydroimidazooxazoles as anti-TB agents: In vitro, Structure-activity relationship, pharmacokinetics and in vivo evaluation

10 hours 51 min ago
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00054H, PaperGurunadham Munagala, Kushalava Reddy Yempalla, Samsher Singh, Sumit Sharma, Nitin Pal Kalia, Vikrant Singh Rajput, sunil Kumar, Sanghapal D Sawant, Inshad A Khan, Ram A Vishwakarma, Parvinder Pal Singh
Nitroimidazole scaffold developed a great interest in the last decade which ultimately led to the discovery of successful drug Delamanid for multi-drug resistant tuberculosis (MDR-TB). Here, we report medicinal chemistry...
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Physicochemical Studies on the Copper(II) Binding by Glycated Collagen Telopeptides

10 hours 51 min ago
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C4OB02536A, PaperMargaret A Brimble, Paul Harris, Garth Cooper, Christian Hartinger, Gordon M Miskelly, Meder Kamalov
Emerging evidence indicates that levels of advanced glycation end-products (AGEs) correlate with age- and diabetes-related organ damage and may play a causative role in such damage. Increased chelation of Cu(II)...
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Selective Oxidation of the C[small alpha]-C[small beta] Linkage in Lignin Model Compounds by Baeyer-Villiger Oxidation

10 hours 51 min ago
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C4OB01771D, PaperNIKHIL DILIP PATIL, Soledad G. Yao, Mark Stephan Meier, Justin K Mobley, Mark Crocker
Lignin is an amorphous aromatic polymer derived from plants and is a potential source of fuels and bulk chemicals. Herein, we present a survey of reagents for selective stepwise oxidation...
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