4,6,10,12,16,18,22,24-Octa-O-methyl-2,8,14,20-tetra­pentylresorcin[4]arene

The complete molecule of the title compound, C56H80O8, is generated by a crystallographic inversion centre. The dihedral angle between the aromatic ring and the unique half of the molecule is 81.52 (16)°. There are no π–π inter­actions in the crystal structure

4,10,16,22-Tetra­kis(2-chloro­acet­oxy)-6,12,18,24-tetra­meth­oxy-2,8,14,20-tetra­pentyl­resorcin[4]arene

The title compound, C60H76Cl4O12, has a macrocyclic structure and both the upper and lower rim have disordered atoms. There are no hydrogen bonds or π–π stacking inter­actions in the crystal

Synthesis, characterization and biocompatibility of a multifunctional gold nanoparticle system for the delivery of single-stranded RNA to lymphocytes

The use of RNA macromolecules as therapeutic agents for HIV and other infectious diseases is promising but limited by suboptimal delivery to the target site. With HIV infection, this is particularly challenging since lymphocytes are particularly difficult to transfect. This paper describes an innovative strategy for the intracellular delivery of a novel single-stranded RNA (oligoribonucleotide) with putative anti-HIV activity. This strategy is based on a PEGylated gold nanoparticle scaffold covalently linked to the thiol-modified oligoribonucleotide via a cleavable N-succinimidyl 3-(2-pyridyldithio) propionate (SPDP) linker molecule. The nanoparticle was then coated with a cationic polymer (polyethyleneimine) to facilitate cell entry and endosomal escape. A synthetic anti-CD4 cyclic targeting peptide was attached to the polyethyleneimine-coated nanoparticle via an SPDP linker molecule, in an attempt to enhance uptake and selectivity. Synthesis, characterization, SPDP and RNA loading, cytotoxicity and antiviral activity of the nanoparticle are described. Approximately 45 000 strands of RNA were taken up per lymphocyte. Uptake was limited by relatively inefficient loading ofRNAonto the gold nanoparticle surface (1 strand per 4.8 nm2 of nanoparticle surface area) and significant aggregation of the nanoparticle in physiological solutions. No antiviral activity was demonstrated, possibly due to insufficient intracytoplasmic delivery of the RNA.Keywords: Gold nanoparticle, polyethyleneimine, transfection, RNA deliver

(1R,3S)-N-Benzhydryl-2-benzyl-6,7-dimeth­oxy-1-phenyl-1,2,3,4-tetra­hydro­isoquinoline-3-carbothio­amide

The title compound, C38H36N2O2S, has a heterocyclic ring that assumes a half-chair conformation. The phenyl rings of neighbouring mol­ecules align forming alternating chains parallel to [100] within the crystal packing. The absolute stereochemistry of the crystal was confirmed to be R,S at the 1- and 3-positions, respectively, by proton NMR spectroscopy. A single intra­molecular N—H⋯N hydrogen bond is observed

7,11,15,28-Tetra­methyl-1,21,23,25-tetra­kis(2-phenyl­ethyl)resorcin[4]arene ethyl acetate clathrate

The title compound, C68H64O8·C4H8O2, is a new resorcin­[4]arene cavitand synthetic precursor, obtained by alkyl­ation of a previously reported resorcin[4]arene. The additional alkyl bridges significantly rigidify the structure and enforce a ‘bowl’ shape on the mol­ecular cavity. In the crystal structure, the mol­ecule lies on a crystallographic mirror plane, and a single ethyl acetate mol­ecule (also lying on the mirror plane) is present within the compound cavity, illustrating the host capabilities of the mol­ecule

(S)-2-Benzyl-N-(2,6-diisopropyl­phen­yl)-1,2,3,4-tetra­hydro­isoquinoline-3-carboxamide

The asymmetric unit of the title compound, C29H34N2O, contains two mol­ecules in which the N-containing six-membered rings assume different conformations viz. half-chair and envelope. Inter­molecular N—H⋯O hydrogen bonding via the amide groups cross-link the mol­ecules in the crystal structure

6,7-Dimeth­oxy-3-meth­oxy­carbonyl-1-(2-meth­oxy­phen­yl)-3,4-dihydro­isoquinoline 2-oxide

In the title compound, C20H21NO6, an N-oxide-based organocatalyst, the N-containing six-membered ring adopts a twisted half-chair conformation. No hydrogen bonding or π–π stacking was found within the crystal structure

(1R,3S)-Methyl 2-benzyl-6,7-dimeth­oxy-1-phenyl-1,2,3,4-tetra­hydro­isoquinoline-3-carboxyl­ate

In the title compound, C26H27NO4, a precursor to novel chiral catalysts, the N-containing six-membered ring assumes a half-boat conformation. Various C—H⋯π interactions and intermolecular short contacts (C⋯H = 2.81–2.90 Å) link the mol­ecules together in the crystal structure

(S)-Benzyl 3-phenyl­carbamoyl-1,2,3,4-tetra­hydro­isoquinoline-2-carboxyl­ate

There are two independent mol­ecules in the asymmetric unit of the title compound, C24H22N2O3. The heterocyclic ring assumes a twisted boat conformation and N—H⋯O inter­actions help to construct the three-dimensional network within the crystal packing

7,11,15,28-Tetra­bromo-1,21,23,25-tetra­phenethyl­resorcin[4]arene cavitand–acetone–chloro­form (1/1.31/0.69) at 173 K

The crystal structure of the title compound, C64H52Br4O8·1.31C3H6O·0.69CHCl3, is described. The structure has been reported previously [Bryant, Blanda, Vincenti & Cram (1991). J. Am. Chem. Soc. 113, 2167–2172]; however, the lower data acquisition temperature results in an improved refinement model. In addition, the presence of residual acetone and (disordered) chloro­form within the mol­ecular structure of the title compound represents a new clathrate of the title compound. One half of the resorcin[4]arene cavitand mol­ecule appears in the asymmetric unit; the complete resorcin[4]arene cavitand structure was generated across a mirror plane