- DENDRITIC MOLECULAR INTRACELLULAR TRANSPORTERS AND METHODS OF MAKING AND USING SAME
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In accordance with the purpose(s) of the invention, as embodied and broadly described herein, the invention, in one aspect, relates to compounds comprising the structure: and at least one guanidinium residue, wherein m is zero or a positive integer. Also disclosed are methods of preparing the disclosed compounds. Also disclosed are methods of intracellular delivery comprising administering the disclosed compounds and compositions to a subject. Also disclosed are pharmaceutical compositions comprising a therapeutically effective amount of one or more compounds or compositions of the invention and a pharmaceutically acceptable carrier. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.
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Page/Page column 104-105
(2010/11/30)
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- Ring-opening of benzocyclobutenol with mild bases and trapping with dieneophiles
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The treatment of benzocyclobutenol with a mild base has been investigated. This reaction results in an electrocyclic opening of the cyclobutene to the corresponding o-quinodimethane, which has been successfully treated with aldehydes and electron-deficient alkenes to form benzolactols and benzocyclohexenes respectively. Copyright Taylor & Francis Group, LLC.
- Shaw, Simon J.
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p. 4183 - 4189
(2008/03/13)
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- A very short synthesis of steroids from 1,3-butadiene and benzocyclobutenes
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Lewis acid mediated addition of 1,8-bis(trimethylsilyl)octa-2,6-diene (BISTRO) 1 to succinic anhydride led to spirolactone 2 [(±)-6,9-divinyl-1-oxaspiro[4.4]nonan-2-one]. Methoxycarbonylation followed by stereoselective alkylation by various benzocyclobutenes afforded the substituted benzocyclobutene steroid precursors 5. Thermolysis of 5 gave rise to steroids (±)-6 with a transanti-cis configuration in five steps and in a highly stereoselective manner. Modifications of the sequence allowed the preparation of steroids (±)-11 with trans-anti-trans configuration.
- Michellys,Maurin,Toupet,Pellissier,Santelli
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p. 115 - 122
(2007/10/03)
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- A Reinvestigation of the Meerwein-Ponndorf-Verley Reduction: A Highly Efficient Variation Using Zirconium Catalysts
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A new variation of the Meerwein-Ponndorf-Verley reduction based on mechanistic considerations is presented.Under optimized conditions 1-(4-dimethylaminophenyl)ethanol was used as the reducing alcohol (2-4 equiv.), Zr(O-tBu)4 as the catalyst (0.2 equiv.), and toluene or cyclohexane as the solvent.Aldehydes and ketones (if not extremely sterically hindered) were reduced to the corresponding alcohols at room temperature mostly within 2-4 h in essentially quantitative yield. α,β-Unsaturated carbonyl compounds cleanly react in a 1,2-mode to afford the corresponding allylic alcohols. - Key Words: Reductions / Meerwein-Ponndorf-Verley reaction / Catalysis / Zirconium tetra-tert-butoxide / β-Hydride shift / Kinetics
- Knauer, Birgit,Krohn, Karsten
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p. 677 - 684
(2007/10/02)
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- Bacterial oxidation of benzocyloalkenes to yield monol, diol and triol metabolites
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Benzylic monooxygenation of benzocycloalkenes, 2-4, by enzymes in intact cultures of Pseudomonas putida UV4 yielded exclusively the [R] enantiomers, 6-8, and the derived ketones 10-12; by contrast, biotransformation of benzocyclobutene, 1, yielded both monooxygenation (5 and 9), dioxygenation (13,14 and 15), and trioxygenation (16) products.
- Boyd, Derek R.,Sharma, Narain D.,Stevenson, Paul J.,Chima, Jagdeep,Gray, David J.,Dalton, Howard
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p. 3887 - 3890
(2007/10/02)
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- 3,6-DIMETHOXYBENZOCYCLOBUTENONE: A REAGENT FOR QUINONE SYNTHESIS
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3,6-Dimethoxybenzocyclobutenone 4 is prepared in four efficient steps from 2,5-dimethoxybenzoic acid 8.The derived benzocyclobutenol 13 undergoes electrocyclic ring opening at 110-115 deg C to give the hydroxy-o-quinone dimethide 21, which reacts with dienophiles to give 5,8-dimethoxy-1,2,3,4-tetrahydro-1-naphthol derivatives stereoselectively.Since the ketone 4 can be functionalised at C-5 using electrophiles and at C-2 via homolytic bromation, the ring opening and cycloaddition sequence offers a flexible route to linear fused hydroquinone and quinone derivatives.In model studies, the benzocyclobutenol derivative 48 underwent thermal electrocyclic ring opening and intramolecular cycloaddition to give 49, while the analogous reaction with 52 failed due to adverse steric effects during the cycloaddition step.In photochemical experiments, attempts to generate the silyl ether 57 by in situ silylation of the dienol 55 and to prepare the benzocyclobutenol 62 via irradiation of the o-phthalaldehyde monoacetal 60 were unsuccessful.
- Azadi-Ardakani, Manouchehr,Wallace, Timothy W.
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p. 5939 - 5952
(2007/10/02)
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- THERMOLYTIC RING OPENING OF ACYLOXYBENZOCYCLOBUTENES: AN EFFICIENT ROUTE TO 3-SUBSTITUTED ISOQUINOLINES
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Upon flash vacuum pyrolysis acyloxybenzocyclobutenes 4 rearrange through an intramolecular 1,5-acyl shift to 2-formylbenzyl ketones 6 which can be converted to 3-substituted isoquinolines 7.
- Schiess, Peter,Huys-Francotte, Martine,Vogel, Caspar
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p. 3959 - 3962
(2007/10/02)
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