Synthesis and antiproliferative evaluation of glucosylated pyrazole analogs of K252c

Pyrazole analogs of the staurosporine aglycon K252c were recently described as potent inhibitors of the three Pim protein kinase isoforms. To evaluate the impact of the introduction of a sugar moiety on the biological activities of this heterocyclic scaffold, four new glucosylated pyrazole analogs of K252c were synthesized. Their biological evaluation demonstrated that most active compounds 11 and 19 substituted by a β-d-glucosyl moiety at N12 or N13 positions exhibited antiproliferative activities toward HCT116 cells.     

Synthesis and antitubercular activity of tricyclic analogs of puupehenone

Tricyclic analogs 2a and 8 were prepared by four-step routes. The key step was an intermolecular hetero Diels-Alder reaction involving a quinone methide.     

C-Glycopyranosyl-1,4-benzoquinones and -hydroquinones opening access to C-glycosylated analogs of vitamin E

2-(Per-O-acetyl-β-d-glycopyranosyl)-1,4-dimethoxybenzenes led to C-glycosyl-hydroquinones suitable for preparing C-glycosylated analogs of vitamin E, having the sugar moiety free or acetylated.     

Template-directed ligation: from DNA towards different versatile templates

A systematic approach evaluating template-directed ligation reactions has now resulted in a simple outline for a two-stage replication cycle. This cycle builds on an efficient method for reading the information encoded in DNA into an amplified translation product. It is further demonstrated that the translation product strand is capable of catalyzing the synthesis of the original DNA strand. We propose that this cycle represents just one of many possible solutions; other chemical ligation or polymerization reactions could be accommodated with different templates. In that context, a new template, derived by modest changes to the DNA backbone, has been developed and has been shown to hybridize under reaction conditions different than those accessible to DNA. Therefore, the conceptual groundwork has been laid for extending this approach to encoding and reading stored information in molecules other than the natural biopolymers at the densities found in biology.     

Synthetic research on hepoxilins

A new synthetic strategy for hydroxy-epoxy eicosanoids formed through the lipoxygenase pathway is developed. It makes use of a single synthon of the central functionalized fragment of the target molecules, namely racemic (E)-ClCH₂C≡CCHOHCH=CHCH₂OBz. Elongation of the carbon chain of the synthon by successive condensations at both ends altenatively with hept-1-yne and hex-5-ynoic acid followed by enantioselective double bond epoxidation and partial hydrogenation of the triple bonds resulted in the syntheses of hepoxilins B₃, their potential 8-lipoxygenase analogs, or their enantiomers, depending on the sequence of carbon chain elongations and the chirality of the epoxidation controller used. For Part 6, see Ref. 1. Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1229–1238, June, 1998.     

Studies on the Synthesis of a Natural Product—Piceatannol and its Analogs

Piceatannol,(E)-3,3′,4,5′-tetrahydroxy stilbene, a natural polyhydroxy stibene, possesses many biological activities, its synthesis has been reported. We designed another route of its synthesis, which can be controlled more easily. The synthetic product was characterized by elemental analysis,IR,MS and ^1H-NMR. Its analogs were synthesized by the similar method.     

Studies on the Synthesis of Pyridine Analogs of the Natural Product3,5,4''''-Trimethoxystilbene

3,5,4'-Trimethoxystilbene is the methoxy precursor of a natural product 3,5,4'-trihydro- xystilbene (resveratrol)1 , which was reported to have many biological activities2. 3,5,4'-trimethoxystilbene itself is also a natural product2. We have synthesized 3,5,4'-trimethoxystilbene. In the screening of its anti-tumor activity using three different human cancer cell lines, 3,5,4'-trimethoxystilbene was found to have an IC50 5.91 mol/L for KB, 5.82 mol/L for A2780, 7.08 mol/L for HCT-8, respe…     

Study on the Interaction between Distamycin Analogs and DNA from Herring Sperm by Fluorimetry

Distamycin is a naturally occurring antibiotic which binds to the AT rich regions in minor groove of DNA1. We have reported the interaction between the analogs and calf thymus DNA by circular dichroism spectropolarimetry (CD) and isothermal titration calorimetry (ITC)2. Due to the greater sensitivity of fluorescence-based techniques in comparison with CD, we employ the fluorimety to explore the interaction between four new distamycin analogs and DNA from herring sperm. O2NNNOHNNO…     

A Concise and Convenient Synthesis of Stilbenes via Benzils and Arylmethyldiphenylphosphine Oxides

A new and convenient synthetic method has been developed for the construction of stilbenes bearing electron-withdrawing group（s） by using benzils and arylmethyldiphenylphosphine oxides via sequences involving Wittig-Horner reaction and a rearrangement in the presence of t-BuOK in toluene under mild conditions. This approach could be readily applied to a facile synthesis of biologically important natural products, resveratrol and its derivatives, such as trimethoxystilbenes 1 （Z） and 2 （E）.     

Non-monotonic exposure dependence of the pretilt angle and surface polarity of the photo-orientant F-PVCN

We report on the first observation of a non-monotonic UV exposure dependence of the pretilt angle of a liquid crystal on a photoaligning surface. We found this non-monotonic dependence on fluorinated poly(vinyl cinnamate) (PVCN-F) surface while non-fluorinated PVCN revealed a monotonic decrease of the pretilt angle with exposure. These dependences correlate with light-induced changes of the polarity of PVCN-F and PVCN surfaces. The obtained data point to an important role of the surface polarity and the light-induced changes in mechanisms of pretilt angle generation on photoaligning materials.