Synthesis of novel ADPR analogues: substitution of pyrophosphate linkage by dipeptide

For investigating the biological function of ADPR, four novel analogues （compounds 2-5） in which the pyrophosphate linkage was replaced by the aspartic acid dipeptide were synthesized. 5＇-Amino adenosine or its analogues was used as the starting material, liquid phase peptide synthesis strategy was used to construct these ADPR analogues. The structures were characterized by 1H NMR and HRMS spectra. This study provides a versatile synthesis of peptide modified ADPR analogues and helps to understand the structure-activity relationship of ADPR.

Synthesis and Unexpected Ring-opening Reaction of a New TADDOL Analogue with Chiral Cyclopropane Ring as Backbone

Synthesis and ring-opening reaction of TADDOL analogue with cyclopropane as chiral backbone were described. A plausible ring-opening and carbonium ion rearrangement mechanism have been proposed.

Synthesis and cytotoxic activity of novel curcumin analogues

Five novel curcumin analogues bearing different substituents at 4-position of phenyl group were synthesized. Their structures were confirmed by NMR and HRMS spectrum. Their cytotoxic activities against six tumor cell lines were tested by the standard MTT assay in vitro. The results indicated that four analogues （1A-1C, 1E） with solubilizing moieties showed selective potent cytotoxicity against HepG2, HeLa and CT26 cell lines, and analogue 1A and 1C exhibited more potent cytotoxicity than curcumin against CT26 cell line. It was suggested that introduction of appropriate substituents to 4-position of phenyl group might be a potential option for structural modification of curcumin.

Synthesis and Antioxidant Properties of Novel Silybin Analogues

Eight novel silybin analogues （7a-h） were synthesized and their antioxidant properties including the capability of scavenging superoxide anion free radicals and the inhibitory effect on DPPH free radicals were determined. Several synthetic compounds showed comparable antioxidative effect to that of quercetin.

Synthesis of Novel Isoxazole-contained Analogues of Losartan

A series of novel isoxazole-contained analogues of Losartan were designed and synthesized with 1,3-DC reaction. The regioselectivity of the reaction was discussed and the compounds are potential antihypertensive.

Synthesis, Crystal Structure and Cytotoxic Activity of a New NAN-190 Analogue

The NAN-190 analogue 2-(2-(2-(4-(2-methoxyphenyl)piperazin-1-yl)ethoxy)ethyl)isoindoline-1,3-dione(1, C23H27N3O4, Mr = 409.48) was synthesized via a three-step reaction and characterized by 1H NMR, 13 C NMR, ESIMS and single-crystal X-ray diffraction. The crystal belongs to orthorhombic, space group Pna21 with a = 7.6445(15), b = 38.851(8), c = 7.1316(14) A, V = 2118.0(7) A3, Z = 4, Dc = 1.2840 mg/mm3, μ = 0.089 mm-1, F(000) = 872.4, R = 0.0545 and w R = 0.1681. The single-crystal X-ray structural analysis reveals that the piperazine ring in compound 1 presents a stable and minimum energy chair conformation. In addition, the preliminary cytotoxic assay shows that the title compound exhibits strong and selective inhibitory activity against DU145 cells(IC50 = 5.88 ± 1.02 μM).

Synthesis of (+) 8-O-Cinnamyl-p-chlorogoniotriol and its Analogues

(+) 8-O-Cinnamyl-p-chlorogoniotriol (p-chlorohowiinol A) and its analogues have been synthesized in nine steps from alpha-D-glucoheptonic-gamma-lactone. Pharmacological tests showed that most of the compounds possessed antitumor activities toward tumor cell in vitro.

A rapid and efficient synthesis of indoloquinolinone and its analogues under microwave irradiation

A rapid and efficient method was established for the synthesis of indoloquinolinone and its analogues using acid-promoted cyclization in the present of PPA. All the reactions were completed in good yields in lOmin under microwave irradiation.

A New Synthesis Method and GABA Transporters Inhibitory Activities of Tiagabine and Its Analogues

A new synthetic method and GABA transporter inhibitory activities of Tiagabine and its analogues are described. The key intermediates 4-tosyl-1,1-diaryl/heteroaryl-l-butene 10a-10e were synthesized by Wittig reaction, and followed by N-alkylation with （R）-3-piperidinecarboxylate. The resulting N-diheterocyclylalkenylpiperidine-3-carboxylic acid ester 11a-11e were saponified and then acidified to.get the target compounds 1a-1e. The preliminary bioassays show that compound 1a-1e exhibited excellent inhibition of [ 3H ]-GABA uptake in vitro of culture ceils.

Synthesis of 2-Substituted Hexahydro-1H-1,4-diazepine Analogues

substituted hexahydro-1H-1,4-diazepine analogues were synthesized starting from N,N?-dibenzyl-1,3-propylene diamine and methyl-2,3-dibromo propionate through nucleophilic substitution, reduction, chlorination and debenzylation.

Synthesis of 5-Substituted Hexahydro-1H-1, 4-Diazepine Analogues

5-Substituted hexahydro-1H-1,4-diazepine analogues were synthesized starting from N,N'-dibenzyl-1, 2-ethylenediamine and methyl 2, 4-dibromide butyrate through nucleophilic substitution, reduction, chlorination, debenzylation and amidation. Bioactivity tests showed that 9a had the highest agonist activity.

SYNTHESIS OF ANALOGUES OF HUPERZINE A

A new Lycopodium alkaloid huperzine A (1) possesses a potent inhibitory activity of acetylcholinesterase. Six structurally simplified analogues of huperzine A, compound 6, 7, 8, 12, 13 and 15, were prepared and the inhibitory activities were evaluated.

Synthesis and Biological Evaluation of a Highly Constrained Analogue of Methylthioadenosine (MTA)

We describe the synthesis and the antibacterial evaluation 2’,N3-cyclonucleoside 3 analogue of MTA that is characterized by the presence of an additional linkage between the heterocyclic ring and the sugar moiety.

SYNTHESIS OF A NEW TYPE OF SCOPOLAMINE ANALOGUES

A series of compounds,which are structurally analogous to scopolamine and also in accordance with the general formula of neuroleptic benzamides,were synthesized and tested for their potential antipsychotic activity.

STUDY ON THE SYNTHESIS OF TETRACYCLIC DITERPENOID 7 Preparation of the Key Intermediate 5 for the Synthesis of Grandiflorenic Acid and its Analogues

The key intermediate 5 for synthesis of the contragestationally active diterpenoid grandiflorenic acid(1)and its analogues 2 and 3 was prepared and an acetyl transposition reaction occurred in the SeO_2 oxida- tion of 8.

Synthesis and Anti-tumor Activity Study of Shogaol Analogues

As one of the largest global public health problems, cancer greatly endangers human health. Researchers have been committed to discovering anticancer drugs with high efficiency and low toxicity. Shogaol, a kind of ingredient from ginger with high anti-tumor activity, has attracted our attention. This study was an investigation on the composition and structure-activity relationship of different analogues of shogaol, with the purpose to screen for shogaol compounds which had higher anti-tumor activity and could be easily synthesized. We chose zingerone as the starting material to synthesize shogaol through four-step reactions without protective group, as a result, 31 analogues were synthesized for anti-tumor activity detect. The biological test results showed that： the missing of the unsaturated ketone and the phenolic hydroxyl group reduced the anti-tumor activity of shogaol; the site of phenolic hydroxyl had no significant influence on the anti-tumor activity, the indicating that the larger the steric hindrance of substituent, the lower the activity, but the higher the activity of cyclobutyl substituted derivatives.

1,2-Cyclic Monoacyl-rac-Glycerothio-phosphates of Cantharidin Analogues

A series of 1,2-cyclic monoacyl-rac-glycerothiophosphates of cantharidin and its analogues were synthesized in a one-pot procedure in overall yields of 44 similar to 55.5% by means of hexaethylphosphorus triamide as phosphorylating reagent.

Total Synthesis of Syringin and Its Natural Analogues via C—C Bond Activation of Aryl Ketones

Syringin is found in the root of Acanthopanax senticosus(Rupr.Maxim.)Harms and belongs to the lignin chemical compound with many biological activities.In this study,we employed commercially available starting materials and accomplished the total synthesis of syringin in 5 steps with an overall yield of 58%.Palladium-catalyzed C(O)–C bond activation and subsequent cross coupling reaction is the key to construct syringin and its natural analogues.

Synthesis of 4-des-hydroxyl clorobiocin analogues as possible bacterial DNA gyrase B and human Hsp90 inhibitors

Aminocoumarin natural products are known as inhibitors of both bacterial DNA gyrase B and human Hsp90.Due to the lack of efficient synthetic approach,structure activity relationship（SAR）understandings of these molecules are still limited. Synthesis of a set of novel 4-des-hydroxyl clorobiocin analogues,including the de novo construction of properly functionalized L-noviose building blocks and the subsequent assembly of the target molecules,is described in full detail.Expanded application of this synthetic protocol is expected to help gaining more information about the SAR of aminocoumarins.