Design and synthesis of 6-C-alkyl-DMDP type nanomolar inhibitors of β-galactosidase and β-glucosidase based on broussonetine S and related derivatives.

Broussonetine S (9), its C-1' and C-10' stereoisomers, and their corresponding enantiomers have been synthesized from enantiomeric arabinose-derived cyclic nitrones, with cross metathesis (CM), epoxidation and Keck asymmetric allylation as key steps. Glycosidase inhibition assays showed that broussonetine S (9) and its C-10' epimer (10'-epi-9) were nanomolar inhibitors of bovine liver β-galactosidase and β-glucosidase; while their C-1' stereoisomers were 10-fold less potent towards these enzymes. The glycosidase inhibition results and molecular docking calculations revealed the importance of the configurations of pyrrolidine core and C-1' hydroxyl for inhibition potency and spectra.

Four-Objective Optimization of an Irreversible Magnetohydrodynamic Cycle.

Based on the existing model of an irreversible magnetohydrodynamic cycle, this paper uses finite time thermodynamic theory and multi-objective genetic algorithm (NSGA-II), introduces heat exchanger thermal conductance distribution and isentropic temperature ratio of working fluid as optimization variables, and takes power output, efficiency, ecological function, and power density as objective functions to carry out multi-objective optimization with different objective function combinations, and contrast optimization results with three decision-making approaches of LINMAP, TOPSIS, and Shannon Entropy. The results indicate that in the condition of constant gas velocity, deviation indexes are 0.1764 acquired by LINMAP and TOPSIS approaches when four-objective optimization is performed, which is less than that (0.

PhI(OAc)/Pd(OAc) promoted the formation of 8-hydroxyquinoline derivatives from benzoxazoles and alcohols.

A PhI(OAc)/Pd(OAc) system that synergistically promotes the formation of 8-hydroxyquinoline derivatives from benzoxazoles and alcohols has been developed. The reaction proceeded smoothly with a range of benzoxazoles and alcohols to give the corresponding 8-hydroxyquinoline derivatives in moderate yields.

Discovery of a new class of multi-target heterocycle piperidine derivatives as potential antipsychotics with pro-cognitive effect.

A series of benzoisoxazoleylpiperidine derivatives were synthesized by using the multi-target strategies and their potent affinities for dopamine (DA), serotonin (5-HT) and human histamine H receptors have been evaluated. Of these compounds, the promising candidate 4w displayed high affinities for D, D, 5-HT, 5-HT and H, a moderate affinity for 5-HT, negligible effects on the human ether-a-go-go-related gene (hERG) channel, low affinities for off-target receptors (5-HT, adrenergic α and H). In addition, the animal behavioral study revealed that, compared to risperidone, compound 4w significantly inhibited apomorphine-induced climbing and MK-801-induced movement behaviors with a high threshold for catalepsy and low liabilities for weight gain and hyperprolactinemia.

Synthesis and Glycosidase Inhibition of Broussonetine M and Its Analogues.

Cross-metathesis (CM) and Keck asymmetric allylation, which allows access to defined stereochemistry of a remote side chain hydroxyl group, are the key steps in a versatile synthesis of broussonetine M () from the d-arabinose-derived cyclic nitrone . By a similar strategy, -broussonetine M () and six other stereoisomers have been synthesized, respectively, starting from l--nitrone (), l--nitrone (), and l--nitrone () in five steps, in 26%-31% overall yield. The natural product broussonetine M () and were potent inhibitors of β-glucosidase (IC = 6.

Synthesis, structural characterization and in vitro cytotoxicity of diorganotin (IV) diimido complexes.

Reactions of the diorganotin with two N-OH diimide ligands (N-hydroxyphthalimide and N-hydroxysuccinimide) yielded five new dimeric tetraorganostannoxanes formulated as R(8)Sn(4)O(2)L(2)X(2). The crystal structures of the complexes reveal the formation of the tetranuclear species contains a planar Sn(4)O(4) core, consisting of three adjacent rhombs with bridging oxo and N-OH diimide ligands. The central tin atoms are five-coordinated to assume a distorted trigonal bipyramidal configuration and the N-OH diimide ligands act as monodentate O-bound planar.

3-Hy-droxy-N'-[(E)-3-pyridyl-methyl-idene]-2-naphtho-hydrazide.

The title compound, C(17)H(13)N(3)O(2), displays an E configuration about the C=N bond. The mean planes of the pyridine and benzene rings make a dihedral angle of 31.2 (2)°.

N-Hy-droxy-pyridine-4-carboxamide.

The title compound, C(6)H(6)N(2)O(2), is approximately planar with an r.m.s.

Bis(acetohydroxamato-κO,O')diphenyl-tin(IV).

The complex mol-ecule of the title compound, [Sn(C(6)H(5))(2)(C(2)H(4)NO(2))(2)], has crystallographically imposed twofold symmetry. The Sn atom is coordinated by four O atoms from two acetohydroxamate ligands and by two C atoms from phenyl groups in a distorted octa-hedral geometry. In the crystal, mol-ecules are connected by N-H⋯O hydrogen-bonding inter-actions, forming a chain structure along the c axis.

3-Hy-droxy-N'-[(E)-2-thienyl-methyl-idene]-2-naphtho-hydrazide.

The asymmetric unit of the title compound, C(16)H(12)N(2)O(2)S, contains three independent mol-ecules. Intra-molecular N-H⋯O hydrogen bonds in the three mol-ecules lead to very similar conformations: the thio-pene ring and naphthalene ring system in the three mol-ecules form dihedral angles of 10.3 (2), 9.