Yuyuan Xie

New tetraazamacrocyclic ligand with neutral pendent groups 1,4,7,10-tetrakis(2-cyanoethyl)-1,4,7,10-tetraazacyclododecane (L) and its cobalt(II), nickel(II) and copper(II) complexes: synthesis, structural characterization and antitumor activity

Abstract A new tetraazamacrocyclic ligand (L) with four neutral 2-cyanoethyl pendent groups, and its divalent transition-metal complexes [Co(L)(NO 3 )]NO 3 ·H 2 O ( 1 ), [Ni(L)(NO 3 )]NO 3 ·3H 2 O ( 2 ) and [Cu(L)(H 2 O)](NO 3 ) 2 ( 3 ) have been synthesized. The crystal structures of 1 and 3 have been determined by X-ray analysis. In complex 1 the cobalt atom is coordinated by four nitrogen atoms and two oxygen atoms of a nitrate anion, which define a distorted octahedron. The other nitrate ion lies in the lattice as a counter ion. Complex 3 is five-coordinated by four nitrogen atoms and an axial aqua ligand, which form a tetragonal pyramid. In complex 3 the two nitrate anions exist as counter ions. Pharmaceutical tests showed that all three metal complexes exhibit antitumor activity against HL-60 and BEL-7404 tumor cell lines in vitro, even at a concentration of 10 −8 mol l −1 . Complex 1 can partially cleave supercoiled pBR 322 DNA to form nicked DNA in aerobic solution, and complex 3 can convert double strand DNA into nicked DNA completely in the presence of MPA. Complex 3 causes perturbation to K562 tumor cell lines in the G 1 phase.

Design, synthesis and biological evaluation of substituted 11H-benzo[a]carbazole-5-carboxamides as novel antitumor agents.

A series of novel 11H-benzo[a]carbazole-5-carboxamide derivatives were designed, synthesized and evaluated for their antitumor activity against human cancer A549 and HCT-116 cell lines. Most of the compounds showed potent antitumor activities, and compound 8 displayed remarkable in vitro and in vivo anticancer activity comparable to that of amonafide.

Synthesis, structure and antitumor activities of a new macrocyclic ligand with four neutral pendent groups: 1,4,7,10-tetrakisbenzyl-1,4,7,10-tetraazacyclododecane (L) and its Co, Ni and Cu complexes

A new macrocyclic ligand, 1,4,7,10-tetrakisbenzyl-1,4,7,10-tetraazacyclododecane (L) and its three new divalent metal complexes of general formula: M(NO3)2(L)nH2O [M = Co(1), Ni(2), n = 0; M = Cu(3), n = 1.5] have been synthesized and characterized by elemental analysis, i.r., EI mass spectra and molecular conductance. Complex (2) has been characterized by X-ray diffraction. In complex (2), the central NiII atom coordinatively bonds to four nitrogen atoms of the macrocyclic ligand and two oxygen atoms of nitrate anion, to form a distorted octahedron. X-ray diffraction indicated that the bonds Ni–N(1), Ni–N(2), Ni–N(3) and Ni–N(4) are of almost equal length, i.e. 2.11(1), 2.12(1), 2.10(1) and 2.17(1)Å, respectively. Bond lengths of Ni–O(1) and Ni– O(2) are 2.11(1) and 2.10(1)Å. Preliminary pharmacological tests show that these complexes have high antitumor activity towards HL-60 tumor cell lines.

Synthesis, structural characterization and antitumor activity evaluations of copper complex with tetraazamacrocyclic ligand.

Cu (II) complex with 1,4,7,10-tetrakis(2-cyanoethyl-)-1,4,7,10-tetraazacyclododecane was prepared and characterized by X-ray diffraction. Four nitrogen atoms of macrocyclic ligand and oxygen atom of water molecule defined a tetragonal pyramidal polyhedron surrounding the central copper atom. Preliminary pharmacological tests showed that it had antitumor activity against P388 and BEL-7404 cell lines in vitro. Also it exhibited perturbation effects to K562 tumor cell lines at G0-G1 stage and further studies showed that it can cleave supercoiled DNA (pBR 322) to nicked and linear DNA in aerobic condition.

Facile Synthesis of Novel Indeno[1,2‐b]indol‐10‐one Derivatives by the Oxidation with DDQ

Abstract The synthesis of indeno[1,2‐b]indol‐10‐one analogues with a wide range of biological activities was described. They are also important intermediates of some selective estrogen receptor modulators (SERMs).

Pot, atom and step economic synthesis: a diversity-oriented approach to construct 2-substituted pyrrolo[2,1-f][1,2,4]triazin-4(3H)-ones

A diversity-oriented approach to construct 2-heteroaryl-substituted pyrrolo[2,1-f][1,2,4]triazin-4(3H)-one derivatives via copper-promoted two-step one pot reactions from chromenone derivatives has been developed. Pot, atom and step economy (PASE) were combined in these sequential reactions, and at least six bonds were formed in one pot. A number of drug-like small molecules were prepared quickly and efficiently.

NOVEL PROCESS TO 4,4-DIALKYL-1,4-DIHYDRO-6-METHOXY-3-PHENYLCINNOLINES VIA GRIGNARD REACTION

4,4-Dialkyl-l ,4-dihydro-6-methoxy-3-phenylcinnolines were obtained from 2-(5-methoxy-2-nitrophenyl)acetonitrile analogues and phenylmagnesium bromide by one step, and the possible mechanism was speculated.

A Novel and Facile Method to Synthesize (R)‐ and (S)‐2‐methylpiperazine

Abstract A concise and efficient synthesis of (R)‐ and (S)‐2‐methylpiperazine in only five steps from (D)‐ and (L)‐alanine is described. The key step is reaction of benzylamine with a bifunctional molecule to build a six‐membered ring.

Synthesis of 2-substituted pyrimido〔5,4-b〕indolizine derivatives from acetates of Baylis-Hillman adducts

-Novel tricyclic heterocycle pyrimido[5,4-b]indolizine derivatives 1 were synthesized conveniently in two steps. The key intermediates 2-substituted 5-[(pyridin-2-yl)methyl]pyrimidin-4(3H)-ones 2 were obtained by facile cyclization of the acetate of Baylis-Hillman adduct 3 and various amidine hydrochlorides 4 in the presence of sodium ethoxide. Treatment of 5-[(pyridin-2-yl)methyl]pyrimidin-4(3H)-ones 2 with phosphoryl chloride by reflux afforded fused 2-substituted pyrimido[5,4-b]indolizines 1 in high yield.

Synthesis and crystal structure of the copper(II) complex with novel Schiff base ligand: Cu(C8H7O2N)2(OH2)

The title complex Cu(C8H7O2N)2(OH2) crystallized in the orthorhombic space group, Pbca with unit cell parameters: a = 15.242(2), b = 11.782(4), c = 17.946(4) Å, and Z = 8. Two nitrogen atoms, two phenolic oxygen atoms of the ligand, and one water molecule are coordinated with copper to form a distorted tetragonal pyramidal polyhedron.