Ferrocenyl Derivatives with One, Two, or Three Sulfur-Containing Arms for Self-Assembled Monolayer Formation

Self-assembled monolayers of electroactive molecules can form on gold electrodes if the molecules include a sulfur-containing group to coordinate with the gold surface. We have prepared a molecule with a tripod of sulfur groups that has the potential of fixing the geometry of the molecule relative to the gold surface. The target (3) contained the good one-electron donor ferrocene connected through a benzene spacer to an isobutane tripod, with each arm of the tripod ending in a methylthio group. Analogous compounds with one (1) and two (2) coordinating arms were also prepared

Regioselective Double Cycloplatination of 9,10-Bis(diphenylphosphino)anthracene

Double cyclometalation of 9,10-bis(diphenylphosphino)anthracene (PAnP) by Pt(L)(OTf)2 (L = diphosphines, OTf = CF3SO3) gives rise to the geometrical isomers syn- and anti-[Pt2(L)2(PAnP-H2)](OTf)2 (Pt2). The reaction is regioselective, with the syn-isomer being the kinetic product. The cyclomelation is reversible, and thermodynamic product distribution is obtained after prolonged standing. The ratio of the isomers is subject to the influence of solvents and ancillary diphosphines. Protonolysis of the Pt−C leads to a monocyclometalated intermediate. A mechanistic postulate that invokes a preferential electrophilic attack of the Pt ions at the C−H bonds of the anthracenyl ring is proposed to explain the regioselectivity

Regioselective Double Cycloplatination of 9,10-Bis(diphenylphosphino)anthracene

Double cyclometalation of 9,10-bis(diphenylphosphino)anthracene (PAnP) by Pt(L)(OTf)2 (L = diphosphines, OTf = CF3SO3) gives rise to the geometrical isomers syn- and anti-[Pt2(L)2(PAnP-H2)](OTf)2 (Pt2). The reaction is regioselective, with the syn-isomer being the kinetic product. The cyclomelation is reversible, and thermodynamic product distribution is obtained after prolonged standing. The ratio of the isomers is subject to the influence of solvents and ancillary diphosphines. Protonolysis of the Pt−C leads to a monocyclometalated intermediate. A mechanistic postulate that invokes a preferential electrophilic attack of the Pt ions at the C−H bonds of the anthracenyl ring is proposed to explain the regioselectivity

Regioselective Double Cycloplatination of 9,10-Bis(diphenylphosphino)anthracene

Double cyclometalation of 9,10-bis(diphenylphosphino)anthracene (PAnP) by Pt(L)(OTf)2 (L = diphosphines, OTf = CF3SO3) gives rise to the geometrical isomers syn- and anti-[Pt2(L)2(PAnP-H2)](OTf)2 (Pt2). The reaction is regioselective, with the syn-isomer being the kinetic product. The cyclomelation is reversible, and thermodynamic product distribution is obtained after prolonged standing. The ratio of the isomers is subject to the influence of solvents and ancillary diphosphines. Protonolysis of the Pt−C leads to a monocyclometalated intermediate. A mechanistic postulate that invokes a preferential electrophilic attack of the Pt ions at the C−H bonds of the anthracenyl ring is proposed to explain the regioselectivity

Regioselective Double Cycloplatination of 9,10-Bis(diphenylphosphino)anthracene

Double cyclometalation of 9,10-bis(diphenylphosphino)anthracene (PAnP) by Pt(L)(OTf)2 (L = diphosphines, OTf = CF3SO3) gives rise to the geometrical isomers syn- and anti-[Pt2(L)2(PAnP-H2)](OTf)2 (Pt2). The reaction is regioselective, with the syn-isomer being the kinetic product. The cyclomelation is reversible, and thermodynamic product distribution is obtained after prolonged standing. The ratio of the isomers is subject to the influence of solvents and ancillary diphosphines. Protonolysis of the Pt−C leads to a monocyclometalated intermediate. A mechanistic postulate that invokes a preferential electrophilic attack of the Pt ions at the C−H bonds of the anthracenyl ring is proposed to explain the regioselectivity

Fumagillin affects malignant behaviors in CSCs.

A. After Fumagillin treatment, cell viability of Huh-7 or SNU-449 CSCs from day 1–5 was measured by performing CCK-8 assay. *P<0.05, vs. Mock group. B. after being treated with Fumagillin for 48 and 72 h, cell cycle distribution of Huh-7 or SNU-449 CSCs was measured by performing PI staining followed by flow cytometry assay. *P<0.05, vs. Mock group. C. After Fumagillin treatment for 48 h, invasion was measured by performing Transwell assay in Huh-7 or SNU-449 CSCs. *P<0.05, vs. Mock group. E. After being co-cultured with Fumagillin for 12 days in soft agar, tumor formation was measured in Huh-7 or SNU-449 CSCs. *P<0.05, vs. Mock group.</p

Fumagillin pre-treatment inhibited tumor growth in nude mice.

Huh-7 CSCs were pretreated with Fumagillin for 48h, then been injected into nude mice. Every five days from day 10 after injection, volume of tumors was measured (A). In tumor sections, MetAP-2 (B) and Ki67 positive staining (C) were measured by performing immunohistochemistry measured. D. MetAP-2, P53 and P21 were measured by performing western blot in tumors (n = 4 for each group). *p<0.05, vs. Mock group.</p

Fumagillin sensitized CSCs to chemoagents.

A. Fumagillin was co-cultured with chemoagents, including Sorafenib or Doxorubicin for 24 h, cell viability was measured by performing CCK-8 assay. *P<0.05, vs. Fumagillin group. B. The effects of Fumagillin on sorafenib or Doxorubicin-induced apoptosis were measured by performing Annexin V-FITC/PI double staining followed by flow cytometry. *P<0.05, vs. Doxorubicin group; #P<0.05, vs. Sorafenib group. C. After treatment, apoptosis-specific protein, including cleaved PARP1 and cleaved caspase-3, were detected by performing western blot. *P<0.05, vs. Doxorubicin group; #P<0.05, vs. Sorafenib group.</p

Phosphine-Catalyzed [3 + 2] Annulations of γ-Functionalized Butynoates and 1<i>C</i>,3<i>O</i>-Bisnucleophiles: Highly Selective Reagent-Controlled Pathways to Polysubstituted Furans

In this paper, a reagent-controlled [3 + 2] annulation of γ-functionalized butynoates 1 and 1C,3O-bisnucleophiles 2 is reported, which leads to three distinct furan skeletons 3–5. A PPh3 catalyst preferentially attached the β-position of 1a, facilitating α-addition to furnish Type I annulations. With the assistance of Ag2O, Type II annulations were achieved via selective γ-substitution. In the absence of the PPh3 catalyst, the reagent Cs2CO3 promoted β-addition to realize Type III annulations

Fumagillin treatment decreased MetAP-2.

A. After Fumagillin treatment, MetAP-2 mRNA (left panel) and protein (right panel) were measured in Huh-7 or SNU-449 CSCs. *P<0.05, vs. Mock group. B. GEPIA database presents the transcriptional level of MetAP-2 in LIHC tissues (left panel) and its relation with overall survival rate (right panel). By transfecting lentivirus, MetAP-2 was efficiently overexpressed (C, *P<0.05, vs vector group) or downregulated (D, *P<0.05, vs shScrambled group). E. Overexpressed MetAP-2 is not affected by Fumagillin treatment. F. After being treated with Fumagillin for 24 h or MetAP-2 knockdown, mitochondrial homeostasis was measured by performing JC-1 staining followed by flow cytometry assay.</p