A series of novel 1,3,4-thiadiazole derivatives possessing benzisoselenazolone scaffold were designed and synthesized, and their antitumor activities against human cervix adenocarcinoma（HeLa）, human liver cancer cel...A series of novel 1,3,4-thiadiazole derivatives possessing benzisoselenazolone scaffold were designed and synthesized, and their antitumor activities against human cervix adenocarcinoma（HeLa）, human liver cancer cell（SMMC-7721）, human breast cancer cell（MCF-7） and human lung cancer cell（A549） lines were evaluated by CCK-8 assay, The bioassay results demonstrate that most of the tested compounds showed potent antiproliferative effects against various cell lines. Furthermore, compounds 7c, 7e, 7h, 7i and 7k showed significant antiproliferative activities against SMMC-7721 cells, with IC5o values of 2.38, 2.67, 1.35, 2.75 and 2.48 μmol/L, respectively. Com- pounds 7a, 7e, 7j and 71 exhibited highly effective antitumor activities against MCF-7 cells, with IC50 values of 2.89, 2.95, 1.12 and 2.75 μmol/L, respectively. Compound 7j was found to be the most potent compound against A549 cells, with an IC50 value of 1.25 μmol/L. The pharmacological results suggest that the substituents of benzylthio-moiety at position 2 on 1,3,4-thiadiazole are vital for modulating antitumor activities against various cancer cell lines.展开更多
A series of novel 1,3,4-thiadiazole derivatives based on benzisoselenazolone were synthesized and evaluated for their cytotoxicity in vitro against human liver cancer cell SSMC-7721,human breast cancer cell MCF-7 and ...A series of novel 1,3,4-thiadiazole derivatives based on benzisoselenazolone were synthesized and evaluated for their cytotoxicity in vitro against human liver cancer cell SSMC-7721,human breast cancer cell MCF-7 and human lung cancer cell A549 by CCK-8 assay.The results showed mat compounds 7e,7f,7h,7k,71 and 7m displayed good cytotoxicity against MCF-7 cell lines.Compound 71 exhibited the most potent antitumor activities among the tested compounds.展开更多
Ebselen was selected as the lead compound and a series of derivatives of benzisoselenazolone was designed and synthesized with pharmacological interest. Under ether water NaHCO 3 reaction system, 2 chloroselenoben...Ebselen was selected as the lead compound and a series of derivatives of benzisoselenazolone was designed and synthesized with pharmacological interest. Under ether water NaHCO 3 reaction system, 2 chloroselenobenzoyl chloride was treated with a series of sulfanilamide and ten Ebselen derivatives with SO 2NHR group attached to the p position of 2 phenyl moiety were prepared in good yields. All these new conpounds were characterized by 1H NMR, IR, UV spectra and elemental analysis.展开更多
The title compound has been synthesized in good yield in H2O/ethersystem by using 2--chloroselenobenzoyl chloride as the key intermediate. its structurewas characterized by elemental analysisi IR, IH NMR and X--ray di...The title compound has been synthesized in good yield in H2O/ethersystem by using 2--chloroselenobenzoyl chloride as the key intermediate. its structurewas characterized by elemental analysisi IR, IH NMR and X--ray diffraction analyses.Crystal data: C15H19NO3Se, M.r= 340. 28, hexagonal, P61, a= 8. 903(2), c= 34. 352(1)A, V=2358. I A3, Z=6, Dx=1. 438 g/cm3, λ(CuKa)=l. 5418 A, μ=33. 56cm--1, F (000) = 1044, final R = 0. 034 for 1396 observed reflections. Molecules incrystal form helieal chains with intermolecular Se...O distance of 2. 812(5) A as wellas intramolecular Se ...O distance of 3. 089 (5) A. Biological studies show that thiscompound is very active against human tumor cells, including HCT--8, Bel--7402,A432, HL--60 and K562.展开更多
The crystal structure of the title compound 2 (P, P Diphenoxy)phosphono( p methyl)benzyl 1, 2 benzisoselenazol 3 (2H) one, C 27 H 22 NO 4PSe, was determined by single crystal X ray diffr...The crystal structure of the title compound 2 (P, P Diphenoxy)phosphono( p methyl)benzyl 1, 2 benzisoselenazol 3 (2H) one, C 27 H 22 NO 4PSe, was determined by single crystal X ray diffraction. It crystallizes in the triclinic system, space group P1 (No. 2) with M r=534.41, a=9.761(2), b=10.304(2), c=13.396(3) , α=110.97(3), β=107.70(3). γ=90.02(3)°, V=1190(1) 3, Z=2, D x =1.492 g/cm 3 , λ=0.71073 , μ =1.6596 mm 1 and F(000)=544. The structure was solved by direct methods. The final R factor is 0.068 and R w is 0.074 for 2500 unique observed reflections I≥3σ(I) . The results presented herein indicate that the selenium containing bicyclic moiety is a coplanar structure and that two adjacent molecules are symmetrically linked to each other forming a dimer through the Se(1c)…O=P(1) bonding interaction with an intermolecular Se(1c)…O distance of 2.797 .展开更多
基金Supported by the National Natural Science Foundation of China（No.20971097） and the Tianjin Municipal Natural Science Foundation, China（No. 13JCYBJC24500）.
文摘A series of novel 1,3,4-thiadiazole derivatives possessing benzisoselenazolone scaffold were designed and synthesized, and their antitumor activities against human cervix adenocarcinoma（HeLa）, human liver cancer cell（SMMC-7721）, human breast cancer cell（MCF-7） and human lung cancer cell（A549） lines were evaluated by CCK-8 assay, The bioassay results demonstrate that most of the tested compounds showed potent antiproliferative effects against various cell lines. Furthermore, compounds 7c, 7e, 7h, 7i and 7k showed significant antiproliferative activities against SMMC-7721 cells, with IC5o values of 2.38, 2.67, 1.35, 2.75 and 2.48 μmol/L, respectively. Com- pounds 7a, 7e, 7j and 71 exhibited highly effective antitumor activities against MCF-7 cells, with IC50 values of 2.89, 2.95, 1.12 and 2.75 μmol/L, respectively. Compound 7j was found to be the most potent compound against A549 cells, with an IC50 value of 1.25 μmol/L. The pharmacological results suggest that the substituents of benzylthio-moiety at position 2 on 1,3,4-thiadiazole are vital for modulating antitumor activities against various cancer cell lines.
基金supported by the National NaturalScience Foundation of China(No.20971097)
文摘A series of novel 1,3,4-thiadiazole derivatives based on benzisoselenazolone were synthesized and evaluated for their cytotoxicity in vitro against human liver cancer cell SSMC-7721,human breast cancer cell MCF-7 and human lung cancer cell A549 by CCK-8 assay.The results showed mat compounds 7e,7f,7h,7k,71 and 7m displayed good cytotoxicity against MCF-7 cell lines.Compound 71 exhibited the most potent antitumor activities among the tested compounds.
文摘Ebselen was selected as the lead compound and a series of derivatives of benzisoselenazolone was designed and synthesized with pharmacological interest. Under ether water NaHCO 3 reaction system, 2 chloroselenobenzoyl chloride was treated with a series of sulfanilamide and ten Ebselen derivatives with SO 2NHR group attached to the p position of 2 phenyl moiety were prepared in good yields. All these new conpounds were characterized by 1H NMR, IR, UV spectra and elemental analysis.
文摘The title compound has been synthesized in good yield in H2O/ethersystem by using 2--chloroselenobenzoyl chloride as the key intermediate. its structurewas characterized by elemental analysisi IR, IH NMR and X--ray diffraction analyses.Crystal data: C15H19NO3Se, M.r= 340. 28, hexagonal, P61, a= 8. 903(2), c= 34. 352(1)A, V=2358. I A3, Z=6, Dx=1. 438 g/cm3, λ(CuKa)=l. 5418 A, μ=33. 56cm--1, F (000) = 1044, final R = 0. 034 for 1396 observed reflections. Molecules incrystal form helieal chains with intermolecular Se...O distance of 2. 812(5) A as wellas intramolecular Se ...O distance of 3. 089 (5) A. Biological studies show that thiscompound is very active against human tumor cells, including HCT--8, Bel--7402,A432, HL--60 and K562.
文摘The crystal structure of the title compound 2 (P, P Diphenoxy)phosphono( p methyl)benzyl 1, 2 benzisoselenazol 3 (2H) one, C 27 H 22 NO 4PSe, was determined by single crystal X ray diffraction. It crystallizes in the triclinic system, space group P1 (No. 2) with M r=534.41, a=9.761(2), b=10.304(2), c=13.396(3) , α=110.97(3), β=107.70(3). γ=90.02(3)°, V=1190(1) 3, Z=2, D x =1.492 g/cm 3 , λ=0.71073 , μ =1.6596 mm 1 and F(000)=544. The structure was solved by direct methods. The final R factor is 0.068 and R w is 0.074 for 2500 unique observed reflections I≥3σ(I) . The results presented herein indicate that the selenium containing bicyclic moiety is a coplanar structure and that two adjacent molecules are symmetrically linked to each other forming a dimer through the Se(1c)…O=P(1) bonding interaction with an intermolecular Se(1c)…O distance of 2.797 .
