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      KCI등재 SCIE SCOPUS

      Anticancer Activity of Novel Indenopyridine Derivatives

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      https://www.riss.kr/link?id=A104665124

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      다국어 초록 (Multilingual Abstract)

      Eighteen new 4-[2-amino-3-cyano-5-oxo-4-substitutedaryl-4H-indeno[1,2-b]pyridin-1-(5H)-yl]benzenesulfonamide derivatives 6a-q were synthesized via a reaction of aromatic aldehydes, enaminone 3 and malononitrile in one-pot reaction. Also, compounds 6a-...

      Eighteen new 4-[2-amino-3-cyano-5-oxo-4-substitutedaryl-4H-indeno[1,2-b]pyridin-1-(5H)-yl]benzenesulfonamide derivatives 6a-q were synthesized via a reaction of aromatic aldehydes, enaminone 3 and malononitrile in one-pot reaction. Also, compounds 6a-q were obtained, via another route by reaction of enaminone 3 with arylidenemalononitriles 4a-q. The structure of the synthesized compounds was characterized by microanalysis, IR, 1H-NMR, 13C-NMR and mass spectral data. All the target compounds were subjected to in vitro anticancer activity against breast cancer cell line (MCF7). Compound 6d showed a higher potency with IC50 value (4.34 μM) than that of the Doxorubicin (5.40 μM), as the reference drug, while compound 6n with IC50 value (6.84 μM) is nearly as active as Doxorubicin. Also, compounds 6a-c, 6e, 6f, 6h and 6p exhibited a moderate activity, while compounds 3, 6g, 6i-m, 6o and 6q showed weak activity.

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      참고문헌 (Reference)

      1 Manpadi, M., "Three-component synthesis and anticancer evaluation of polycyclic indenopyridines lead to the discovery of a novel indenoheterocycle with potent apoptosis inducing properties" 5 : 3865-3872, 2007

      2 Chegwidden, W. R., "The roles of carbonic anhydrase in metabolism, cell growth and cancer in animals, In The carbonic anhydrases new horizons" Birkhauser Verlog 343-363, 2000

      3 Turkmen, H., "Synthesis of sulfanilamide derivatives and investigation of in vitro inhibitory activities and antimicrobial and physical properties" 39 : 114-119, 2011

      4 Rostom, S. A., "Synthesis and in vitro antitumor evaluation of some indeno[1, 2-c]pyrazol(in)es substituted with sulfonamide, sulfonylurea(-thiourea)pharmacophores, and some derived thiazole ring systems" 14 : 6475-6485, 2006

      5 Ghorab, M. M., "Synthesis and biological activities of some novel triazoloquinazolines and triazinoquinazolines containing benzenesulfonamide moieties" 60 : 87-95, 2010

      6 Maren, T. H., "Relatons between structure and biological activity of sulfonamides" 16 : 309-327, 1976

      7 Ghahremanzadeh, R., "One-pot, pseudo four-component synthesis of a spiro [diindeno[1, 2-b : 2', 1'-e]pyridine-11, 3'-indoline]-trione library" 12 : 191-194, 2010

      8 Ismail, M. M., "Novel synthesis of pyrrolo [2, 3-d] pyrimidines bearing sulfonamide moieties as potential antitumor and radioprotective agents" 56 : 301-308, 2006

      9 Ghorab, M. M., "Novel antitumor and radioprotective sulfonamides containing pyrrolo [2, 3-d]pyrimidines" 56 : 405-413, 2006

      10 Skehan, P., "New colorimetric cytotoxicity assay for anticancer-drug screening" 82 : 1107-1112, 1990

      1 Manpadi, M., "Three-component synthesis and anticancer evaluation of polycyclic indenopyridines lead to the discovery of a novel indenoheterocycle with potent apoptosis inducing properties" 5 : 3865-3872, 2007

      2 Chegwidden, W. R., "The roles of carbonic anhydrase in metabolism, cell growth and cancer in animals, In The carbonic anhydrases new horizons" Birkhauser Verlog 343-363, 2000

      3 Turkmen, H., "Synthesis of sulfanilamide derivatives and investigation of in vitro inhibitory activities and antimicrobial and physical properties" 39 : 114-119, 2011

      4 Rostom, S. A., "Synthesis and in vitro antitumor evaluation of some indeno[1, 2-c]pyrazol(in)es substituted with sulfonamide, sulfonylurea(-thiourea)pharmacophores, and some derived thiazole ring systems" 14 : 6475-6485, 2006

      5 Ghorab, M. M., "Synthesis and biological activities of some novel triazoloquinazolines and triazinoquinazolines containing benzenesulfonamide moieties" 60 : 87-95, 2010

      6 Maren, T. H., "Relatons between structure and biological activity of sulfonamides" 16 : 309-327, 1976

      7 Ghahremanzadeh, R., "One-pot, pseudo four-component synthesis of a spiro [diindeno[1, 2-b : 2', 1'-e]pyridine-11, 3'-indoline]-trione library" 12 : 191-194, 2010

      8 Ismail, M. M., "Novel synthesis of pyrrolo [2, 3-d] pyrimidines bearing sulfonamide moieties as potential antitumor and radioprotective agents" 56 : 301-308, 2006

      9 Ghorab, M. M., "Novel antitumor and radioprotective sulfonamides containing pyrrolo [2, 3-d]pyrimidines" 56 : 405-413, 2006

      10 Skehan, P., "New colorimetric cytotoxicity assay for anticancer-drug screening" 82 : 1107-1112, 1990

      11 Hurley, L. H., "DNA and its associated processes as targets for cancer therapy" 2 : 188-200, 2002

      12 Kivelä, A. J., "Carbonic anhydrases in normal gastrointestinal tract and gastrointestinal tumours" 11 : 155-163, 2005

      13 Abbate, F., "Carbonic anhydrase inhibitors : E7070, a sulfonamide anticancer agent, potently inhibits cytosolic isozymes I and II, and transmembrane, tumor-associated isozyme IX" 14 : 217-223, 2004

      14 Supuran, C. T., "Carbonic anhydrase inhibitors" 10 : 575-600, 2000

      15 Supuran, C. T., "COX-2 selective inhibitors, carbonic anhydrase inhibition and anticancer properties of sulfonamides belonging to this class of pharmacological agents" 4 : 625-632, 2004

      16 Utsugi, T., "Antitumor activity of a novel quinoline derivative, TAS-103, with inhibitory effects on topoisomerases I and II" 88 : 992-1002, 1997

      17 Israel, M., "6H-indeno[1, 2-b] pyrido[3, 2-e]pyrazines. A new heterocyclic ring system" 9 : 255-262, 1972

      18 Vigante, B., "4-(10-Methyl-10H-phenothiazin-3-yl)-1, 4-dihydropyridines, 4, 5-dihydroindeno[1, 2-b] and 5, 5-dioxo-4, 5-dihydrobenzothieno[3, 2-b]pyridines" 43 : 225-232, 2007

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      학술지 이력

      학술지 이력
      연월일 이력구분 이력상세 등재구분
      2023 평가예정 해외DB학술지평가 신청대상 (해외등재 학술지 평가)
      2020-01-01 평가 등재학술지 유지 (해외등재 학술지 평가) KCI등재
      2010-01-01 평가 등재학술지 유지 (등재유지) KCI등재
      2008-01-01 평가 등재학술지 유지 (등재유지) KCI등재
      2006-01-01 평가 등재학술지 유지 (등재유지) KCI등재
      2004-01-01 평가 등재학술지 유지 (등재유지) KCI등재
      2001-01-01 평가 등재학술지 선정 (등재후보2차) KCI등재
      1998-07-01 평가 등재후보학술지 선정 (신규평가) KCI등재후보
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      학술지 인용정보

      학술지 인용정보
      기준연도 WOS-KCI 통합IF(2년) KCIF(2년) KCIF(3년)
      2016 1.96 0.2 1.44
      KCIF(4년) KCIF(5년) 중심성지수(3년) 즉시성지수
      1.07 0.87 0.439 0.05
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