메뉴 건너뛰기




Volumn 93, Issue , 2015, Pages 25-31

Synthesis and biological evaluation of novel sarsasapogenin derivatives as potential anti-tumor agents

Author keywords

26 Aminofurostan derivatives; 3 Aminospirostan derivatives; Anti tumor activity; Sarsasapogenin; Spirostan

Indexed keywords

(22,25) 26 BROMO 3BETA METHOXY 5BETA FUROSTAN; (22,25) 26 DIETHYLAMINO 3BETA METHOXY 5BETA FUROSTAN; (22,25) 26 DIMETHYLAMINO 3BETA METHOXY 5BETA FUROSTAN; (22,25) 3BETA METHOXY 26 (4 METHYLPIPERAZINYLAMINO) 5BETA FUROSTAN; (22,25) 3BETA METHOXY 26 MORPHOLINYLAMINO 5BETA FUROSTAN; (22,25) 3BETA METHOXY 26 PIPERAZINYLAMINO 5BETA FUROSTAN; (22,25) 3BETA METHOXY 26 PIPERIDINYLAMINO 5BETA FUROSTAN; (22,25) 3BETA METHOXY 26 PYRROLIDINYLAMINO 5BETA FUROSTAN; (22,25) 3BETA METHOXY 5BETA FUROSTAN 26 OL; (25) 3ALPHA BROMO 5BETA SPIROSTAN; (25) 3BETA (4 METHYLPIPERAZINYLAMINO) 5BETA SPIROSTAN; (25) 3BETA DIETHYLAMINO 5BETA SPIROSTAN; (25) 3BETA DIMETHYLAMINO 5BETA SPIROSTAN; (25) 3BETA METHOXY 5BETA SPIROSTAN; (25) 3BETA MORPHOLINYLAMINO 5BETA SPIROSTAN; (25) 3BETA PIPERAZINYLAMINO 5BETA SPIROSTAN; (25) 3BETA PIPERIDINYLAMINO 5BETA SPIROSTAN; (25) 3BETA PYRROLIDINYLAMINO 5BETA SPIROSTAN; ANTINEOPLASTIC AGENT; COMPLEMENT; COMPLEMENT COMPONENT C26; COMPLEMENT COMPONENT C3; FLUOROURACIL; SAPOGENIN; SARSASAPOGENIN; SARSASAPOGENIN DERIVATIVE; TIMOSAPONIN A III; UNCLASSIFIED DRUG; SPIROSTAN DERIVATIVE;

EID: 84918802171     PISSN: 0039128X     EISSN: 18785867     Source Type: Journal    
DOI: 10.1016/j.steroids.2014.09.007     Document Type: Article
Times cited : (16)

References (33)
  • 2
    • 67650688127 scopus 로고    scopus 로고
    • Cancer stem cells: A new theory regarding a timeless disease
    • B. Sarkar, J. Dosch, and D.M. Simeone Cancer stem cells: a new theory regarding a timeless disease Chem Rev 109 2009 3200 3208
    • (2009) Chem Rev , vol.109 , pp. 3200-3208
    • Sarkar, B.1    Dosch, J.2    Simeone, D.M.3
  • 3
    • 77952945491 scopus 로고    scopus 로고
    • Cancer stem cells: Wnt-looking outside in
    • T. Villanueva Cancer stem cells: Wnt-looking outside in Nat Rev Cancer 10 2010 386 387
    • (2010) Nat Rev Cancer , vol.10 , pp. 386-387
    • Villanueva, T.1
  • 4
    • 16844375686 scopus 로고    scopus 로고
    • Chemical approaches to the discovery and development of cancer therapies
    • S. Neidle, and D.E. Thurston Chemical approaches to the discovery and development of cancer therapies Nat Rev Cancer 5 2005 285 296
    • (2005) Nat Rev Cancer , vol.5 , pp. 285-296
    • Neidle, S.1    Thurston, D.E.2
  • 5
    • 84876126007 scopus 로고    scopus 로고
    • Daphnane-type diterpenes with inhibitory activities against human cancer cell lines from Daphne genkwa
    • F. Li, Q. Sun, and L. Hong Daphnane-type diterpenes with inhibitory activities against human cancer cell lines from Daphne genkwa Bioorg Med Chem Lett 23 2013 2500 2504
    • (2013) Bioorg Med Chem Lett , vol.23 , pp. 2500-2504
    • Li, F.1    Sun, Q.2    Hong, L.3
  • 6
    • 84874036530 scopus 로고    scopus 로고
    • Two new abietane diterpenoids from the Roots of Tripterygium wilfordii Hook.F
    • J.Y. Li, Y. Peng, and L.Z. Li Two new abietane diterpenoids from the Roots of Tripterygium wilfordii Hook.F HeIv Chim Acta 96 2013 313 319
    • (2013) HeIv Chim Acta , vol.96 , pp. 313-319
    • Li, J.Y.1    Peng, Y.2    Li, L.Z.3
  • 7
    • 47649123689 scopus 로고    scopus 로고
    • Research progress in improving brain function by Anemarrhena asphodeloides Bunge and its effective components
    • Y. Deng, B. Ma, Y. Cong, and Q. Xu Research progress in improving brain function by Anemarrhena asphodeloides Bunge and its effective components Chin Pharmacol Bull 24 2008 576 579
    • (2008) Chin Pharmacol Bull , vol.24 , pp. 576-579
    • Deng, Y.1    Ma, B.2    Cong, Y.3    Xu, Q.4
  • 8
    • 0023852707 scopus 로고
    • Antifungal activity of Trillium grandiflorum constituents
    • C.D. Hufford, S. Liu, and A.M. Clark Antifungal activity of Trillium grandiflorum constituents J Nat Prod 51 1988 94 98
    • (1988) J Nat Prod , vol.51 , pp. 94-98
    • Hufford, C.D.1    Liu, S.2    Clark, A.M.3
  • 9
    • 0034114514 scopus 로고    scopus 로고
    • Anti-herpes virus activity of Solanum steroidal glycosides
    • T. Ikeda, J. Ando, and A. Miyazono Anti-herpes virus activity of Solanum steroidal glycosides Biol Pharm Bull 23 2000 363 364
    • (2000) Biol Pharm Bull , vol.23 , pp. 363-364
    • Ikeda, T.1    Ando, J.2    Miyazono, A.3
  • 10
    • 0001068345 scopus 로고
    • Structure-activity relationships of the saponins dioscin and dioscinin
    • M. Takechi, S. Shimada, and Y. Tanaka Structure-activity relationships of the saponins dioscin and dioscinin Phytochemistry 30 1991 3943 3944
    • (1991) Phytochemistry , vol.30 , pp. 3943-3944
    • Takechi, M.1    Shimada, S.2    Tanaka, Y.3
  • 11
    • 0033142354 scopus 로고    scopus 로고
    • Inhibition of mouse ear edema by steroidal and triterpenoid saponins
    • S.Y. Kim, K.H. Son, and H.W. Chang Inhibition of mouse ear edema by steroidal and triterpenoid saponins Arch Pharmacal Res 22 1999 313 316
    • (1999) Arch Pharmacal Res , vol.22 , pp. 313-316
    • Kim, S.Y.1    Son, K.H.2    Chang, H.W.3
  • 12
    • 0023719967 scopus 로고
    • Screening test for platelet aggregation inhibitor in natural products. The active principle of Anemarrhenae Rhizoma
    • A. Niwa, O. Takeda, and M. Ishimaru Screening test for platelet aggregation inhibitor in natural products. The active principle of Anemarrhenae Rhizoma Yakugaku Zasshi 108 1988 555
    • (1988) Yakugaku Zasshi , vol.108 , pp. 555
    • Niwa, A.1    Takeda, O.2    Ishimaru, M.3
  • 13
    • 0036266324 scopus 로고    scopus 로고
    • Antidiabetic effects of Panax ginseng berry extract and the identification of an effective component
    • A.S. Attele, Y.P. Zhou, and J.T. Xie Antidiabetic effects of Panax ginseng berry extract and the identification of an effective component Diabetes 51 2002 1851 1858
    • (2002) Diabetes , vol.51 , pp. 1851-1858
    • Attele, A.S.1    Zhou, Y.P.2    Xie, J.T.3
  • 15
    • 77956655047 scopus 로고    scopus 로고
    • Chemical study and medical application of saponins as anti-cancer agents
    • S. Man, W. Gao, and Y. Zhang Chemical study and medical application of saponins as anti-cancer agents Fitoterapia 81 2010 703 714
    • (2010) Fitoterapia , vol.81 , pp. 703-714
    • Man, S.1    Gao, W.2    Zhang, Y.3
  • 16
    • 34548653818 scopus 로고    scopus 로고
    • Filiasparosides AD, cytotoxic steroidal saponins from the roots of Asparagus filicinus
    • L.B. Zhou, T.H. Chen, and K.F. Bastow Filiasparosides AD, cytotoxic steroidal saponins from the roots of Asparagus filicinus J Nat Prod 70 2007 1263 1267
    • (2007) J Nat Prod , vol.70 , pp. 1263-1267
    • Zhou, L.B.1    Chen, T.H.2    Bastow, K.F.3
  • 17
    • 0037528142 scopus 로고    scopus 로고
    • Bulbinelonesides AE, phenylanthraquinone glycosides from the roots of Bulbinella floribunda
    • M. Kuroda, Y. Mimaki, and H. Sakagami Bulbinelonesides AE, phenylanthraquinone glycosides from the roots of Bulbinella floribunda J Nat Prod 66 2003 894 897
    • (2003) J Nat Prod , vol.66 , pp. 894-897
    • Kuroda, M.1    Mimaki, Y.2    Sakagami, H.3
  • 18
    • 0026320305 scopus 로고
    • Experimental antitumor agents from Solanum indicum L
    • H.C. Chiang, T.H. Tseng, and C.J. Wang Experimental antitumor agents from Solanum indicum L Anticancer Res 11 1990 1911 1917
    • (1990) Anticancer Res , vol.11 , pp. 1911-1917
    • Chiang, H.C.1    Tseng, T.H.2    Wang, C.J.3
  • 20
    • 80052933160 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of the glycoside (25R)-3β,16β-diacetoxy-22-oxocholest-5-en-26-yl β-D-glucopyranoside: A selective anticancer agent in cervicouterine cell lines
    • M.A. Fernández-Herrera, H. López-Muñoz, and J. Hernández-Vázquez Synthesis and biological evaluation of the glycoside (25R)-3β,16β-diacetoxy-22-oxocholest-5-en-26-yl β-D-glucopyranoside: a selective anticancer agent in cervicouterine cell lines Eur J Med Chem 46 2011 3877 3886
    • (2011) Eur J Med Chem , vol.46 , pp. 3877-3886
    • Fernández-Herrera, M.A.1    López-Muñoz, H.2    Hernández-Vázquez, J.3
  • 21
    • 77957840828 scopus 로고    scopus 로고
    • Synthesis of the steroidal glycoside (25R)-3b,16b-diacetoxy-12,22-dioxo-5a-cholestan-26-yl b-D-glucopyranoside and its anti-cancerproperties on cervicouterine HeLa, CaSki, and ViBo cells
    • M.A. Fernández-Herrera, S. Mohan, and H. López-Muñoz Synthesis of the steroidal glycoside (25R)-3b,16b-diacetoxy-12,22-dioxo-5a-cholestan-26-yl b-D-glucopyranoside and its anti-cancerproperties on cervicouterine HeLa, CaSki, and ViBo cells Eur J Med Chem 45 2010 4827 4837
    • (2010) Eur J Med Chem , vol.45 , pp. 4827-4837
    • Fernández-Herrera, M.A.1    Mohan, S.2    López-Muñoz, H.3
  • 22
    • 77953203567 scopus 로고    scopus 로고
    • Formation of the steroidal 3β-hydroxy-6-oxo-moiety. Synthesis and cytotoxicity of glucolaxogenin
    • M.A. Fernández-Herrera, J. Sandoval-Ramírez, and H. López-Muñoz Formation of the steroidal 3β-hydroxy-6-oxo-moiety. Synthesis and cytotoxicity of glucolaxogenin Arkivoc xiii 2009 170 184
    • (2009) Arkivoc , vol.XIII , pp. 170-184
    • Fernández-Herrera, M.A.1    Sandoval-Ramírez, J.2    López-Muñoz, H.3
  • 23
    • 84882744351 scopus 로고    scopus 로고
    • A novel mechanism of XIAP degradation induced by timosaponin AIII in hepatocellular carcinoma
    • N. Wang, Y. Feng, and M. Zhu A novel mechanism of XIAP degradation induced by timosaponin AIII in hepatocellular carcinoma BBA-Mol Cell Res 1833 2013 2890 2899
    • (2013) BBA-Mol Cell Res , vol.1833 , pp. 2890-2899
    • Wang, N.1    Feng, Y.2    Zhu, M.3
  • 24
    • 57749085555 scopus 로고    scopus 로고
    • Timosaponin A-III induces autophagy preceding mitochondria-mediated apoptosis in HeLa cancer cells
    • L.K. Sy, S.C. Yan, and C.N. Lok Timosaponin A-III induces autophagy preceding mitochondria-mediated apoptosis in HeLa cancer cells Cancer Res 68 2008 10229 10237
    • (2008) Cancer Res , vol.68 , pp. 10229-10237
    • Sy, L.K.1    Yan, S.C.2    Lok, C.N.3
  • 25
    • 80052408968 scopus 로고    scopus 로고
    • Activation of autophagy of aggregation-prone ubiquitinated proteins by timosaponin A-III
    • C.N. Lok, L.K. Sy, and F. Liu Activation of autophagy of aggregation-prone ubiquitinated proteins by timosaponin A-III J Biol Chem 286 2011 31684 31696
    • (2011) J Biol Chem , vol.286 , pp. 31684-31696
    • Lok, C.N.1    Sy, L.K.2    Liu, F.3
  • 26
    • 79955412969 scopus 로고    scopus 로고
    • Cytotoxic and antineoplastic activity of timosaponin A-III for human colon cancer cells
    • Y.J. Kang, H.J. Chung, and J.W. Nam Cytotoxic and antineoplastic activity of timosaponin A-III for human colon cancer cells J Nat Prod 74 2011 701 706
    • (2011) J Nat Prod , vol.74 , pp. 701-706
    • Kang, Y.J.1    Chung, H.J.2    Nam, J.W.3
  • 27
    • 70349645385 scopus 로고    scopus 로고
    • Timosaponin AIII is preferentially cytotoxic to tumor cells through inhibition of mTOR and induction of ER stress
    • F.W. King, S. Fong, and C. Griffin Timosaponin AIII is preferentially cytotoxic to tumor cells through inhibition of mTOR and induction of ER stress Plos One 4 2009 326 334
    • (2009) Plos One , vol.4 , pp. 326-334
    • King, F.W.1    Fong, S.2    Griffin, C.3
  • 28
    • 34548037901 scopus 로고    scopus 로고
    • Connecting endoplasmic reticulum stress to autophagy by unfolded protein response and calcium
    • M. Høyer-Hansen, and M. Jäättelä Connecting endoplasmic reticulum stress to autophagy by unfolded protein response and calcium Cell Death Differ 14 2007 1576 1582
    • (2007) Cell Death Differ , vol.14 , pp. 1576-1582
    • Høyer-Hansen, M.1    Jäättelä, M.2
  • 29
    • 33947386684 scopus 로고    scopus 로고
    • Endoplasmic reticulum stress
    • T. Yorimitsu, and D.J. Klionsky Endoplasmic reticulum stress Autophagy 3 2007 160 162
    • (2007) Autophagy , vol.3 , pp. 160-162
    • Yorimitsu, T.1    Klionsky, D.J.2
  • 30
    • 53549113031 scopus 로고    scopus 로고
    • The role of TOR in autophagy regulation from yeast to plants and mammals
    • S. Díaz-Troya, M.E. Pérez-Pérez, and F.J. Florencio The role of TOR in autophagy regulation from yeast to plants and mammals Autophagy 4 2008 851 865
    • (2008) Autophagy , vol.4 , pp. 851-865
    • Díaz-Troya, S.1    Pérez-Pérez, M.E.2    Florencio, F.J.3
  • 31
    • 0000414496 scopus 로고
    • The Mitsunobu reaction
    • D.L. Hughes The Mitsunobu reaction Org React 42 1992 335 656
    • (1992) Org React , vol.42 , pp. 335-656
    • Hughes, D.L.1
  • 32
    • 43049118945 scopus 로고    scopus 로고
    • Chemical synthesis of 2β-amino-5α-androstane-3α,17β-diol N-derivatives and their antiproliferative effect on HL-60 human leukemia cells
    • D. Thibeault, J. Roy, P. DeRoy, and D. Poirier Chemical synthesis of 2β-amino-5α-androstane-3α,17β-diol N-derivatives and their antiproliferative effect on HL-60 human leukemia cells Bioorg Med Chem 16 2008 5062 5077
    • (2008) Bioorg Med Chem , vol.16 , pp. 5062-5077
    • Thibeault, D.1    Roy, J.2    Deroy, P.3    Poirier, D.4
  • 33
    • 0001553767 scopus 로고
    • Facile synthesis of a substituted bicycle[4.2.1]nonane via an anionic[1,3]-sigmatropic shift: Use of long range 2D HETCOR and difference NOE in structure determination
    • M.E. Jung, and S.M. Kaas Facile synthesis of a substituted bicycle[4.2.1]nonane via an anionic[1,3]-sigmatropic shift: Use of long range 2D HETCOR and difference NOE in structure determination Tetrahedron Lett 30 1989 641 644
    • (1989) Tetrahedron Lett , vol.30 , pp. 641-644
    • Jung, M.E.1    Kaas, S.M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.