7) were isolated from a marine sponge Monanchora sp. Their chemical structures were elucidated by extensive spectroscopic analysis. Compounds 1 and 3-strong class="a-plus-plus">7 showed moderate cytotoxicity against several human carcinoma cell lines including renal (A-498), pancreatic (PANC-1 and MIA PaCa-2), and colorectal (HCT 116) cancer cell lines." />
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Cytotoxic 5α,8α-epidioxy sterols from the marine sponge Monanchora sp.
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  • 作者:Bora Mun ; Weihong Wang ; Hiyoung Kim ; Dongyup Hahn
  • 关键词: ; ; epidioxy sterol ; Monanchora sp. ; Cytotoxicity ; Pancreatic cancer ; Renal cancer ; Colorectal cancer
  • 刊名:Archives of Pharmacal Research
  • 出版年:2015
  • 出版时间:January 2015
  • 年:2015
  • 卷:38
  • 期:1
  • 页码:18-25
  • 全文大小:293 KB
  • 参考文献:1. Berlinck, R.G.S., J.C. Braekman, and D. Daloze. 1992. Crambines C1 and C2: Two further ichthyotoxic guanidine alkaloids from the sponge / Crambe crambe. / Journal of Natural Products 55: 528-32. CrossRef
    2. Berlinck, R.G.S., D. Daloze, J.C. Braekman, R. Ricco, I. Bruno, S. Ferri, S. Spampinato, and E.J. Speroni. 1993. Polycyclic guanidine alkaloids from the marine sponge / Crambe crambe and Ca++ channel blocker activity of crambescidin 816. / Journal of Natural Products 56: 1007-015. CrossRef
    3. Chang, L.C., N.F. Whittaker, and C.A. Bewley. 2003. Crambescidin 826 and dehydrocrambine A: new polycyclic guanidine alkaloids from the marine sponge / Monanchora sp. / Journal of Natural Products 66: 1490-494. CrossRef
    4. Ferlay, J., H.R. Shin, F. Bray, D. Forman, C. Mathers, and D.M. Parkin. 2010. Estimates of worldwide burden of cancer in 2008: GLOBOCAN 2008. / International Journal of Cancer 127: 2893-917. CrossRef
    5. Gallimore, W.A., M. Kelly, and P.J. Scheuer. 2005. Alkaloids from the Sponge / Monanchora unguifera. / Journal of Natural Products 68: 1420-423. CrossRef
    6. Gauvin, A., J. Smadja, M. Aknin, R. Faure, and E.M. Gaydou. 2000. Isolation of bioactive 5α,8α-epidioxy sterols from the marine sponge / Luffariella cf. / variabilis. / Canadian Journal of Chemistry 78: 986-92.
    7. Gross, H., and G.M. K?nig. 2006. Terpenoids from marine organisms: unique structures and their pharmacological potential. / Phytochemistry Reviews 5: 115-41. CrossRef
    8. Gunatilaka, A.A.L., Y. Gopichand, F.J. Schmitz, and C. Djerassi. 1981. Minor and trace sterols in marine invertebrates. 26. Isolation and structure elucidation of nine new 5α,8α-epidioxy sterols from four marine organisms. / Journal of Organic Chemistry 46: 3860-866. CrossRef
    9. Guyot, M., and M. Durgeat. 1981. Occurrence of 9(11)-unsaturated sterol peroxides in tunicates. / Tetrahedron Letters 22: 1391-392. CrossRef
    10. Guzii, A.G., T.N. Makarieva, V.A. Denisenko, P.S. Dmitrenok, A.S. Kuzmich, S.A. Dyshlovoy, V.B. Krasokhin, and V.A. Stonik. 2010. Monanchocidin: A new apoptosis-inducing polycyclic guanidine alkaloid from the marine sponge / Monanchora pulchra. / Organic Letters 12: 4292-295. CrossRef
    11. Howlader, N., Noone, A.M., Krapcho, M., Neyman, N., Aminou, R., Altekruse, S.F., Kosary, C.L., Ruhl, J., Tatalovich, Z., Cho, H., Mariotto, A., Eisner, M.P., Lewis, D.R., Chen, H.S., Feuer, E.J., Cronin, K.A. (Eds.). SEER cancer statistics review, 1975-009 (Vintage 2009 Populations), National Cancer Institute. Bethesda, MD, http://seer.cancer.gov/csr/1975_2009_pops09/, based on November 2011 SEER data submission, posted to the SEER web site, April 2012.
    12. Im, K.S., K.I. Nam, C.J. Sim, and W.H. Jung. 2000. Sterol peroxide derivatives from the marine sponge / Spirastella abata. / Korean Journal of Pharmacognosy 31: 401-06.
    13. Ioannou, E., A.F. Abdel-Razik, M. Zervou, D. Christofidis, X. Alexi, C. Vagias, M.N. Alexis, and V. Roussis. 2009. 5α,8α-Epidioxysterols from the gorgonian / Eunicella cavolini and the ascidian / Trididemnum inarmatum: Isolation and evaluation of their antiproliferative activity. / Steroids 74: 73-0. CrossRef
    14. Jimenez, C., E. Quinoa, L. Castedo, and R. Riguera. 1986. Epidioxy sterols from the tunicates / Dendrodoa grossularia and / Ascidiella aspersa and the Gastropoda / Aplysia depilans and / Aplysia punctate. / Journal of Natural Products 49: 905-09. CrossRef
    15. Kahlos, K., L. Kangas, and R. Hiltunen. 1989. Ergosterol peroxide an active compound from / Inonotus radiatus. / Pl
  • 作者单位:Bora Mun (1)
    Weihong Wang (1)
    Hiyoung Kim (1)
    Dongyup Hahn (1)
    Inho Yang (1)
    Dong Hwan Won (1)
    Eun-hee Kim (1)
    Jihye Lee (1)
    Chulkyeong Han (1)
    Hyunji Kim (1)
    Merrick Ekins (2)
    Sang-Jip Nam (3)
    Hyukjae Choi (4)
    Heonjoong Kang (1) (5)

    1. Center for Marine Natural Products and Drug Discovery, School of Earth and Environmental Sciences, Seoul National University, NS-80, Seoul, 151-747, Republic of Korea
    2. Queensland Museum, South Brisbane BC, QLD, 4101, Australia
    3. Department of Chemistry and Nano Science, Ewha Womans University, Seoul, 120-750, Republic of Korea
    4. College of Pharmacy, Yeungnam University, 280, Daehak-ro, Gyeongsan, 712-749, Republic of Korea
    5. Research Institute of Oceanography, Seoul National University, NS-80, Seoul, 151-747, Republic of Korea
  • 刊物主题:Pharmacy; Pharmacology/Toxicology;
  • 出版者:Springer Netherlands
  • ISSN:1976-3786
文摘
Three new sterols, 5α,8α-epidioxy-24-norcholesta-6,9(11),22-trien-3β-ol (1), 5α,8α-epidioxy-cholesta-6,9(11),24-trien-3β-ol (2), and 5α,8α-epidioxy-cholesta-6,23-dien-3β,25-diol (3), with four known sterols (4-strong class="a-plus-plus">7) were isolated from a marine sponge Monanchora sp. Their chemical structures were elucidated by extensive spectroscopic analysis. Compounds 1 and 3-strong class="a-plus-plus">7 showed moderate cytotoxicity against several human carcinoma cell lines including renal (A-498), pancreatic (PANC-1 and MIA PaCa-2), and colorectal (HCT 116) cancer cell lines.

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