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Volumn 10, Issue 5, 2012, Pages 987-997

Cytotoxic sesterterpenoids from a sponge Hippospongia sp.

Author keywords

Hippospongia; Scalarane; Sesterterpenoid; Sponge

Indexed keywords

12 DEACETOXYSCALARIN 19 ACETATE; CYTOTOXIC AGENT; DACTINOMYCIN; HETERONEMIN; HETERONEMIN ACETATE; HIPPOSPONGIDE A; HIPPOSPONGIDE B; HYRTIOSAL; HYRTIOSIN E; SCALARAFURAN; SESTERTERPENE; UNCLASSIFIED DRUG;

EID: 84862860095     PISSN: None     EISSN: 16603397     Source Type: Journal    
DOI: 10.3390/md10050987     Document Type: Article
Times cited : (40)

References (36)
  • 1
    • 78650023969 scopus 로고    scopus 로고
    • Scalarane sesterterpenoids
    • González, M.A. Scalarane sesterterpenoids. Curr. Bioact. Comp. 2010, 6, 178-206.
    • (2010) Curr. Bioact. Comp. , vol.6 , pp. 178-206
    • González, M.A.1
  • 2
    • 0343474986 scopus 로고
    • 13C NMR spectrum and stereochemistry of heteronemin
    • 13C NMR spectrum and stereochemistry of heteronemin. Tetrahedron 1977, 33, 2997-2998.
    • (1977) Tetrahedron , vol.33 , pp. 2997-2998
    • Kashman, Y.1    Rudi, A.2
  • 3
    • 0022804533 scopus 로고
    • Sesterterpenes from a common marine sponge, Hyrtios erecta
    • Crews, P.; Bescansa, P. Sesterterpenes from a common marine sponge, Hyrtios erecta. J. Nat. Prod. 1986, 49, 1041-1052.
    • (1986) J. Nat. Prod. , vol.49 , pp. 1041-1052
    • Crews, P.1    Bescansa, P.2
  • 4
    • 20344408514 scopus 로고    scopus 로고
    • Hyrtiosins A-E, five new scalarane sesterterpenes from the South China Sea sponge Hyrtios erecta
    • Yu, Z.-G.; Bi, K.-S.; Gue, Y.-W. Hyrtiosins A-E, five new scalarane sesterterpenes from the South China Sea sponge Hyrtios erecta. HeIv. Chim. Acta 2005, 88, 1004-1009.
    • (2005) HeIv. Chim. Acta , vol.88 , pp. 1004-1009
    • Yu, Z.-G.1    Bi, K.-S.2    Gue, Y.-W.3
  • 6
    • 0026569399 scopus 로고
    • Hyrtiosal, a new sesterterpenoid with a novel carbon skeleton from the Okinawan marine sponge Hyrtios erectus
    • Iguchi, K.; Shimada, Y.; Yamada, Y. Hyrtiosal, a new sesterterpenoid with a novel carbon skeleton from the Okinawan marine sponge Hyrtios erectus. J. Org. Chem. 1992, 57, 522-524.
    • (1992) J. Org. Chem. , vol.57 , pp. 522-524
    • Iguchi, K.1    Shimada, Y.2    Yamada, Y.3
  • 8
    • 0036163649 scopus 로고    scopus 로고
    • Salmahyrtisol A, a novel cytotoxic sesterterpene from the Red Sea sponge Hyrtios erecta
    • DOI 10.1021/np0101853
    • Youssef, D.T.A.; Yamaki, R.K.; Kelly, M.; Scheuer, P.J. Salmahyrtisol A, a novel cytotoxic sesterterpene from the Red Sea sponge Hyrtios erecta. J. Nat. Prod. 2002, 65, 2-6. (Pubitemid 34118802)
    • (2002) Journal of Natural Products , vol.65 , Issue.1 , pp. 2-6
    • Youssef, D.T.A.1    Yamaki, R.K.2    Kelly, M.3    Scheuer, P.J.4
  • 10
    • 0000432503 scopus 로고
    • Scalarin, a new pentacyclic C-25 terpenoid from the sponge Cacospongia scalaris
    • Fattorusso, E.; Magno, S.; Santacroce, C.; Sica, D. Scalarin, a new pentacyclic C-25 terpenoid from the sponge Cacospongia scalaris. Tetrahedron 1972, 28, 5993-5997.
    • (1972) Tetrahedron , vol.28 , pp. 5993-5997
    • Fattorusso, E.1    Magno, S.2    Santacroce, C.3    Sica, D.4
  • 12
    • 0023792919 scopus 로고
    • Evaluation of a soluble tetrazolium/formazan assay for cell growth and drug sensitivity in culture using human and other tumor cell lines
    • Scudiero, D.A.; Shoemaker, R.H.; Paull, K.D.; Monks, A.; Tierney, S.; Nofziger, T.H.; Currens, M.J.; Seniff, D.; Boyd, M.R. Evaluation of a soluble tetrazolium/formazan assay for cell growth and drug sensitivity in culture using human and other tumor cell lines. Cancer Res. 1988, 48, 4827-4833.
    • (1988) Cancer Res. , vol.48 , pp. 4827-4833
    • Scudiero, D.A.1    Shoemaker, R.H.2    Paull, K.D.3    Monks, A.4    Tierney, S.5    Nofziger, T.H.6    Currens, M.J.7    Seniff, D.8    Boyd, M.R.9
  • 13
    • 84855226459 scopus 로고    scopus 로고
    • version 9.0.1; CambridgeSoft Corporation: Cambridge, MA, USA
    • Chem3D Ultra, version 9.0.1; CambridgeSoft Corporation: Cambridge, MA, USA, 2005.
    • (2005) Chem3D Ultra
  • 14
    • 33947726601 scopus 로고    scopus 로고
    • Sesterterpene sulfates as isocitrate lyase inhibitors from tropical sponge Hippospongia sp.
    • DOI 10.1016/j.bmcl.2007.02.027, PII S0960894X07002223
    • Lee, H.-S.; Lee, T.-H.; Yang, S.H.; Shin, H.J.; Shin, J.; Oh, K.-B. Sesterterpene sulfates as isocitrate lyase inhibitors from tropical sponge Hippospongia sp. Bioorg. Med. Chem. Lett. 2007, 17, 2483-2486. (Pubitemid 46507787)
    • (2007) Bioorganic and Medicinal Chemistry Letters , vol.17 , Issue.9 , pp. 2483-2486
    • Lee, H.-S.1    Lee, T.-H.2    Yang, S.H.3    Shin, H.J.4    Shin, J.5    Oh, K.-B.6
  • 16
    • 33750042567 scopus 로고    scopus 로고
    • Sesquiterpene quinones from a marine sponge Hippospongia sp. that inhibit maturation of starfish oocytes and induce cell cycle arrest with HepG2 cells
    • DOI 10.1080/13880200600883056, PII Q002VQ7317004854
    • Liu, H.; Wang, G.; Namikoshi, M.; Kobayashi, H.; Yao, X.; Cai, G. Sesquiterpene quinones from a marine sponge Hippospongia sp. that inhibit maturation of starfish oocytes and induce cell cycle arrest with HepG2 cells. Pharm. Biol. 2006, 44, 522-527. (Pubitemid 44582018)
    • (2006) Pharmaceutical Biology , vol.44 , Issue.7 , pp. 522-527
    • Liu, H.1    Wang, G.2    Namikoshi, M.3    Kobayashi, H.4    Yao, X.5    Cai, G.6
  • 17
    • 0034977987 scopus 로고    scopus 로고
    • New sesquiterpene hydroquinones from a taiwanese marine sponge, Hippospongia metachromia
    • DOI 10.1021/np000610c
    • Shen, Y.-C.; Chen, C.-Y.; Kuo, Y.-H. New sesquiterpene hydroquinones from a Taiwanese marine sponge, Hippospongia metachromia. J. Nat. Prod. 2001, 64, 801-803. (Pubitemid 32565935)
    • (2001) Journal of Natural Products , vol.64 , Issue.6 , pp. 801-803
    • Shen, Y.-C.1    Chen, C.-Y.2    Kuo, Y.-H.3
  • 18
    • 0023922313 scopus 로고
    • Metachromins A and B, novel antineoplastic sesquiterpenoids from the Okinawan sponge Hippospongia cf. metachromia
    • Ishibashi, M.; Ohizumi, Y.; Cheng, J.-f.; Nakamura, H.; Hirata, Y.; Sasaki, T.; Kobayashi, J. Metachromins A and B, novel antineoplastic sesquiterpenoids from the Okinawan sponge Hippospongia cf. metachromia. J. Org. Chem. 1988, 53, 2855-2858.
    • (1988) J. Org. Chem. , vol.53 , pp. 2855-2858
    • Ishibashi, M.1    Ohizumi, Y.2    Cheng, J.-F.3    Nakamura, H.4    Hirata, Y.5    Sasaki, T.6    Kobayashi, J.7
  • 19
    • 0035093998 scopus 로고    scopus 로고
    • Hipposulfates A and B, new sesterterpene sulfates from an Okinawan sponge, Hippospongia cf. metachromia
    • DOI 10.1021/np000060i
    • Musman, M.; Ohtani, I.I.; Nagaoka, D.; Tanaka, J.; Higa, T. Hipposulfates A and B, new sesterterpene sulfates from an Okinawan sponge, Hippospongia cf. metachromia. J. Nat. Prod. 2001, 64, 350-352. (Pubitemid 32249802)
    • (2001) Journal of Natural Products , vol.64 , Issue.3 , pp. 350-352
    • Musman, M.1    Ohtani, I.I.2    Nagaoka, D.3    Tanaka, J.4    Higa, T.5
  • 21
    • 34548844726 scopus 로고    scopus 로고
    • Promotion of IL-8 production in PMA-stimulated HL-60 cells by sesquiterpene quinones from a marine sponge, Hippospongia sp.
    • DOI 10.1007/s11418-007-0160-9
    • Oda, T.; Wang, W.; Fujita, A.; Mochizuki, M.; Ukai, K.; Namikoshi, M. Promotion of IL-8 production in PMA-stimulated HL-60 cells by sesquiterpene quinones from a marine sponge, Hippospongia sp. J. Nat. Med. 2007, 61, 434-437. (Pubitemid 47441018)
    • (2007) Journal of Natural Medicines , vol.61 , Issue.4 , pp. 434-437
    • Oda, T.1    Wang, W.2    Fujita, A.3    Mochizuki, M.4    Ukai, K.5    Namikoshi, M.6
  • 22
    • 0001608332 scopus 로고
    • New polyhydroxysterols from the dictyoceratid sponges Hippospongia communis, Spongia officinalis, Ircinia variabilis, and Spongionella gracilis
    • Madaio, A.; Piccialli, V.; Sica, D.; Corriero, G. New polyhydroxysterols from the dictyoceratid sponges Hippospongia communis, Spongia officinalis, Ircinia variabilis, and Spongionella gracilis. J. Nat. Prod. 1989, 52, 952-961.
    • (1989) J. Nat. Prod. , vol.52 , pp. 952-961
    • Madaio, A.1    Piccialli, V.2    Sica, D.3    Corriero, G.4
  • 23
    • 0025126884 scopus 로고
    • Minor 5,6-secosterols from the marine sponge hippospongia communis. Isolation and synthesis of (7z, 22e, 24r)-24-methyl-5,6-secocholesta- 7,22-diene-3β,5β,6-triol
    • Madaio, A.; Notaro, G.; Piccialli, V.; Sica, D. Minor 5,6-secosterols from the marine sponge Hisppospongia communis. Isolation and synthesis of (7Z,22E,24R)-24-methyl-5,6-secocholesta-7, 22-diene-3β,5β,6-triol. J. Nat. Prod. 1990, 53, 565-572. (Pubitemid 20311251)
    • (1990) Journal of Natural Products (Lloydia) , vol.53 , Issue.3 , pp. 565-572
    • Madaio, A.1    Notaro, G.2    Piccialli, V.3    Sica, D.4
  • 24
    • 0009892868 scopus 로고
    • Furospongin-1, a new C-21 furanoterpene from the sponges Spongia officinalis and Hippospongia communzs
    • Cimino, G.; de Stefano, S.; Minale, L. Furospongin-1, a new C-21 furanoterpene from the sponges Spongia officinalis and Hippospongia communzs. Tetrahedron 1971, 27, 4673-4679.
    • (1971) Tetrahedron , vol.27 , pp. 4673-4679
    • Cimino, G.1    De Stefano, S.2    Minale, L.3
  • 25
    • 10144239915 scopus 로고
    • Minor C-21 furanoterpenes from the sponges Spongia officinalis and Hippospongia communis
    • Cimino, G.; de Stefano, S.; Minale, L. Minor C-21 furanoterpenes from the sponges Spongia officinalis and Hippospongia communis. Tetrahedron 1972, 28, 267-273.
    • (1972) Tetrahedron , vol.28 , pp. 267-273
    • Cimino, G.1    De Stefano, S.2    Minale, L.3
  • 26
    • 0344145228 scopus 로고
    • Hipposterol, a unique trihydroxylated 5,6-secosterol from the marine sponge Hippospongia communis
    • Madaio, A.; Piccialli, V.; Sica, D. Hipposterol, a unique trihydroxylated 5,6-secosterol from the marine sponge Hippospongia communis. Tetrahedron Lett. 1988, 29, 5999-6000.
    • (1988) Tetrahedron Lett. , vol.29 , pp. 5999-6000
    • Madaio, A.1    Piccialli, V.2    Sica, D.3
  • 28
    • 0026442207 scopus 로고
    • Metachromins D-H, new cytotoxic sesquiterpenoids from the Okinawan marine sponge Hippospongia metachromia
    • Kobayashi, J.; Naitoh, K.; Saaski, T.; Shigemori, H. Metachromins D-H, new cytotoxic sesquiterpenoids from the Okinawan marine sponge Hippospongia metachromia. J. Org. Chen. 1992, 57, 5773-5776.
    • (1992) J. Org. Chen. , vol.57 , pp. 5773-5776
    • Kobayashi, J.1    Naitoh, K.2    Saaski, T.3    Shigemori, H.4
  • 30
    • 0029857250 scopus 로고    scopus 로고
    • Hippospongins A-F: New furanoterpenes from a southern Australian marine sponge Hippospongia sp.
    • DOI 10.1021/np960511s
    • Rochfort, S.J.; Atkin, D.; Hobbs, L.; Capon, R.J. Hippospongins A-F: New furanoterpenes from a Southern Australian marine sponge Hippospongia sp. J. Nat. Prod. 1996, 59, 1024-1028. (Pubitemid 26408650)
    • (1996) Journal of Natural Products , vol.59 , Issue.11 , pp. 1024-1028
    • Rochfort, S.J.1    Atkin, D.2    Hobbs, L.3    Capon, R.J.4
  • 31
    • 0022647571 scopus 로고
    • Hippospongin, a novel furanosesterterpene possessing antispasmodic activity from the Okinawan marine sponge Hippospongia sp.
    • DOI 10.1016/S0040-4039(00)84462-7
    • Kobayashi, J.; Ohizumi, Y.; Nakamura, H.; Hirata, Y. Hippospongin, a novel furanosesterterpene possessing antispasmodic activity from the Okinawan marine sponge Hippospongia sp. Tetrahedron Lett. 1986, 27, 2113-2116. (Pubitemid 16106363)
    • (1986) Tetrahedron Letters , vol.27 , Issue.19 , pp. 2113-2116
    • Kobayashi, J.1    Ohizumi, Y.2    Nakamura, H.3    Hirata, Y.4
  • 32
    • 0030597124 scopus 로고    scopus 로고
    • Hippospongic acid A: An unusual triterpenoic acid from a marine sponge, Hippospongia sp., which inhibits gastrulation of starfish embryos
    • DOI 10.1016/0040-4039(96)01772-8
    • Ohta, S.; Uno, M.; Tokumasu, M.; Hiraga, Y.; Ikegami, S. Hippospongic acid A: An unusual triterpenoic acid from a marine sponge, Hippospongia sp., which inhibits gastrulation of starfish embryos. Tetrahedron Lett. 1996, 37, 7765-7766. (Pubitemid 26344463)
    • (1996) Tetrahedron Letters , vol.37 , Issue.43 , pp. 7765-7766
    • Ohta, S.1    Uno, M.2    Tokumasu, M.3    Hiraga, Y.4    Ikegami, S.5
  • 33
    • 0034418838 scopus 로고    scopus 로고
    • 21 furanoterpene from the Indian marine sponge Hippospongia sp
    • 21 furanoterpene from the Indian marine sponge Hippospongia sp. Chin. Chem. Lett. 2000, 11, 327-330.
    • (2000) Chin. Chem. Lett. , vol.11 , pp. 327-330
    • Guo, Y.W.1    Trivellone, E.2
  • 34
    • 0022535180 scopus 로고
    • Dictyoceratin-A and -B, novel antimicrobial terpenoids from the Okinawan marine sponge Hippospongia sp.
    • DOI 10.1016/S0040-4020(01)87643-2
    • Nakamura, H.; Deng, S.; Kobayashi, J.; Ohizumi, Y. Dictyoceratin-A and -B, novel antimicrobial terpenoids from the Okinawan marine sponge Hippospongia sp. Tetrahedron 1986, 42, 4197-4201. (Pubitemid 16002817)
    • (1986) Tetrahedron , vol.42 , Issue.15 , pp. 4197-4201
    • Nakamura, H.1    Deng, S.2    Kobayashi, J.3    Ohizumi, Y.4
  • 35
    • 0030742636 scopus 로고    scopus 로고
    • Taurospongin A, a novel acetylenic fatty acid derivative inhibiting DNA polymerase and HIV reverse transcriptase from sponge Hippospongia sp
    • Ishiyama, H.; Ishibashi, M.; Ogawa, A.; Yoshida, S.; Kobayashi, J. Taurospongin A, a novel acetylenic fatty acid derivative inhibiting DNA polymerase and HIV reverse transcriptase from sponge Hippospongia sp. J. Org. Chem. 1997, 62, 3831-3836.
    • (1997) J. Org. Chem. , vol.62 , pp. 3831-3836
    • Ishiyama, H.1    Ishibashi, M.2    Ogawa, A.3    Yoshida, S.4    Kobayashi, J.5
  • 36
    • 0033647046 scopus 로고    scopus 로고
    • New hurgamides from a Red Sea sponge of the genus Hippospongia
    • Guo, Y.-W.; Trivellone, E. New hurgamides from a Red Sea sponge of the genus Hippospongia. J. Asian Nat. Prod. Res. 2006, 2, 251-256.
    • (2006) J. Asian Nat. Prod. Res. , vol.2 , pp. 251-256
    • Guo, Y.-W.1    Trivellone, E.2


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