메뉴 건너뛰기




Volumn 54, Issue 1, 2011, Pages 401-405

Solomonsterols A and B from Theonella swinhoei. the first example of C-24 and C-23 sulfated sterols from a marine source endowed with a PXR agonistic activity

Author keywords

[No Author keywords available]

Indexed keywords

PREGNANE X RECEPTOR; SOLOMONSTEROL A; SOLOMONSTEROL B; STEROL; UNCLASSIFIED DRUG;

EID: 78651112693     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm100968b     Document Type: Article
Times cited : (52)

References (44)
  • 2
    • 0001229636 scopus 로고
    • Polyoxygenated steroids of marine origin
    • DAuria, M. V.; Minale, L.; Riccio, R. Polyoxygenated steroids of marine origin Chem. Rev. 1993, 93, 1839-1895
    • (1993) Chem. Rev. , vol.93 , pp. 1839-1895
    • Dauria, M.V.1    Minale, L.2    Riccio, R.3
  • 3
    • 0032862255 scopus 로고    scopus 로고
    • Steroids from sponges: Recent reports
    • Aiello, A.; Menna, M.; Fattorusso, E. Steroids from sponges: recent reports Steroids 1999, 64, 687-714
    • (1999) Steroids , vol.64 , pp. 687-714
    • Aiello, A.1    Menna, M.2    Fattorusso, E.3
  • 4
    • 0019493694 scopus 로고
    • Bioactive marine metabolites II. Halistanol sulfate, an antimicrobial novel steroid sulfate from the marine sponge Halichondria cf. moorei Bergquist
    • Fusetani, N.; Matsunaga, S.; Konosu, S. Bioactive marine metabolites II. Halistanol sulfate, an antimicrobial novel steroid sulfate from the marine sponge Halichondria cf. moorei Bergquist Tetrahedron Lett. 1981, 22, 1985-1988
    • (1981) Tetrahedron Lett. , vol.22 , pp. 1985-1988
    • Fusetani, N.1    Matsunaga, S.2    Konosu, S.3
  • 5
    • 65649119651 scopus 로고    scopus 로고
    • Sulfated steroids: Ptilosteroids A-C and ptilosaponosides A and B from the Solomon Islands marine sponge Ptilocaulis spiculifer
    • Gabant, M.; Schmitz-Afonso, I.; Gallard, J.-F.; Menou, J.-L.; Laurent, D.; Debitus, C.; Al-Mourabit, A. Sulfated steroids: ptilosteroids A-C and ptilosaponosides A and B from the Solomon Islands marine sponge Ptilocaulis spiculifer J. Nat. Prod. 2009, 72, 760-763
    • (2009) J. Nat. Prod. , vol.72 , pp. 760-763
    • Gabant, M.1    Schmitz-Afonso, I.2    Gallard, J.-F.3    Menou, J.-L.4    Laurent, D.5    Debitus, C.6    Al-Mourabit, A.7
  • 6
    • 69949137285 scopus 로고    scopus 로고
    • Reversal of fluconazole resistance by sulfated sterols from the marine sponge Topsentia sp
    • Di Girolamo, J. A.; Li, X.-C.; Jacob, M. R.; Clark, A. M.; Ferreira, D. Reversal of fluconazole resistance by sulfated sterols from the marine sponge Topsentia sp J. Nat. Prod. 2009, 72, 1524-1528
    • (2009) J. Nat. Prod. , vol.72 , pp. 1524-1528
    • Di Girolamo, J.A.1    Li, X.-C.2    Jacob, M.R.3    Clark, A.M.4    Ferreira, D.5
  • 8
    • 34250749221 scopus 로고    scopus 로고
    • Eurysterols A and B, cytotoxic and antifungal steroidal sulfates from a marine sponge of the genus Euryspongia
    • Boonlarppradab, C.; Faulkner, D. J. Eurysterols A and B, cytotoxic and antifungal steroidal sulfates from a marine sponge of the genus Euryspongia J. Nat. Prod. 2007, 70, 846-848
    • (2007) J. Nat. Prod. , vol.70 , pp. 846-848
    • Boonlarppradab, C.1    Faulkner, D.J.2
  • 9
    • 0026031093 scopus 로고
    • New antiviral sterol disulfate ortho esters from the marine sponge Petrosia weinbergi
    • Koehn, F. E.; Gunasekera, M.; Cross, S. S. New antiviral sterol disulfate ortho esters from the marine sponge Petrosia weinbergi J. Org. Chem. 1991, 56, 1322-1325
    • (1991) J. Org. Chem. , vol.56 , pp. 1322-1325
    • Koehn, F.E.1    Gunasekera, M.2    Cross, S.S.3
  • 10
    • 0026022980 scopus 로고
    • Weinbersterol disulfates A and B, antiviral steroid sulfates from the spong e Petrosia weinbergi
    • Sun, H. H.; Cross, S. S.; Gunasekera, M.; Koehn, F. E. Weinbersterol disulfates A and B, antiviral steroid sulfates from the spong e Petrosia weinbergi Tetrahedron 1991, 47, 1185-1190
    • (1991) Tetrahedron , vol.47 , pp. 1185-1190
    • Sun, H.H.1    Cross, S.S.2    Gunasekera, M.3    Koehn, F.E.4
  • 11
    • 0027470889 scopus 로고
    • Ibisterol sulfate, a novel HIV-inhibitory sulfated sterol from the deep water sponge Topsentia sp
    • McKee, T. C.; Cardellina, J. H., II; Tischler, M.; Snader, K. M.; Boyd, M. R. Ibisterol sulfate, a novel HIV-inhibitory sulfated sterol from the deep water sponge Topsentia sp Tetrahedron Lett. 1993, 34, 389-392
    • (1993) Tetrahedron Lett. , vol.34 , pp. 389-392
    • McKee, T.C.1    Cardellina, J.H.I.I.2    Tischler, M.3    Snader, K.M.4    Boyd, M.R.5
  • 12
    • 0028267389 scopus 로고
    • Novel HIV-inhibitory halistanol sulfates F-H from a marine sponge, Pseudoaxinissa digitata
    • Bifulco, G.; Bruno, I.; Minale, L.; Riccio, R. Novel HIV-inhibitory halistanol sulfates F-H from a marine sponge, Pseudoaxinissa digitata J. Nat. Prod. 1994, 57, 164-167
    • (1994) J. Nat. Prod. , vol.57 , pp. 164-167
    • Bifulco, G.1    Bruno, I.2    Minale, L.3    Riccio, R.4
  • 14
    • 0035196457 scopus 로고    scopus 로고
    • Clathsterol, a novel anti-HIV-1 RT sulfated sterol from the sponge Clathria species
    • Rudi, A.; Yosief, T.; Loya, S.; Hizi, A.; Schleyer, M.; Kashman, Y. Clathsterol, a novel anti-HIV-1 RT sulfated sterol from the sponge Clathria species J. Nat. Prod. 2001, 64, 1451-1453
    • (2001) J. Nat. Prod. , vol.64 , pp. 1451-1453
    • Rudi, A.1    Yosief, T.2    Loya, S.3    Hizi, A.4    Schleyer, M.5    Kashman, Y.6
  • 16
    • 0020583316 scopus 로고
    • Biologically-active sterol sulfates from the marine sponge Toxadocia zumi
    • Nakatsu, T.; Walker, R. P.; Thompson, J. E.; Faulkner, D. J. Biologically-active sterol sulfates from the marine sponge Toxadocia zumi Experientia 1983, 39, 759-761
    • (1983) Experientia , vol.39 , pp. 759-761
    • Nakatsu, T.1    Walker, R.P.2    Thompson, J.E.3    Faulkner, D.J.4
  • 17
    • 0028598148 scopus 로고
    • Ophirapstanol trisulfate, a new biologically active steroid sulfate from the deep water marine sponge Topsentia ophiraphidites
    • Gunasekera, S. P.; Sennett, S. H.; Kelly-Borges, M.; Bryant, R. W. Ophirapstanol trisulfate, a new biologically active steroid sulfate from the deep water marine sponge Topsentia ophiraphidites J. Nat. Prod. 1994, 57, 1751-1754
    • (1994) J. Nat. Prod. , vol.57 , pp. 1751-1754
    • Gunasekera, S.P.1    Sennett, S.H.2    Kelly-Borges, M.3    Bryant, R.W.4
  • 18
    • 0035971817 scopus 로고    scopus 로고
    • Isolation and structure elucidation of two phosphorylated sterol sulfates, MT1-MMP inhibitors from a marine sponge Cribrochalina sp.: Revision of the structures of haplosamates A and B
    • Fujita, M.; Nakao, Y.; Matsunaga, S.; Seiki, M.; Itoh, Y.; van Soest, R. W. M.; Heubes, M.; Faulkner, D. J.; Fusetani, N. Isolation and structure elucidation of two phosphorylated sterol sulfates, MT1-MMP inhibitors from a marine sponge Cribrochalina sp.: revision of the structures of haplosamates A and B Tetrahedron 2001, 57, 3885-3890
    • (2001) Tetrahedron , vol.57 , pp. 3885-3890
    • Fujita, M.1    Nakao, Y.2    Matsunaga, S.3    Seiki, M.4    Itoh, Y.5    Van Soest, R.W.M.6    Heubes, M.7    Faulkner, D.J.8    Fusetani, N.9
  • 19
    • 0036597394 scopus 로고    scopus 로고
    • Lembehsterols A and B, novel sulfated sterols inhibiting thymidine phosphorylase, from the marine sponge Petrosia strongylata
    • Aoki, S.; Naka, Y.; Itoh, T.; Furukawa, T.; Rachmat, R.; Akiyama, S.-i.; Kobayashi, M. Lembehsterols A and B, novel sulfated sterols inhibiting thymidine phosphorylase, from the marine sponge Petrosia strongylata Chem. Pharm. Bull. 2002, 50, 827-830
    • (2002) Chem. Pharm. Bull. , vol.50 , pp. 827-830
    • Aoki, S.1    Naka, Y.2    Itoh, T.3    Furukawa, T.4    Rachmat, R.5    Kobayashi, M.6
  • 25
    • 4544378386 scopus 로고    scopus 로고
    • New C21 Δ20 pregnanes, inhibitors of mitochondrial respiratory chain, from Indopacific octocoral Carijoa sp
    • Ciavatta, M. L.; Lopez G., M. P.; Manzo, E.; Gavagnin, M.; Wahidulla, S.; Cimino, G. New C21 Δ20 pregnanes, inhibitors of mitochondrial respiratory chain, from Indopacific octocoral Carijoa sp Tetrahedron Lett. 2004, 45, 7745-7748
    • (2004) Tetrahedron Lett. , vol.45 , pp. 7745-7748
    • Ciavatta, M.L.1    Lopez, G.M.P.2    Manzo, E.3    Gavagnin, M.4    Wahidulla, S.5    Cimino, G.6
  • 26
    • 32044462758 scopus 로고    scopus 로고
    • Muriceanol, a 24(28)-epoxide sterol link in the carbon flux toward side-chain dealkylation of sterols
    • Lorenzo, M.; Cueto, M.; DCroz, L.; Mate, J. L.; San-Martin, A.; Darias, J. Muriceanol, a 24(28)-epoxide sterol link in the carbon flux toward side-chain dealkylation of sterols Eur. J. Org. Chem. 2006, 582-585
    • (2006) Eur. J. Org. Chem. , pp. 582-585
    • Lorenzo, M.1    Cueto, M.2    Dcroz, L.3    Mate, J.L.4    San-Martin, A.5    Darias, J.6
  • 27
    • 70350786402 scopus 로고    scopus 로고
    • Ximaosteroids A-D, new steroids from the Hainan soft coral Scleronephthya sp
    • Yan, X.-H.; Liu, H.-L.; Guo, Y.-W. Ximaosteroids A-D, new steroids from the Hainan soft coral Scleronephthya sp Steroids 2009, 74, 1061-1065
    • (2009) Steroids , vol.74 , pp. 1061-1065
    • Yan, X.-H.1    Liu, H.-L.2    Guo, Y.-W.3
  • 29
    • 0000300681 scopus 로고
    • Marine sterols IV. C21 sterols from marine sources. Identification of pregnane derivatives in extracts of the sponge Haliclona rubens
    • Ballantine, J. A.; Williams, K.; Burke, B. Marine sterols IV. C21 sterols from marine sources. Identification of pregnane derivatives in extracts of the sponge Haliclona rubens Tetrahedron Lett. 1977, 1547-1550
    • (1977) Tetrahedron Lett. , pp. 1547-1550
    • Ballantine, J.A.1    Williams, K.2    Burke, B.3
  • 30
    • 84986399700 scopus 로고
    • Agnatasterone A and B, unusual pregnane steroids isolated from the North-East Atlantic sponge Axinella agnata
    • Guella, G.; Pietra, F. Agnatasterone A and B, unusual pregnane steroids isolated from the North-East Atlantic sponge Axinella agnata Helv. Chim. Acta 1988, 71, 62-71
    • (1988) Helv. Chim. Acta , vol.71 , pp. 62-71
    • Guella, G.1    Pietra, F.2
  • 31
    • 0027476635 scopus 로고
    • Three pregnane-10,2-carbolactones from a sponge, Strongylophora sp
    • Corgiat, J. M.; Scheuer, P. J.; Steiner, J. L.; Rios; Clardy, J. Three pregnane-10,2-carbolactones from a sponge, Strongylophora sp Tetrahedron 1993, 49, 1557-1562
    • (1993) Tetrahedron , vol.49 , pp. 1557-1562
    • Corgiat, J.M.1    Scheuer, P.J.2    Steiner, J.L.3    Rios4    Clardy, J.5
  • 33
    • 0030569382 scopus 로고    scopus 로고
    • Geodisterol, a novel polyoxygenated sterol with an aromatic A ring from the tropical marine sponge Geodia sp
    • Wang, G.-Y.-S.; Crews, P. Geodisterol, a novel polyoxygenated sterol with an aromatic A ring from the tropical marine sponge Geodia sp Tetrahedron Lett. 1996, 37, 8145-8146
    • (1996) Tetrahedron Lett. , vol.37 , pp. 8145-8146
    • Wang, G.-Y.-S.1    Crews, P.2
  • 35
    • 27644525200 scopus 로고    scopus 로고
    • Isolation and absolute configuration of new bioactive marine steroids from Euryspongia n. sp
    • Mandeau, A.; Debitus, C.; Aries, M.-F.; David, B. Isolation and absolute configuration of new bioactive marine steroids from Euryspongia n. sp Steroids 2005, 70, 873-878
    • (2005) Steroids , vol.70 , pp. 873-878
    • Mandeau, A.1    Debitus, C.2    Aries, M.-F.3    David, B.4
  • 36
    • 77950462874 scopus 로고    scopus 로고
    • New anti-inflammatory sterols from the Red Sea sponges Scalarispongia aqabaensis and Callyspongia iphonella
    • Youssef, D. T.; Ibrahim, A. K.; Khalifa, S. I.; Mesbah, M. K.; Mayer, A. M.; van Soest, R. W. New anti-inflammatory sterols from the Red Sea sponges Scalarispongia aqabaensis and Callyspongia iphonella Nat. Prod. Commun. 2010, 5, 27-31
    • (2010) Nat. Prod. Commun. , vol.5 , pp. 27-31
    • Youssef, D.T.1    Ibrahim, A.K.2    Khalifa, S.I.3    Mesbah, M.K.4    Mayer, A.M.5    Van Soest, R.W.6
  • 39
    • 76149120388 scopus 로고    scopus 로고
    • AutoDock Vina: Improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading
    • Trott, O.; Olson, A. J. AutoDock Vina: improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading J. Comput. Chem. 2010, 31, 455-461
    • (2010) J. Comput. Chem. , vol.31 , pp. 455-461
    • Trott, O.1    Olson, A.J.2
  • 41
    • 76549086983 scopus 로고    scopus 로고
    • Bile acid-activated receptors in the treatment of dyslipidemia and related disorders
    • Fiorucci, S.; Cipriani, S.; Baldelli, F.; Mencarelli, A. Bile acid-activated receptors in the treatment of dyslipidemia and related disorders Prog. Lipid Res. 2010, 49, 171-185
    • (2010) Prog. Lipid Res. , vol.49 , pp. 171-185
    • Fiorucci, S.1    Cipriani, S.2    Baldelli, F.3    Mencarelli, A.4
  • 42
    • 77957902464 scopus 로고    scopus 로고
    • Pregnane-X-receptor mediates the anti-inflammatory activities of rifaximin on detoxification pathways in intestinal epithelial cells
    • Mencarelli, A.; Migliorati, M.; Barbanti, M.; Cipriani, S.; Palladino, G.; Distrutti, E.; Renga, B.; Fiorucci, S. Pregnane-X-receptor mediates the anti-inflammatory activities of rifaximin on detoxification pathways in intestinal epithelial cells Biochem. Pharmacol. 2010, 80, 1700-1707
    • (2010) Biochem. Pharmacol. , vol.80 , pp. 1700-1707
    • Mencarelli, A.1    Migliorati, M.2    Barbanti, M.3    Cipriani, S.4    Palladino, G.5    Distrutti, E.6    Renga, B.7    Fiorucci, S.8
  • 43
    • 34147170945 scopus 로고    scopus 로고
    • Pregnane X receptor activation ameliorates DSS-induced inflammatory bowel disease via inhibition of NF-{kappa}B target gene expression
    • Shah, Y. M.; Ma, X.; Morimura, K.; Kim, I.; Gonzalez, F. J. Pregnane X receptor activation ameliorates DSS-induced inflammatory bowel disease via inhibition of NF-{kappa}B target gene expression Am. J. Phys. 2007, 292, G1114-1122
    • (2007) Am. J. Phys. , vol.292 , pp. 1114-1122
    • Shah, Y.M.1    Ma, X.2    Morimura, K.3    Kim, I.4    Gonzalez, F.J.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.