메뉴 건너뛰기




Volumn 9, Issue 8, 2011, Pages 1403-1418

Bioactive (3Z,5E)-11,20-epoxybriara-3,5-dien-7,18-olide diterpenoids from the South China Sea Gorgonian Dichotella gemmacea

Author keywords

Biological activity; Briarane diterpenoids; Dichotella gemmacea; Gorgonian; Structure elucidation

Indexed keywords

DITERPENOID; DOXORUBICIN; GEMMACOLIDE N; GEMMACOLIDE O; GEMMACOLIDE P; GEMMACOLIDE Q; GEMMACOLIDE R; GEMMACOLIDE S; JUNCENOLIDE D; JUNCIN R; JUNCIN S; JUNCIN U; KETOCONAZOLE; PENICILLIN G; STREPTOMYCIN; UNCLASSIFIED DRUG;

EID: 80052234049     PISSN: None     EISSN: 16603397     Source Type: Journal    
DOI: 10.3390/md9081403     Document Type: Article
Times cited : (28)

References (37)
  • 2
    • 33745746817 scopus 로고    scopus 로고
    • Secondary metabolites from the South China Sea invertebrates: Chemistry and biological activity
    • Zhang, W.; Guo, Y.W.; Gu, Y. Secondary metabolites from the South China Sea invertebrates: Chemistry and biological activity. Curr. Med. Chem. 2006, 13, 2041-2090.
    • (2006) Curr. Med. Chem. , vol.13 , pp. 2041-2090
    • Zhang, W.1    Guo, Y.W.2    Gu, Y.3
  • 3
    • 0001525895 scopus 로고
    • The crystal and molecular structure of briarein A, a diterpenoid from the gorgonian Briareum abestinum
    • Burks, J.E.; van der Helm, D.; Chang, C.Y.; Ciereszko, L.S. The crystal and molecular structure of briarein A, a diterpenoid from the gorgonian Briareum abestinum. Acta Crystallogr. 1977, B33, 704-709.
    • (1977) Acta Crystallogr. , vol.B33 , pp. 704-709
    • Burks, J.E.1    Van Der Helm, D.2    Chang, C.Y.3    Ciereszko, L.S.4
  • 4
    • 0031898887 scopus 로고    scopus 로고
    • New briarane stecholide diterpenes from the Indonesian gorgonian Briareum sp.
    • DOI 10.1021/np9703510
    • Rodriguez, J.; Nieto, R.M.; Jiménez, C. New briarane stecholide diterpenes from the Indonesian gorgonian Briareum sp. J. Nat. Prod. 1998, 61, 313-317. (Pubitemid 28160715)
    • (1998) Journal of Natural Products , vol.61 , Issue.3 , pp. 313-317
    • Rodriguez, J.1    Nieto, R.M.2    Jimenez, C.3
  • 6
    • 0032944336 scopus 로고    scopus 로고
    • Excavatolides F-M, new briarane diterpenes from the gorgonian Briareum excavatum
    • Sung, P.J.; Su, J.H.; Wang, G.H.; Lin, S.F.; Duh, C.Y.; Sheu, J.H. Excavatolides F-M, new briarane diterpenes from the gorgonian Briareum excavatum. J. Nat. Prod. 1999, 62, 457-463.
    • (1999) J. Nat. Prod. , vol.62 , pp. 457-463
    • Sung, P.J.1    Su, J.H.2    Wang, G.H.3    Lin, S.F.4    Duh, C.Y.5    Sheu, J.H.6
  • 7
    • 0035200086 scopus 로고    scopus 로고
    • New polyoxygenated briarane diterpenoids, briaexcavatolides O-R, from the gorgonian Briareum excavatum
    • Wu, S.L.; Sung, P.J.; Chiang, M.Y.; Wu, J.Y.; Sheu, J.H. New polyoxygenated briarane diterpenoids, briaexcavatolides O-R, from the gorgonian Briareum excavatum. J. Nat. Prod. 2001, 64, 1415-1420.
    • (2001) J. Nat. Prod. , vol.64 , pp. 1415-1420
    • Wu, S.L.1    Sung, P.J.2    Chiang, M.Y.3    Wu, J.Y.4    Sheu, J.H.5
  • 8
    • 27144435164 scopus 로고    scopus 로고
    • 8,17-Epoxybriarane diterpenoids, briaranolides A-J, from an Okinawan gorgonian Briareum sp.
    • DOI 10.1021/np058037q
    • Hoshino, A.; Mitome, H.; Tamai, S.; Takiyama, H.; Miyaoka, H. 8,17-Epoxybriarane diterpenoids, briaranolides A-J, from an Okinawan gorgonian Briareum sp. J. Nat. Prod. 2005, 68, 1328-1335. (Pubitemid 41499424)
    • (2005) Journal of Natural Products , vol.68 , Issue.9 , pp. 1328-1335
    • Hoshino, A.1    Mitome, H.2    Tamai, S.3    Takiyama, H.4    Miyaoka, H.5
  • 9
    • 0024514702 scopus 로고
    • The junceellolides, new anti-inflammatory diterpenoids of the briarane class from the Chinese gorgonian Junceella fragilis
    • DOI 10.1016/S0040-4020(01)80026-0
    • Shin, J.; Park, M.; Fenical, W. The junceelloiides new anti-inflammatory diterpenoids of the briarane class from the Chinese gorgonian Junceella fragilis. Tetrahedron 1989, 45, 1633-1638. (Pubitemid 19090579)
    • (1989) Tetrahedron , vol.45 , Issue.6 , pp. 1633-1638
    • Shin, J.1    Park, M.2    Fenical, W.3
  • 10
    • 0025911280 scopus 로고
    • New briarein diterpenes from the Caribbean gorgonians Erythropodium caribaeorum and Briareum sp
    • Pordesimo, E.O.; Schmitz, F.J.; Ciereszko, L.S.; Hossain, M.B.; van der Helm, D. New briarein diterpenes from the Caribbean gorgonians Erythropodium caribaeorum and Briareum sp. J. Org. Chem. 1991, 56, 2344-2357.
    • (1991) J. Org. Chem. , vol.56 , pp. 2344-2357
    • Pordesimo, E.O.1    Schmitz, F.J.2    Ciereszko, L.S.3    Hossain, M.B.4    Van Der Helm, D.5
  • 12
    • 0023735483 scopus 로고
    • Brianthein V, a new cytotoxic and antiviral diterpene isolated from Briareum asbestinum
    • Coval, S.J.; Cross, S.; Bernardinelli, G.; Jefford, C.W. Brianthein V, a new cytotoxic and antiviral diterpene isolated from Briareum asbestinum. J. Nat. Prod. 1988, 51, 981-984.
    • (1988) J. Nat. Prod. , vol.51 , pp. 981-984
    • Coval, S.J.1    Cross, S.2    Bernardinelli, G.3    Jefford, C.W.4
  • 13
    • 0028955425 scopus 로고
    • The natural products chemistry of west Indian gorgonian octocorals
    • Rodríguez, A.D. The natural products chemistry of west Indian gorgonian octocorals. Tetrahedron 1995, 51, 4571-4618.
    • (1995) Tetrahedron , vol.51 , pp. 4571-4618
    • Rodríguez, A.D.1
  • 14
    • 33746981802 scopus 로고    scopus 로고
    • Ten new antifouling briarane diterpenoids from the South China Sea gorgonian Junceella juncea
    • Qi, S.H.; Zhang, S.; Qian, B.Y.; Xiao, Z.H.; Li, M.Y. Ten new antifouling briarane diterpenoids from the South China Sea gorgonian Junceella juncea. Tetrahedron 2006, 62, 9123-9130.
    • (2006) Tetrahedron , vol.62 , pp. 9123-9130
    • Qi, S.H.1    Zhang, S.2    Qian, B.Y.3    Xiao, Z.H.4    Li, M.Y.5
  • 15
    • 0000961030 scopus 로고
    • Renillafoulins, antifouling diterpenes from the sea pansy Renilla reniformis (Octocorallia)
    • Keifer, P.A.; Rinehart, K.L.; Hooper, I.R. Renillafoulins, antifouling diterpenes from the sea pansy Renilla reniformis (Octocorallia). J. Org. Chem. 1986, 51, 4450-4454.
    • (1986) J. Org. Chem. , vol.51 , pp. 4450-4454
    • Keifer, P.A.1    Rinehart, K.L.2    Hooper, I.R.3
  • 16
    • 0000516750 scopus 로고
    • Structure and stereochemistry of insecticidal diterpenes from the sea pen Ptilosarcus gurneyi
    • Hendrickson, R.L.; Cardellina, J.H., II. Structure and stereochemistry of insecticidal diterpenes from the sea pen Ptilosarcus gurneyi. Tetrahedron 1986, 42, 6565-6570.
    • (1986) Tetrahedron , vol.42 , pp. 6565-6570
    • Hendrickson, R.L.1    Cardellina II, J.H.2
  • 18
    • 0000468067 scopus 로고    scopus 로고
    • Briarane diterpenes from micronesian gorgonians
    • Hamann, M.T.; Harrison, K.N.; Carroll, A.R.; Scheuer, P.J. Briarane diterpenes from Micronesian gorgonians. Heterocycles 1996, 42, 325-331. (Pubitemid 126455361)
    • (1996) Heterocycles , vol.42 , Issue.1 , pp. 325-331
    • Hamann, M.T.1    Harrison, K.N.2    Carroll, A.R.3    Scheuer, P.J.4
  • 19
    • 0002859691 scopus 로고    scopus 로고
    • The shallow water gorgonians of New Caledonia and adjacent islands (Coelenterata: Octocorallia)
    • Grasshoff, M. The shallow water gorgonians of New Caledonia and adjacent islands (Coelenterata: Octocorallia). Senckenbergiana Biol. 1999, 78, 1-121.
    • (1999) Senckenbergiana Biol. , vol.78 , pp. 1-121
    • Grasshoff, M.1
  • 20
    • 0026100993 scopus 로고
    • New chlorinated diterpenes from the gorgonian Junceella gemmacea
    • He, H.Y.; Faulkner, D.J. New chlorinated diterpenes from the gorgonian Junceella gemmacea. Tetrahedron 1991, 47, 3271-3280.
    • (1991) Tetrahedron , vol.47 , pp. 3271-3280
    • He, H.Y.1    Faulkner, D.J.2
  • 21
    • 0038336121 scopus 로고    scopus 로고
    • Juncins I-M, five new briarane diterpenoids from the Indian Ocean gorgonian Junceella juncea Pallas
    • Anjaneyulu, A.S.R.; Rao, V.L.; Sastry, V.G.; Venugopal, M.J.R.V.; Schmitz, F.J. Juncins I-M, five new briarane diterpenoids from the Indian Ocean gorgonian Junceella juncea Pallas. J. Nat. Prod. 2003, 66, 507-510.
    • (2003) J. Nat. Prod. , vol.66 , pp. 507-510
    • Anjaneyulu, A.S.R.1    Rao, V.L.2    Sastry, V.G.3    Venugopal, M.J.R.V.4    Schmitz, F.J.5
  • 22
    • 10044223191 scopus 로고    scopus 로고
    • New briaranes from the South China Sea gorgonian Junceella juncea
    • Qi, S.H.; Zhang, S.; Huang, H.; Xiao, Z.H.; Huang, J.S.; Li, Q.X. New briaranes from the South China Sea gorgonian Junceella juncea. J. Nat. Prod. 2004, 67, 1907-1910.
    • (2004) J. Nat. Prod. , vol.67 , pp. 1907-1910
    • Qi, S.H.1    Zhang, S.2    Huang, H.3    Xiao, Z.H.4    Huang, J.S.5    Li, Q.X.6
  • 23
    • 0037331845 scopus 로고    scopus 로고
    • New briaranes from the Taiwanese gorgonian Junceella juncea
    • Shen, Y.C.; Lin, Y.C.; Ko, C.L.; Wang, L.T. New briaranes from the Taiwanese gorgonian Junceella juncea. J. Nat. Prod. 2003, 66, 302-305.
    • (2003) J. Nat. Prod. , vol.66 , pp. 302-305
    • Shen, Y.C.1    Lin, Y.C.2    Ko, C.L.3    Wang, L.T.4
  • 24
    • 77954712243 scopus 로고    scopus 로고
    • A novel sulfated holostane glycoside from sea cucumber Holothuria leucospilota
    • Han, H.; Zhang, W.; Yi, Y.H.; Liu, B.S.; Pan, M.X.; Wang, X.H. A novel sulfated holostane glycoside from sea cucumber Holothuria leucospilota. Chem. Biodivers. 2010, 7, 1764-1769.
    • (2010) Chem. Biodivers. , vol.7 , pp. 1764-1769
    • Han, H.1    Zhang, W.2    Yi, Y.H.3    Liu, B.S.4    Pan, M.X.5    Wang, X.H.6
  • 25
    • 47549094721 scopus 로고    scopus 로고
    • Structural and stereochemical studies of α-methylene-γ- lactone-bearing cembrane diterpenoids from a South China Sea soft coral Lobophytum crassum
    • Zhang, W.; Krohn, K.; Ding, J.; Miao, Z.H.; Zhou, X.H.; Chen, S.H.; Pescitelli, G.; Salvadori, P.; Kurtan, T.; Guo, Y.W. Structural and stereochemical studies of α-methylene-γ-lactone-bearing cembrane diterpenoids from a South China Sea soft coral Lobophytum crassum. J. Nat. Prod. 2008, 71, 961-966.
    • (2008) J. Nat. Prod. , vol.71 , pp. 961-966
    • Zhang, W.1    Krohn, K.2    Ding, J.3    Miao, Z.H.4    Zhou, X.H.5    Chen, S.H.6    Pescitelli, G.7    Salvadori, P.8    Kurtan, T.9    Guo, Y.W.10
  • 26
    • 34247218500 scopus 로고    scopus 로고
    • Terpenoid metabolites of the nudibranch Hexabranchus sanguineus from the South China Sea
    • DOI 10.1016/j.tet.2007.03.082, PII S0040402007004991
    • Zhang, W.; Gavagnin, M.; Guo, Y.-W.; Mollo, E.; Geiselin, M.; Cimino, G. Terpenoid metabolites of the nudibranch Hexabranchus sanguineus from the South China Sea. Tetrahedron 2007, 63, 4725-4729. (Pubitemid 46627798)
    • (2007) Tetrahedron , vol.63 , Issue.22 , pp. 4725-4729
    • Zhang, W.1    Gavagnin, M.2    Guo, Y.-W.3    Mollo, E.4    Ghiselin, M.T.5    Cimino, G.6
  • 27
    • 33646269940 scopus 로고    scopus 로고
    • Three new ployoxygenated steroids from two species of the South China Sea gorgonian Muricella flexuosa and Menella verrucosa BRUNDIN
    • Zhang, W.; Huang, H.; Ding, Y.; Gavagnin, M.; Mollo, E.; Cimino, G.; Guo, Y.W. Three new ployoxygenated steroids from two species of the South China Sea gorgonian Muricella flexuosa and Menella verrucosa BRUNDIN. Helv. Chim. Acta 2006, 89, 813-820.
    • (2006) Helv. Chim. Acta , vol.89 , pp. 813-820
    • Zhang, W.1    Huang, H.2    Ding, Y.3    Gavagnin, M.4    Mollo, E.5    Cimino, G.6    Guo, Y.W.7
  • 29
    • 84970596411 scopus 로고
    • Studies of Australian soft corals. XLVIII New briaran diterpenoids from the gorgonian coral Junceela gemmacea
    • Bowden, B.F.; Coll, J.C.; König, G.M. Studies of Australian soft corals. XLVIII New briaran diterpenoids from the gorgonian coral Junceela gemmacea. Aust. J. Chem. 1990, 43, 151-159.
    • (1990) Aust. J. Chem. , vol.43 , pp. 151-159
    • Bowden, B.F.1    Coll, J.C.2    König, G.M.3
  • 30
    • 79960723032 scopus 로고    scopus 로고
    • Bioactive 11,20-epoxy-3,5(16)-diene briarane diterpenoids from the South China Sea gorgonian Dichotella gemmacea
    • Li, C.; La, M.P.; Li, L.; Li, X.B.; Tang, H.; Liu, B.S.; Krohn, K.; Sun, P.; Yi, Y.H.; Zhang, W. Bioactive 11,20-epoxy-3,5(16)-diene briarane diterpenoids from the South China Sea gorgonian Dichotella gemmacea. J. Nat. Prod. 2011, 74, 1658-1662.
    • (2011) J. Nat. Prod. , vol.74 , pp. 1658-1662
    • Li, C.1    La, M.P.2    Li, L.3    Li, X.B.4    Tang, H.5    Liu, B.S.6    Krohn, K.7    Sun, P.8    Yi, Y.H.9    Zhang, W.10
  • 31
    • 34547571549 scopus 로고    scopus 로고
    • Four new briarane diterpenoids from the gorgonian coral Junceella fragilis
    • DOI 10.1002/hlca.200790141
    • Shen, Y.C.; Chen, Y.H.; Hwang, T.L.; Guh, J.H.; Khalil, A.T. Four new briarane diterpenoids from the gorgonian coral Junceella fragilis. Helv. Chim. Acta 2007, 90, 1391-1398. (Pubitemid 47195374)
    • (2007) Helvetica Chimica Acta , vol.90 , Issue.7 , pp. 1391-1398
    • Shen, Y.-C.1    Chen, Y.-H.2    Hwang, T.-L.3    Guh, J.-H.4    Khalil, A.T.5
  • 32
    • 0030474608 scopus 로고    scopus 로고
    • Briarein C-L, 10 new briarane diterpenoids from the common Caribbean gorgonian Briareum asbestinum
    • Rodriguez, A.D.; Ramirez, C.; Cobar, O.M. Briarein C-L, 10 new briarane diterpenoids from the common Caribbean gorgonian Briareum asbestinum. J. Nat. Prod. 1996, 59, 15-22.
    • (1996) J. Nat. Prod. , vol.59 , pp. 15-22
    • Rodriguez, A.D.1    Ramirez, C.2    Cobar, O.M.3
  • 33
    • 84859554764 scopus 로고    scopus 로고
    • Available online: accessed on 13 August 2009
    • Schrodinger, LLC. Products - MacroModel. Available online: http://www.schrodinger.com/Products/macromodel.html (accessed on 13 August 2009).
    • Products - MacroModel
  • 35
    • 74749097612 scopus 로고    scopus 로고
    • ECD cotton effect approximated by the Gaussian curve and other methods
    • Stephens, P.J.; Harada, N. ECD cotton effect approximated by the Gaussian curve and other methods. Chirality 2010, 22, 229-233.
    • (2010) Chirality , vol.22 , pp. 229-233
    • Stephens, P.J.1    Harada, N.2
  • 37
    • 0021061819 scopus 로고
    • Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays
    • Mosmann, T. Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays. J. Immunol. Methods 1983, 65, 55-63. (Pubitemid 14203433)
    • (1983) Journal of Immunological Methods , vol.65 , Issue.1-2 , pp. 55-63
    • Mosmann, T.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.