全部 标题 作者
关键词 摘要

OALib Journal期刊
ISSN: 2333-9721
费用:99美元

查看量下载量

相关文章

更多...
Marine Drugs  2013 

Oxygenated Ylangene-Derived Sesquiterpenoids from the Soft Coral Lemnalia philippinensis

DOI: 10.3390/md11103735

Keywords: Lemnalia philippinensis, ylangene, philippinlins A and B, cytotoxicity

Full-Text   Cite this paper   Add to My Lib

Abstract:

Chemical examination of a Taiwanese soft coral Lemnalia philippinensis led to the isolation of three oxygenated ylangene-derived sesquiterpenoids 1– 3, including two new metabolites, philippinlins A and B ( 1 and 2). The structures of these compounds were elucidated on the basis of detailed spectroscopic data. Compound 1 was shown to exhibit cytotoxicity against HepG2, MDA-MB231 and A549 cancer cell lines.

References

[1]  Rocha, J.; Peixe, L.; Gomes, N.C.; Calado, R. Cnidarians as a source of new marine bioactive compounds—an overview of the last decade and future steps for bioprospecting. Mar. Drugs 2011, 9, 1860–1886, doi:10.3390/md9101860.
[2]  Kikuchi, H.; Tsukitani, Y.; Yamada, Y.; Iguchi, K.; Drexler, S.A.; Clardy, J. Lemnalol, a new sesquiterpenoid from the soft coral Lemnalia tenuis Verseveldt. Tetrahedron Lett. 1982, 23, 1063–1066, doi:10.1016/S0040-4039(00)87022-7.
[3]  Kikuchi, H.; Manda, T.; Kobayashi, K.; Yamada, Y.; Iguchi, K. Anti-tumor activity of lemnalol isolated from the soft coral Lemnalia tenuis Verseveldt. Chem. Pharm. Bull. 1983, 31, 1086–1088, doi:10.1248/cpb.31.1086.
[4]  Duh, C.-Y.; El-Gamal, A.A.H.; Song, P.-Y.; Wang, S.-K.; Dai, C.-F. Steroids and sesquiterpenoids from the soft corals Dendronephthya gigantea and Lemnalia cervicorni. J. Nat. Prod. 2004, 67, 1650–1653, doi:10.1021/np030550l.
[5]  Cheng, S.-Y.; Lin, E.-H.; Huang, J.-S.; Wen, Z.-H.; Duh, C.-Y. Ylangene-type and nardosinane-type sesquiterpenoids from the soft corals Lemnalia flava and Paralemnalia thyrsoides. Chem. Pharm. Bull. 2010, 58, 381–385, doi:10.1248/cpb.58.381.
[6]  Jean, Y.-H.; Chen, W.-F.; Duh, C.-Y.; Huang, S.-Y.; Hsu, C.-H.; Lin, C.-S.; Sung, C.-S.; Chen, I.-M.; Wen, Z.-H. Inducible nitric oxide synthase and cyclooxygenase-2 participate in anti-inflammatory and analgesic effects of the natural marine compound lemnalol from Formosan soft coral Lemnalia cervicorni. Eur. J. Pharmacol. 2008, 578, 323–331, doi:10.1016/j.ejphar.2007.08.048.
[7]  Lu, Y.; Li, P.-J.; Hung, W.-Y.; Su, J.-H.; Wen, Z.-H.; Hsu, C.-H.; Dai, C.-F.; Chiang, M.Y.; Sheu, J.-H. Nardosinane sesquiterpenoids from the Formosan soft coral Lemnalia flava. J. Nat. Prod. 2011, 74, 169–174, doi:10.1021/np100541a.
[8]  Huang, H.-C.; Wen, Z.-H.; Chao, C.-H.; Ahmed, A.F.; Chiang, M.Y.; Kuo, Y.-H.; Hsu, C.-H.; Sheu, J.-H. Novel sesquiterpenoids from the Formosan soft coral Paralemnalia thyrsoides. Tetrahedron Lett. 2006, 47, 8751–8755, doi:10.1016/j.tetlet.2006.10.002.
[9]  Huang, C.-Y.; Su, J.-H.; Chen, B.-W.; Wen, Z.-H.; Hsu, C.-H.; Dai, C.-F.; Sheu, J.-H.; Sung, P.-J. Nardosinane-type sesquiterpenoids from the Formosan soft coral Paralemnalia thyrsoides. Mar. Drugs 2011, 9, 1543–1553, doi:10.3390/md9091543.
[10]  Wang, G.-H.; Huang, H.-C.; Su, J.-H.; Wu, Y.-C.; Sheu, J.-H. Paralemnolins J–P, new sesquiterpenoids from the soft coral Paralemnalia thyrsoide. Chem. Pharm. Bull. 2010, 58, 30–33, doi:10.1248/cpb.58.30.
[11]  Huang, H.-C.; Chao, C.-H.; Su, J.-H.; Hsu, C.-H.; Chen, S.-P.; Kao, Y.-H.; Sheu, J.-H. Neolemnane-type sesquiterpenoids from a Formosan soft coral Paralemnalia thyrsoides. Chem. Pharm. Bull. 2007, 55, 876–880, doi:10.1248/cpb.55.876.
[12]  Lin, Y.-C.; Huang, S.-Y.; Jean, Y.-H.; Chen, W.-F.; Sung, C.-S.; Kao, E.-S.; Wang, H.-M.; Chakraborty, C.; Duh, C.-Y.; Wen, Z.-H. Intrathecal lemnalol, a natural marine compound obtained from Formosan soft coral, attenuates nociceptive responses and the activity of spinal glial cells in neuropathic rats. Behav. Pharmacol. 2011, 22, 739–750, doi:10.1097/FBP.0b013e32834d0ecb.
[13]  Lee, H.-P.; Huang, S.-Y.; Lin, Y.-Y.; Wang, H.-M.; Jean, Y.-H.; Wu, S.-F.; Duh, C.-Y.; Wen, Z.-H. Soft coral-derived lemnalol alleviates monosodium urate-induced gouty arthritis in rats by inhibiting leukocyte infiltration and iNOS, COX-2 and c-Fos protein expression. Mar. Drugs 2013, 11, 99–113, doi:10.3390/md11010099.
[14]  Alley, M.C.; Scudiero, D.A.; Monks, A.; Hursey, M.L.; Czerwinski, M.J.; Fine, D.L.; Abbott, B.J.; Mayo, J.G.; Shoemaker, R.H.; Boyd, M.R. Feasibility of drug screening with panels of human tumor cell lines using a microculture tetrazolium assay. Cancer Res. 1988, 48, 589–601.
[15]  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.

Full-Text

Contact Us

service@oalib.com

QQ:3279437679

WhatsApp +8615387084133