Merosesquiterpenes from marine sponge Smenospongia cerebriformis

Le Thi Huyen, Dan Thi Thuy Hang, Nguyen Xuan Nhiem, Bui Huu Tai, Hoang Le Tuan Anh, Pham Hai Yen, Nguyen Van Dau, Chau Van Minh, Phan Van Kiem
Author affiliations

Authors

  • Le Thi Huyen
  • Dan Thi Thuy Hang
  • Nguyen Xuan Nhiem
  • Bui Huu Tai
  • Hoang Le Tuan Anh
  • Pham Hai Yen
  • Nguyen Van Dau
  • Chau Van Minh
  • Phan Van Kiem

DOI:

https://doi.org/10.15625/2525-2321.2017-00435

Keywords:

Smenospongia cerebriformis, merosesquiterpene, sesquiterpene quinone, indole derivative.

Abstract

Using various chromatography methods, three merosesquiterpenes belonging to sesquiterpene quinone type, neodactyloquinone (1), dactyloquinone D (2), and dactyloquinone C (3) together with two indole derivatives indole-3-aldehyde (4) and indole-3-cacboxylic methyl ester (5) were isolated from the methanol extract of the Vietnamese marine sponge Smenospongia cerebriformis. Their structures were determined by 1D-, 2D-NMR spectra, HR-ESI-MS and in comparison with those reported in the literature.

Keywords. Smenospongia cerebriformis, merosesquiterpene, sesquiterpene quinone, indole derivative.

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References

P. Djura, D. B. Stierle, B. Sullivan, D. J. Faulkner, E. V. Arnold, J. Clardy. Some metabolites of the marine sponges Smenospongia aurea and Smenospongia (.ident.Polyfibrospongia) echina, Journal of Organic Chemistry, 45, 1435-1441 (1980).

Jin-Feng Hu, John A. Schetz, Michelle Kelly, Jiang-Nan Peng, Kenny K. H. Ang, Horst Flotow, Chung Yan Leong, Siew Bee Ng, Antony D. Buss, Scott P. Wilkins, a. M. T. Hamann. New antiinfective and human 5-HT2 receptor binding natural and semisynthetic compounds from the Jamaican sponge Smenospongia aurea, Journal of Natural Products, 65, 476-480 (2002).

M. L. Kondracki, M. Guyot. Biologically active quinone and hydroquinone sesquiterpenoids from the sponge Smenospongia sp., Tetrahedron, 45, 1995-2004 (1989).

M. -L. Kondracki, A. M. Guyot. Smenospongine: a cytotoxic ang antimicrobial aminoquinone isolaed from Smenospongia sp., Tetrahedron Letters, 28, 5815-5818 (1987).

Anna J. Kochanowska, Karumanchi V. Rao, Suzanne Childress, Abir El-Alfy, Rae R. Matsumoto, Michelle Kelly, Gina S. Stewart, Kenneth J. Sufka, a. M. T. Hamann. Secondary metabolites from three Florida sponges with antidepressant activity, Journal of Natural Products, 71, 186-189 (2008).

E. M. Boyd, J. Sperry. Synthesis of the selective neuronal nitric oxide synthase (nNOS) inhibitor 5,6-dibromo-2'-demethylaplysinopsin, Synlett, 826-830 (2011).

Hidemichi Mitome, Takahiro Nagasawa, Hiroaki Miyaoka, Yasuji Yamada, a. R. W. M. v. Soest. A new sesquiterpenoid quinone and other related compounds from the Okinawan marine sponge Dactylospongia elegans, Journal of Natural Products,

, 46-50 (2003).

C. Shugeng, G. Zhijie, J. T. Shannon, M. H. Sidney, S. L. John, G. I. K. David. Marine Sesquiterpenoids that Inhibit the Lyase Activity of DNA Polymerase b, Journal of Natural Products, 67, 1716-1718 (2004).

Hidemichi mitome, Takahiro Nagasawa, Hiroaki Miyaoka, Jasuji Yamada, a. R. W. M. v. Soest. Dactyloquinones C, D and E novel sesquiterpenoid quinones , from the Okinawan marine sponge , Dactylospongia elegans, Tetrahedron, 58, 1693-1696 (2002).

M. A. Ashour, E. S. Elkhayat, R. E. R. Ebel, P. Proksch. Indole alkaloid from the red sea sponge Hyrtios erectus, Arkivoc, xv, 225-231 (2007).

Qing-Qing Yang, Marianna Marchini, Wen-Jing Xiao, Paola Ceroni, a. M. Bandini. Visible-light-induced direct photocatalytic carboxylation of indoles with CBr4/MeOH, Chemistry A European Journal, 21, 18052-18056 (2015).

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Published

28-04-2017

How to Cite

Huyen, L. T., Thuy Hang, D. T., Nhiem, N. X., Tai, B. H., Tuan Anh, H. L., Yen, P. H., Dau, N. V., Minh, C. V., & Kiem, P. V. (2017). Merosesquiterpenes from marine sponge Smenospongia cerebriformis. Vietnam Journal of Chemistry, 55(2), 153. https://doi.org/10.15625/2525-2321.2017-00435

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Articles