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Long-chain aliphatic wax esters isolated from the sponge Chalinula saudensis (Demospongia) along the Jeddah coast of the Red Sea

Abstracts

The sponge Chalinula saudensis, which occurs along the Jeddah coast, has only recently been isolated and identified. In this study, the total crude organic matter of the sponge was extracted by solvents. The total crude extract was further separated by partitioning it with hexane and water, then with water and chloroform, and finally with water and t-butanol. The chloroform layer was subjected to separation by preparative layer chromatography on silica. One fraction contained four long-chain fatty acid esters, C28H56O2, C30H60O2, C32H62O2 and C36H70 O2. The second ester, C30H60O2, has been identified in the fire corals Millepora dichotoma and Millepora platyphylla. The others have not previously been reported from marine organisms; however similar long-chain esters with different long aliphatic chains and with different molecular weights have been identified from other marine organisms. These compounds are normally waxy and their presence in Chalinula saudensis plays a vital role in the biosynthetic pathways. They also act as insulators against seasonal variations.

Chalinula saudensis; Fatty acid esters; Jeddah coast


A esponja Chalinula saudensis ocorre ao longo da costa de Jeddah, Arabia Saudita, mas apenas recentemente foi isolada e identificada. No presente estudo a matéria orgânica total da esponja foi extraída por solventes e o extrato foi separado por partição sucessiva através do emprego de hexano e água, clorofórmio e água e finalmente t-butanol e água. A camada contendo clorofórmio foi então separada por cromatografia em sílica. Os resultados mostraram a presença de ésteres de quatro ácidos graxos de cadeira longa (C28H56O2, C30H60O2, C32H62O2 e C36H70O2), sendo que o segundo deles foi também identificado nos corais Millepora dichotoma e Millepora platyphylla. Não se tem evidência da presença dos demais compostos em outros organismos marinhos, embora haja relatos para ésteres semelhantes de cadeia longa, mas contendo diferentes cadeias alifáticas e diferentes pesos moleculares. Os compostos isolados em C. saudensis são geralmente ceras e sua presença na esponja tem importância não só nas rotas de biosíntese, mas servem como isolantes nas variações sazonais adversas.

Chalinula saudensis; Ácidos graxos; Costa de Jeddah


  • AASEN, A. J.; HOFSTATER, H. H.; IYENGAR, B. T. R.; HOLMAN, R. T. Identification and analysis of wax esters by mass spectrometry. Lipids, v. 6, p. 502-507,1971.
  • Al-LIHAIBI, S. S.; Al-SOFYANI, A. M.; NIAZ, G. R.; AHMAD, V. U.; NOORWALA, M.; MOHAMMED, F. V. Long chain wax esters and diphenylamine in fire coral Millepora dichotoma and Millepora platyphylla from Saudi Red Sea coast. Scient. Mar.,v.66 ,n.2, p. 95-102, 2000.
  • BANDRA, B. M. R.; GUNATILIKA, A. A. L.; SAMARANAYKE, S. D. G. S.; de SILVA, E. D.; TILKERATNE, L. M. V. Chemistry of marine organisms of Sri Lanka: lipid and triterpenoid constituents of an unidentified Alyconacean and an unidentified holothurin, J. nat. Sci. Coun, v. 15, p.101-108, 1987.
  • BEITTENMILLER, D. P. Biochemistry and molecular biology of wax production in plants, Ann. Review of Plant Physiol. Mol. Biol, v. 47, p.405-430, 1996.
  • RYHAGE, R.; STENHAGEN, E. In: MACLAFFERTY, F.W. (Ed.). Mass Spectrometry of organic ions. New York: Academic Press, 1963. p. 399-412.
  • SARGENT, J. R. Marine Wax esters. Sci. Prog., v. 65, p. 437-458, 1978.
  • Vacelet, J.; Al-SOFYANI, A. M.; Al-LIHAIBI, S. S.; KORNPRPBST, J. M. A new Haplscelroid sponge from Saudi Red Sea Coast. J. mar. biol. Ass., UK, v. 81 , p. 943-948, 2001.
  • REINHART, S. B.; VAN-VLEET, E. S. Lipid composition of twenty-two species of Antarctic midwater zooplankton fish. Mar. Biol,v.91, n.2,p.149-159, 1985.
  • ROSENBERG, L.; ZAGI, L.; KANGHU, L. Studies on the chemical constituents of Chinese soft coral (Sarcophyton) Zhongshan Dauxue Xuebao, Ziran Kexueban, v.1 , 1982. p.78 - 81.
  • WAKEMAN, S. G.; FREW, N. M. Glass capillary gas chromatography - mass spectrometry of wax esters, stearyl esters, and triglycerides. Lipids, v. 17, p.831 - 843, 1982.
  • ZHUJIN, L.; JIANGSION, L.; HOMING,W. A study on the chemical constituents of South China Sea soft coral Sinularia microclavate . Younge Hauxue, v.10, p. 277281, 1990.

Publication Dates

  • Publication in this collection
    04 May 2011
  • Date of issue
    Mar 2011

History

  • Reviewed
    14 Apr 2010
  • Received
    04 Jan 2009
  • Accepted
    04 Nov 2010
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