Literature DB >> 9076659

Novel oxylipins from the temperate red alga Polyneura latissima: evidence for an arachidonate 9(S)-lipoxygenase.

Z D Jiang1, W H Gerwick.   

Abstract

The oxylipin chemistry of the temperate red alga Polyneura latissima has been investigated. The structures of three novel oxylipins, 8-[1'(Z),3'(Z),6'(Z)-dodecatriene-1'-oxy]- 5(Z),7(E)-octadienoic acid, 7(S*)-hydroxy-8(S*),9(S*)-epoxy-5(Z),11(Z),14(Z)-eicosatrienoic acid, 7(R*)-hydroxy-8(S*),9(S*)-epoxy-5(Z),11(Z),14(Z)-eicosatrienoic acid, together with two known eicosanoids, 9(S)-hydroxy-5(Z),7(E),11(Z),14(Z)-eicosatetraenoic acid, and 9,15-dihydroxy-5(Z),7(E),11(Z),13(E)-eicosatetraenoic acid, were elucidated by spectroscopic methods and chemical degradation. The oxygenation pattern of these oxylipins suggests that P. latissima metabolizes polyunsaturated fatty acids via a 9(S)-lipoxygenase.

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Year:  1997        PMID: 9076659     DOI: 10.1007/s11745-997-0029-9

Source DB:  PubMed          Journal:  Lipids        ISSN: 0024-4201            Impact factor:   1.880


  11 in total

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Authors:  C C Reddy; J Whelan; M K Rao; P Reddanna
Journal:  Adv Prostaglandin Thromboxane Leukot Res       Date:  1989

Review 2.  Recent investigations into the lipoxygenase pathway of plants.

Authors:  H W Gardner
Journal:  Biochim Biophys Acta       Date:  1991-07-30

Review 3.  Epoxy allylic carbocations as conceptual intermediates in the biogenesis of diverse marine oxylipins.

Authors:  W H Gerwick
Journal:  Lipids       Date:  1996-12       Impact factor: 1.880

4.  Enzymic reactions of fatty acid hydroperoxides in extracts of potato tuber. I. Comparison 9D- and 13L-hydroperoxy-octadecadienoic acids as substrates for the formation of a divinyl ether derivative.

Authors:  T Galliard; J A Matthew
Journal:  Biochim Biophys Acta       Date:  1975-07-22

5.  Two new icosapentaenoic acids from the temperate red seaweed Ptilota filicina J. Agardh.

Authors:  A Lopez; W H Gerwick
Journal:  Lipids       Date:  1987-03       Impact factor: 1.880

6.  The enzymic conversion of linoleic acid into 9-(nona-1',3'-dienoxy)non-8-enoic acid, a novel unsaturated ether derivative isolated from homogenates of Solanum tuberosum tubers.

Authors:  T Galliard; D R Phillips
Journal:  Biochem J       Date:  1972-09       Impact factor: 3.857

7.  Unprecedented oxylipins from the marine green alga Acrosiphonia coalita.

Authors:  M W Bernart; G G Whatley; W H Gerwick
Journal:  J Nat Prod       Date:  1993-02       Impact factor: 4.050

8.  The identification of hydroxy fatty acids in psoriatic skin.

Authors:  R D Camp; A I Mallet; P M Woollard; S D Brain; A K Black; M W Greaves
Journal:  Prostaglandins       Date:  1983-09

Review 9.  Structure and biosynthesis of marine algal oxylipins.

Authors:  W H Gerwick
Journal:  Biochim Biophys Acta       Date:  1994-03-24

10.  Resolution by DEAE-cellulose chromatography of the enzymatic steps in the transformation of arachidonic acid into 8, 11, 12- and 10, 11, 12-trihydroxy-eicosatrienoic acid by the rat lung.

Authors:  C R Pace-Asciak; K Mizuno; S Yamamoto
Journal:  Prostaglandins       Date:  1983-01
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  8 in total

1.  Screening of divinyl ether synthase activity in nonphotosynthetic tissue of asparagales.

Authors:  A V Ogorodnikova; F K Mukhitova; A N Grechkin
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2.  Quantification of selected endogenous hydroxy-oxylipins from tropical marine macroalgae.

Authors:  Puja Kumari; Radhakrishnan Reddy; Bhavanath Jha
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3.  A pathway for biosynthesis of divinyl ether fatty acids in green leaves.

Authors:  M Hamberg
Journal:  Lipids       Date:  1998-11       Impact factor: 1.880

4.  Identification of hydroxyeicosatetraenoic acid components of schistosomal hemozoin.

Authors:  Melissa D Carter; S Reese Harry; David W Wright
Journal:  Biochem Biophys Res Commun       Date:  2007-09-24       Impact factor: 3.575

5.  In Vitro Biosynthetic Pathway Investigations of Neuroprotectin D1 (NPD1) and Protectin DX (PDX) by Human 12-Lipoxygenase, 15-Lipoxygenase-1, and 15-Lipoxygenase-2.

Authors:  Wan-Chen Tsai; Chakrapani Kalyanaraman; Adriana Yamaguchi; Michael Holinstat; Matthew P Jacobson; Theodore R Holman
Journal:  Biochemistry       Date:  2021-05-24       Impact factor: 3.162

6.  A lipoxygenase from red alga Pyropia haitanensis, a unique enzyme catalyzing the free radical reactions of polyunsaturated fatty acids with triple ethylenic bonds.

Authors:  Zhujun Zhu; Feijian Qian; Rui Yang; Juanjuan Chen; Qijun Luo; Haimin Chen; Xiaojun Yan
Journal:  PLoS One       Date:  2015-02-06       Impact factor: 3.240

Review 7.  Biologically Active Oxylipins from Enzymatic and Nonenzymatic Routes in Macroalgae.

Authors:  Mariana Barbosa; Patrícia Valentão; Paula B Andrade
Journal:  Mar Drugs       Date:  2016-01-20       Impact factor: 5.118

8.  Stereopermutation on the Putative Structure of the Marine Natural Product Mucosin.

Authors:  Simen G Antonsen; Harrison Gallantree-Smith; Carl Henrik Görbitz; Trond Vidar Hansen; Yngve H Stenstrøm; Jens M J Nolsøe
Journal:  Molecules       Date:  2017-10-13       Impact factor: 4.411

  8 in total

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