This view shows enzymes only for those organisms listed below, in the list of taxa known to possess the pathway. If an enzyme name is shown in bold, there is experimental evidence for this enzymatic activity.
|Superclasses:||Biosynthesis → Secondary Metabolites Biosynthesis → Phenylpropanoid Derivatives Biosynthesis → Lignans Biosynthesis|
Expected Taxonomic Range: Viridiplantae
The structural biopolymers lignins and lignans accomplish different tasks in plants, lignins are involved in structural support and lignans have been attributed to protection and defense as their primary physiological functions. Taken together lignins and lignans count for about 30% of carbon in vascular plants [Lewis99c].
Cell suspension cultures of Linum perenne accumulate the arylnaphthalene lignan diphyllin which is a glycoside of justicidin B, [Vasilev06]. There is growing interest in lignans like justicidin B and diphyllin and their synthetic derivatives due to their application in cancer chemotherapy and other pharmacological effects [Mohagheghzadeh02]. diphyllin and its derivatives are putative remedies for topical chronic inflammatory disorders such as dermatitis and psoriasis. An acetylapioside derivative of diphyllin is a 5-lipoxygenase inhibitor [Prieto02].
The dihydroarylnaphthalenes are mostly concentrated in the aerial part of Linum plant. The enzyme justicidin B 7-hydroxylase was isolated and characterized. This enzyme catalyzes the last step in the biosynthesis of diphyllin by introducing a hydroxyl group in position 7 of justicidin B [Hemmati].
Hemmati: Hemmati S, Schneider B, Schmidt TJ, Federolf K, Alfermann AW, Fuss E "Justicidin B 7-hydroxylase, a cytochrome P450 monooxygenase from cell cultures of Linum perenne Himmelszelt involved in the biosynthesis of diphyllin." Phytochemistry 68(22-24);2736-43. PMID: 17997463
Lewis99c: Lewis NG, Davin LB, Sarkanen S (1999). "The nature and function of lignins." In: Comprehensive natural products chemistry Vol. 3: Barton Sir DHR, Nakanishi K. (eds.-in-chief), Carbohydrates and their derivatives including tannins, cellulose and related lignins. Amsterdam, New York: Elsevier 1999, 617-745.
Prieto02: Prieto JM, Giner RM, Recio Mf MC, Schinella G, Manez S, Rios JL (2002). "Diphyllin acetylapioside, a 5-lipoxygenase inhibitor from Haplophyllum hispanicum." Planta Med 68(4);359-60. PMID: 11988863
Vasilev06: Vasilev N, Elfahmi , Bos R, Kayser O, Momekov G, Konstantinov S, Ionkova I (2006). "Production of justicidin B, a cytotoxic arylnaphthalene lignan from genetically transformed root cultures of Linum leonii." J Nat Prod 69(7);1014-7. PMID: 16872135
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