Biosynthesis of lignans in Forsythia intermedia

Rahman, Maiada M.A.; Dewick, Paul M.; Jackson, David E.; Lucas, John A.

doi:10.1016/0031-9422(90)85025-b

Cited by 49 publications

(12 citation statements)

References 8 publications

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“…Precursor feeding strategy using cheap precursors was evaluated using l -Phe, an early biosynthetic precursor at the entry point of the phenylpropanoid pathway, and ferulic acid, a late precursor at the entry point for the biosynthesis of coniferyl alcohol through monolignols pathway. Feeding experiments with young shoots of F. intermedia have shown that both l -Phe and ferulic acid are good precursors for lignan biosynthesis [ 52 ].…”

Section: Resultsmentioning

confidence: 99%

Investigation of Linum flavum (L.) Hairy Root Cultures for the Production of Anticancer Aryltetralin Lignans

Renouard

Corbin

Drouet

et al. 2018

IJMS

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Linum flavum hairy root lines were established from hypocotyl pieces using Agrobacterium rhizogenes strains LBA 9402 and ATCC 15834. Both strains were effective for transformation but induction of hairy root phenotype was more stable with strain ATCC 15834. Whereas similar accumulation patterns were observed in podophyllotoxin-related compounds (6-methoxy-podophyllotoxin, podophyllotoxin and deoxypodophyllotoxin), significant quantitative variations were noted between root lines. The influence of culture medium and various treatments (hormone, elicitation and precursor feeding) were evaluated. The highest accumulation was obtained in Gamborg B5 medium. Treatment with methyl jasmonate, and feeding using ferulic acid increased the accumulation of aryltetralin lignans. These results point to the use of hairy root culture lines of Linum flavum as potential sources for these valuable metabolites as an alternative, or as a complement to Podophyllum collected from wild stands.

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Section: Resultsmentioning

confidence: 99%

Investigation of Linum flavum (L.) Hairy Root Cultures for the Production of Anticancer Aryltetralin Lignans

Renouard

Corbin

Drouet

et al. 2018

IJMS

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“…Precursors Feeding for the Production of ATL in L. flavum HR Precursors feeding could represent an effective strategy to direct the metabolic flux towards the production of a desired compound [148]. As already demonstrated in F. x intermedia, precursor feeding approaches using L-Phe or ferulic acid can result in an effective stimulation of lignans biosynthesis [149]. Although it led to a decrease in biomass and viability, L-Phe feeding (1 mM) resulted in a stimulation of PPT accumulation in L. flavum HR [114].…”

Section: 6mentioning

confidence: 93%

Bioproduction of Anticancer Podophyllotoxin and Related Aryltretralin-Lignans in Hairy Root Cultures of Linum Flavum L.

Mikac

Markulin

Drouet

et al. 2020

Reference Series in Phytochemistry

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Podophyllotoxin (PPT) is the unique natural precursor of Etoposide, a topoisomerase II inhibitor drug, used in more than a dozen anticancer chemotherapy treatments. Etoposide is appearing on the list of essential medicines of the World Health Organization. PPT is still exclusively extracted from the rhizome of Podophyllum species, its main natural source. The supply of Podophyllum hexandrum plants is limited, since the occurrence of these plant species is scarce, collection is destructive, and the plants need a long regeneration period. As a consequence, this species is now endangered and listed on Appendix II of the Convention on International Trading of Endangered Species. Chemical synthesis of PPT is difficult due to the presence of four contiguous chiral centers and the presence of a base sensitive trans-lactone moiety. Alternatives are being actively searched, but so far, no wild plants have been described with similar PPT production capacity as compared to Podophyllum. However, several plants producing PPT or other related aryltetralin lignans (ATL) have been identified in recent decades, including the Linaceae. Given its high lignan accumulation capacity, Linum flavum is considered a promising alternative source of PPT and other related ATL. However, unlike the common flax L. usitatissimum, L. flavum has a low agricultural potential (e.g., slow growth and dehiscence of fruits). Therefore, in vitro cultures of plant cells and/or tissues provide an interesting alternative to whole L. flavum plants for the production of these valuable ATL. In particular, L. flavum hairy roots (HRs) accumulate high levels of ATL and it is also possible to further increase this ATL accumulation by the selection of the best genotype, optimization of cultures media and conditions and choice of carbon sources, use of plant growth regulators, elicitor treatments, or precursors' addition. To date, the ATL accumulation levels can still be perceived insufficient for L. flavum HRs before being used as a commercially viable biotechnological production system. To reach this goal, a better knowledge of the mechanisms that regulate the metabolic flux of intermediates in the different branches of the ATL metabolic pathway will be an important prerequisite to direct the biosynthesis toward the production of a high amount of the desired PPT. In the future, metabolic engineering aiming at constructing the PPT pathway in a heterologous host is very appealing, but for that approach in-depth knowledge of the biosynthetic pathway toward PPT and other related ATL is necessary.

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“…5) could be isolated from feeding experiments in Podophyllum hexandrum plants [65,99]. Similar feeding experiments with young shoots of Forsythia intermedia allowed the isolation of 14 [100]. 5) [65], as well as several synthesized [ -14 C]-cinnamic acids (including ferulic acid, 3,4methylenedioxycinnamic acid, sinapic acid and 3,4,5trimethoxycinnamic acid) and [3-O-14 CH 3 ]-ferulic acid [99].…”

Section: Biosynthesis Using Shoot Explantsmentioning

confidence: 96%

(Bio)chemical Labelling Tools for Studying Absorption & Metabolism of Dietary Phenols - An Overview

2012

COC

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This review covers recent advances in the synthetic labelling and biolabelling of dietary polyphenols over the last 10 years. During this period, the production of labelled flavans and their proanthocyanidin oligomers, isoflavones, lignans and stilbenes such as resveratrol, has received the most attention. Radiolabelled compounds are mostly used for tissue distribution and pharmacokinetic studies in animals. In parallel, methods for the synthesis of more easily handled compounds labelled with stable isotopes have been extensively developed. The use of both types of labelled compounds in metabolic studies has significantly contributed to the identification of metabolites produced by the intestine, the liver, and/or the colonic microflora.

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Biosynthesis of lignans in Forsythia intermedia

Cited by 49 publications

References 8 publications

Investigation of Linum flavum (L.) Hairy Root Cultures for the Production of Anticancer Aryltetralin Lignans

Investigation of Linum flavum (L.) Hairy Root Cultures for the Production of Anticancer Aryltetralin Lignans

Bioproduction of Anticancer Podophyllotoxin and Related Aryltretralin-Lignans in Hairy Root Cultures of Linum Flavum L.

(Bio)chemical Labelling Tools for Studying Absorption & Metabolism of Dietary Phenols - An Overview

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