A new chemotype of Scoparia dulcis

Hayashi, Toshimitsu; Okamura, Kana; Tamada, Yoko; Iida, Akira; Fujita, Tetsuro; Morita, Naokata

doi:10.1016/s0031-9422(00)94992-6

Cited by 37 publications

(30 citation statements)

References 6 publications

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“…9,10) Our previous studies on diterpenes of S. dulcis revealed that there are three chemotypes based on the major components, i.e., SDB type, SA type producing scoparic acid A and SDX type producing SDC together with scopadiol. 11,12) These diterpenes were found to be mainly accumulated in younger leaves. 11) In addition, their production is closely related to the differentiation level of leaves.…”

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confidence: 99%

Selective Enhancement of Scopadulcic Acid B Production in the Cultured Tissues of Scoparia dulcis by Methyl Jasmonate

Nkembo

Lee

Hayashi

2005

CHEMICAL & PHARMACEUTICAL BULLETIN

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The effects of methyl jasmonate (MeJA) on isoprenoid production were evaluated in cultured tissues of Scoparia dulcis. It was found that MeJA suppressed the accumulation of chlorophylls, carotenoids, phytol and b bsitosterol in the tissues. MeJA, however, remarkably enhanced the production of scopadulcic acid B (SDB) , with 10 m mM being optimal observed concentration for stimulation of SDB production. The maximum concentration of SDB was observed 6 d after MeJA treatment.Key words scopadulcic acid B; Scoparia dulcis; methyl jasmonate; diterpene; biosynthesis Chart 1 100 mM MeJA, respectively. A similar result was observed for the content of carotenoids. A significant reduction of chlorophyll content and carotenoids was observed even at 10 mM MeJA. This rapid breakdown of chlorophylls and carotenoids in the tissues treated with MeJA was consistent with the results of experiments using Arabidopsis thaliana, 21) and it could be explained by the chlorophyllase gene AtCLH1 inductive effect, which is known to promote senescence and chlorophyll degradation in plants. 22) An SDB-type plants of S. dulcis produce SDB as a major diterpene together with b-sitosterol.13) Since exogenously supplied MeJA has been reported to elicit accumulation of secondary metabolites, 15,23) the effects of MeJA on the production of SDB, phytol and b-sitosterol were evaluated. A dose-dependent decrease in the total content of phytol and bsitosterol was observed in the tissues treated with MeJA, while SDB content in the tissues increased solely in the presence of 10 mM MeJA. No significant change was induced at other concentrations. Only this condition significantly enhanced the SDB production (pϽ0.01) when compared with the control or other conditions. It was shown that wounding of plant tissues induced hmg1 gene that encodes HMGR enzymes involved in the biosynthesis of phytosterols and its induction was suppressed by elicitors in a potato 24) and methyl jasmonate in Camptotheca acuminata.25) These findings might explain the decrease in the content of b-sitosterol in the tissues treated with MeJA. In our previous communication, the involvement of 1-deoxy-D-xylulose 5-phosphate (DOXP) pathway, so called mevalonate-independent pathway, in the biosynthesis of SDB and phytol was suggested, while b-sitosterol was indicated to be biosynthesized via the mevalonate pathway.26) Despite the fact that both SDB and phytol are biosynthesized from geranylgeranyl diphosphate (GGDP) via the DOXP pathway, the present results indicate the occurrence of different regulatory mechanisms in diterpene biosynthesis. This might be explained by a flux of GGDP toward SDB production due to MeJA treatment, although the actual mechanism involved in the process remains unclear.The time course of tissue growth and production of SDB by tissues was followed over a 10 d after treatment with 10 mM MeJA. The control tissues without MeJA increased steadily in growth during culture period, while MeJA suppressed tissue growth significantly 6 d after treatment (pϽ0.05) ( Fig. 2A). ...

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confidence: 99%

Selective Enhancement of Scopadulcic Acid B Production in the Cultured Tissues of Scoparia dulcis by Methyl Jasmonate

Nkembo

Lee

Hayashi

2005

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…Presence of two different chemotypes of Scoparia dulcis from Paraguay showing high/low and low/high concentration of scoparic acid B/scoparic acid, respectively, were also found by Hayashi et al (1991b). A third different chemotype was identified in Asian specie which lacks scopadulcic acid B and scoparic acid (Hayashi et al, 1993). This allow us to suggest a chemotype difference implying a difference in concentration of these type of compounds on the Brazilian specie and a probably presence of another active constituent.…”

Section: Discussionmentioning

confidence: 53%

“…Similarly, Ahmed and Jakupovic (1990) reported that the diterpenoids or flavonoids isolated by Hayashi et al (1987) did not occur in the Bangladeshi sample of Scoparia dulcis but described a couple of related labdane-type diterpenes named scoparinol and dulcinol. In addition, Hayashi et al (1993) reported that the amounts of scopadulcic acids and other related diterpenoids suffer great variation. For example, scopadulcic acid B concentration varies from 0.14 to 4.84% (in China and Thailand species, respectively) to about 40-50% (in Indonesian species).…”

Section: Discussionmentioning

confidence: 99%

In vivo inhibition of gastric acid secretion by the aqueous extract of Scoparia dulcis L. in rodents

Mesía-Vela

Bielavsky

Torres

et al. 2007

Journal of Ethnopharmacology

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“…Scoparia dulcis is a perennial herb widely distributed in tropical and subtropical regions. In these regions, the fresh or dried plant has traditionally been used as one of remedies for stomach troubles, hypertension, diabetes, inflammation, bronchitis, hemorrhoids and hepatosis and as an analgesic and antipyretic (Freire et al, 1993;Hayashi et al, 1993). A number of different principles include Scoparic acid A, Scoparic acid B, (Hayashi et al, 1993) Scopadulcic acid A and B, Scopadulciol, (Hayashi et al, 1991) and Scopadulin (Hayashi et al, 1990) that have been identified as contributor to the observed medicinal effect of the plant.…”

Section: Introductionmentioning

confidence: 99%

“…In these regions, the fresh or dried plant has traditionally been used as one of remedies for stomach troubles, hypertension, diabetes, inflammation, bronchitis, hemorrhoids and hepatosis and as an analgesic and antipyretic (Freire et al, 1993;Hayashi et al, 1993). A number of different principles include Scoparic acid A, Scoparic acid B, (Hayashi et al, 1993) Scopadulcic acid A and B, Scopadulciol, (Hayashi et al, 1991) and Scopadulin (Hayashi et al, 1990) that have been identified as contributor to the observed medicinal effect of the plant. These compounds were found to possess various biological activities such as inhibitor against replication of herpes simplex virus, gastric H + , K + ATPase activator and antitumor promoting activity etc (Hayashi et al, 1991).…”

Section: Introductionmentioning

confidence: 99%

Insulin-secretagogue activity and cytoprotective role of the traditional antidiabetic plant Scoparia dulcis (Sweet Broomweed)

et al. 2004

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A new chemotype of Scoparia dulcis

Cited by 37 publications

References 6 publications

Selective Enhancement of Scopadulcic Acid B Production in the Cultured Tissues of Scoparia dulcis by Methyl Jasmonate

Selective Enhancement of Scopadulcic Acid B Production in the Cultured Tissues of Scoparia dulcis by Methyl Jasmonate

In vivo inhibition of gastric acid secretion by the aqueous extract of Scoparia dulcis L. in rodents

Insulin-secretagogue activity and cytoprotective role of the traditional antidiabetic plant Scoparia dulcis (Sweet Broomweed)

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