Antimicrobial and cytotoxic activity of 18 prenylated flavonoids isolated from medicinal plants: Morus alba L., Morus mongolica Schneider, Broussnetia papyrifera (L.) Vent, Sophora flavescens Ait and Echinosophora koreensis Nakai

Sohn, Ho-Yong; Son, Kun Ho; Kwon, Chong-Suk; Kwon, Gi-Seok; Kang, Sam Sik

doi:10.1016/j.phymed.2003.09.005

Cited by 306 publications

(207 citation statements)

References 23 publications

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“…The activities of 2, 4, and 5 were compared to previously reported activities (Sohn et al, 2004;Fukai et al, 2005). Fukai reported activities of 2 against methicillin-sensitive and methicillin-resistant S. aureus strains (MIC = 25 gml -1 ) and P. aeruginosa (MIC > 100 gml -1 ) (Fukai et al, 2005 ) for 4 (Sohn et al, 2004).…”

Section: Resultsmentioning

confidence: 99%

“…Fukai reported activities of 2 against methicillin-sensitive and methicillin-resistant S. aureus strains (MIC = 25 gml -1 ) and P. aeruginosa (MIC > 100 gml -1 ) (Fukai et al, 2005 ) for 4 (Sohn et al, 2004). Nomura reported that Kuwanon C (5) was inactive against E. coli and P. aeruginosa (100 gml -1 ) (Nomura, 1988) (Sohn et al, 2004). The differences observed might be due to the methods used, level of purity of compounds and bacterial strains used (Table 2).…”

Section: Resultsmentioning

confidence: 99%

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Antioxidant and antibacterial constituents from Morus nigra

Mazimba

Majinda

Motlhanka³

2011

Afr. J. Pharm. Pharmacol.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Antioxidant and antibacterial constituents from Morus nigra

Mazimba

Majinda

Motlhanka³

2011

Afr. J. Pharm. Pharmacol.

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“…cyclization and hydroxylation, resulting in the occurrence of more than 1,000 prenylated compounds in plants (Tahara and Ibrahim, 1995;Barron and Ibrahim, 1996). In particular, prenylated flavonoids in higher plants protect them by exhibiting strong antibacterial and antifungal activities (Sohn et al, 2004). Many prenylated flavonoids have been identified as active components in medicinal plants with biological activities, such as anticancer, anti-androgen, anti-leishmania, and anti-nitric oxide production (De Naeyer et al, 2004;Ahmed-Belkacem et al, 2005;Han et al, 2006).…”

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confidence: 99%

Cloning and Characterization of Naringenin 8-Prenyltransferase, a Flavonoid-Specific Prenyltransferase of Sophora flavescens

et al. 2008

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Prenylated flavonoids are natural compounds that often represent the active components in various medicinal plants and exhibit beneficial effects on human health. Prenylated flavonoids are hybrid products composed of a flavonoid core mainly attached to either 5-carbon (dimethylallyl) or 10-carbon (geranyl) prenyl groups derived from isoprenoid (terpenoid) metabolism, and the prenyl groups are crucial for their biological activity. Prenylation reactions in vivo are crucial coupling processes of two major metabolic pathways, the shikimate-acetate and isoprenoid pathways, in which these reactions are also known as a rate-limiting step. However, none of the genes responsible for the prenylation of flavonoids has been identified despite more than 30 years of research in this field. We have isolated a prenyltransferase gene from Sophora flavescens, SfN8DT-1, responsible for the prenylation of the flavonoid naringenin at the 8-position, which is specific for flavanones and dimethylallyl diphosphate as substrates. Phylogenetic analysis shows that SfN8DT-1 has the same evolutionary origin as prenyltransferases for vitamin E and plastoquinone. The gene expression of SfN8DT-1 is strictly limited to the root bark where prenylated flavonoids are solely accumulated in planta. The ectopic expression of SfN8DT-1 in Arabidopsis thaliana resulted in the formation of prenylated apigenin, quercetin, and kaempferol, as well as 8-prenylnaringenin. SfN8DT-1 represents the first flavonoid-specific prenyltransferase identified in plants and paves the way for the identification and characterization of further genes responsible for the production of this large and important class of secondary metabolites.The prenylation of aromatic compounds is a major contributor to the diversity of plant secondary metabolites due to differences in prenylation position on the aromatic ring, various lengths of prenyl chain, and further modifications of the prenyl moiety, e.g. cyclization and hydroxylation, resulting in the occurrence of more than 1,000 prenylated compounds in plants (Tahara and Ibrahim, 1995;Barron and Ibrahim, 1996). In particular, prenylated flavonoids in higher plants protect them by exhibiting strong antibacterial and antifungal activities (Sohn et al., 2004). Many prenylated flavonoids have been identified as active components in medicinal plants with biological activities, such as anticancer, anti-androgen, anti-leishmania, and anti-nitric oxide production (De Naeyer et al., 2004;Ahmed-Belkacem et al., 2005;Han et al., 2006). Due to the beneficial effects for human health, prenylated flavonoids are of particular interest as lead compounds for producing new drugs and functional foods. The prenylation of the flavonoid core increases the lipophilicity and the membrane permeability, which is one of the proposed reasons for the enhanced biological activities of prenylated flavonoids (Wang et al., 1997;Maitrejean et al., 2000;Murakami et al., 2000). However, none of the genes responsible for the prenylation reactions has been identified d...

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“…Commonly, plate-type. These constituents demonstrated pharmacological properties such as antioxidant actions, the suppression of lectin-like oxidized low density lipoprotein receptor-1, cytotoxicity against cancer cells, and inhibition of the invasion and migration of cancer cells [15][16][17][18] . Morusin is an important prenylated flavonoid recently isolated from Morus australis (Japanese mulberry) 19) .…”

Section: Introductionmentioning

confidence: 99%

“…Morusin is an important prenylated flavonoid recently isolated from Morus australis (Japanese mulberry) 19) . Morusin inhibits arachidonic acid-, plateletactivating factor (PAF)-, and collagen-induced platelet aggregation 20) ; suppresses superoxide anion formation 21) ; and shows antibacterial activity 16) . Morusinol is among the other Morus flavones and was first extracted from mulberry root bark 22) ; however, the biological activity of morusinol has not yet been reported.…”

Section: Introductionmentioning

confidence: 99%