Magnoflorine from Coptidis Rhizoma Protects High Density Lipoprotein during Oxidant Stress

Hung, Tran Manh; Lee, Jong Pill; Min, Byung Sun; Choi, Jae Sue; Na, MinKyun; Zhang, Xinfeng; Ngoc, Tran Minh; Lee, Ik‐Soo; Bae, KiHwan

doi:10.1248/bpb.30.1157

Cited by 49 publications

(32 citation statements)

References 35 publications

(28 reference statements)

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“…HDL was isolated from the plasma by ultracentrifugation for 1.5 h with a vertical rotor as described previously. 16,17) After dialyzing at 4 C for 24 h against 10 mM phosphate-buffered saline (PBS) at pH 7.4, the HDL protein concentration (mg protein/ml) was determined as described previously. 18) HDL oxidation.…”

Section: Methodsmentioning

confidence: 99%

Lignans from the Fruits ofForsythia suspensa(Thunb.) Vahl Protect High-Density Lipoprotein during Oxidative Stress

Chang

Hung

Min

et al. 2008

Bioscience, Biotechnology, and Biochemistry

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Section: Methodsmentioning

confidence: 99%

Lignans from the Fruits ofForsythia suspensa(Thunb.) Vahl Protect High-Density Lipoprotein during Oxidative Stress

Chang

Hung

Min

et al. 2008

Bioscience, Biotechnology, and Biochemistry

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“…Yokozawa et al (2005) reported that coptisine, palmatine, magnoflorine, and epiberberine might contribute to the protective effects of Cotidis Rhizoma on oxidative stress, including inhibition of cellular peroxynitrite generation. Jateorrhizine and magnoflorine were also reported to exhibit significant antioxidant and antiradical capacities (Racková et al, 2004;Hung et al, 2007).…”

Section: Introductionmentioning

confidence: 99%

Inhibitory activities of the alkaloids from Coptidis Rhizoma against aldose reductase

et al. 2008

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As part of our ongoing search of natural sources for therapeutic and preventive agents for diabetic complications, the rat lens aldose reductase (RLAR) inhibitory effect of Coptidis Rhizoma (the rhizome of Coptis chinensis Franch) was evaluated. Its extract and fractions exhibited broad and moderate RLAR inhibitory activities of 38.9 approximately 67.5 microg/mL. In an attempt to identify bioactive components, six quaternary protoberberine-type alkaloids (berberine, palmatine, jateorrhizine, epiberberine, coptisine, and groenlandicine) and one quaternary aporphine-type alkaloid (magnoflorine) were isolated from the most active n-BuOH fraction, and the chemical structures therein were elucidated on the basis of spectroscopic evidence and comparison with published data. The anti-diabetic complications capacities of seven C. chinensis-derived alkaloids were evaluated via RLAR and human recombinant AR (HRAR) inhibitory assays. Although berberine and palmatine were previously reported as prime contributors to AR inhibition, these two major components exhibited no AR inhibitory effects at a higher concentration of 50 microg/ml in the present study. Conversely, epiberberine, coptisine, and groenlandicine exhibited moderate inhibitory effects with IC(50) values of 100.1, 118.4, 140.1 microM for RLAR and 168.1, 187.3, 154.2 microM for HRAR. The results clearly indicated that the presence of the dioxymethylene group in the D ring and the oxidized form of the dioxymethylene group in the A ring were partly responsible for the AR inhibitory activities of protoberberine-type alkaloids. Therefore, Coptidis Rhizoma, and the alkaloids contained therein, would clearly have beneficial uses in the development of therapeutic and preventive agents for diabetic complications and diabetes mellitus.

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“…Recent studies have also suggested that these alkaloids may be useful as novel medicines. For example, the aporphine-type alkaloid magnoflorine has been reported to protect HDL during oxidant stress to prevent the development of atherosclerotic disease and to inhibit human lymphoblastoid cell-killing by HIV-1 (2)(3)(4). A recent report stated that the antimicrobial agent berberine had cholesterol-lowering activity (5).…”

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Microbial production of plant benzylisoquinoline alkaloids

Minami

Kim

Ikezawa

et al. 2008

Proc. Natl. Acad. Sci. U.S.A.

307

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Benzylisoquinoline alkaloids, such as the analgesic compounds morphine and codeine, and the antibacterial agents berberine, palmatine, and magnoflorine, are synthesized from tyrosine in the Papaveraceae, Berberidaceae, Ranunculaceae, Magnoliaceae, and many other plant families. It is difficult to produce alkaloids on a large scale under the strict control of secondary metabolism in plants, and they are too complex for cost-effective chemical synthesis. By using a system that combines microbial and plant enzymes to produce desired benzylisoquinoline alkaloids, we synthesized (S)-reticuline, the key intermediate in benzylisoquinoline alkaloid biosynthesis, from dopamine by crude enzymes from transgenic Escherichia coli. The final yield of (S)-reticuline was 55 mg/liter within 1 h. Furthermore, we synthesized an aporphine alkaloid, magnoflorine, or a protoberberine alkaloid, scoulerine, from dopamine via reticuline by using different combination cultures of transgenic E. coli and Saccharomyces cerevisiae cells. The final yields of magnoflorine and scoulerine were 7.2 and 8.3 mg/liter culture medium. These results indicate that microbial systems that incorporate plant genes cannot only enable the mass production of scarce benzylisoquinoline alkaloids but may also open up pathways for the production of novel benzylisoquinoline alkaloids.(S)-reticuline ͉ magnoflorine ͉ scoulerine

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Magnoflorine from Coptidis Rhizoma Protects High Density Lipoprotein during Oxidant Stress

Cited by 49 publications

References 35 publications

Lignans from the Fruits ofForsythia suspensa(Thunb.) Vahl Protect High-Density Lipoprotein during Oxidative Stress

Lignans from the Fruits ofForsythia suspensa(Thunb.) Vahl Protect High-Density Lipoprotein during Oxidative Stress

Inhibitory activities of the alkaloids from Coptidis Rhizoma against aldose reductase

Microbial production of plant benzylisoquinoline alkaloids

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