Melanogenesis Stimulation in Murine B16 Melanoma Cells by Piper nigrum Leaf Extract and Its Lignan Constituents

Matsuda, Hideaki; Kawaguchi, Yoshihisa; Yamazaki, Miho; Hirata, Noriko; Naruto, Shunsuke; Asanuma, Yusuke; Kaihatsu, Takayuki; Kubo, Michinori

doi:10.1248/bpb.27.1611

Cited by 39 publications

(31 citation statements)

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“…The results concerning the melanogenesis activities of sixteen coumarins (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16) are shown in Fig. 3.…”

Section: Discussionmentioning

confidence: 99%

“…For the development of gray hair prevention agents, we have carried out a screening program to find a potential stimulant of melanogenesis from natural resources by using cultured murine B16 melanoma cells with theophylline as a reference drug. In a preceding paper, 3) we reported that a methanolic extract from the leaves of Piper nigrum L. showed a significant stimulatory effect on melanogenesis in cultured murine B16 melanoma cells and that two lignans, (Ϫ)-cubebin and (Ϫ)-3,4-dimethoxy-3,4-desmethylenedioxycubebin, were isolated as its active constituents. As the next step in our herbal screening, we report here the melanogenesis stimulation effect of seven ethanolic extracts obtained from Umbelliferae -dokkatsu), and the fruits of Cinidium monnieri (L.) CUSSON (Jashoshi) and C. formosanum YABE (Taiwan-jashoshi).…”

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confidence: 98%

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Melanogenesis Stimulation in Murine B16 Melanoma Cells by Umberiferae Plant Extracts and Their Coumarin Constituents

Matsuda

Hirata

Kawaguchi

et al. 2005

Biological & Pharmaceutical Bulletin

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Gray hair is caused by a genetic predisposition, aging, decrement of melanocytes by environmental stress, and decrement of the biosynthesis of melanin pigment or melanogenesis.1,2) Hair dye agents are used for the treatment of gray hair. However, there remain some problems with these agents, such as side effects due to the dyes. Thus, there is a need for anti-gray hair agents that exhibit satisfactory melanogenesis activity and gray hair prevention. For the development of gray hair prevention agents, we have carried out a screening program to find a potential stimulant of melanogenesis from natural resources by using cultured murine B16 melanoma cells with theophylline as a reference drug. In a preceding paper, 3) we reported that a methanolic extract from the leaves of Piper nigrum L. showed a significant stimulatory effect on melanogenesis in cultured murine B16 melanoma cells and that two lignans, (Ϫ)-cubebin and (Ϫ)-3,4-dimethoxy-3,4-desmethylenedioxycubebin, were isolated as its active constituents. As the next step in our herbal screening, we report here the melanogenesis stimulation effect of seven ethanolic extracts obtained from Umbelliferae -dokkatsu), and the fruits of Cinidium monnieri (L.) CUSSON (Jashoshi) and C. formosanum YABE (Taiwan-jashoshi). The melanogenesis stimulation effects of sixteen coumarins (1-16, Fig. 1) isolated from the Umberiferae crude drugs were also evaluated. MATERIALS AND METHODS MaterialsThe roots of Angelica biserrata (Todokkatsu), Notopterygium incisum (Kyokatsu), the fruits of Cinidium monnieri (Jashoshi) and Cinidium formosanum (Taiwan-jashoshi) were obtained from Osaka market. The roots of Angelica dahurica (Byakushi) and Heracleum candicans (Hakuryo-dokkatsu) were obtained from Chinese market (Yunnan Province). The roots of Heracleum lanatum (Gyubi-dokkatsu) were grown at the Osaka University of Pharmaceutical Sciences.Preparation of Ethanolic Extracts Seven crude drugs (each 10 g) were extracted with EtOH (100 ml) in a water bath at 70°C for 2 h and then filtrated. Each solution was concentrated under reduced pressure to give the corresponding extract: To-dokkatsu (1.00 g), Kyokatsu (1.45 g), Byakushi (0.70 g), Hakuryo-dokkatsu (1.00 g), Gyubidokkatsu (1.17 g), Jashoshi (0.40 g), and Taiwan-jashoshi (0.40 g).Drugs Fourteen coumarins (1-7, 9, 11-16, Fig. 1) were isolated from the Umbelliferae crude drugs.4-10) The isolation yields of each compound are depicted in Table 1. Synthetic melanin and 0.4 M HEPES buffer (pH 6.8) were purchased from Sigma-Aldrich Japan (Tokyo, Japan). Dulbecco's modified Eagle medium (D-MEM), Antibiotic-Antimycotic (a mixture of 10000 U/ml penicillin, 10000 mg/ml streptomycin sulfate, and 25 mg/ml amphotericine B), Dulbecco's phosphate buffered saline (Ca Isolation of Heraclenin (8) and Heraclenol (10) from Hakuryo-dokkatsu (H. candicans WALL.) Powdered Hakuryo-dokkatsu (500 g) was successively extracted with hexane (5 l) and EtOAc (5 l) under reflux for 2 h. Each extract was evaporated under reduced pressure to give a hexane ex-

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“…The results concerning the melanogenesis activities of sixteen coumarins (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16) are shown in Fig. 3.…”

Section: Discussionmentioning

confidence: 99%

mentioning

confidence: 98%

Melanogenesis Stimulation in Murine B16 Melanoma Cells by Umberiferae Plant Extracts and Their Coumarin Constituents

Matsuda

Hirata

Kawaguchi

et al. 2005

Biological & Pharmaceutical Bulletin

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“…Ref. ;Matsuda et al, 2004) Melanocytes or Melanoma cells Melanogenesis stimulating agents were found during the course of the screening using B16 melanoma cells for cosmetic ingredients with melanogenesis inhibitory activity. Some of the stimulation agents that originated in Piper plants may be useful as cosmetic ingredients for prevention of gray hair after further experimental studies, including clinical trials.…”

Section: Melanin Content (µG/well)mentioning

confidence: 99%

Melanin Hyperpigmentation Inhibitors from Natural Resources

Matsuda¹,

Murata²,

Itoh³

et al. 2011

Advances in Malignant Melanoma - Clinical and Research Perspectives

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“…The cell proliferation of B16 cells was assessed according to the method as described previously. 7) Cell proliferation was shown in percentages. Each percentage in the treated cells was calculated with respect to that of the vehicle control cells.…”

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Inhibitory Effects of Morinda citrifolia Extract and Its Constituents on Melanogenesis in Murine B16 Melanoma Cells

Masuda

Itoh

Murata

et al. 2012

Biological & Pharmaceutical Bulletin

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The objective of this study was to examine the effects of Morinda citrifolia (noni) extract and its constituents on α-melanocyte stimulating hormone (α-MSH)-stimulated melanogenesis in cultured murine B16 melanoma cells (B16 cells). A 50% ethanolic extract of noni seeds (MCS-ext) showed significant inhibition of melanogenesis with no effect on cell proliferation. MCS-ext was more active than noni leaf and fruit flesh extracts. Activity guided fractionation of MCS-ext led to the isolation of two lignans, 3,3′-bisdemethylpinoresinol (1) and americanin A (2), as active constituents. To elucidate the mechanism of melanogenesis inhibition by the lignans, α-MSH-stimulated B16 cells were treated with 1 (5 μM) and 2 (200 μM). Time-dependent increases of intracellular melanin content and tyrosinase activity, during 24 to 72 h, were inhibited significantly by treatment with the lignans. The activity of 1 was greater than that of 2. Western blot analysis suggested that the lignans inhibited melanogenesis by down regulation of the levels of phosphorylation of p38 mitogenactivated protein kinase, resulting in suppression of tyrosinase expression.Key words Morinda citrifolia; noni seed; B16 melanoma cell; tyrosinase; 3,3′-bisdemethylpinoresinol; americanin A Melanogenesis is a multistage process involving melanin synthesis, melanin transport, and melanosome release. Tyrosinase is one of the key enzymes in the melanin biosynthetic pathway. Abnormal deposition of melanin pigment causes hyperpigmentary disorders, such as melasma, freckles and age spots. Tyrosinase inhibitor is one of the candidates for reduction of melanogenesis. 1,2) In the development of novel and useful cosmetic agents and functional foods, we have continued to research melanin hyperpigmentation inhibitors from natural sources. The fruit, roots, bark and leaves of a tropical tree, Morinda citrifolia L. (Rubiaceae), commonly known as "noni" in Hawaii and Tahiti, have long been used throughout Polynesia as a folk medicine in the treatment of many diseases, e.g. hypertension and diabetes.3) Recently, the noni fruit juice and tea made from noni leaves have been introduced into the functional food market. Noni fruit contains a large number of seed throughout its flesh. During the production of noni fruit juice, these seeds are removed and discarded. Consequently, we have investigated the utility of noni seeds. In a previous paper, 4) we reported the tyrosinase inhibitory activity and 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity of 50% ethanolic extracts of noni seeds, fruit flesh and leaves. A 50% ethanolic extract from noni seeds (MCS-ext) inhibited tyrosinase activity and scavenged the DPPH radical more potently than extracts from the leaves or fruit. Activity-guided fractionation, followed by chromatography of MCS-ext, led to the isolation of 3,3′-bisdemethylpinoresinol (1), americanin A (2) and quercetin (3), as active constituents with both tyrosinase inhibitory and radical scavenging activities. 4) After the publication of our previous pa...

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Melanogenesis Stimulation in Murine B16 Melanoma Cells by Piper nigrum Leaf Extract and Its Lignan Constituents

Cited by 39 publications

References 16 publications

Melanogenesis Stimulation in Murine B16 Melanoma Cells by Umberiferae Plant Extracts and Their Coumarin Constituents

Melanogenesis Stimulation in Murine B16 Melanoma Cells by Umberiferae Plant Extracts and Their Coumarin Constituents

Melanin Hyperpigmentation Inhibitors from Natural Resources

Inhibitory Effects of Morinda citrifolia Extract and Its Constituents on Melanogenesis in Murine B16 Melanoma Cells

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