Distribution of antimicrobial brominated biphenols produced by marine biota in southeast Asia

• Project/Area Number: 25303011
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Partial Multi-year Fund
• Section: 海外学術
• Research Field: Green/Environmental chemistry
• Research Institution: Daiichi University, College of Pharmaceutical Sciences
• Principal Investigator: Haraguchi Koichi 第一薬科大学, 薬学部, 教授 (00258500)
• Co-Investigator(Kenkyū-buntansha): 小瀧 裕一 北里大学, 水産学部, 准教授 (30113278)
• Co-Investigator(Renkei-kenkyūsha): ENDO Tetsuya 北海道医療大学, 薬学部, 准教授 (10133216)
• Project Period (FY): 2013-04-01 – 2016-03-31
• Project Status: Completed (Fiscal Year 2016)
• Budget Amount: ¥16,120,000 (Direct Cost: ¥12,400,000、Indirect Cost: ¥3,720,000); Fiscal Year 2015: ¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000); Fiscal Year 2014: ¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000); Fiscal Year 2013: ¥5,720,000 (Direct Cost: ¥4,400,000、Indirect Cost: ¥1,320,000)
• Keywords: 海藻 / 臭素化合物 / 起源 / 代謝 / 海洋生物 / 環境分析 / 抗菌性化学物質 / 東南アジア

Outline of Final Research Achievements

The origin of naturally produced brominated biphenyls (OH-BDE) was found in brown algae (Sargassum sp.) and bivalve (Spondylus sp.) in Southeast Asia (Philippines, Indonesia). Genetic analysis indicated the marine bacteria (Pseudoanteromonus sp) in the algae could produce OH-BDE, which are further methylated to methoxy metabolites (MeO-BDE) and accumulate in higher trophic organisms. Secondary metabolites (hydroxylated dioxins) during this process were found and partly distributed in fish. Human exposure to MeO-BDE may be readily metabolized in liver to OH-BDE by CYP2B6, which are retained in blood.

Research Products

• [Journal Article] Levels, profiles and dietary sources of hydroxylated PCBs and hydroxylated and methoxylated PBDEs in Japanese women serum samples. (2016)
  • Author(s): Haraguchi, K., Ito, Y., Takagi, M., Fujii, Y., Harada, K.H., Koizumi, A.
  • Journal Title: Environment International Volume: 97 Pages: 155-162
  • DOI: 10.1016/j.envint.2016.08.022
  • Peer Reviewed
• [Journal Article] Effect of quercetin on the uptake and efflux of aristolochic acid I from Caco-2 cell monolayers (2016)
  • Author(s): Kimura, O., Fujii, Y., Haraguchi, K., Ohta, C., Koga, N., Kato, Y., Endo, T.
  • Journal Title: Journal of Ｐharmacy and Ｐharmacology Volume: 68 Pages: 883-889
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Long-chain perfluoroalkyl carboxylic acids in Pacific cods from coastal areas in northern Japan: a major source of human dietary exposure. (2015)
  • Author(s): Fujii Y, Sakurada T, Harada K, Koizumi A, Kimura O, Endo T, Haraguchi K.
  • Journal Title: Environ. Poll. Volume: 199 Pages: 35-41
  • DOI: 10.1016/j.envpol.2015.01.007
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Relationships among mercury concentration and stable isotope ratios of carbon and nitrogen in the scalp hair of residents from seven countries: effects of marine fish and C4 plants consumption. (2015)
  • Author(s): Endo, T.; Hayasaka, M.; Ogasawara, H.; Kimura, O.; Kotaki, Y.; Haraguchi, K.
  • Journal Title: PLoS ONE Volume: 10 Issue: 6 Pages: e0128149-e0128149
  • DOI: 10.1371/journal.pone.0128149
  • Peer Reviewed / Open Access
• [Journal Article] Distribution and excretion of 2,2′,3,4′,5,5′,6-heptachlorobiphenyl (CB187) and its metabolites in rats and guinea pigs. (2015)
  • Author(s): Ohta, C.; Haraguchi, K.; Kato, Y.; Endo, T.; Kimura, O.; Koga, N.
  • Journal Title: Chemosphere Volume: 118 Pages: 5-11
  • Peer Reviewed
• [Journal Article] Uptake of Aristolochic Acid I into Caco-2 Cells by Monocarboxylic Acid Transporters (2014)
  • Author(s): Osamu Kimura, Koichi Haraguchi, Chiho Ohta, Nobuyuki Koga, Yoshihisa Kato, Tetsuya Endo
  • Journal Title: Biological and Pharmaceutical Bulletin Volume: 37 Issue: 9 Pages: 1475-1479
  • DOI: 10.1248/bpb.b14-00219
  • NAID: 130004684786
  • ISSN: 0918-6158, 1347-5215
  • Peer Reviewed
• [Journal Article] Stable isotope ratios of carbon, nitrogen and oxygen in killer whales (Orcinus orca) stranded on the coast of Hokkaido, Japan (2014)
  • Author(s): Endo, T.; Kimura, O.; Sato, R.; Kobayashi, M.; Matsuda, A.; Matsuishi, T.; Haraguchi, K
  • Journal Title: Marine Pollution Bulletin Volume: 86 Issue: 1-2 Pages: 238-243
  • DOI: 10.1016/j.marpolbul.2014.07.012
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Carrier-mediated uptake of Nobiletin, a citrus polymethoxyflavonoid, in human intestinal Caco-2 cells (2014)
  • Author(s): Osamu Kimura, Chiho Ohta, Nobuyuki Koga, Koichi Haraguchi, Yoshihisa Kato, and Tetsuya Endo
  • Journal Title: Food Chemistry Volume: 154 Pages: 145-150
  • DOI: 10.1016/j.foodchem.2013.12.069
  • Peer Reviewed
• [Journal Article] Temporal trend and age-dependent serum concentration of phenolic organohalogen contaminants in Japanese men during 1989-2010. (2014)
  • Author(s): Fuiii, Y. ; Harada, K. H. ; Hitomi, T. ; Kobayashi, H. ; Koizumi, A. ; Haraguchi, K
  • Journal Title: Environ Pollut Volume: 185 Pages: 228-233
  • DOI: 10.1016/j.envpol.2013.11.002
  • Peer Reviewed
• [Journal Article] Dietary exposure to phenolic and methoxylated organohalogen contaminants in relation to their concentration in breast milk and serum in Japan. (2014)
  • Author(s): Fujii, Y., Nishimura. E, Kato, Y., Harada, K.H., Koizumi, A., Haraguchi, K.
  • Journal Title: Environment International Volume: 63 Pages: 19-25
  • Peer Reviewed
• [Journal Article] Levels of Mercury in Muscle and Liver of Star-Spotted Dogfish (Mustelus manazo) from the Northern Region of Japan: A Comparison with Spiny Dogfish (Squalus acanthias). (2013)
  • Author(s): Tetsuya Endo
  • Journal Title: Arch. Environ. Contam. Toxicol. Volume: 64 Issue: 3 Pages: 467-474
  • DOI: 10.1007/s00244-012-9858-0
  • Peer Reviewed
• [Presentation] 亜熱帯植物モリンガ葉に由来するフラボノイド配糖体の抗酸化機能の評価 (2017)
  • Author(s): 大坪 雅英, 藤井 由希子, 都築 稔, 原口 浩一, 岩部 耕一郎, 溝田 尚大
  • Organizer: 日本薬学会第137回年会
  • Place of Presentation: 仙台
  • Year and Date: 2017-03-25
• [Presentation] Caco-2 細胞におけるペルフルオロオクタン酸の取り込み (2017)
  • Author(s): 木村 治, 藤井 由希子, 原口 浩一, 加藤 善久, 太田 千穂, 古賀 信幸
  • Organizer: 日本薬学会第137回年会
  • Place of Presentation: 仙台
  • Year and Date: 2017-03-25
• [Presentation] 抗菌剤トリクロサンの腸内細菌叢への影響評価 (2017)
  • Author(s): 藤井 由希子, 久我 歩佳, 木下 真璃伽, 原口浩一
  • Organizer: 日本薬学会第137回年会
  • Place of Presentation: 仙台
  • Year and Date: 2017-03-25
• [Presentation] 海洋生物由来のフェノール性臭素化合物によるエストロゲンシグナルかく乱作用 (2017)
  • Author(s): 岡﨑 裕之, 池田( 高露) 恵理子, 原口浩一,荒牧弘範
  • Organizer: 日本薬学会第137回年会
  • Place of Presentation: 仙台
  • Year and Date: 2017-03-25
• [Presentation] Metabolism of 2，2‘，3，4，4’，5，6‘-heptachlorobiphenyl （CB182） by rat, guinea pig and human liver microsomes, (2016)
  • Author(s): Ohta C, Fujii Y, Haraguchi K, Kato Y, Kimura O, Endo T, Koga N,
  • Organizer: 36th International symposium on halogenated persistent organic pollutants
  • Place of Presentation: Firenze, Italy
  • Year and Date: 2016-08-28
  • Int'l Joint Research
• [Presentation] 海藻食品に由来するヒト血液および尿中6-OH-BDE47の抱合体 (2016)
  • Author(s): 高木雅恵、森山綾香、藤井由希子、原口浩一、太田千穂、古賀信幸、加藤善久、木村 治、遠藤哲也
  • Organizer: 日本薬学会第136回年会
  • Place of Presentation: 横浜
  • Year and Date: 2016-03-27
• [Presentation] イタチザメの成長に伴う水銀分布と炭素および窒素安定同位体比の変化 (2015)
  • Author(s): 遠藤哲也、木村治、小笠原英樹、太田千穂、古賀信幸、加藤善久、藤井由希子、原口浩一
  • Organizer: 平成27年度日本水産学会春季大会
  • Place of Presentation: 東京
  • Year and Date: 2015-03-28 – 2015-03-31
• [Presentation] 海藻で生産される臭素化ビフェノール類の機能性評価 (2015)
  • Author(s): 小栁侑平、河野龍海、高木雅恵、森山綾香、藤井由希子、松原 大、原口浩一、太田千穂、古賀信幸
  • Organizer: 日本薬学会第135年会
  • Place of Presentation: 神戸
  • Year and Date: 2015-03-26 – 2015-03-28
• [Presentation] A major source of dietary exposure to long-chain perfluorinated carboxylic acids (2015)
  • Author(s): Fujii, Yukiko; Sakurada, Tsukasa; Kuga, Ayuka; Kinoshita, Marika; Harada, Kouji; Koizumi, Akio; Kimura, Osamu; Endo, Tetsuya; Haraguchi, Koichi
  • Organizer: Society of Toxicology 54th Annual Meeting
  • Place of Presentation: San Diego, California
  • Year and Date: 2015-03-22 – 2015-03-26
• [Presentation] 海藻由来の臭素化ビフェノール類の起源および機能性評価 (2014)
  • Author(s): 河野龍海、小柳侑一、高木雅恵、森山綾香、藤井由希子、松原大、原口浩一
  • Organizer: 平成26年度日本水産学会秋季大会
  • Place of Presentation: 福岡
  • Year and Date: 2014-09-19 – 2014-09-22
• [Presentation] 真鱈に含まれる長鎖残留性有機フッ素カルボン酸の分析 (2014)
  • Author(s): 藤井由希子、木下真璃伽、久我歩佳、櫻田司、原口浩一、遠藤哲也
  • Organizer: 平成26年度日本水産学会秋季大会
  • Place of Presentation: 福岡
  • Year and Date: 2014-09-19 – 2014-09-22
• [Presentation] 海洋生物由来2,2’-dimethoxy-BB80のラット肝ミクロゾームによる代謝と抗酸化活性 (2013)
  • Author(s): 西村恵理、太田千穂、原口浩一、遠藤哲也、加藤善久、古賀信幸
  • Organizer: フォーラム2013 衛生薬学・環境トキシコロジー
  • Place of Presentation: 九州大学（福岡市東区）
• [Presentation] 二枚貝（Spondylus sp.)に検出される臭素化グアヤコールおよびおベラトロールの濃縮特性
  • Author(s): 加治佐彰悟、河村忠彦、原 雄一、西村理恵、原口浩一、太田千穂、古賀信幸
  • Organizer: 日本薬学会第134年会
  • Place of Presentation: 熊本大学（熊本市中央区）
• [Presentation] 褐藻中の臭素化ビフェノール類の起源および含有バナジウム量との相関性
  • Author(s): 一町知里、原口浩一、中村飛翔、小瀧裕一、遠藤哲也
  • Organizer: 日本薬学会第134年会
  • Place of Presentation: 熊本大学（熊本市東区）
• [Presentation] ERβの発現誘導能を示す環境化学物質の網羅的解析
  • Author(s): 池田理恵子、武田修三、姫野太一、徳安美紀、西村 肇、吉岡靖史、原口浩一、渡辺和人、荒牧弘範
  • Organizer: 日本薬学会第134年会
  • Place of Presentation: 熊本大学（熊本市東区）
• [Presentation] 海洋生物由来のtetrabromoveratrole(TBV)の動物肝ミクロゾームによる代謝
  • Author(s): 太田千穂、西村恵理、原口浩一、遠藤哲也、加藤善久、山元健太、古賀信幸
  • Organizer: 日本薬学会第134年会
  • Place of Presentation: 熊本大学（熊本市東区）