The Development of Natural Antioxidants with Specific Activities to the Mitochondrial Biomembranes and the Clarification of their Bioactive Mechanism

• Project/Area Number: 19810015
• Research Category: Grant-in-Aid for Young Scientists (Start-up)
• Allocation Type: Single-year Grants
• Research Field: Living organism molecular science
• Research Institution: Osaka City University
• Principal Investigator: DOE Matsumi Osaka City University, 大学運営本部, 技術職員 (90433317)
• Project Period (FY): 2007 – 2008
• Project Status: Completed (Fiscal Year 2008)
• Budget Amount: ¥3,042,000 (Direct Cost: ¥2,640,000、Indirect Cost: ¥402,000); Fiscal Year 2008: ¥1,742,000 (Direct Cost: ¥1,340,000、Indirect Cost: ¥402,000); Fiscal Year 2007: ¥1,300,000 (Direct Cost: ¥1,300,000)
• Keywords: 抗酸化活性 / ミトコンドリア / 膜酸化 / 天然物 / メキシコ産トリキリア属植物 / フラノエレモフィラン

Research Abstract

粗抽出液が強い抗酸化活性を示した植物 Trichilia cuneata を本研究のターゲットとし、強い抗酸化作用を示す新規化合物類をはめとした、計12種類の化合物の単離同定に成功し、そのラインナップを達成することができた。
さらに、その過酸化の阻害機構について、過酸化の連鎖反応中の特定部位をブロックする反応条件にてのミトコンドリアに特異的な抗酸化活性として比較検討を進めた。
一方で、本化合物全合成過程での反応中間体から、活性発現に有効な構造活性相関の情報を得ることができた。

Research Products

• [Journal Article] Cytotoxic Biscembranes from the Soft Coral Sarcophyton glaucum (2009)
  • Author(s): Iwagawa Tetsuo, Hashimoto Kanta, Yokogawa Yukiko, Okamura Hiroaki, Nakatani Munehiro, Doe Matsumi, Morimoto Yoshiki, Takemura Kaoru
  • Journal Title: Journal of Natural Product
  • Peer Reviewed
• [Journal Article] Structural analysis and biosynthesis gene cluster of an antigenic glycopeptidolipid from Mycobacterium intracellulare (2009)
  • Author(s): Fujiwara Nagatoshi, Nakata Noburo, Naka Takeshi, Yano Ikuya, Doe MatsumiChatterjee Delphi, McNeil Michael, Brennan Patrick J., Kobayashi Kazuo, Makino Masahiko, Matsumoto Sohkichi, Ogura Hisashi, Maeda Shinji
  • Journal Title: Journal of Bacteriology 190(10) Pages: 3613-3621
  • Peer Reviewed
• [Journal Article] Cytotoxic Biscembranes from the Soft Coral Sarcophyton glaucum (2009)
  • Author(s): Iwagawa Tetsuo
  • Journal Title: Journal of Natural Product 72(in press)
  • Peer Reviewed
• [Journal Article] Aplysinopsin dimers from a stony coral. Tubastraea aurea (2008)
  • Author(s): Iwagawa Tetsuo, Miyazaki Miho, Yokogawa Yukiko, Okamura Hiroaki, Nakatani Munehiro, Doe Matsumi, Morimoto Yoshiki, Takemura Kaoru
  • Journal Title: Heterocycles 75(8) Pages: 2023-2028
  • Peer Reviewed
• [Journal Article] Limonoids from the stem bark of Cedrela odorata (2008)
  • Author(s): Kipassa Nsiama Tienabe, Iwagawa Tetsuo, Okamura Hiroaki, Doe Matsumi, Morimoto Yoshiki, Nakatani Munehiro
  • Journal Title: Phytochemistry(Elsevier) 69(8) Pages: 1782-1787
  • Peer Reviewed
• [Journal Article] Three mexicanolides from the root bark of Entandrophragma angolense (2008)
  • Author(s): Kipassa Nsiama Tienabe, Okamura Hiroaki, Doe Matsumi, Morimoto Yoshiki, Iwagawa Tetsuo, Nakatani Munehiro
  • Journal Title: Heterocycles 75(1) Pages: 157-164
  • NAID: 40015919667
  • Peer Reviewed
• [Journal Article] Aplysinopsin dimers from a stony coral Tubastraea aurea (2008)
  • Author(s): Iwagawa Tetsuo
  • Journal Title: Heterocycles 75(8) Pages: 2023-2028
  • Peer Reviewed
• [Journal Article] Structural analysis and biosynthesis gene cluster of an antigenic glycopeptidolipid from Mycobacterium intracellulare (2008)
  • Author(s): Fujiwara Nagatoshi
  • Journal Title: Journal of Bacteriology 190(10) Pages: 3613-3621
  • Peer Reviewed
• [Journal Article] Limonoids from the stem bark of Cedrela odorata (2008)
  • Author(s): Kipassa Nsiama Tienabe
  • Journal Title: Phytochemistry(Elsevier) 69(8) Pages: 1782-1787
  • Peer Reviewed
• [Journal Article] Three mexicanolides from the root bark of Entandropharagma angolense (2008)
  • Author(s): Kipassa Nsiama Ti enabe
  • Journal Title: Heterocycles 75(1) Pages: 157-164
  • Peer Reviewed
• [Journal Article] Identification of phoslactomycin E as a metabolite inducing hyphal morphological abnormalities in Aspergillus fumigatus IFO 5840 (2007)
  • Author(s): Mizuhara Naoko, Usuki Yoshinosuke, Ogita Masaki, Fujita Ken-Ichi, Kuroda Manabu, Doe Matsumi, Iio Hideo, Tanaka Toshio
  • Journal Title: Journal of Antibiotics 60(12) Pages: 762-765
  • NAID: 10020176387
  • Peer Reviewed
• [Journal Article] Assignment of 13C NMR spectrum for blepharismin C based on biosynthetic studies (2007)
  • Author(s): Uruma Yoshiyuki, Sakamoto Kei, Takumi Kohei, Doe Matsumi, Usuki Yoshinosuke, Iio Hideo
  • Journal Title: Tetrahedron 63(25) Pages: 5548-5553
  • Peer Reviewed
• [Journal Article] Structural characterization of a specific glycolpeptidolipid containing a novel N-acetyl-deoxy sugar from Mycobacterium intracellulare serotype 7 and genetic analysis of its glycosylation phthway (2007)
  • Author(s): Fujiwara Nagatoshi, Nakata Noburo, Maeda Shinji, Naka Takeshi, Doe Matsumi, Yano Ikuya, Kobayashi Kazuo
  • Journal Title: Journal of Bacteriology 189(3) Pages: 1099-1108
  • Peer Reviewed
• [Journal Article] Structural analysis and biosynthesis gene cluster of an antigenic glycopeptidolipid from Mycobacterium intracellulare (2007)
  • Author(s): Isobe Takahiko, Doe Matsumi, Morimoto Yoshiki, Nagata Kumiko, Masuoka Noriyuki, Ohsaki Ayumi
  • Journal Title: Yakugaku Zasshi 127(2) Pages: 389-395
  • Peer Reviewed
• [Journal Article] Biological aclivity tests of chemical constituents from two Braziian labiatae plants (2007)
  • Author(s): Isobe Takahiko
  • Journal Title: Yakugaku Zasshi 127(2) Pages: 389-395
  • Peer Reviewed
• [Journal Article] Assignment of 13C NMR spectrum for blepharismin C based on biosynthetic studies (2007)
  • Author(s): Uruma Yoshiyuki
  • Journal Title: Tetrahedron 63(25) Pages: 5548-5553
  • Peer Reviewed
• [Journal Article] Structural characterization of a specific glycopeptidolipid containing a novel N-acyl-deoxy sugar from Mycobacterium intracenulare serotype 7 and genetic analysis of its glyoosylation pathway (2007)
  • Author(s): Fujiwara Nagatoshi
  • Journal Title: Journal of Bacteriology 189(3) Pages: 1099-1108
  • Peer Reviewed
• [Journal Article] Identification of phoslactomycin E as a metabolite inducing hyphalmorphological abnormahties in Aspergillus fumigatus IFO 5840 (2007)
  • Author(s): Mizuhara Naoko
  • Journal Title: Journal of Antibiotics 60(12) Pages: 762-765
  • Peer Reviewed
• [Presentation] The Structure activity relationship of defence toxin climacostol (2009)
  • Author(s): Seta Kozue
  • Organizer: 日本化学会第89春季年会
  • Place of Presentation: 日本大学理工学部舟橋キャンパス
  • Year and Date: 2009-03-27
• [Presentation] 自己防御物質クリマコストールの構造活性相関 (2009)
  • Author(s): 瀬田梢、宮本顕範、田原由樹、粳間由幸、吉岡康一、土江松美、臼杵克之助、飯尾英夫
  • Organizer: 日本化学会第89春季年会
  • Place of Presentation: 千葉
• [Presentation] Structure and Biological Activities of Metabolites Produced by Streptomyces sp. Inducing Hyphal Morphological Abnormalities in Filamentous Fungi (2007)
  • Author(s): Mizuhara Naoko, Usuki Yoshinosuke, Ogita Masaki, Fujita Ken-Ichi, Kuroda Manabu, Doe Matsumi, Iio Hideo, Tanaka Toshio
  • Organizer: The 11^<th>OCU International Conference
  • Place of Presentation: Osaka
  • Year and Date: 2007-08-03
• [Presentation] Structure and Biological Activities of Metabolites Produced by Streptomyces sp.Inducing Hyphal Morphological Abnoitnalities in Filamentous Fungi (2007)
  • Author(s): Mizuhara Naoko
  • Organizer: The 11^<th> OCU Intermational Conference
  • Place of Presentation: 大阪(大阪市立大学)
  • Year and Date: 2007-08-03
• [Presentation] Structural analysis of sphingoglycolipid from Basidiomycota (2007)
  • Author(s): Mizuno Seiko, Naka Takeshi, Kobayashi Kimiko, Doe Matsumi, Maeda Shinji, Fujiwara Nagatoshi
  • Organizer: BMB2007(第30回日本分子生物学年会・第80回日本生化学会 合同大会)
  • Place of Presentation: 神奈川
• [Presentation] 自己防御物質ブレファリズミン-Cの13CNMRの帰属 (2007)
  • Author(s): 粳間由幸、阪本圭、内匠浩平、土江松美、臼杵克之助、飯尾英夫
  • Organizer: 2007年日本化学会西日本大会
  • Place of Presentation: 岡山
• [Presentation] 生合成研究を用いたブレファリズミン-Cの^<13>CNMRの帰属 (2007)
  • Author(s): 粳間由幸、阪本圭、内匠浩平、土江松美、臼杵克之助、飯尾英夫
  • Organizer: 第49回天然有機化合物討論会
  • Place of Presentation: 北海道
• [Presentation] 放線菌が生産する糸状菌の菌糸における形態異常誘起物質の構造と生物活性 (2007)
  • Author(s): 水原尚子、臼杵克之助、小北真生、藤田憲一、黒田学、土江松美、飯尾英夫、田中俊雄
  • Organizer: 日本ケミカルバイオロジー研究会第2回年会
  • Place of Presentation: 京都
• [Presentation] 放線菌が生産する糸状菌の菌糸における形態異常誘起物質の構造と生物活性 (2007)
  • Author(s): 水原 尚子
  • Organizer: 日本ケミカルバイオロジー研究会第2回年会
  • Place of Presentation: 京都(京都大学)
• [Presentation] 生合成研究を用いたブレファリズミン・Cの13CNMRの帰属 (2007)
  • Author(s): 粳間 由幸
  • Organizer: 第49回天然有機化合物討論会
  • Place of Presentation: 北海道(札幌コンベンションセンター)
• [Presentation] 自己防御物質ブレファリズミンの13CNMRの帰属 (2007)
  • Author(s): 粳間 由幸
  • Organizer: 2007年日本化学会西日本大会
  • Place of Presentation: 岡山(岡山大学)
• [Presentation] Structural analysis of sphingoglycolipid from Basidiomycota (2007)
  • Author(s): Mizuno Seiko
  • Organizer: BMB2007(第30回日本分子生物学年会・第80回日本生化学会合同大会)
  • Place of Presentation: 神奈川(パシフィコ横浜)