UNTENONE-A, A NEW CYCLOPENTENONE FROM THE OKINAWAN MARINE SPONGE PLAKORTIS SP CORRESPONDING TO THE DIENOPHILE IN THE BIOSYNTHESIS OF MANZAMENONES

被引:43
|
作者
ISHIBASHI, M [1 ]
TAKEUCHI, S [1 ]
KOBAYASHI, J [1 ]
机构
[1] HOKKAIDO UNIV, FAC PHARMACEUT SCI, SAPPORO, HOKKAIDO 060, JAPAN
关键词
D O I
10.1016/S0040-4039(00)79217-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Untenone A (1), a new cyclopentenone derivative was isolated from the Okinawan marine sponge Plakortis sp. This compound (1) is chemically equivalent to the hypothetical dienophile in biosynthesis of manzamenones and this isolation provides a substantiation for the proposed biosynthetic process of manzamenones involving intermolecular [4+2] cycloaddition reaction.
引用
收藏
页码:3749 / 3750
页数:2
相关论文
共 50 条
  • [1] A SHORT SYNTHESIS OF (+/-)-UNTENONE-A, A MARINE SPONGE CYCLOPENTENONE
    TAKEDA, K
    NAKAYAMA, I
    YOSHII, E
    [J]. SYNLETT, 1994, (03) : 178 - 178
  • [2] MANZAMENONES-G AND H, NEW DIMERIC FATTY-ACID DERIVATIVES FROM THE OKINAWAN MARINE SPONGE PLAKORTIS SP
    KOBAYASHI, J
    TSUKAMOTO, S
    TAKEUCHI, S
    ISHIBASHI, M
    [J]. TETRAHEDRON, 1993, 49 (27) : 5955 - 5960
  • [3] Chemical explorations of the manzamenones from the tropical marine sponge, Plakortis sp
    Lee, Hyi-Seung
    Lee, Yeon-Ju
    Lee, Jong Seok
    Lee, Jihoon
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 258
  • [4] Three new oxylipins from an Okinawan marine sponge Plakortis sp.
    Tanaka, Naonobu
    Asai, Miki
    Kusama, Taishi
    Fromont, Jane
    Kobayashi, Jun'ichi
    [J]. TETRAHEDRON LETTERS, 2015, 56 (11) : 1388 - 1391
  • [5] Manzamenones L-N, new dimeric fatty-acid derivatives from an Okinawan marine sponge Plakortis sp.
    Kubota, Takaaki
    Ishiguro, Yuichiro
    Takahashi-Nakaguchi, Azusa
    Fromont, Jane
    Gonoi, Tohru
    Kobayashi, Jun'ichi
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2013, 23 (01) : 244 - 247
  • [6] Untenolide A, a new polyketide from an Okinawan marine sponge Plakortis sp.
    Ishiguro, Yuichiro
    Kubota, Takaaki
    Fromont, Jane
    Shiro, Motoo
    Kobayashi, Jun'ichi
    [J]. TETRAHEDRON LETTERS, 2010, 51 (31) : 4023 - 4026
  • [7] New polyketide peroxides from Okinawan marine sponge Plakortis sp.
    Fontana, A
    Ishibashi, M
    Kobayashi, J
    [J]. TETRAHEDRON, 1998, 54 (10) : 2041 - 2048
  • [8] Antioxidant Properties of the Manzamenones from the Tropical Marine Sponge Plakortis sp.
    Cho, MyoungLae
    Lee, Yeon-Ju
    Lee, Jong Seok
    Shin, Hee-Jae
    Lee, Hyi-Seung
    [J]. NATURAL PRODUCT COMMUNICATIONS, 2020, 15 (01)
  • [9] ANTIFUNGAL PEROXYKETAL ACIDS FROM AN OKINAWAN MARINE SPONGE OF PLAKORTIS SP
    KOBAYASHI, M
    KONDO, K
    KITAGAWA, I
    [J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 1993, 41 (07) : 1324 - 1326
  • [10] New cyclic polyketide peroxides from Okinawan marine sponge Plakortis sp.
    Fontana, A
    Ishibashi, M
    Shigemori, H
    Kobayashi, J
    [J]. JOURNAL OF NATURAL PRODUCTS, 1998, 61 (11): : 1427 - 1429