81345-02-0Relevant academic research and scientific papers
A FEMALE GAMETE-CHARACTERISTIC (3Z,6Z,9Z)-DODECATRIENOIC ACID FROM ANALIPUS JAPONICUS
Kodama, Kazuya,Matsui, Kenji,Hatanaka, Akikazu,Ishihara, Masakazu,Kajiwara, Tadahiko
, p. 1039 - 1042 (1993)
(3Z,6Z,9Z)-Dodecatrienoic acid, proposed as a possible precursor of algal sex attractants, has been identified from female gametes of Analipus japonicus by comparison of HPLC analyses and mass spectral data with those of a synthetic sample. Key words: Analipus japonicus; brown alga; sex attractant; (3Z,6Z,9Z)-dodecatrienoic acid; ectocarpene; hormosirene.
Total synthesis of marine oxylipin bacillariolides I-III
Miyaoka, Hiroaki,Tamura, Masahide,Yamada, Yasuji
, p. 8083 - 8094 (2007/10/03)
Marine oxylipin bacillariolides I-III were synthesized from (R)-malic acid, using diastereoselective one-pot formation of the chiral cyclopentane derivative from the anion of allyl phenyl sulfone and chiral epoxymesylate as the key reaction. (C) 2000 Elsevier Science Ltd.
Synthesis of cyclopentane-containing marine eicosanoid bacillariolide II
Miyaoka, Hiroaki,Tamura, Masahide,Yamada, Yasuji
, p. 621 - 624 (2007/10/03)
Marine eicosanoid bacillariolide II was synthesized from (R)-malic acid, involving the diastereoselective one-pot formation of chiral cyclopentane derivative 12 from the anion of allyl phenyl sulfone and chiral epoxymesylate 11 as the key step.
FOUR NEW C15 ACETYLENIC POLYENES OF BIOGENETIC SIGNIFICANCE FROM THE RED ALGA LAURENCIA OKAMURAI: STRUCTURES AND SYNTHESIS
Kigoshi, Hideo,Shizuri, Yoshikazu,Niwa, Haruki,Yamada, Kiyoyuki
, p. 3781 - 3788 (2007/10/02)
From the red alga Laurencia okamurai four new C15 acetylenic polyenes, laurencenyne 6, neolaurencenyne 8, and trans-neolaurencenyne 9 have been isolated and their structures were elucidated by chemical and spectral means.Synthesis of these four compounds has been made to confirm their structural and stereochemical assigments.Biogenesis of laurencenyne 6 and trans-laurencenyne 8 was discussed.
LAURENCENYNE, A PLAUSIBLE PRECURSOR OF VARIOUS NONTERPENOID C15-COMPOUNDS, AND NEOLAURENCENYNE FROM THE RED ALGA LAURENCIA OKAMURAI
Kigoshi, Hideo,Shizuri, Yoshikazu,Niwa, Haruki,Yamada, Kiyoyuki
, p. 4729 - 4732 (2007/10/02)
Structural elucidation of two new acetylenic polyenes, laurencenyne 5 and neolaurencenyne 6 isolated from Laurencia okamurai, together with their syntheses, was achieved, suggesting that laurencenyne 5 was a possible precursor of various nonterpenoid C15-compounds in the marine red algae of genus Laurencia.
