Bromotheoynic acid, a brominated acetylenic acid from the marine sponge Theonella swinhoei.
A new brominated C(17) acetylenic acid (1) designated as bromotheoynic acid has been isolated from the marine sponge Theonella swinhoei, collected off the coast of Tanegashima, Kagoshima Prefecture, Japan. The structure was determined on the basis of the analysis of its extensive 2D NMR spectroscopic data as well as HRMS. Bromotheoynic acid (1) inhibited maturation of starfish oocytes and cell division of fertilised starfish eggs. Bromotheoynic acid (1) also inhibited proliferation of human leukaemia U937 and HL60 cells, human lung cancer A549 and H1299 cells, and human embryonic kidney 293 (HEK293) cells.
Nagahama Institute of Bio-Science and Technology, 1266 Tamura-cho, Nagahama, Shiga 526-0829, Japan.
Nobuwa
N
Aoki
Kazuyuki
K
Yamamoto
Takayuki
T
Ogawa
Emi
E
Ohta
Toshitaka
T
Ikeuchi
Kazuo
K
Kamemura
Susumu
S
Ikegami
Shinji
S
Ohta
D000480:Alkynes / Q000032:analysis* / Q000302:isolation & purification / Q000494:pharmacology*; D000818:Animals; D002455:Cell Division / Q000187:drug effects; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D005231:Fatty Acids, Unsaturated / Q000032:analysis* / Q000302:isolation & purification / Q000494:pharmacology*; D057809:HEK293 Cells; D006801:Humans; D006842:Hydrocarbons, Brominated / Q000032:analysis* / Q000302:isolation & purification / Q000494:pharmacology*; D007564:Japan; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D009865:Oocytes / Q000187:drug effects; D013215:Starfish / Q000166:cytology / Q000187:drug effects; D047232:Theonella / Q000737:chemistry*
D000480:Alkynes; D005231:Fatty Acids, Unsaturated; D006842:Hydrocarbons, Brominated; C031203:2-hexadecynoic acid