Isolation and synthesis of a new aromatic compound, brefelamide, from dictyostelium cellular slime molds and its inhibitory effect on the proliferation of astrocytoma cells.
[structure: see text] We have explored the diversity of secondary metabolites produced by cellular slime molds to examine the possible use of such cellular slime molds as a resource for novel drug development. A new aromatic amide, brefelamide (1), was isolated from methanol extracts of the fruiting bodies of Dictyostelium brefeldianum and D. giganteum. The structure of 1 was determined by spectral means including EIMS and (1)H and (13)C NMR. The total synthesis of 1 was carried out to confirm the structure and obtain sufficient samples for performing biological evaluation. Interestingly, compound 1 inhibited the cellular proliferation of 1321N1 human astrocytoma cells.
Kikuchi
Haruhisa
H
Graduate School of Pharmaceutical Sciences, Tohoku University, Aoba-yama, Aoba-ku, Sendai, Japan.
Saito
Yoshinori
Y
Sekiya
Jun'ichi
J
Okano
Yumiko
Y
Saito
Masaki
M
Nakahata
Norimichi
N
Kubohara
Yuzuru
Y
Oshima
Yoshiteru
Y
D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification*; D000818:Animals; D001254:Astrocytoma / Q000473:pathology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D016837:Dictyosteliida / Q000737:chemistry*; D004023:Dictyostelium / Q000737:chemistry*; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010636:Phenols / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification*
D000577:Amides; D010636:Phenols; C510885:brefelamide