Komodoquinone A, a novel neuritogenic anthracycline, from marine Streptomyces sp. KS3.
A novel anthracycline, komodoquinone A (1), and its aglycone, komodoquinone B (2), were isolated from the solid-state fermentation of the marine Streptomyces sp. KS3, which was isolated from marine sediment. The absolute stereostructures of 1 and 2, except for the sugar portion, were elucidated on the basis of chemical and physicochemical evidence. Komodoquinone A (1) is a unique anthracycline, in which a new amino sugar is connected to the D-ring of the anthracyclinone skeleton, and was found to induce neuronal cell differentiation in the neuroblastoma cell line, Neuro 2A.
Graduate School of Pharmaceutical Sciences, Osaka University, Yamada-oka 1-6, Suita, Osaka 565-0871, Japan.
Takuya
T
Itoh
Masahiro
M
Kinoshita
Shunji
S
Aoki
Motomasa
M
Kobayashi
D000880:Anthraquinones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007214:Indonesia; D015394:Molecular Structure; D020932:Nerve Growth Factor / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D009447:Neuroblastoma; D019906:Nuclear Magnetic Resonance, Biomolecular; D013302:Streptomyces / Q000737:chemistry*; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured / Q000187:drug effects
D000880:Anthraquinones; C481241:komodoquinone A; C481242:komodoquinone B; D020932:Nerve Growth Factor