Alchivemycin A, a bioactive polycyclic polyketide with an unprecedented skeleton from Streptomyces sp.
Alchivemycin A, a novel polycyclic polyketide, was isolated from the culture extract of a plant-derived actinomycete Streptomyces sp. The structure and relative configuration were elucidated by spectroscopic analysis and X-ray crystallography, and the absolute configuration was determined by a (1)H NMR anisotropy method using MPA ester derivatization. The new compound contains an unprecedented heterocyclic ring system, 2H-tetrahydro-4,6-dioxo-1,2-oxazine. Alchivemycin A showed potent antimicrobial activity against Micrococcus luteus and inhibitory effects on tumor cell invasion.
Igarashi
Yasuhiro
Y
Biotechnology Research Center, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, Japan. yas@pu-toyama.ac.jp
Kim
Youngju
Y
In
Yasuko
Y
Ishida
Toshimasa
T
Kan
Yukiko
Y
Fujita
Tsuyoshi
T
Iwashita
Takashi
T
Tabata
Hirokazu
H
Onaka
Hiroyasu
H
Furumai
Tamotsu
T
D004354:Drug Screening Assays, Antitumor; D005233:Fatty Alcohols / Q000737:chemistry; D018942:Macrolides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D016982:Micrococcus luteus / Q000187:drug effects; D015394:Molecular Structure; D009361:Neoplasm Invasiveness / Q000517:prevention & control; D011760:Pyrrolidinones / Q000737:chemistry; D013302:Streptomyces / Q000737:chemistry; D013764:Tetrahydronaphthalenes / Q000737:chemistry
D005233:Fatty Alcohols; D018942:Macrolides; D011760:Pyrrolidinones; D013764:Tetrahydronaphthalenes; C553074:alchivemycin A; C068814:lydicamycin; C082438:delaminomycin A; C024509:equisetin