RRC ID 45512
Author Tamehiro N, Matsuura N, Feng Y, Nakajima N, Ubukata M.
Title Indocarbazostatin and indocarbazostatin B, novel inhibitors of NGF-induced Neuronal differentiation in PC12 cells. II. Isolation, physicochemical properties and structural elucidation.
Journal J. Antibiot.
Abstract Two novel indolocarbazol-type bioactive molecules, indocarbazostatin (1) and indocarbazostatin B (2), were isolated as inhibitors of NGF-induced neuronal differentiation in rat pheochromocytoma PC12 cells from a culture broth of a Streptomyces sp. The structures of these compounds were determined by HR-FAB-MS, UV, 1H and 13C NMR, 1H-1H COSY, PFG HMBC, PFG HMQC and DIF NOE experiments. The relative and absolute configurations were deduced from MM2, MOPAC and CONFLEX calculations, and CD analyses. The imide/amide sector rule was proposed from the analyses of CD data of 1 and other indolocarbazole antibiotics. It was concluded that the minor compound 2 has a negative atropisomeric chirality in the aglycone.
Volume 55(4)
Pages 363-70
Published 2002-4
DOI 10.7164/antibiotics.55.363
PMID 12061543
MeSH Animals Carbazoles / chemistry* Carbazoles / isolation & purification* Carbazoles / pharmacology Cell Differentiation / drug effects Circular Dichroism Growth Inhibitors / chemistry* Growth Inhibitors / isolation & purification* Growth Inhibitors / pharmacology Indoles / chemistry* Indoles / isolation & purification* Indoles / pharmacology Magnetic Resonance Spectroscopy Nerve Growth Factor / antagonists & inhibitors Neurons / cytology Neurons / drug effects PC12 Cells Rats Streptomyces / growth & development Streptomyces / metabolism*
IF 2.446
Times Cited 15
Human and Animal Cells