Lupinacidin C, an Inhibitor of Tumor Cell Invasion from Micromonospora lupini

A new anthraquinone derivative, lupinacidin C (1), was isolated from the endophytic actinomycete Micromonospora lupini. The structure was elucidated on the basis of spectroscopic analyses, and the absolute configuration was determined by total synthesis. Lupinacidin C (1) exhibited the most potent i...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2011-04, Vol.74 (4), p.862-865
Main Authors: Igarashi, Yasuhiro, Yanase, Saeko, Sugimoto, Kohei, Enomoto, Masaru, Miyanaga, Satoshi, Trujillo, Martha E, Saiki, Ikuo, Kuwahara, Shigefumi
Format: Article
Language:English
Subjects:
Animals
Anthraquinones - chemistry
Anthraquinones - isolation & purification
Anthraquinones - pharmacology
Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents
Antineoplastic Agents - chemistry
Antineoplastic Agents - isolation & purification
Antineoplastic Agents - pharmacology
Applied microbiology
Basement Membrane - drug effects
Biological and medical sciences
Chemotherapic agents
Colonic Neoplasms
Drug Screening Assays, Antitumor
Fundamental and applied biological sciences. Psychology
Lupinus - microbiology
Mice
Microbiology
Micromonospora - chemistry
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Root Nodules, Plant - microbiology
Spain
Stereoisomerism
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Summary:A new anthraquinone derivative, lupinacidin C (1), was isolated from the endophytic actinomycete Micromonospora lupini. The structure was elucidated on the basis of spectroscopic analyses, and the absolute configuration was determined by total synthesis. Lupinacidin C (1) exhibited the most potent inhibitory effects among the congeners on the invasion of murine colon carcinoma cells into the reconstituted basement membrane.
ISSN:0163-3864
1520-6025
DOI:10.1021/np100779t