FR182876, a New Microtubule Modulator with High Water-solubility, from a Streptomyces

In the course of seeking new anti-tumor drugs, a new microtubule modulator with high water-solubility, FR182876, was isolated from a Streptomyces which also produces FR182877. Even modern spectroscopic methods could not solve the structure of FR182876 due to its structural complexity and chemical in...

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Published in:Journal of antibiotics 2004/07/25, Vol.57(7), pp.429-435
Main Authors: YOSHIMURA, SEIJI, SATO, BUNJI, TAKASE, SHIGEHIRO, TERANO, HIROSHI
Format: Article
Language:English
Subjects:
Antibiotics, Antineoplastic - chemistry
Antibiotics, Antineoplastic - isolation & purification
Antibiotics, Antineoplastic - pharmacology
Cell Line, Tumor
Heterocyclic Compounds, 4 or More Rings - chemistry
Heterocyclic Compounds, 4 or More Rings - isolation & purification
Heterocyclic Compounds, 4 or More Rings - pharmacology
Humans
Microtubules - drug effects
Solubility
Streptomyces
Streptomyces - metabolism
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container_end_page 435
container_issue 7
container_start_page 429
container_title Journal of antibiotics
container_volume 57
creator YOSHIMURA, SEIJI
SATO, BUNJI
TAKASE, SHIGEHIRO
TERANO, HIROSHI
description In the course of seeking new anti-tumor drugs, a new microtubule modulator with high water-solubility, FR182876, was isolated from a Streptomyces which also produces FR182877. Even modern spectroscopic methods could not solve the structure of FR182876 due to its structural complexity and chemical instability. Thus, we have combined chemical correlations with spectroscopic methods and determined its structure, which features a highly fused ring system and 3-methylhistidine. The latter is believed to contribute to both solubility in water and activity in promoting tubulin polymerization. FR182876 showed potent cytotoxicity against a panel of cancer cells at concentrations of 28-75ng/ml.
doi_str_mv 10.7164/antibiotics.57.429
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subjects Antibiotics, Antineoplastic - chemistry
Antibiotics, Antineoplastic - isolation & purification
Antibiotics, Antineoplastic - pharmacology
Cell Line, Tumor
Heterocyclic Compounds, 4 or More Rings - chemistry
Heterocyclic Compounds, 4 or More Rings - isolation & purification
Heterocyclic Compounds, 4 or More Rings - pharmacology
Humans
Microtubules - drug effects
Solubility
Streptomyces
Streptomyces - metabolism
title FR182876, a New Microtubule Modulator with High Water-solubility, from a Streptomyces
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