NDLI: 2,4-Dichlorobenzyl thiocyanate, an antimitotic agent that alters microtubule morphology.

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2,4-Dichlorobenzyl thiocyanate, an antimitotic agent that alters microtubule morphology.

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2,4-Dichlorobenzyl thiocyanate, an antimitotic agent that alters microtubule morphology.

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Hamel, E. Abraham, I. Dion, R. L. Gottesman, M. M. Chi, D. M.
Abstract	A compound of simple structure, 2,4-dichlorobenzyl thiocyanate (DCBT), is an antimitotic agent with a number of unusual properties. The drug causes an extreme reorganization of microtubules in cells in culture. Most normal microtubules disappear, and remaining tubulin-containing structures appear to be bundled or aggregated. DCBT irreversibly inhibits in vitro polymerization of purified tubulin, but only after a prolonged preincubation of the protein with the drug. Binding of radiolabeled DCBT to tubulin similarly requires a long incubation time, with the reaction not being complete even after 6 hr at 37 degrees C. A specific interaction with tubulin is also shown by the crossresistance to DCBT of Colcemid-resistant cells with an altered beta-tubulin. A human KB carcinoma cell line and a Chinese hamster ovary cell line selected for crossresistance to multiple chemotherapeutic agents, including most antimitotic drugs, are sensitive to DCBT. Initial structure-function studies have demonstrated weak antimitotic and antitubulin activity with the parent compound benzyl thiocyanate. Chlorination at either position 2 or position 4 of the phenyl ring produces compounds of intermediate activity (4-chlorobenzyl thiocyanate is more active than 2-chlorobenzyl thiocyanate). The thiocyanate moiety appears to be essential for activity.
ISSN	00278424
e-ISSN	10916490
Journal	Proceedings of the National Academy of Sciences of the United States of America
Issue Number	18
Volume Number	83
Language	English
Publisher	National Academy of Sciences
Publisher Date	1986-10-01
Publisher Place	United States
Access Restriction	Open
Subject Keyword	Microtubules Drug Effects Mitosis Thiocyanates Pharmacology Cell Line Drug Resistance Polymers Metabolism Structure-Activity Relationship Tubulin Multidisciplinary
Content Type	Text
Resource Type	Article
Subject	Multidisciplinary

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