Synthesis and Antimetastatic Activity of 6-Trichloroacetamido and 6-Guanidino Analogues of Siastatin B

Here, we wish to report the syntheses of (3S,4S,5R,6R)-6-(trichloroacetamido) and (3S,4S,5R,6R)-6-guanidino 4,5-dihydroxypiperidine-3-carboxylic acids having inhibitory activity for beta -glucuronidase and pulmonary metastasis of B16 BL6 cells.

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Bibliographic Details
Published inJournal of antibiotics Vol. 49; no. 3; pp. 321 - 325
Main Authors SATOH, TAKAHIKO, NISHIMURA, YOSHIO, KONDO, SHINICHI, TAKEUCHI, TOMIO, AZETAKA, MASAYUKI, FUKUYASU, HARUMI, IIZUKA, YUMIKO, OHUCHI, SHOKICHI, SHIBAHARA, SEIJI
Format Journal Article
LanguageEnglish
Published TOKYO JAPAN ANTIBIOTICS RESEARCH ASSOCIATION 1996
JAPAN ANTIBIOT RES ASSN
Japan Antibiotics Research Association
Subjects
Animals
Antineoplastic agents
Antineoplastic Agents - chemical synthesis
Antineoplastic Agents - chemistry
Antineoplastic Agents - pharmacology
Biological and medical sciences
Biotechnology & Applied Microbiology
Chemotherapy
Drug Screening Assays, Antitumor
Enzyme Inhibitors - chemical synthesis
Enzyme Inhibitors - chemistry
Enzyme Inhibitors - pharmacology
Glucuronidase - antagonists & inhibitors
Humans
Imino Sugars
Immunology
Life Sciences & Biomedicine
Lung Neoplasms - secondary
Male
Medical sciences
Melanoma, Experimental - drug therapy
Melanoma, Experimental - secondary
Mice
Microbiology
Molecular Structure
Nipecotic Acids - chemical synthesis
Nipecotic Acids - chemistry
Nipecotic Acids - pharmacology
Pharmacology & Pharmacy
Pharmacology. Drug treatments
Piperidines - chemical synthesis
Piperidines - chemistry
Piperidines - pharmacology
Science & Technology
NEURAMINIDASE
HEPARANASE
METASTASIS
PURIFICATION
BETA-GLUCURONIDASE
TUMOR
N-(1,2-DIHYDROXYPROPYL) DERIVATIVES
MELANOMA-CELLS
INHIBITORS
β-Glucuronidase
Enzyme
Rodentia
Enzyme inhibitor
Antimetastatic agent
Malignant tumor
Biological activity
Vertebrata
Mammalia
Mouse
Glycosidases
Animal
Hydrolases
Chemical synthesis
O-Glycosidases
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Summary:Here, we wish to report the syntheses of (3S,4S,5R,6R)-6-(trichloroacetamido) and (3S,4S,5R,6R)-6-guanidino 4,5-dihydroxypiperidine-3-carboxylic acids having inhibitory activity for beta -glucuronidase and pulmonary metastasis of B16 BL6 cells.
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ISSN:0021-8820
1881-1469
DOI:10.7164/antibiotics.49.321