Siastatin B microbial

Siastatin B microbial Structure
Siastatin B microbial structure
Common Name Siastatin B microbial
CAS Number 54795-58-3 Molecular Weight 218.20700
Density 1.48g/cm3 Boiling Point 579.2ºC at 760 mmHg
Molecular Formula C8H14N2O5 Melting Point N/A
MSDS Chinese USA Flash Point 304.1ºC
Symbol GHS07
GHS07
Signal Word Warning

Contributions of NanI sialidase to Caco-2 cell adherence by Clostridium perfringens type A and C strains causing human intestinal disease.

Infect. Immun. 82(11) , 4620-30, (2014)

Previous studies showed that Clostridium perfringens type D animal disease strain CN3718 uses NanI sialidase for adhering to enterocyte-like Caco-2 cells. The current study analyzed whether NanI is similarly important when type A and C human intestinal diseas...

Syntheses and activities of N-substituted derivatives of siastatin B.

J. Antibiot. 45(10) , 1662-8, (1992)

N-Substituted derivatives of siastatin B have been obtained by a chemical modification. Some derivatives showed potent inhibitory activities against Streptococcus sp. and Clostridium perfringens neuraminidases.

Synthesis of 3-episiastatin B analogues having anti-influenza virus activity.

J. Antibiot. 46(12) , 1883-9, (1993)

Two epimers of siastatin B, 3-episiastatin B (3) and 3,4-diepisiastatin B (4), were obtained by the chemical modification of siastatin B. Compound 3 showed marked inhibitory activity against influenza virus neuraminidases and significant inhibition of influen...

Synthesis of the sialidase inhibitor siastatin B.

Org. Lett. 2 , 4037, (2000)

[structure] The resolved piperidinecarboxylate (R)-7 was converted to siastatin B (1) by an efficient and stereoselective sequence that includes a bromo-beta-lactonization and an N-acyliminium azidation. Two analogues (3 and 4) of siastatin were also prepared...

A-72363 A-1, A-2, and C, novel heparanase inhibitors from Streptomyces nobilis SANK 60192, II. Biological activities.

J. Antibiot. 49(1) , 61-4, (1996)

Inhibitory activities of A-72363 A-1, A-2 and C, the diastereomers of a neuraminidase inhibitor siastatin B, against various glycosidases were tested in comparison to siastatin B. Despite these compounds differing only in their configuration, each compound sh...

A-72363 A-1, A-2 and C, novel heparanase inhibitors from Streptomyces nobilis SANK 60192. I. Taxonomy of producing organism, fermentation, isolation and structure elucidation.

J. Antibiot. 49(1) , 54-60, (1996)

Novel heparanse inhibitors, A72363 A-1, A-2, and C, were isolated from the culture filtrate of Streptomyces nobilis SANK 60192 by column chromatography on various resinous adsorbents, followed by preparative anion exchange HPLC. Spectroscopic studies revealed...

Synthesis and antimetastatic activity of L-iduronic acid-type 1-N-iminosugars.

J. Med. Chem. 40(16) , 2626-33, (1997)

L-Iduronic acid-type 1-N-iminosugars, (3R,4S,5R,6R)- and (3R,4S,5S,6R)-6-acetamido-4-amino-5-hydroxypiperidine-3-carboxylic acid (6 and 7, respectively), (3R,4S,5R,6R)-6-acetamido-4- guanidino-5-hydroxypiperidine-3-carboxylic acid (8), and (3R,4S,5R,6R)-4-ami...

Synthesis and activity of 1-N-iminosugar inhibitors, siastatin B analogues for alpha-N-acetylgalactosaminidase and beta-N-acetylglucosaminidase.

Bioorg. Med. Chem. 4(1) , 91-6, (1996)

N-Acetylgalactosamine-based 1-N-iminosugars, new types of glycosidase inhibitor have been synthesized by modeling on siastatin B, isolated from a Streptomyces culture. The analogues of siastatin B were proved to be potent inhibitors for alpha-N-acetylgalactos...

A facile synthesis of D-glucose-type gem-diamine 1-N-iminosugars: a new family of glucosidase inhibitors.

Bioorg. Med. Chem. 7(6) , 1241-6, (1999)

gem-Diamine 1-N iminosugars of D-glucose-type, a new type of glycosidase inhibitors, have been synthesized from siastatin B, isolated from Streptomyces culture. 2-Trifluoroacetamido-1-N-iminosugar, (2S,3R,4R,5R)-2-trifluoroacetamido-5-hydroxymethylpiperidine ...

Synthesis of 6-acetamido-5-amino- and -5-guanidino-3, 4-dehydro-N-(2-ethylbutyryl)- 3-piperidinecarboxylic acids related to zanamivir and oseltamivir, inhibitors of influenza virus neuraminidases.

Org. Lett. 2(24) , 3837-40, (2000)

[reaction: see text] 6-Acetamido-5-amino- and -5-guanidino-3, 4-dehydro-N-(2-ethylbutyryl)-3-piperidinecarboxylic acids (8 and 9) have been synthesized starting from natural siastatin B, a bacterial neuraminidase inhibitor isolated from Streptomyces culture i...