S-632-B1

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S-632-B1
Category Antibiotics
Catalog number BBF-03393
CAS 121995-32-2
Molecular Weight 323.4
Molecular Formula C17H25NO5

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Description

S-632-B1 is an antitumor and antifungal antibiotic produced by Streptomyces hygroscopicus S-632. It inhibits Saccharomyces cerevisiae with MIC of 0.78 µg/mL.

Specification

Synonyms Antibiotic S 632-B1; S 632B(sub 1); Antibiotic S 632B(sub 1)
IUPAC Name 4-[(Z)-2-hydroxy-5-methyl-7-(3-methyloxiran-2-yl)-4-oxooct-6-enyl]piperidine-2,6-dione
Canonical SMILES CC1C(O1)C(=CC(C)C(=O)CC(CC2CC(=O)NC(=O)C2)O)C
InChI InChI=1S/C17H25NO5/c1-9(4-10(2)17-11(3)23-17)14(20)8-13(19)5-12-6-15(21)18-16(22)7-12/h4,9,11-13,17,19H,5-8H2,1-3H3,(H,18,21,22)/b10-4-
InChI Key JEIOGENOOQCFDS-WMZJFQQLSA-N

Properties

Appearance Pale Yellow Oily Matter
Antibiotic Activity Spectrum neoplastics (Tumor); yeast; fungi

Reference Reading

1. New glutarimide antibiotics, S-632-B1 and B2. II. Isolation, physico-chemical properties and chemical structure
T Otani, Y Minami, H Matsumoto, T Marunaka, Z X Lou, Q W Yu J Antibiot (Tokyo). 1989 May;42(5):654-61. doi: 10.7164/antibiotics.42.654.
Antifungal antibiotics S-632-A1,A2,B1 and B2 were extracted with ethyl acetate from the filtered broth of Streptomyces hygroscopicus S-632 and isolated through a combination of conventional and reversed-phase silica gel column chromatography. On the basis of the spectral data, S-632-B1 and B2 were found to be new members of the glutarimide family of antibiotics. The chemical structures of these components were elucidated as two stereo-isomers of 3-(5,7-dimethyl-8,9-epoxy-2-hydroxy-4-oxo-6-decenyl)glutarimide.
2. New glutarimide antibiotics, S-632-B1 and B2. I. Taxonomy of producing strain, fermentation and biological properties
T Otani, T Sasaki, Y Minami, T Marunaka, Q W Yu J Antibiot (Tokyo). 1989 May;42(5):647-53. doi: 10.7164/antibiotics.42.647.
Strain S-632 was found to produce new glutarimide antibiotics, S-632-B1 and B2, which were isolated from the culture fluid. A taxonomic study on strain S-632 was carried out, and the taxonomic characterization demonstrated that it belonged to the species Streptomyces hygroscopicus. The strain was given the name S. hygroscopicus S-632. These antibiotics were active against Saccharomyces sp., but inactive against filamentous fungi and bacteria, and had cytotoxic activity against KB tissue culture cells.

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