Merck + Co., Inc.

August J Kempf

Kenneth E Wilson

Otto D Hensens

Robert E Schwartz

Sheldon B Zimmerman

Helmut H Mrozik

Deborah L Zink

Richard L Monaghan

David J Mathre

Eugene L Dulaney

Carol F Wichmann

John G MacConnell

Ruth S Sykes

A process for obtaining a compound of the formula ##STR1## in crystalline form by solubilizing the compound in warm aqueous n-propanol and then allowing the solution to stand at ambient temperature until crystal formation is substantially complete is described. The crystalline compound obtained thereby is also described.

Process for crystalline cyclic lipopeptides

The invention relates to a novel tri-yne carbonate of formula I. Such compound can be produced by isolating it from the fermentation broth of ATCC-53614, ATCC-53615 OR ATCC-53616. The tri-yne carbonate has antifungal activity.

Antifugal tri-yne carbonates

The antibiotic, L-681,217, having antibacterial and growth-permittant activity, is produced by fermentation of Streptomyces cattleya in a suitable nutrient media.

Discovery of antibiotic L-681,217 in fermentation broth

Disclosed is a fermentation process for preparing and isolating the antibiotic, (5R,6S,8S)-3-(2-aminoethylthio)-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2. 0]hept-2-ene-2-carboxylic acid in substantially pure form.

Fermentation process for

Derivatives of C-076 compounds are described in which the C-076 molecule, a series of macrolides, has the 23-hydroxy group thereof oxidized to the 23-keto group. The 23-keto compounds are prepared by selectively oxidizing the suitably protected 23-hydroxy compound using such oxidizing agents as pyridinium dichromate, chromic acid-dimethyl pyrazole, chromic acid, chromic acid-acetic acid, and the like. Alternatively, selective oxidation of the unprotected 23-hydroxy compound may be accomplished by placing the compound in soil. Further reaction of the oxidized C-076 compounds is also possible. The compounds thus produced have profound anthelmintic, insecticidal, ectoparasiticidal, and acaricidal activity. Compositions containing the described C-076 derivatives as the active ingredient thereof are also disclosed.

23-Keto derivatives of C-076 compounds

Disclosed is a fermentation process for producing and isolating 6-hydroxymethyl-2-(2-aminoethylthio)-1-carbadethiapen-2-em-3-carboxylic acid (I) which is useful as an antibiotic: ##STR1##

Growing community of inventors

Staten Island, NY, United States of America

August J Kempf