Merck + Co., Inc.

Kenneth E Wilson

Otto D Hensens

Sheldon B Zimmerman

August J Kempf

Richard L Monaghan

Sagrario M Del Val

James E Flor

Deborah L Zink

Gerald E Stokker

Ta J Lee

Henry Joshua

Thomas W Miller

Maria I Fernandez

Frank L VanMiddlesworth

Michael S Schwartz

Cheryl Deriso

Eugene D Thorsett

Ralph P Volante

Jerrold M Liesch

Robert E Schwartz

George M Garrity

Dennis M Schmatz

Eugene L Dulaney

George G Hazen

Carol F Wichmann

Jack L Smith

Maria B Lopez

Robert E Ormond

Joanne M Williamson

Mary Nallin

Ruth S Sykes

Reamer, Robert A

Marcia M Zweerink

A phospholipid having the formula ##STR1## is described. The compound has antifungal properties.

Antifungal agent

An antibiotic agent produced by the cultivation of Dictyochaeta simplex is described. The compound has broad antifungal activity and antipneumocystis activity.

Antibiotic agent

Compounds of formula (I) and (II): ##STR1## are HMG-CoA reductase inhibitors.

3-keto HMG-CoA reductase inhibitors

3-keto HMG-COA reductase inhibitors

The present invention relates to novel antibacterial compounds referred to herein generally as a thermal isomer of difficidin and thermal isomer of oxydifficidin. Also disclosed is process for preparing, isolating and purifying said compounds.

Thermal isomer of difficidin and thermal isomer of oxydifficidin

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

Process for the preparation of difficidin and derivative antibacterial compounds of the formula: ##STR1## where R.sub.a and R.sub.b are members independently selected from the group consisting of hydrogen; alkali metal and alkaline earth metal cations; ammonium; and substituted ammonium; and R.sup.1 is hydrogen or hydroxy.

Process for the preparation of difficidin and derivative antibacterials

The antibiotics Tejeramycin are active against gram negative and gram positive infections, especially against Pseudomonas aeruginosa. The antibiotics Tejeramycin are produced by the aerobic fermentation of Streptomyces griseus ATCC No. 39208 or 39209 in an assimilable aqueous nutrient medium.

Antibiotics Tejeramycin and production thereof

The subject disclosure discloses a chemical intermediate in antibiotic synthesis of the structure: ##STR1## wherein R.sub.1 is H or OH and the asterisks indicate asymmetric carbon atoms. Compounds of this type may be obtained by fermentation with a strain of B. subtilis under aerobic conditions. Compounds of the above structure are biologically inactive but are converted by phosphorylation of the hydroxyl group to produce compounds of the structure: ##STR2## wherein R.sub.1 is H or OH, which are useful antibacterial substances having a broad spectrum of antibacterial activity.

Difficol, intermediate in antibiotic preparation

Difficidin and derivative antibacterial compounds of the formula: ##STR1## where R.sub.a and R.sub.b are members independently selected from the group consisting of hydrogen; alkali metal and alkaline earth metal cations; ammonium; and substituted ammonium; and R.sup.1 is hydrogen or hydroxy.

Difficidin and derivative antibacterials

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 novel class of substituted and unsubstituted benzyl formimidates, represented in a convenient acid addition salt form (I); and the use of these reagents in the preparation of the antibiotic N-formimidoyl thienamycin (II): ##STR1## wherein A is a non-critical anion such as chloro, bromo, hydrogen sulfate or an alkyl aralkyl or aryl sulfonate, wherein the alkyl moiety has 1-6 carbon atoms and the aryl moiety is phenyl, for example; n is 0, 1 or 2; and X is independently selected from nitro, halo (chloro, bromo, fluoro, and iodo), loweralkyl having from one to six carbon atoms, phenyl, and phenylalkyl having from 7-12 carbon atoms, and --COOR, wherein R is hydrogen or loweralkyl having from one to six carbon atoms.

Process for the preparation of N-formimidoyl thienamycin and reagents

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

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##

This case relates to a novel process which aids in the isolation and purification of novel compounds which are produced by the microorganism, Streptomyces avermitilis. The process described utilizes a non-aqueous extraction system for purifying crude extracts of the novel compounds. The compounds which are isolated and purified are described generically as C-076 and have significant parasiticidal activity.

Growing community of inventors

Westfield, NJ, United States of America

Kenneth E Wilson