Abstract: Derivatives of tylosin and 10,11,12,13-tetrahydro tylosin of the general formula ##STR1## wherein R stands for CHO, CH.sub.2 OH, CH.dbd.NOH or CH(OCH.sub.3).sub.2,R.sup.1 stands for H,R.sup.2 stands for OH orR.sup.1 +R.sup.2 stand for .dbd.O or .dbd.NOH,R.sup.3 stands for a mycarosyl group or a hydrogen atom, andstands for a single or a double bond;methods for the manufacture thereof; their use as antimicrobial agents and processes for the preparation of the latter.

Abstract: Novel avermectin derivatives are disclosed, wherein the 4"-hydroxy group is replaced by a substituted acylamino or benzoylamino group. These avermectin derivatives can be further derivatized at the 5- and 23-positions as ketoximes or O-substituted ketoximes. The 4"-substituted avermectin derivatives are prepared by the acylation of the known 4"-aminoavermectins with acylating reagents. The new compounds are potent anti-parasitic agents, in particular, the compounds are anthelmintic, insecticidal and acaricidal agents.

Abstract: Novel avermectin derivatives are disclosed, wherein the 5-hydroxy group is replaced by an oxime group. The avermectin-5-oximes can further be derivatized at the 4"- or 4'-positions as amino, substituted amino, acylhydrazone, semicarbazone, or substituted semicarbazone analogues. The avermectin-5-oximes are prepared by the oxidation of the 5-hydroxy compounds with manganese dioxide or with pyridinium dichromate to the known 5-oxo analogues, and these are then reacted with a hydroxylamine salt. The new compounds are potent anti-parasitic agents, in particular, the compounds are anthelmintic, insecticidal and acaricidal agents.

Abstract: The invention relates to elaiophyline derivatives of the formula I ##STR1## in which R.sup.1 and R.sup.1' are identical or different and represent a radical of the formula II/or III ##STR2## in which R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.7 have the meanings given. The invention furthermore relates to a process for the preparation of these elaiophyline derivatives and also the use of the lattere as medicaments, in particular as anthelmintically acting medicaments.

Abstract: There are disclosed novel avermectin compounds having a cleaved furan ring and a hydroxy group in the 8a position. Processes for preparing these novel compounds are also disclosed. These compounds have utility as anti-parasitic agents and as insecticides against agricultural pests.

Abstract: Polycyclic aromatic esters of macrolidic and lincosamidic antibiotics are employed in the treatment of acne.

Abstract: Esters of the etretinic type or related to macrolides and lincosamides are employed in the treatment of acne and psoriasis.

Abstract: Polyaromatic esters of macrolidic and lincosamidic antibiotics are employed in the treatment of acne.

Abstract: Diaromatic esters of macrolidic and lincosamidic antibiotics are employed in the treatment of acne.

Abstract: Unsaturated cycloaliphatic esters of macrolidic and lincosamidic antibiotics are employed in the treatment of acne.

Abstract: Aromatic esters of macrolidic and lincosamidic antibiotics are employed in the treatment of acne.

Abstract: This invention relates to an antibiotic NK86-0279 of the formula: ##STR1## which exhibits antifungal, antitumor, vascularizations-inhibitory and insecticidal activities.

Abstract: Broad spectrum antiparasitic agents of formula (I) having utility as anthelmintics, ectoparasiticides, insecticides, acaricides and animal growth promotants ##STR1## wherein Y is a single bond or a double bond; R.sup.1 is OH; provided that when Y is a single bond R.sup.1 is present and when Y is a double bond R.sup.1 is absent; R.sup.2 is .dbd.CH.sub.2 or a group of the formula --(X)--C(R.sup.5).dbd.CHR.sup.6 ; R.sup.3 is H or CH.sub.3 ; R.sup.5 and R.sup.6 are both H; R.sup.5 is H and R.sup.6 is C.sub.1 -C.sub.3 alkyl; or one of R.sup.5 and R.sup.6 is H and the other is C.sub.2 -C.sub.6 alkoxycarbonyl, phenyl, substituted phenyl, heteroaryl or substituted heteroaryl; and X is a direct bond or an alkylene group having from 2 to 6 carbon atoms which may be straight or branched-chain; with the proviso that R.sup.5 and R.sup.6 are not both hydrogen when X is --CH(CH.sub.3)CH.sub.2 --; processes and intermediates therefor, and compositions thereof.

Abstract: The present invention relates to the macrolide antibiotic swalpamycin, to a microbiological process for its preparation, to a new microorganism strain Streptomyces species, and to the use of swalpamycin as a medicinal agent for the treatment of infections caused by bacteria, mycoplasmas and Actinomycetes.

Abstract: Antiparasitic compound of formula (I): ##STR1## The broken line at the 22-23 position representing an optional double bond and eitherR.sup.1 is a H or OH and the double bond is absent or the double bond is present and R.sup.1 is absent;R.sup.2 is optionally substituted phenyl, or a group of formula (II): ##STR2## wherein X is O, S or --CH.sub.2 --, abc and d are 0-2 and a+b+c+d.ltoreq.5 R.sup.3 is H or MeR.sup.4 is H, OH or 4'-(alpha-L-oleandrosyl)-alpha-L-oleandrosyloxy.The compounds are prepared by fermentation of Streptomyces avermitilis in the presence of an N-alkanoyl cysteamine thioester containing R.sup.2.

Abstract: the invention relates to novel C(29)-carbonyloxymilbemycin derivatives of formula I, to the preparation thereof and to the use thereof ffor controlling pests, as well as to pesticidal compositions which contain as active ingredient at least one of these compounds., Said novel compounds are of the general formula I ##STR1## wherein X is --CH(OR.sub.1)--, --C(O)-- or --C(.dbd.N--OH)--,R.sub.1 is hydrogen, a silyl group, an acyl group or a sugar residue,R.sub.2 is methyl, ethyl, isopropyl or sec-butyl andR is hydrogen unsubstituted or substituted straight chain or branched C.sub.1 -C.sub.18 alkyl, unsubstituted or substituted C.sub.3 -C.sub.10 cycloalkyl, unsubstituted or substituted C.sub.2 -C.sub.6 alkenyl, unsubstituted or substituted C.sub.2 -C.sub.6 alkynyl or unsubstituted or substituted phenyl.

Abstract: Novel 13-spiro-2'-[tetrahydrofuran]-milbemycins of the formula I ##STR1## in which X represents one of the groups --CH(OR.sub.1)--, --C(.dbd.O)-- or --C(.dbd.N--OH)--;R.sub.1 represents hydrogen or a OH-protecting group;R.sub.2 represents methyl, ethyl, isopropyl or sec.-butyl or the group --C(CH.sub.3).dbd.CH--A in which A represents methyl, ethyl or isopropyl; andR.sub.3 represents hydrogen; C.sub.1 -C.sub.10 -alkyl; C.sub.1 -C.sub.10 -alkyl substituted by at least one substituent selected from the group consisting of halogen, C.sub.1 -C.sub.6 -alkoxy, C.sub.2 -C.sub.6 -alkoxyalkoxy, C.sub.3 -C.sub.9 -alkoxyalkoxyalkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.3 -C.sub.7 -cycloalkyl, C.sub.1 -C.sub.3 -alkyl-substituted C.sub.3 -C.sub.7 -cycloalkyl, hydroxy, benzyloxy, C.sub.1 -C.sub.6 -acyl and C.sub.1 -C.sub.6 -acyloxy, it being possible for each of the above-mentioned radicals representing or containing an alkoxy group to be terminally substituted at a terminal alkoxy group by hydroxy, halogen, C.sub.1 -C.sub.

Abstract: There are disclosed novel ivermectin compounds and a process for preparing them, the novel ivermectin compounds containing straight chain or branched fatty acid residues of from about C.sub.2 to about C.sub.

Abstract: 3-O-Glycosyl derivatives of 16-membered macrolides such as O-.alpha.-L-cladinosyl-(1.fwdarw.3)-12,13-dehydro-12,13-deoxorosaramicin, 2", 4",4'"-tri-O-acetyl-O-(4'-O-phenoxyacetyl-.alpha.-L-cladinosyl)-(1.fwdarw. 3)-desmyconsin and pharmaceutically acceptable acid addition salts thereof useful as antibacterials are disclosed.

Abstract: An antibiotic complex, containing three major components, has been isolated from fermentations of a new strain of the microorganism Streptomyces hirautus. The major components are new, neutral, macrolide antibiotic compounds, which are useful as antibacterial agents against certain gram-positive bacteria.

Abstract: Novel compounds of formula ##STR1## in which A is a ##STR2## group wherein R.sub.1 is hydrogen or an OH-protecting group, and R.sub.11 is hydrogen, an OH-protecting group, or an alkyl, cycloalkyl or acyl group,R.sub.2 is methyl, ethyl, isopropyl, sec.-butyl or a --C(CH.sub.3).dbd.CH--E group wherein E is methyl, ethyl or isopropyl,R.sub.3 and R.sub.4 together represent a bond between the two carbon atoms to which they are bonded, or together represent a --C(X')(Z')-- group wherein X' and Z' each represents, independently of the other, hydrogen or halogen, andX and Z each represents, independently of the other, hydrogen or halogen,the preparation of the novel compounds and the use thereof for controlling parasites of productive livestock and for controlling harmful insects.

Abstract: Mycaminosyl tylonolide derivatives represented by the following general formula ##STR1## (wherein R.sup.1 denotes hydroxyl group, a lower alkanoyloxy group, benzyloxy group, azido group, or amino group which may optionally be substituted with a lower alkyl or a lower alkanoyl radical; R.sup.2 stands for hydrogen atom or hydroxyl group; R.sup.3 expresses hydrogen atom or formyl group; and means a double bond or a radical represented by ##STR2## and salts thereof.

Abstract: Derivatives of milbemycins D, A.sub.3 and A.sub.4 and of the corresponding sec-butyl compound have a halogen atom at the 13-position; at the 5-position, they have an oxygen (keto) atom, an oxime group or a substituted oxime group. They may be prepared from known compounds by any appropriate combination of halogenation, ketonization and oximation.

Abstract: Tylosin derivatives represented by the following general formula (I): ##STR1## [wherein R denotes a hydrogen atom, acetyl, propionyl or a radical of Si(R.sup.2).sub.3 (in which R.sup.2 is a lower alkyl group), and R.sup.1 stands for a hydrogen atom or a radical of Si(R.sup.2 .sub.3 ] are useful as intermediates for the synthesis of 4"-acyl derivatives of tylosin because, after introduction of any desired acyl group at the 4"-hydroxyl group, the silyl protective group can be readily removed without liberation of the acyl group. This invention also provides processes for producing the tylosin derivatives. More specifically, it provides a melthod of selectively protecting 2'- and 4"'-hydroxyl groups of tylosin (those of higher reactivity among the hydroxyl groups involved); a method of selectively protecting only the 4"'-hydroxyl group of tylosin; a method of selectively protecting the 3- and 4"'-hydroxyl groups of 2'-O-acyltylosin; and a method of protecting 3-, 2'- and 4"'-hydroxyl groups of tylosin.

Abstract: An animal growth promoter, efomycin G, is obtained by culturing Streptomycetes strain BS 1261. Efomycin G has the following properties:(a) The empirical formula: C.sub.53 H.sub.86 O.sub.18(b) The mass spectrum (fast atom bombardment) Molecular weight+Na.sup.+ : 1033(c) The .sup.1 H-nuclear magnetic resonance spectrum, stated in parts per million, shown in FIG. 1.(d) The .sup.13 C-nuclear magnetic resonance spectrum, stated in parts per million shown in FIG. 2, with chemical shifts of the CC-NMR signals as follows:______________________________________ 170.0 77.9 65.9 32.9 7.0 145.4 73.4 48.5 19.4 144.7 71.2 43.6 19.1 131.9 70.6 41.9 16.8 121.1 70.1 41.1 16.7 99.6 69.9 38.8 15.1 99.5 66.9 38.5 13.4 93.6 66.5 36.2 9.0 93.3 66.4 33.0 8.9 ______________________________________ (ppm values are relative to tetramethylsilane at 0 ppm)(e) A UV absorption maximum at 251-254 nm in methanolic solution(f) The structure according to FIG. 3.

Abstract: Antiparasitics comprising Avermectin derivatives of formula (I): ##STR1## wherein X represents a single or a double bond; R.sup.1 is H or OH; provided that when X is a single bond, R.sup.1 is H or OH, and when X is a double bond, R.sup.1 is absent;R.sup.2 is an alkyl group substituted by one oxo or one or more hydroxy groups or by a single oxygen atom on two adjacent carbon atoms to form an oxirane ring, or R.sup.2 is an alkyl group substituted by an alkoxycarbonyl group, said substituents on R.sub.2 being attached to either or both a terminal carbon atom and a carbon atom adjacent to a terminal carbon atom of R.sup.2 ; and R.sup.3 is H or CH.sub.3 ; or, when R.sup.2 is oxo-substituted alkyl, an alkyl acetal or ketal derivative thereof.

Abstract: This invention provides an improvement in the process for preparing C-20-amino-substituted derivatives of the macrolide antibiotics of the tylosin type by reductively aminating the C-20 aldehyde group in the parent antibiotic. The improvement comprises using formic acid as the reducing agent. The new process is less expensive and more amenable to scale-up than previously used processes, but is still selective.

Abstract: New 4'"-O-modified-20-modified tylosin and 4"-O-modified-20-modified-desmycosin and 4'-deoxydesmycosin derivatives of formula 1 have significant oral antibacterial activity. Compositions containing and methods of using these compounds are also provided.

Abstract: Novel ring-contracted macrolides which enhance gastrointestinal motility and novel methods and compositions for treating gtastrointestinal disorders in animals with these macrolides and with certain other previously known ring-contracted macrolides are provided.

Abstract: New compounds, tiacumicins, are produced by a microorganism belonging to the genus Dactylosporangium. The compounds are effective Gram-positive antibiotics.

Abstract: Compounds of general formula: ##STR1## in which: A denotes either an oxygen atom, or a group of the formula N O-Y-R.sub.5,, B, X, Y, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.8, R.sub.9and R.sub.10 being defined in the description.Medicinal products containing the same, and their use in broad-spectrum antibiotic therapy for the treatment of infections.

Abstract: Parasiticidally active avermectin derivatives of the formula ##STR1## in which R.sup.1 stands for hydrogen, OH, C.sub.1-5 -alkanoyloxy, .alpha.-L-oleandrosyloxy, .alpha.-L-oleandrosyl-.alpha.-L-oleandrosyloxy, 4'-C.sub.1-5 -alkanoyl-.alpha.-oleandrosyloxy or 4"-C.sub.1-5 -alkanoyl-.alpha.-L-oleandrosyl-.alpha.-L-oleandrosyloxy,R.sup.2 stands for hydrogen, OH, C.sub.1-5 -alkanoyloxy, or R.sup.2 stands for hydrogen when there is a double bond between C22 and C23,R.sup.3 stands for straight-chain or branched alkyl or alkenyl, andR.sup.4 stands for hydrogen, OH, C.sub.1-5 -alkanoyloxy, heterocyclylcarbonyloxy, or the bond between the C atoms C22 and C23 is a single or a double bond and the double bond of the cyclohexene ring can be between the C atoms C3 and C4 or between the C atoms C4 and C5.

Abstract: Mycaminosyl tylonolide derivatives represented by the following general formula ##STR1## (wherein R.sup.1 denoted hydroxyl group, a lower alkanoyloxy group, benzyloxy group, azido group, or amino group which may optionally be substituted with a lower alkyl or a lower alkanoyl radical; R.sup.2 stands for hydrogen atom or hydroxyl group; R.sup.3 expresses hydrogen atom or formyl group; and means a double bond or a radical represented by ##STR2## and salts thereof.

Abstract: 8,9 and/or 14,15 epoxidized and 5-acylated milbemycins and avermectins are prepared from the parent milbemycins and avermectins by epoxidation and acylation (in either order). They have enhanced anthelmintic, acaricidal and insecticidal activities.

Abstract: There are disclosed avermectin derivatives with a hydroxy and hydrocarbon substituents at the 5, 10, 13, 23, 4' and 4" positions which are prepared by the reaction of the 5, 10, 13, 23, 4' or 4" ketone compound with an organo-metallic Grignard reagent. The compounds are potent antiparasitic and anthelmintic agents in human and animal therapy and are potent pesticidical agents against agricultural pests. Compositions containing such compounds as the active agent are also disclosed.

Abstract: There are disclosed novel avermectin derivatives wherein the 3"- or 3'-methoxy group and/or the 4"- or 4'-hydroxyl group are replaced by hydrogen. The 3"- or 3'-desmethoxy-avermectins can further be derivatized at the 4"- or 4'-positions as the amino, semicarbazone or oxime analogs. The 3"- or 3'-desmethoxy-avermectins are prepared by the reaction of Samarium iodide on the corresponding 4"- or 4'-oxo-avermectins. The 4"- or 4'-deoxo-avermectins are prepared by radical deoxygenation of the corresponding hydroxy-avermectins. Di-deoxygenated avermectin derivatives are obtained by combination of these two methods or by treating avermectin aglycone or avermectin monosaccharide with a dihydropyran. The new compounds are potent anti-parasitic agents, in particular, the compounds are anthelmintic, insecticidal and acaricidal agents.

Abstract: There are disclosed novel avermectin .DELTA. 23,24-derivatives (also referred to as 23,24-dehydro compounds). The compounds are prepared by selective dehydration of avermectin A2 or B2 compounds. The avermectin compounds have utility as anti-parasitic agents and compositions for that use are also disclosed. The compounds are also highly potent insecticides against agricultural pests. The .DELTA. 23,24-avermectin compounds have increased activity relative to the A2 or B2 compounds.

Abstract: The present invention relates to novel 23-imino derivatives of the compounds collectively referred to as 23-keto C-076 compounds. The C-076 compounds (collectively) are isolates from the fermentation broth of Streptomyces avermitilis. These novel compounds have potent anthelmintic, insecticidal, ectoparasiticidal, nematicidal and acaricidal activity. Compositions containing these 23-imino derivatives of 23-keto C-076 also are described herein.

Abstract: The compound 4"-deoxy-4"-N-methylamino avermectin Bla/Blb has been discovered to have unexpected properties when used as an agricultural insecticide. Specifically, the compound is considerably more active against insects, particularly lepidoptera, than closely related compounds, and the compound exhibits significantly lower levels of mammalian toxicity and aquatic animal toxicity. Thus the compound presents a much wider margin of safety towards the human appliers of the compound and to other mammals that come in contact with treated areas as well as wider margins of safety to aquatic animals to which any spray drift or run-off containing the compound may be directed.

Abstract: There are disclosed novel avermectin compounds wherein the 4" or 4' hydroxy group is oxidized to an oxo group and replaced with a semicarbazone, carbonyl- or sulfonyl- hydrazone, hydrazone, or oxime, and optionally reduced to the corresponding semicarbazide, carbonyl- or sulfonyl-hydrazide or hydrazine. The semicarbozones and hydrazones are prepared from the 4" or 4' oxo compound using the corresponding semicarbazides or hydrazines. The compounds have utility as anti-parasitic agents and compounds for that use are also disclosed. The compounds are also highly potent insecticides against agricultural pests. Compositions for such uses are also disclosed.

Abstract: The invention relates to parasiticidally and insecticidally highly active compounds of formula I ##STR1## wherein R is C.sub.1 -C.sub.10 alkyl;R.sub.1 is hydrogen, a silyl group or a sugar residue; andR.sub.2 is methyl, ethyl, isopropyl or sec-butyl, and to the preparation thereof starting from suitably substituted 15-ester or 13.beta.-ester milbemycins.

Abstract: There are disclosed novel di- and tri-O-acetyl-23-O-demycinosyl-4"-O-iso-valeryltylosins and the pharmaceutically acceptable salts thereof, which have improved activity as antibacterials and provide higher blood levels than other tylosin derived compounds. These compounds have the following structural formula ##STR1## wherein R is acetyl or hydrogen and z is for example O or ##STR2##Processes for selectively deacylating the 2' and 4"-positions of 3,2',4",4'"-tetra-O-acyltylosin or 2',4",4'"-tri-O-acyltylosin and for the selective acylation of 2',4"-di-O-acyltylosin and 2',4",4'"-tri-O-acyltylosin are also disclosed.

Abstract: The present invention relates to novel 23-imino derivatives of the compounds collectively referred to as 23-keto C-076 compounds. The C-076 compounds (collectively) are isolates from the fermentation broth of Streptomyces avermitilis. These novel compounds have potent anthelmintic, insecticidal, ectoparasiticidal, nematicidal and acaricidal activity. Compositions containing these 23-imino derivatives of 23-keto C-076 also are described herein.

Abstract: An antibiotic complex, containing three major components, has been isolated from fermentations of a new strain of the microorganism Streptomyces hirsutus. The major components are new, neutral, macrolide antibiotic compounds, which are useful as antibacterial agents against certain gram-positive bacteria.

Abstract: There are disclosed novel avermectin reduction products. The compounds are prepared by selective catalytic hydrogenation of avermectin-like compounds or by reaction of selected double bonds with electrophylic reagents. The reduced avermectin compounds have utility as anti-parasitic agents and compositions for that use are also disclosed. The compounds are also highly potent insecticides against agricultural pests. The reduced avermectin compounds have increased stability towards light which prolongs their insecticidal activities when applied to field crops subject to irradiation by sunlight.

Abstract: C-20-Dihydro-deoxy-(cyclic amino)-derivatives of the macrolide antibiotics tylosin, desmycosin, macrocin, lactenocin, 2"'-O-demethylmacrocin and 2"-O-demethyllactenocin, which inhibit pathogenic bacteria, especially gram-positive bacteria, Pasteurella species, and Mycoplasma species, and pharmaceutical compositions thereof, are provided.

Abstract: New 3'" and/or 4'"-modified macrocin and 3" and/or 4"-modified-lactenocin derivatives of formula 1 have significant antibacterial activity. Compositions positions containing and methods of using these derivatives are also provided.

Abstract: 12,13-Oxo derivatives of 16-membered macrolides such as tylosin and 23-O-demycinosyltylosin useful as antibacterials are disclosed.

Abstract: There are disclosed derivatives of avermectin compounds with a .DELTA.26,27-alkyl chain of 4, 5 or 6 members at the 25-position. The compounds are prepared from the known .DELTA.26,27-compounds by the appropriate synthetic procedures at the 5-, 8-, 9-, 13- , 22- and 23-positions. The compounds are potent antiparasitic agents, in particular, the compounds are anthelmintic, insecticidal and acaricidal agents.

Abstract: 20-O-Acyl-19,20-enolmacrolide antibiotic derivatives represented by the following general formula (I): ##STR1##