JPH0656859A - Antibiotic nk901093a, its production and pesticidal and miticidal agent containing the same compound as active component - Google Patents

Abstract

PURPOSE:To provide the new antibiatic compound exhibiting an anticholinesterase inhibitory effect and useful as a pesticidal and miticidal agent, etc. CONSTITUTION:A compound of the formula. This compound exhibits the following physical properties; Visual appearance: colorless crystal; molecular formula (molecular weight): C10H15O6P (262); melting point: 80 to 81 deg.C; specific rotation [alpha]D<20>=-9.9 deg.; ultraviolet absorption spectra (in methanol) lambdamax: 229.6 (epsilon10700): infrared absorption spectra (KBr method): as shown in the figure; solvent solubility: soluble in methanol, ethanol, water, ethyl acetate and chloroform and insoluble in n-hexane; color reaction: positive for sulfuric acid, iodine or vanillin- sulfuric acid; This compound of the formula can be obtained by culturing a microorganism belonging to Streptomyces and capable of producing an antibiotic NK901093A in a culture medium, producing and accumulating the antibiotic NK901093A therein and collecting it.

Description

Detailed Description of the Invention

[0001]

The present invention relates to a novel antibiotic NK901 having an anticholinesterase activity and having a lactone ring.
093A, a method for producing the same, and an insecticidal and acaricidal agent containing the same as an active ingredient.

[0002]

Organophosphorus antibiotics having anticholinesterase activity include, for example, 3-methoxy-1-methyl, 6H, 8H-5,5a dihydrofuro (3,4-
e) 1,3,2-dioxaphosphepine 3-oxide and its 1-n-propyl derivative are represented by Experientia, 4
3 1235-7 (1987), it is described that the derivative has insecticidal activity. However, a cyclic phosphate compound having a lactone ring is not known.

[0003]

[Problems to be Solved by the Invention] As insecticides and acaricides for agricultural and horticultural use, many pests and acarids that are resistant to existing drugs have appeared. Therefore, a new type of substance with a high insecticidal and acaricidal activity is desired. Has been done.

[0004]

As a result of various searches for microbial metabolites, the present inventors have found that a strain belonging to the genus Streptomyces has an anticholinesterase action.

[0005]

[Chemical 2]

A novel antibiotic NK90109 represented by
It was found that 3A is produced and the antibiotic has excellent insecticidal and acaricidal activity. The present invention has been completed based on the above findings. The above new antibiotic NK9
01093A is NK901 to which the genus Streptomyces belongs
The 093A-producing bacterium was cultivated and the antibiotic NK901093A
From the culture, the antibiotic NK901
Obtained by collecting 093A. Antibiotic NK
A typical example of a bacterium producing 901093A has the following mycological and physiological properties.

1. Morphological properties As a result of observing after 2 weeks at 28 ° C, the aerial mycelium simply branches, and its tip usually has a spiral shape of several turns, but depending on the culture medium, a hook shape or an open loop shape may be observed.
No formation of sporangia or crusty silk is observed. The spore surface is smooth, the spores are spherical or elliptical, and the size is 0.
It is 6 to 0.9 × 0.7 to 1.0 μm. In addition, spores are formed in a chain of 30 or more.

2. Growth on various media Table 1 below shows the growth conditions on various media at 28 ° C for 2 weeks. The colors in the table are displayed in the Color Harmony Manual, Co-ntainer C
orporation of America, (Cicago).

[0009]

[Table 1] Cultivation Growth aerial hyphae Basal hyphae Soluble pigment Sucrose / Nitrate Good Rich powdery, Simali gold-free salt agar El marito (marigold, (shell tint, 3pa) 2ba) Glucose / Aspa A small amount No Maze No Laguin Agar (maize, 2la) Glycerin Aspa Good Rich, powdery, citrate no Laguin Agar L pink (Lt. wheat, (shell pink, 3ga) 5ca) Starch, inorganic salt Good cold Abundant powder, Lugage Tan Tan agar medium Bisc DK luggage tan (bisque, 4ec) Tyrosine agar Moderate Moderate cotton-like, dark brown coffee natural (coffee, 3pn) (natural, (dark brown, 3dc) 4pn) Nutrient agar medium Poorly powdery, amber (white) 3ic Yeast malt agar Good rich powdery, siamber-free medium El pink (amber, 3nc) (shell pink, 4ca) Au Mir agar culture Good Abundant powdery, satyrose-free ground lemon (tearose white, (Lt. salmon 5ca) 6ea) Peptone toast Moderately poor or poor Cobalt bra Dark burrow-iron agar medium White union (white) ( cobalt brown (dark brown, 2li) 4pn)

3. Physiological properties Appropriate growth range: 20-37 ° C Growth pH range: 5.0-9.0 Liquefaction of gelatin (on glucose / peptone / gelatin medium, 20 ° C): Positive starch hydrolysis (starch / inorganic salt agar medium) )
: Positive Coagulation of skimmed milk: Not coagulated Peptone of skim milk: Positive Formation of melanin-like pigment: Negative

4. Utilization of carbon source (on Pridham Godleybe agar medium) L-arabinose-D-xylose-D-glycose + D-fructose-sucrose + inositol + L-rhamnose-raffinose + D-mannitol +

5. Diaminopimelic acid in the cell wall LL-diaminopimelic acid. To summarize the above,
This strain is a strain belonging to the genus Streptomyces, and according to the method of the International Streptomyces project (abbreviated as ISP), the morphology of sporulating hypha belongs to the section Spirals and the spore surface is smooth. , The color of mature mycelia is red (Red c
olor series) to produce a melanin-like pigment, and a dark brown to brown pigment in the medium in an appropriate medium. The color of the basic hyphae is light brown, yellow, yellowish brown, bluish brown, or dark brown. D-glucose as a carbon source,
Sucrose, inositol, raffinose and D-mannose are used, but L-arabinose, D-xylose, D-fructose and L-rhamnose are not used.

The above properties and physiological properties are determined by shirring (EB Shirlinng) and godlieve (D Got).
tlieb) 's report from the ISP, "International Journal of Systematic Bacteriology.
acteriology) "Vol. 18, pp. 69-189 (1968)
18), 279-392 (1968), 19: 391-512 (1969), and 22: 265-394, Streptomyces lavendere ( Streptomyces lavendula
e) [Reference 18, Vol. 138, 1968 (1968)] is mentioned as the most similar strain to this strain. That is, the morphology of spore-forming hyphae belongs to Section Spirals, the spore surface is smooth, and the aerial hyphae of the red line are settled.
The two are in good agreement in that they produce melanin-like pigments and no other soluble pigments or brownish pigments. However, when compared in detail, this strain differs from the above Streptomyces lavendula in that it utilizes some of the sugar utilization, namely inositol and D-mannitol.

As described above, this strain is basically the same as Streptomyces lavendula with some differences, but it is considered appropriate to identify it as Streptomyces lavendula. Therefore, the present inventors have determined that this strain is Streptomyces lavendula NK9.
It was named 01093 (Streptomyces lavendulae NK901093). The strain has been deposited with the Institute of Microbial Science and Technology of the Agency of Industrial Science and Technology as Micromachine Research Institute No. 11713.

The antibiotic of the present invention is the above-mentioned NK90109.
It can be advantageously produced using the 3 strains. In general, actinomycetes tend to be naturally or artificially mutated in their properties, and the antibiotics of the present invention can be produced by using a mutant strain of NK901093 strain, and not limited to the above, Streptomyces. It can also be produced by using various known bacteria belonging to the genus.

In order to produce NK901093A according to the present invention, the strain is first aerobically cultured in a medium containing a nutrient that can be utilized by actinomycetes. As the nutrient source, known ones that have been conventionally used for culturing actinomycetes can be used.For example, as the carbon source, glucose, fructose, glycerin, sucrose, dextrin, galactose, organic acids, etc., alone or in combination. Can be used. Inorganic and organic nitrogen sources include ammonium chloride, ammonium sulfate, urea, ammonium nitrate, sodium nitrate, peptone, meat extract, yeast extract, dry yeast, corn steep liquor, soybean flour, cottonseed oil residue, casamino acid, pact soyton, soluble, vegetable , Protein, oatmeal and the like can be used alone or in combination. Salt if necessary,
Calcium carbonate, magnesium sulfate, copper sulfate, iron sulfate,
Inorganic salts such as zinc sulfate, manganese chloride and phosphate can be added, and organic substances such as amino acids, vitamins, nucleic acids and inorganic substances can be appropriately added.

As a culture method, a liquid culture method, particularly a deep agitation culture method is most suitable. Culture temperature is 20 to 45 ° C, p
It is desirable to carry out the culture with H being slightly acidic or slightly alkaline. In liquid culture, NK9 is usually obtained when culture is performed for 1 to 4 days.
The 01093A substance is produced and accumulated in the culture medium. When the production amount in the culture solution reaches the maximum, the culture is stopped, and the target product is purified and isolated from the culture solution obtained by filtering the bacterial cells.
For purification and isolation of the substance from the culture filtrate, a method for separation and purification generally used for isolating microbial metabolites from the culture solution is used. For example, the culture is separated into a filtrate and a precipitate by a filtration method. The filtrate is adsorbed on the porous polymer resin and eluted with 50% acetone water. Further, it is dissolved in a general organic solvent that is immiscible with water and concentrated under reduced pressure to obtain an oily substance containing NK901093A. The crude substance is further purified by a known method usually used for lipophilic purification, that is, chromatography using silica gel, high performance liquid chromatography (HPLC), or recrystallization method alone or in combination. Using silica gel as a suitable example for purification,
A column chromatography method using methylene chloride-ethyl acetate or n-hexane-acetone as an eluent and an HPLC (methanol-water) method can be mentioned. By concentrating and drying the active fraction obtained by these methods, colorless crystals of NK901093A can be obtained.

NK90109 obtained as described above
The physicochemical properties of 3A are shown below. (1) Appearance colorless crystal (2) Molecular formula (molecular weight) C ₁₀ H ₁₅ O ₆ P (262) (3) Melting point 80 to 81 ° C. (4) Specific irradiance [α] D ²⁰ = -9.9 ° (C1.12, ethanol) (5) Ultraviolet absorption spectrum (in methanol) λmxa 229.6 (ε10700) (6) Infrared absorption spectrum (KBr method) As shown in FIG. (7) ¹ H-nuclear magnetic resonance spectrum (in CDCl ₃ ) As shown in FIG. (8) ¹³ C-nuclear magnetic resonance spectrum (in CDCl ₃ ) As shown in FIG. (9) Solubility in solvent Soluble in methanol, ethanol, water, ethyl acetate, chloroform, etc., but not in n-hexane. (10) Color reaction Positive with sulfuric acid, iodine, and vanillin-sulfuric acid. (11) Thin layer chromatography Silica gel thin layer (Kiesel gel 60 F254 0.5
mm Merk) and developed with methylene chloride: acetic acid (9: 1), the Rf value is around 0.4. From the above data, it was determined that the chemical structure of NK901093A was as described above.

When the NK901093A of the present invention is used as an insecticidal and acaricidal agent, it is generally carried out in the field of agricultural chemicals production as it is or in combination with an agricultural chemical auxiliary in order to promote or stabilize the effect depending on the purpose of use. Depending on the method, powders, fine granules, granules, wettable powders, flowables, microcapsules, oils, aerosols, heated fumigants (mosquito coils, electric mosquito coils, etc.) It can be used in any formulation form such as a fumigant for heating and poison bait. These various formulations can be used directly as they are in actual use, or can be diluted with water to a desired concentration and used. In addition, these formulations
As an active ingredient, the present invention NK901093A is added in an amount of 0.1 to 0.1
The content is adjusted according to a usual formulation method so as to contain 99.9%, preferably 0.2 to 80%.

The above-mentioned pesticide auxiliary agent is a carrier (diluent)
And other auxiliary agents such as spreading agents, emulsifying agents, wetting agents, dispersing agents, fixing agents, disintegrating agents and the like.
Among the carriers, liquid carriers include aromatic hydrocarbons such as toluene and xylene, alcohols such as methanol, butanol and glycol, ketones such as acetone, amides such as dimethylformamide, sulfoxides such as dimethylsulfoxide, and methylnaphthalene. , Cyclohexane, animal and vegetable oils, fatty acids, fatty acid esters, and petroleum fractions such as kerosene and light oil.

Examples of solid carriers include clay, kaolin, talc, diatomaceous earth, silica, calcium carbonate, montmorillonite, bentonite, feldspar, quartz, alumina and sawdust. A surfactant is usually used as an emulsifier or dispersant, and examples thereof include higher alcohol sodium sulfate, stearyl trimethyl ammonium chloride,
Examples thereof include anionic surfactants such as polyoxyethylene alkylphenyl ether and ularyl betaine, cationic surfactants, nonionic surfactants, and zwitterionic surfactants.

Examples of the spreading agent include polyoxyethylene nonylphenyl ether and polyoxyethylene lauryl ether, and examples of the wetting agent include polyoxyethylene nonylphenyl ether dialkylsulfosuccinate and the fixing agent. Examples include carboxymethyl cellulose and polyvinyl alcohol, and examples of the disintegrator include sodium lignin sulfonate and sodium lauryl sulfate. Not only can each formulation be used alone, other agricultural and horticultural fungicides,
It can also be used as a mixture with an insecticide, a plant growth regulator and an acaricide. When NK901093A of the present invention is applied as an insecticidal and acaricidal agent, its application amount is usually 10 to 300 g, preferably 15 per 10 ares of the active ingredient.
~ 200g is used. The application concentration is preferably 0.001 to 0.4% when diluted with water such as a wettable powder or a liquid preparation and applied. Further, in the case of powders, granules, fine granules, etc., it may vary depending on the dosage form, method of use, timing, and other conditions, and further increase or decrease without sticking to the above range,
The concentration may be changed.

Next, specific pest names to which the insecticidal and acaricidal agent of the present invention can be applied are listed. From the order of the Hemiptera [Hemiptera], for example, leafhopper (Nephotettix cincti-ceps)
, White-tailed planthopper (Sogatella furcifera), Black-tailed planthopper (Nilaparv-ata lugens), Small-billed planthopper (L
aodelphax striatellus), Rabtor (Riptort)
us clavatus), Southern green stink bug (Nezara viridul)
a), Steaditis nashi, Whitefly, Trialeurodes vaporaror-um, Aphis gossypii, Aphis gossypii
us pers-icae), the scale insect (Unaspisyanone)
nsis), from the order of Lepidoptera [Lepidoptera], for example, Phylonorycter ringoneella, and diamondback moth (Plu).
t-ella xylostella), cotton boll (Promalactis inonise)
ma), Apple cockroach (Adoxophyes orana),
Legume inivora glycinivorella, Cnaphalocrocis medinalis,

Nikamaiga (Chilo suppressalis), Awanomeiga (Ostrinia furnacalis), Spodoptera litura (Mame)
stra brassicae), armyworm (Pseudaletia separat
a), Spodoptera litura (Spodoptera litura), Beetle (Parnara guttata), Pieris brassicae (Pieris)
rapae crucivora), from the order Coleoptera, for example, Rana buoy (Anomala cuprea), beetle (Popillia japonica), weevil (Echinocnemu)
s suqameus), rice weevil (Lissorhoptru-s or
yzophilus), rice dwarf beetle (Oulema oryzae), Anthrenus verbasci, Anemrenus verbasci, Senegalus (Tenebroides mauritanicus), weevil (S)
itophilus zeamais), Red-billed ladybird (Henos)
epilachnavigintioctopunctata), adzuki bean weevil (Ca
llosobruchus chinensis), Pine budworm (Mo)
nochamus alternatus), corn root beetle (Aulacophora fe)
mo-ralis),

Examples of Hymenoptera include Hymenoptera, Athalia rosae japo-nensis, Arge similis, Diptera.
] For example, Culex pipiens fa
tigans), Aedes aegypti (Aedes aegypti), Soybean flies (Asphondylia sp.), Fly flies (Hyle-
mya platura), housefly (Musca domestica vicina),
Sea urchin fly (Dacus cu-curbitae), rice leaf fly (Agromyza oryzae), human flea (Pulex irritans) as an Aphaniptera, keopsunezuminomi (X)
enopsylla cheop-is), dog flea (Ctenocephaides ca
nis), as a Thysanoptera, the Thrips thrips (Scirtothrips dorsalis), Thrips tabaci, Thrips tabaci, Thrips thrips
palmi), rice thrips (Bali-othrips biformis)
, Anoplura, for example, white lice (Pediculus humanus corporis), lice (Pth)
irus pubis), as the order of Psocoptera [Psocoptera], for example, Kochatate (Trogium pulsatorium), Hiratachatate (Liposcelis bostrychopilus),

As an orthoptera [Orthoptera]
llotalpa africana), locust grasshopper (Locusta mig)
ratoria), Red-faced locust (Oxya yezoensis), German cockroach (Blattella germanica), Black cockroach (P
eriplaneta fuliginosa), as a mite order [Acarina],
For example, spider mites (Tetranychus urticae), citrus spider mites (Panonychus citri), spider mites (Tetra)
nychus cinnabarinus), Kanzawa spider mite (Tetranychus)
kanzawai), Nedani (Rhizoglyphus echinopus),

In nematodes, Haricentula [Tylenchida]
From soybean cyst nematodes (Heterodera
glycines), rice cyst nematode (Heterodera elac)
his-ta), the sweet potato nematode (Meloidogyne)
 incognita), Scutellaria baicalensis (Pratylenchu)
s neglectus), Rice Singing Root (Aphelencho-
ides besseyi), spinach (Aphelenchoides)
ritzemabosi), pine wood nematode (Bursa phelenc
hus lignicolus) as well as soil pest corn roots
As a worm, for exampleDiabroticaundecimpunctata
howardi Barber,Diabroticalongiconrnis(Say),
Diabroticavirgifera Lec.,Diabroticabalteat
a Lec.,Diabroticaundecimpunctata Mann
Rui is a wireworm, for exampleMeleanotussp
p.. However, it is not limited to these.

[0028]

EXAMPLES Examples of the present invention will be shown below, but these are merely examples and do not limit the present invention in any way, and various modifications are possible. Production Example In a 500 ml Erlenmeyer flask for rotary shaker, a medium containing 2% glycerin, 2% soybean flour and 0.3% salt (pH 7.
0) 100 ml was dispensed and sterilized by autoclaving at 120 ° C. for 20 minutes. This was inoculated with 1 platinum loop of NK901093 strain (Microtech Lab. No. 11713), at 220C, 220 ° C.
Shake / min, shake for 2 days. 100 ml of this seed culture solution was transplanted to a 30-liter stainless steel tank containing 20 liters of seed medium (same composition as the above-mentioned seed medium) and aerated 20
The culture was carried out at 1 liter / minute and 200 rpm for stirring for 1 day.
2 liters of the obtained culture solution was added to a 200-liter stainless steel tank containing 4% glycerin and 2 soybean powders.
%, 100% of main medium containing 0.3% of salt (pH
It was transplanted to 7.0) and cultured for 65 hours under the conditions of 27 ° C., aeration of 80 l / min, and stirring of 200 revolutions / min. The culture solution was filtered to obtain 90 liters of the filtrate. Diaion HP-
20 ((registered trademark) (Mitsubishi Chemical Industries KK)) was adsorbed on 4 liters and eluted with 8 liters of 50% acetone water. This eluate was extracted with 2 liters of ethyl acetate three times. The ethyl acetate solution was concentrated under reduced pressure to obtain 15 g of a pale brown oily substance. This was subjected to silica gel chromatography (silica gel 500 g, developing solvent methylene chloride /
It used for ethyl acetate = 4). The active fractions were collected and concentrated under reduced pressure to obtain 1.5 g of a colorless oily substance. 120 from ether
It became colorless crystals of mg. Further, HPLC (Cosmo Seal 10C ₁₈ , 30% aqueous methanol) was carried out to collect active fractions and concentrate under reduced pressure to obtain 36 mg of NK901093A colorless crystals.

Formulation Example 1 Agro-horticultural wettable powder 20 parts of the present invention NK901093A, 75 parts of kaolin, 3 parts of higher alcohol sodium sulfate and 2 parts of sodium polyacrylate are mixed and ground to obtain a wettable powder.

Formulation Example 2 Agricultural and Horticultural Emulsion 30 parts of NK901093A of the present invention was dissolved in 53 parts of xylene, and 17 parts of a mixture (8: 2) of alkylphenol ethylene oxide condensate and calcium alkylbenzene sulfonate was mixed and dissolved in the emulsion. And This product is diluted with water and used as an emulsion.

Formulation Example 3 Agricultural and horticultural powder NK901093A of the present invention, 97 parts of a mixture of talc and calcium carbonate (1: 1) was added to a part thereof, mixed and ground to be sufficiently evenly dispersed and mixed, and then 2 parts of silicic acid anhydride was further added. And add
Mix and pulverize to make powder. Disperse this product as it is before use.

Formulation Example 4 Agricultural and Horticultural Granules 2 parts of the present invention NK901093A is mixed with 48 parts of bentonite fine powder, 48 parts of talc, and 2 parts of sodium lignin sulfonate, and then water is added and kneaded until uniform.
Next, the mixture is granulated through an injection molding machine and passed through a granulator and a dryer screen to obtain granules having a particle size of 0.6 to 1 mm. This product is used by directly sprinkling it on paddy fields and soil surfaces.

Formulation Example 5 Agricultural and horticultural oil agent 0.5 part of piperonyl butoxide was added to 0.1 part of the present invention NK901093A and dissolved in white kerosene to make 100 parts as a whole.
If you make a part, you can make an oil. This product is used as it is.

Formulation Example 6 Aerosol NK901093A of the present invention (0.4 parts), 20 parts of piperonyl butoxide, 6 parts of xylene, 7.6 parts of deodorant kerosene were mixed and dissolved, and the mixture was filled in an aerosol container, and a valve part was attached. Thereafter, 86 parts of Freon is pressure-filled through the valve portion to form an aerosol.

Formulation Example 7 Fumigated heated fiber insecticidal composition 0.05 g of NK901093A of the present invention was dissolved in an appropriate amount of chloroform, and heat was applied when uniformly adsorbed on the surface of asbestos 2.5 cm × 1.5 cm 0.3 mm thick. It becomes a fumigant insecticidal composition on a plate.

Formulation Example 8 Mosquito coil Incense NK901093A, 0.5 of the present invention was dissolved in 20 ml of methanol, and a carrier for incense (tab powder: lees powder: wood powder 3:
The mixture is mixed at a ratio of 5: 1) with 99.5 g of the mixture under uniform stirring to evaporate methanol, 150 ml of water is added, and the mixture is sufficiently kneaded to form a mosquito coil. Next, the effects of the present invention will be specifically described with reference to test examples.

Experimental Example 1 Acetylcholinesterase Inhibitory Activity The milled solution of the housefly head was used as a crude enzyme solution, and the enzyme activity was determined by the method of Ellman et al. [Ellmann et al (1961) Bio.
Chem. Pharmacol. 7: 88-95]. The results are shown in Table 2.

[0038]

[Table 2] (Note) Maraoxone: 0.0-dimethyl S- (1,2-
Dicarboethoxy) ethyl phosphorothiolate As is clear from Table 2, NK901093A has about 10 ³ times higher acetylcholinesterase inhibitory activity than known organic phosphorus agents.

Experimental Example 2 Effect on Culex pipiens larvae NK901093A of the present invention was diluted to a predetermined concentration with ethyl alcohol to prepare a reagent. Test method: Well water 199.8 in a plastic container with a diameter of 9 cm
20 ml of 3-4th instar larvae of Culex pipiens (Ageo) were released, and 0.2 ml of the reagent solution was applied dropwise with a pipette.
After 24 hours, the number of live and dead insects was examined and the mortality rate was produced. The results are shown in Table 3.

[Table 3]

[0040]

INDUSTRIAL APPLICABILITY According to the present invention, a novel organic phosphorus antibiotic NK901093A having a lactone ring is provided, and the antibiotic has an excellent insecticidal and acaricidal activity based on its anticholinesterase action.

[Brief description of drawings]

FIG. 1 is an infrared absorption spectrum of 901093A (KB
r method).

FIG. 2 shows a ¹ H-nuclear magnetic resonance spectrum (in CDCl ₃ ) of NK901093A.

FIG. 3 shows the ¹³ C nuclear magnetic resonance spectrum (in CDCl ₃ ) of NK901093A.

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Takashi Kurokawa 404-1 Ageo-mura, Ageo-shi, Saitama Prefecture Ageo East Complex 1-201 (72) Inventor Taizo Nakagawa 4-671-3, Mihashi, Omiya-shi, Saitama Prefecture

Claims (3)

[Claims] 1. The formula: A new antibiotic NK901093A represented by. 2. An antibiotic NK belonging to the genus Streptomyces
A method for producing an antibiotic NK901093A, which comprises culturing a microorganism having an ability to produce 901093A in a medium, causing the antibiotic NK901093A to be produced and accumulated in the culture, and collecting the same. 3. The novel antibiotic NK901093 according to claim 1.
An insecticidal and acaricidal agent characterized by containing A as an active ingredient.