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Actinoalloteichus sp., three antifungal maclafungin compounds, and preparation method and application of compounds

A heterogeneous actinomycetes and compound technology, applied in the field of microorganisms and new pharmaceuticals and pesticides, can solve the problems that the antibacterial mechanism and biosynthesis mechanism have not been reported, and achieve good application prospects, strong antibacterial and insecticidal effects, and high purity.

Active Publication Date: 2015-09-02
SHENYANG INST OF APPLIED ECOLOGY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Maclafungin antibiotics are relatively rare. At present, only one compound of this type has been found, so its antibacterial mechanism and biosynthesis mechanism have not been reported yet.

Method used

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  • Actinoalloteichus sp., three antifungal maclafungin compounds, and preparation method and application of compounds
  • Actinoalloteichus sp., three antifungal maclafungin compounds, and preparation method and application of compounds
  • Actinoalloteichus sp., three antifungal maclafungin compounds, and preparation method and application of compounds

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] The identification of embodiment 1 deep-sea actinomycetes SHA6

[0033] Actinomycetes SHA6, isolated from -3587m deep-sea sediments in the South China Sea (17°59'48.135N, 114°34'16.668E), was preserved in the China Center for Type Culture Collection on February 20, 2014, and the preservation number is: CCTCC NO: M2014041, taxonomically named Actinoalloteichus sp. SHA6, and the depository address is China. Wuhan. Wuhan University.

[0034] Strain SHA6 cells are Gram-positive, forming straight and long sporocydia with a spore size of about 1.0×0.7 μm; grow well at 28-37°C, grow slowly at 4°C and 8°C; grow on PDA and modified Emerson's medium well and form spore filaments ( figure 1), melanin is often produced when cultured for a long time; it can tolerate 12% NaCl concentration, and the optimum growth NaCl concentration is 0-5%; it can tolerate the pH value of 6-11.6, and the optimum growth pH is 7-11; It can grow under both oxygen and microaerophilic conditions; it can...

Embodiment 2

[0038] Example 2 Fermentation of strain SHA6 to prepare maclafungin compounds

[0039] 2.1 Strain activation: inoculate the strain SHA6 on the prepared ISP3 medium plate by streaking method, and culture at a constant temperature of 28°C for 5 days;

[0040] The ISP3 medium is as follows: boil 20.0g of oatmeal with 1L of water for about 30min, filter through four layers of gauze to obtain the filtrate, and make up to 1L with water, 1mL of trace element mother solution, 20g of agar, 1L of distilled water, pH7.2. Trace element mother solution (1000×): MgSO 4 ·7H 2 O1.0g, ZnSO 4 ·7H 2 O1.0g, MnCl 2 4H 2 O1.0g, FeSO 4 ·7H 2 O1.0g, CoCl 2 ·6H 2 O1.0g, CaCl 2 1.0g, H 3 BO 3 1.0g.

[0041] 2.2 Preparation of seed solution: Use a puncher to take a 5mm diameter bacterial block on the plate where the strain grows densely, inoculate it in a 250mL triangular flask filled with 50mL PSB medium containing artificial sea salt, and culture it on a constant temperature shaker at 28°...

Embodiment 3

[0050] The structural analysis of embodiment 3 Maclafungin compounds

[0051] Maclafungin B (3a): white powder, HR-ESI-MS showed ( image 3 ): m / z781.5617[M+H] + (Calcd. for C 44 h 77 o 11 , 781.5466) and m / z803.5490[M+Na] + (Calcd. for C 44 h 76 o 11 Na, 803.5285), deduced that its molecular formula is C 44 h 76 o 11 , whose degree of unsaturation is 7.

[0052] Compound 3a 1 H NMR (600MHz, CDCl 3 ) (Table 1) 6 methyl signals are given in the spectrum δ H 1.22 (3H, d, J=6.1Hz), 1.14 (3H, d, J=6.4Hz), 0.90 (3H, d, J=7.1Hz), 0.85 (3H, d, J=6.9Hz), 0.80 ( 3H, t, J=7.4Hz), 0.74 (3H, d, J=6.8Hz); 1 methoxy signal δ H 3.35 (3H, s); 3 pairs of trans double bond signal δ H6.57 (1H, dd, J=15.6, 10.2Hz), 7.77 (1H, d, J=15.6Hz), 6.08 (1H, dd, J=14.3, 10.7Hz), 5.41 (1H, m), 5.92 (1H , dd, J=14.8, 10.7Hz), 5.33 (1H, dd, J=14.8, 9.8Hz); proton signals on multiple oxygenated carbons (the signals overlap a lot), such as δ H 4.05, 4.03, 3.79, 3.74, 3.64, 3.54, 3.42, etc. 13...

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Abstract

The invention relates to the field of microbes and novel drugs and pesticides, and concretely relates to a marine Actinoalloteichus sp. and an application thereof. The Actinoalloteichus sp. is Actinoalloteichus sp.SHA6, and is preserved in China Center for Type Culture Collection on Feb. 20, 2014 with the preservation number of CCTCC M2014041. Maclafungin compounds generated by the Actinoalloteichus sp. are represented by formula (I). The maclafungin compounds represented by formula (I) have substantial antifungal and insecticidal effects, and can be used as ideal antibiotic and insecticidal candidate compounds. The compounds can be produced through microbial fermentation, a preparation method of the compounds is simple and efficient, and the compounds are highly pure. The Actinoalloteichus sp. and the compounds have good application prospects. In the formula I, R1 is H or CH3; and R2 is H or CH3.

Description

technical field [0001] The invention relates to the field of microorganisms and novel medicines and pesticides, in particular to an actinomycetes heterophylla, three new antifungal maclafungins compounds and their preparation and application. Background technique [0002] Actinoalloteichus is a new genus discovered by Japanese scientist Tomohiko Tamura in 2000. Four new species have been reported so far, namely Actinoalloteichus cyanogriseus, Actinoalloteichus hymeniacidonis, Actinoalloteichus spitiensis and Actinoalloteichus nanshanensis. Heterobacteriaceae contain abundant secondary metabolite gene clusters, from which new skeleton alkaloids cyanogrisides A-D, new compounds caerulomycins F-I and some new cyclopentenones have been discovered. Therefore, Actinomycetes is a new resource for discovering novel active products. The present invention provides a new strain of actinomycetes heterodermis, which has very strong antibacterial and insecticidal activities, and it can ...

Claims

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Application Information

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IPC IPC(8): C12N1/20C12P17/18C07D493/20A01P3/00A01P7/04A61P31/10C12R1/01
Inventor 潘华奇胡江春王雪梅王书锦
Owner SHENYANG INST OF APPLIED ECOLOGY - CHINESE ACAD OF SCI
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