LOW MOLECULAR METABOLITES OF FUNGI. 3-METOXYSTACHIBOTRINIS STACHYBOTRYS CHARTARUM

Authors

  • Lukhmon Kamolov Karshi State University, Kashkadarya region, Uzbekistan [GS., LK]
  • Suvonqul Nurmonov Karshi State University, Kashkadarya region, Uzbekistan [GS., LK]
  • Sevara Tojiyeva Karshi State University, Kashkadarya region, Uzbekistan [GS., LK]

Keywords:

Stachybotrys chartarum; Stachybotrys lobulata type; chromatographic; fungi; stachybotriotoxins; staxibotrin; ЯМР 1H, 13C, 2М ЯМР 1H-1H, 1H -13C chemical shift correlations (COSY), long-range 1H -13C interaction (НМВС) correlation, NOE measurements in a rotating coordinate system (ROESY), IR and mass- spectra of electron impact.

Abstract

Stachybotrys chartarum produces a number of low molecular weight compounds. Column chromatography of the latter isolated the nitrogen-containing compound 3-methoxystachibotrin. The structure of 3-methoxystachibotrin was established on the basis of chemical transformations using the data of ЯМР 1H, 13C, 2М ЯМР 1H-1H, 1H -13C chemical shift correlations (COSY), long-range 1H -13C interaction (НМВС) correlation, NOE measurements in a rotating coordinate system (ROESY), IR and mass- spectra of electron impact.

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References

Koyanagi K, Narasaki R, Yamamichi S, Suzuki E, Hasumi K Mechanism of the action of SMTP-7, a novel smallmolecule modulator of plasminogen activation. Blood Coagul Fibrin. 2014;25.

Turaeva B, Soliev A, Eshboev F, Kamolov L, Azimova N, Karimov H, Zukhritdinova N and Khamidova Kh. The use of three fungal strains in producing of indole-3-acetic acid and gibberellic acid. Plant Cell Biotechnology and Molecular Biology. 2020; 21:32-43.

Rahimkhani M, Saberian M, Mordadi A, Varmazyar S, Tavakoli A. Urinary tract infection with Candida glabrata in a patient with spinal cord injury. Acta Medica Iranica. 2015;53(8):516- 517.

Li Y, Wu CM, Liu D, Proksch P, Guo P, Lin WH Correction to chartarlactams A-P, phenylspirodrimanes from the sponge-associated fungus Stachybotrys chartarum with antihyperlipidemic activities. J Nat Prod. 2014; 77:435.

Wu B, Oesker V, Wiese J, Malien S, Schmaljohann R, Imhoff JF Spirocyclic drimanes from the marine fungus Stachybotrys sp.strain MF347. Mar Drugs. 2014;12: 1924–1938.

Hasegawa K, Takamatsu H, Honda K, Hasumi K SMTP-7, a novel small-molecule thrombolytic for ischemic stroke: a study in rodents and primates. J Cereb Blood Flow Metab. 2014; 34:235–241.

Sawada H, Nishimural N, Suzuki E, Zhuang J, Hasegawa K, Takamatsu H, Honda K, Hasumi K SMTP-7, a novel small-molecule thrombolytic for ischemic stroke: a study in rodents and primates. J Cereb Blood Flow Metab. 2014;34:235–241

Speck K, Magauer T. The chemistry of isoindole natural products. J Org Chem. 2013;9: 2048–2078.

Jacolot M, Jean M, Tumma N, Bondon A, Chandrasekhar S, Weghe PV Synthesis of stachybotrin C and all of its stereoisomers: structure revision. J Org Chem. 2013; 78:7169–7175.

Kemmochi S, Hayashi H, Taniai E, Hasumi K, Sugita-Konishi Y, Kumagai S, Mitsumori K, Shibutani M. Protective effect of Stachybotrys microspora triprenyl phenol-7 on the deposition of IgA to the glomerular mesangium in nivalenol-induced IgA nephropathy using BALB/c Mice. J Toxicol Pathol. 2012; 25:149– 154.

Jacolot M, Jean M, Tumma N, Bondon A, Chandrasekhar S, Weghe PV. Synthesis of stachybotrin C and all of its stereoisomers: structure revision. J Org Chem. 2013;78: 7169–7175.

Koide H, Hasegawa K, Nishimura N, Narasaki R, Hasumi K. A new series of the SMTP plasminogen modulator with a phenlylamine-based side chain. J Antibiot. 2012; 65:1–7.

Koide H, Narasaki R, Hasegawa K, Nishimura N, Hasumi K.A new series of the SMTP plasminogen modulator with a phenlglycine-based side chain. J Antibiot. 2012; 65:91–93.

Kamolov LS, Aripova SF, Isaev MI, Stakhibotrin - a new natural compound. Chemistry of nature, compound., Special. release -1997;4.,

Kamolov L.S., Aripova S.F., Isaev M.I. Low molecular weight metabolites of fungi. I. Stachibotrin from Stachybotrys chartarum. Chemistry of Nature, Compound. 1997;599-607.

Kamolov LS, Aripova SF, Tashkhodzhaev V, Isaev MI. Low molecular weight metabolites of fungi. II. Clarification of the stachibotrin structure. Chemistry of Nature, Compound. 1998;666.

Kamolov LS, Aripova SF, Isaev MI. On the issue of low molecular weight metabolites of fungi. Chemistry of nature, compound., Special issue. I998;7.

Kamolov LS, Aripova SR, Isaev MI. Low molecular metabolites of Stachybotrys chartarum. Abstracts of 3rd International Symposium on the Chemistry of Natural Compounds. Bukhara (Uzbekistan); 1998.

Kadirova DB, Kamolov LS, Bobakulov KM, Aripova SF. Chemical constituents of the toxic mold Stachybotrys chartarum. Chem Nat Compd. 2013;583–584.

Kamolov LS, Tashkhodzhaev V, Aripova SF. Crystal structure of cyclopentanone oxime from the toxic fungus Stachybotrys chartarum. Chemistry of nature, compound. 2015;3:514-515.

Kamolov LS, Zakirova RP, Aripova SF. Growth-stimulating activity of the extract of the microscopic fungus Trichoderma harzianum. Uzbek Biological Journal. 2019;3:13-16.

Kamolov L, Tojiyeva S, Xasanov Sh, Axmedov O, Berdimurodov E. Stachyibotrus toxic microscopic fungus low molecular metobolites// Plant Cell Biotechnology and Molecular Biology. -2021. -№ 22.-p. 50-61.

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Published

2021-10-11

How to Cite

[1]
Lukhmon Kamolov, Suvonqul Nurmonov, and Sevara Tojiyeva, “LOW MOLECULAR METABOLITES OF FUNGI. 3-METOXYSTACHIBOTRINIS STACHYBOTRYS CHARTARUM”, IEJRD - International Multidisciplinary Journal, vol. 6, no. 4, pp. 126–129, Oct. 2021.