Low-molecular-mass metabolites of fungi iV. The structures of stachybotrin a and stachybotral

The structures of another two metabolites of the microscopic fungusStachybotris alternans—stachybotrin A and stachybotral—have been established on the basis of their spectral characteristics.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashken,, fax (3712) 406475. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 103–107, January–February, 1999.     

Low-molecular-weight mushroom metabolites V. Eburicoic acid fromPolyporus ailanthus

The triterpene acid isolated fromPolyporus ailanthus (Aphyllophorales) is identified as eburicoic acid on the basis of¹H and¹³C NMR, electron-impact mass, and IR spectra.S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, fax (998-71)-120-64-75. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 57–59, January–February, 2000.     

Low-molecular-weight mushroom metabolites. IV. Slightly polar components ofStachybotrys alternans

Slightly polar fractions of low-molecular-weight metabolites ofStachybotrys alternans contain 10 components: 2(E)-decenal, 2(E)-undecenal, ionol, ethylpalmitate, ethylstearate, ethyloleinate, palmitic, stearic, and oleinic acids, and ergosterol.S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, fax (99871) 120 64 75. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 134–135, March–April, 2000.     

Low-molecular-mass metabolites of fungi. III. Stachybotrolide fromStachybotrys alternans

The new nitrogen-free compound stachybotrolide has been detected among the products of the vital activity ofStachybotrys alternans. The structure of stachybotrolide has been determined on the basis of IR, mass, and¹H and¹³C NMR spectra. To interpret the latter we have made use of DEPT, 2M NMR¹H−¹H chemical shift correlation (¹H−¹H COSY or HMQC) and 2M NMR correlations of¹H−¹³C long-range interactions (HMBC). Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, fax (371) 120 64 75. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 679–683, September–October, 1998.     

Refinement of the structure of asperumine

Summary 1. Asperumine has been isolated from the combined alkaloids ofSymphytum caucasicum.2. The hydrolysis and hydrogenolysis of asperumine has given heliotridine, acetone, and angelic and asperuminic acids.3. The structure of asperumine has been refined on the basis of the products of hydrolysis and hydrogenolysis and also of features of the mass and NMR spectra.4. It has been established that asperumine is an isomer of heliosupine in the 2,3,4-trihydroxy-2-methylpentane-3-carboxylic acid moiety.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 478–480, July–August, 1974.     

Low-molecular-mass metabolites of fungi I. Stachybotrin fromStachybotrys alternans

Stachybotrys alternans produces a series of low-molecular-mass compounds. By their column chromatography we have isolated the nitrogen-containing compound stachybotrin. The structure of stachybotrin has been determined on the basis of chemical transformations together with the results of¹H and¹³C NMR spectroscopy, 2M NMR¹H–¹H and¹H–¹³C chemical shift correlation (COSY), correlation of long-range¹H–¹³C interactions (HMBC), measurements of NOEs in a rotating coordinate system (ROESY), and IR and electronimpact mass spectra.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, fax (3712) 40 64 75. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 599–607, July–August, 1997.     

Secondary metabolites of Pyricularia oryzae II. Polyketide metabolites

A number of exometabolites have been isolated from the deuteromycetePyricularia oryzae Cav., of which harman and O-demethyldiaporthin have been isolated from this species for the first time. The latter is the first example of a hexaketide from fungi of the genusPyricularia, for which only penta- and heptaketides have previously been described. All-Union Scientific-Research Institute of Phytopathology, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 471–475, July–August, 1991.     

Secondary metabolites of Pyricularia oryzae II. Polyketide metabolites

A number of exometabolites have been isolated from the deuteromycetePyricularia oryzae Cav., of which harman and O-demethyldiaporthin have been isolated from this species for the first time. The latter is the first example of a hexaketide from fungi of the genusPyricularia, for which only penta- and heptaketides have previously been described.All-Union Scientific-Research Institute of Phytopathology, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 471–475, July–August, 1991.