A new phytoconstituent; (6Z,9Z)-heptadeca-6,9-diene-5,11-dione () was isolated from methanol extract. The structure of was determined based on the analysis of NMR spectra and HRESIMS. It was tested for antimicrobial and antiprotozoal activities.
View Article and Find Full Text PDFA new cyclic depsipeptide () has been isolated from culture broth of sp. (No. P-100826-4-6) derived from L.
View Article and Find Full Text PDFMethanol extracts of Callistemon viminalis (Sol. Ex Gaertner) G.Don Ex Loudon fruits, bark and leaves were tested for molluscicidal activity.
View Article and Find Full Text PDFZ Naturforsch C J Biosci
August 2014
Microbial metabolism of danazol (17alpha-pregna-2,4-dien-20-yno[2,3-d]isoxazol-17beta-ol) by Beauveria bassiana ATCC 7159 and Glyocladium viride ATCC 10097 afforded four metabolites. The isolated metabolites were identified by different spectroscopic techniques as 6beta-hydroxy danazol, which is a not yet reported danazol metabolite, 17beta-hydroxy-17alpha-pregn-4-en-20-yn-3-one (ethisterone) and 17beta-hydroxy-2alpha-(hydroxymethyl)-17alpha-pregn-4-en-20-yn-3-one (2alpha-hydroxymethyl ethisterone), which represent the major danazol metabolites detected in human urine. The last metabolite, 6beta,17beta-dihydroxy-2-(hydroxymethyl)-17alpha-pregna-1,4-dien-20-yn-3-one, is also a minor human metabolite, for which the NMR data are described here for the first time.
View Article and Find Full Text PDFA novel phenanthrenoid symmetrical dimer 8,8'-bidehydrojuncusol [1,1',6,6'-tetramethyl-5,5'-divinyl-8,8'-biphenanthrene-2,2',7,7'-tetraol], a related phenanthrenoid monomer, a phenolic chromone, and five flavonoids derivatives have been isolated from the halophyte Juncus acutus L., Juncaceae. The structure of the dimeric phenanthrenoid was determined on the basis of spectroscopic analyses, including 2D NMR spectroscopy, and by spectral correlations.
View Article and Find Full Text PDFBiotransformation of 18beta-glycyrrhetinic acid, using Absidia pseudocylinderospora ATCC 24169, Gliocladium viride ATCC 10097 and Cunninghamella echinulata ATCC 8688a afforded seven metabolites, which were identified by different spectroscopic techniques (1H, 13C NMR, DEPT, 1H-1H COSY, HMBC and HMQC). Three of these metabolites, viz. 15alpha-hydroxy-18alpha-glycyrrhetinic acid, 13beta-hydroxy-7alpha,27-oxy-12-dihydro-18beta-glycyrrhetinic acid and 1alpha-hydroxy-18beta-glycyrrhetinic acid are new.
View Article and Find Full Text PDFThe composition of the essential oil of the fruits, leaves and stems of Daucus glaber Forssk has been studied by GC/MS. It was found that, the essential oil of the fruits consists of monoterpene hydrocarbons (limonene and sylvestrene are the majors) and phenylpropanoids (elemicin is the major). Sylvestrene has never been reported before in the essential oil of any Daucus species.
View Article and Find Full Text PDFThe novel natural product juncutol (1), 1,4,7-trimethyl-8,9-dihydro-4H-cyclopenta[def]phenanthrene-2,6-diol, along with the three related metabolites juncusol (2), dehydrojuncusol (3), and 6-hydroxymethyl-1-methyl-5-vinyl-9,10-dihydrophenanthrene-2-ol (4), were isolated from the rhizomes of Juncus acutus L. (Juncaceae) growing in Egypt. The structural identity of 1 was determined on the basis of spectroscopic analyses, including 2D NMR spectroscopy.
View Article and Find Full Text PDFThe phytoestrogen daidzein was metabolized by Nocardia species NRRL 5646 to give two metabolites obtained by hydroxylation and methylation. These metabolites were spectrally characterized as 7-methoxy-4'-hydroxyisoflavone (isoformononetin) and 7,8-dimethoxy-4'-hydroxyisoflavone. Mortierella isabellina ATCC 38063 was able to metabolize daidzein to the unusual metabolite daidzein-4'-rhamnopyranoside.
View Article and Find Full Text PDFThe immunomodulatory bioassay-guided fractionation of the methanolic extract of henna (Lawsonia inermis L.; syn. Lawsonia alba L.
View Article and Find Full Text PDFZ Naturforsch C J Biosci
October 2003
The immunomodulatory bioassay-guided fractionation of the oleogum resin of frankincense (Boswellia carterii Birdwood) resulted in the isolation and identification of 9 compounds; palmitic acid and eight triterpenoids belonging to lupane, ursane, oleanane, and tirucallane skeleta were isolated form the resin. These triterpenoids are lupeol, beta-boswellic acid, 11-keto-beta-boswellic acid, acetyl beta-boswellic acid, acetyl 11-keto-beta-boswellic acid, acetyl-alpha-boswellic acid, 3-oxo-tirucallic acid, and 3-hydroxy-tirucallic acid. The structures of the isolated compounds were deduced based on spectroscopic evidences.
View Article and Find Full Text PDFArgentatin B is a naturally occurring tetracyclic triterpene isolated from Parthenium argentatum x P. tomentosa. It was microbiologically transformed to 16, 24-epoxycycloartan-3alpha, 25-diol, (isoargentatin D), by Nocardia corallina var.
View Article and Find Full Text PDFThe yield of steam distillation of frankincense essential oil (3%); and its physicochemical constants were determined. Capillary GC/MS technique was used for the analysis of the oil. Several oil components were identified based upon comparison of their mass spectral data with those of reference compounds published in literature or stored in a computer library.
View Article and Find Full Text PDFThe seeds of Citrus reticulata afforded the new limonoid derivative, isolimonexic acid methyl ether, in addition to the previously isolated limonin, deacetylnomilin, obacunone and ichangin. The structure elucidation was achieved primarily through 1D and 2-D-NMR analyses. The marginal antimalarial activity of isolimonexic acid methyl ether is reported.
View Article and Find Full Text PDFThe biotransformation of partheniol by the fungus Calonectria decora ATCC 14767, produced six metabolites. These metabolites are; aromadendr-1(10)-en-8alpha -ol; 5(9),6-tricyclohumul-1(10)-en-8alpha-ol; 4,15-didehydro-6-bicyclohumulan-8a,10alpha-diol; 5(9),6-tricyclohumulan-4a,8alpha-diol; maalian-la,8alpha-diol and 14-epi-1(4)-epoxymaalian-8alpha-ol. The identities of these metabolites were established by different spectroscopic measurements.
View Article and Find Full Text PDFZ Naturforsch C J Biosci
October 2002
Beta- and gamma-eudesmols mixture was microbiologically transformed by Gibberella suabinetti ATCC 20193. Seven different eudesmanoidal metabolites (3-9) were isolated and their structures were elucidated by the different spectroscopic techniques. These metabolites are: eudesma-4-en-11-ol-3-one (carissone), eudesma-3-en-2beta, 11-diol, eudesma-4-en-3beta,11-diol, eudesma-4(15)-en-8,11-diol, eudesma-4(15)-en-2a,11-diol (pterocarpol), 1(3)cyclo-eudesma-4(15)-en-11,12-diol and eudesma-4-en-11,15-diol.
View Article and Find Full Text PDFThe new triterpene saponin 3-O-beta-D-glucopyranoside, 28-beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosiduronic acid oleanolate was isolated from the roots of Chenopodium ficifolium. The known compounds stigmasterol-3-O-glucoside and 3-O-beta-D-glucopyranosiduronic acid, 28-beta-D-glucopyranosyl oleanolate were also isolated. The latter compound, oleanolic acid, beta-sitosterol and its glucoside were isolated from the aerial parts.
View Article and Find Full Text PDFFour tetracyclic triterpenoids and lupeol were isolated from the hybrid Parthenium argentatum x P. tomentosa. The new triterpenoids were identified as 16, 24-epoxy-3 alpha-hydroxylanost-8-ene (argentatin E); 16, 24-epoxy-25-hydroxycycloart-1, 11, 22-trien-3-one (argentatin F); 16,24-dihydroxycycloart-20, 25-dien-3-one (argentatin G) and 16, 24-dihydroxycycloart-25-en-3-one (argentatin H).
View Article and Find Full Text PDFZ Naturforsch C J Biosci
September 2002
The biotransformation of a mixture of argentatin A (20%) 1 and incanilin (80%) 2 by Gibberella suabinetti ATCC 20193 and Septomyxa affinis ATCC 6737 demonstrated the conversion of incanilin to 16beta-hydroxylanosta-2, 8, 23-triene, while argentatin A did not react. The acetate of this triterpenoid mixture was biotransformed by Septomyxa affinis ATCC 6737 to give five metabolites. Argentatin A acetate was transformed to 3beta, 16beta,30-trihydroxycycloart-20, 24-diene, 20R, 24R-epoxy-16beta, 25-dihydroxy-3, 4-seco-cycloart-4(28)-en-3-oic acid acetate and 20R, 24R-epoxy-16beta, 25-dihydroxy-3, 4-seco-cycloart-4(28)-en-3-oic acid.
View Article and Find Full Text PDFTwo pyridine alkaloids were isolated from the derubberized resin of the hybrid Parthenium argentatum x P tomentosa. These alkaloids are (+/-)-N-[4-(1-aminoethyl) phenyl]-4-[3-methylbutenylidine]-1,4-dihydropyridine (guayulamine A) and (+/-)-N-[4-(1-aminoethyl) phenyl]-4-[4-methylpentenylidine]-1, 4-dihydropyridine (guayulamine B). The structures were established by one- and two-dimensional NMR spectroscopy and mass spectrometry.
View Article and Find Full Text PDFSix new partheniol metabolites were isolated from the biotransformation reaction with Mucor circinelloides ATCC 15242. These metabolites are: humula-1(10), 4, 7-trien-6alpha-ol 2, maali-3-en-8alpha-ol 3, aromadendrane-4alpha, 8alpha, 10alpha-triol 4, maaliane-4alpha, 8alpha, 9alpha-triol 5, maaliane-5alpha, 8alpha, 9alpha-triol 6, 5(9), 6-tricyclohumulane-4alpha, 8alpha, 10alpha-triol 7. The structural assignments of these metabolites were made possible by different spectroscopic means.
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