In this study, nine -clerodane-type diterpenoids (-) were isolated from the dichloromethane extract of Bedolla & Zamudio leaves. Compounds - were new natural products, and - were acetone artifacts. In addition, four -clerodanes diterpenoids (-) previously described from different sources and six triterpenoids-identified as 3β,20,25-trihydroxylupane, oleanolic acid, 3β--acetyl-oleanolic acid, ursolic acid, 3β--acetyl-betulinic acid, and 3β,28--diacetyl-betulin-were isolated.
View Article and Find Full Text PDFMembers of the benthic marine dinoflagellate genus produce a variety of bioactive compounds, exhibiting potent cytotoxicity in cell assays. Crude methanolic extracts from three genetically distinct cultured strains of J.J.
View Article and Find Full Text PDFAmong aquatic organisms, marine dinoflagellates are essential sources of bioactive metabolites. The benthic dinoflagellate produces metabolites that have exhibited substantial and specific cytotoxicity on cancer cells; however, isolation and identification of the purified compounds remain a challenge. This study reports biomass multi-step extraction plus chemical analyses for identifying compounds with antineoplastic activity.
View Article and Find Full Text PDFFrom the aerial parts of Zamudio and Bedolla, three new icetexane-type diterpenoids were isolated. Their structures were established through spectroscopic methods and named the following: salvicarranzanolide (), 19-deoxo-salvicarranzanolide () and 19-deoxo-20-deoxy-salvicarranzanolide (). In addition, the known icetexane-type diterpenoids, 6,7,11,14-tetrahydro-7-oxo-icetexone (), -icetexone (), 19-deoxo--icetexone (), icetexone (), 19-deoxo-icetexone () and 7α-acetoxy-6,7-dihydroicetexone (), were also isolated, along with the abietanes sessein () and ferruginol ().
View Article and Find Full Text PDFCurr Mol Pharmacol
May 2023
Molecules
April 2020
The aerial parts of afforded two undescribed labdane diterpenoids and (malonylcommunol and 6β-hydroxy--communic acid) along with two known labdane diterpenoids, -communic acid () and -communol (). Additionally, seven known metabolites were also isolated; two isopimarane diterpenoids and , two sesquiterpenoids identified as β-eudesmol () and cryptomeridiol (), and three aromatic compounds identified as phthalic acid (), a mixture of tyrosol fatty acid esters () and the flavone salvigenine (). While compounds compounds - showed significant inhibition of yeast α-glucosidase, compounds , and had no anti-inflammatory activity in the edema model induced by TPA.
View Article and Find Full Text PDFFrom the aerial parts of , eleven diterpenoids were isolated; among them, four icetexanes and one abietane (-) are reported for the first time. Their structures were established by spectroscopic means, mainly ¹H- and C-NMR, including 1D and 2D homo- and hetero-nuclear experiments. Most of the isolated diterpenoids were tested for their antiproliferative, anti-inflammatory, and radical scavenging activities using the sulforhodamine B assay on six cancer cell lines, the TPA-induced ear edema test in mice, and the reduction of the DPPH assay, respectively.
View Article and Find Full Text PDFChemical investigation of the leaves from Ageratina glabrata yielded four new thymol derivatives, namely: 10-benzoyloxy-8,9-dehydro-6-hydroxythymol isobutyrate (4), 10-benzoyloxy-8,9-dehydrothymol (5), 10-benzoyloxythymol (6) and 10-benzoyloxy-6,8-dihydroxy-9-isobutyryl-oxythymol (7). In addition, (8S)-10-benzoyloxy-8,9-epoxy-6-hydroxythymol isobutyrate (1), together with other two already known thymol derivatives identified as 10-benzoyloxy-8,9-epoxy-6-methoxythymol isobutyrate (2) and 10-benzoyloxy-8,9-epoxythymol isobutyrate (3) were also obtained. In this paper, we report the structures and complete assignments of the ¹H and (13)C-NMR data of compounds 1-7, and the absolute configuration for compound 1, unambiguously established by single crystal X-ray diffraction, and evaluation of the Flack parameter.
View Article and Find Full Text PDFJ Nat Prod
November 2015
The aqueous extract of the leaves of Ageratina cylindrica afforded six new ent-kaurenoic acid glycosides together with the known diterpenoid paniculoside V, the flavonoid astragalin, chlorogenic acid, and L-chiro-inositol. The structures were elucidated mainly by NMR and MS methods, and the absolute configuration was established by vibrational circular dichroism spectroscopy. The new compounds showed moderate antiprotozoal activity against Entamoeba histolytica and Giardia lamblia trophozoites.
View Article and Find Full Text PDFThe leaves of Ageratina cylindrica afforded a thymol derivative that was characterized by physical and spectroscopical methods as (8S)-8,9-epoxy-6-hydroxy-l0-benzoyloxy-7-oxothymol isobutyrate (1). The absolute configuration of 1 was established as 8S by vibrational circular dichroism spectroscopy in combination with density functional theory calculations and by evaluation of the Flack and Hooft X-ray parameters. Compound 1 showed weak antiprotozoal activity against Entamoeba histolytica and Giardia lamblia trophozoites and a high inhibitory effect on hyperpropulsive movement of the small intestine in rats.
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