Novel Cycloartan derivative with genetic and metabolic proৎiling oftwo Crassulaceae species

Crassula tetragona L. and Crassula ovata (Mill). are ornamental species of family Crassulaceae. Although this family is known for its high medicinal values, however, there is no much work considering the two species. Hence, this study represents the first comparative investigation of the genetic and metabolic profiling of the aerial part of both species. In this study, an examination of the genetic properties of both plants were accomplished, quantitative estimation of the main chemical classes of both species were also performed, investigation of the lipoidal matter of the plants and the major compounds of the methylene chloride (MeCl) fractions were isolated and identified using 1D and 2D NMR. Our results proved the genetic difference using RAPD and ISSR techniques of both plants. Estimation of triterpene was 63.18 µg/100µg and 87.06 µg/100µg, ursolic acid equivalent, in C. tetragona and C. ovata respectively. The unsaponifiable matter (USM) of n-hexane extract of C. tetragona and C. ovata revealed the presence of 32 hydrocarbons with the presence of n-tricontane as the major hydrocarbon in both species, in addition to seven steroidal components in both species. The investigation of fatty acid methyl ester (FAME) revealed the presence of 12 components in C. tetragona and 9 components in C. ovata, and a novel triterpene, namely, 28 Methyl-5α-cycloart12, 20, 24-trien-15β-Ol was isolated and identified from MeCl together with 5 known compounds.

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Cytotoxic constituents of Alocasia macrorrhiza

Zeitschrift für Naturforschung C ◽

10.1515/znc-2015-0157 ◽

2017 ◽

Vol 72 (1-2) ◽

pp. 21-25 ◽

Cited By ~ 4

Author(s):

Marwa Elsbaey ◽

Kadria F.M. Ahmed ◽

Mahmoud F. Elsebai ◽

Ahmed Zaghloul ◽

Mohamed M.A. Amer ◽

...

Keyword(s):

Acetic Acid ◽

Spectroscopic Data ◽

Human Cancer ◽

Indole Alkaloid ◽

Acid Methyl Ester ◽

2D Nmr ◽

Human Cancer Cell ◽

Human Cancer Cell Lines ◽

Acid Methyl ◽

First Time

AbstractAn indole alkaloid, 2-(5-hydroxy-1H-indol-3-yl)-2-oxo-acetic acid (1) isolated for the first time from nature, in addition to the nine known compounds 5-hydroxy-1H-indole-3-carboxylic acid methyl ester (2), alocasin B (3), hyrtiosin B (4), α-monopalmitin (5), 1-O-β-D-glucopyranosyl-(2S, 3R, 4E, 8Z)-2-[(2(R)-hydroctadecanoyl) amido]-4,8-octadecadiene-1,3-diol (6), 3-epi-betulinic acid (7), 3-epi-ursolic acid (8),β-sitosterol (9) andβ-sitosterol 3-O-β-D-glucoside (10) were isolated from the rhizomes ofAlocasia macrorrhiza(Araceae). Their structures were elucidated by 1D and 2D NMR spectroscopic data. Of these compounds,6exhibited the strongest cytotoxicity against the four tested human cancer cell lines (IC50of about 10 µM against Hep-2 larynx cancer cells).

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Three New Iridoid Glucoside Salts from Hedyotis tenelliflora Growing in Vietnam

Natural Product Communications ◽

10.1177/1934578x1300801101 ◽

2013 ◽

Vol 8 (11) ◽

pp. 1934578X1300801

Author(s):

Luu H. Van Long ◽

Vo Thi Nga ◽

Nguyen Phuc Dam ◽

Mai Anh Hung ◽

Tu Duc Dung ◽

...

Keyword(s):

Nmr Spectroscopy ◽

Methyl Ester ◽

Acid Methyl Ester ◽

2D Nmr ◽

Iridoid Glucoside ◽

2D Nmr Spectroscopy ◽

Sodium Salts ◽

Chemical Structures ◽

Acid Methyl ◽

Acid Sodium Salt

Three new sodium salts of iridoid acids, deacetylasperulosidic acid sodium salt (1), teneoside D (2), and teneoside E (3) were isolated from the leaves of Hedyotis tenelliflora Blume (Rubiaceae), together with seven known iridoids, 6α-hydroxygeniposide (4), 6β-hydroxygeniposide (5), 6- O-methyldeacetylasperulosidic acid methyl ester (6), 6- O-methylscandoside methyl ester (7), 6α-methoxygeniposidic acid (8), daphylloside (9), and mollugoside methyl ester (10). Their chemical structures were elucidated by 1D and 2D NMR spectroscopy, as well as HR-ESI-MS analysis.

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A New Lupane Triterpenoid from Peganum Harmala

Natural Product Communications ◽

10.1177/1934578x0700201104 ◽

2007 ◽

Vol 2 (11) ◽

pp. 1934578X0700201

Author(s):

Tadigoppula Narender ◽

Tanvir Khaliq ◽

Ashish Arora

Keyword(s):

Methyl Ester ◽

Spectroscopic Data ◽

Acid Methyl Ester ◽

2D Nmr ◽

Peganum Harmala ◽

Acid Methyl

A new lupane triterpenoid, 27-hydroxylup-20(29)-en-27-O-(3,4-dimethoxycinnamoyl)-28-oic acid methyl ester (1) was isolated from the seeds of Peganum harmala. The structure was determined from extensive 1D- and 2D- NMR spectroscopic data.

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Preparation of 9-hydroxynonanoic acid methyl ester by ozonolysis of vegetable oils and its polycondensation

Hemijska industrija ◽

10.2298/hemind0806319c ◽

2008 ◽

Vol 62 (6) ◽

pp. 319-328 ◽

Cited By ~ 16

Author(s):

Ivana Cvetkovic ◽

Jelena Milic ◽

Mihail Ionescu ◽

Zoran Petrovic

Keyword(s):

Fatty Acids ◽

Molecular Weight ◽

Methyl Ester ◽

Vegetable Oils ◽

Methylene Chloride ◽

Methyl Esters ◽

Acid Methyl Ester ◽

Side Reactions ◽

Acid Methyl ◽

Main Component

Vegetable oil-based and potentially biodegradable polyesters were prepared from 9-hydroxynonanoic acid methyl ester. This paper describes ozonolysis of vegetable oils and the method for preparation of useful monomers and in particular 9-hydroxynonanoic acid methyl ester. Ozonolysis of soybean oil and castor oil in methanol and methylene chloride solution, followed by reduction with sodium borohydride was used to obtain a mixture of triols, diols and monols. Triglyceride triols were separated from the rest of the mixture and transesterified with methanol to obtain methyl esters of fatty acids and glycerin. The main component of fatty acids was 9-hydroxynonanoic acid methyl ester, which was characterized and used for polycondensation by transesterification. High molecular weight polyhydroxy alcanoate was a solid having a melting point of 75?C. The molecular weight of the resulting polyester was affected by the purity of the monomer and side reactions such as cyclization. The polymer was characterized by chromatographic, thermal and analytical methods.

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Constituents of Kenyan Gardenia Volkensii

Natural Product Communications ◽

10.1177/1934578x1200700106 ◽

2012 ◽

Vol 7 (1) ◽

pp. 1934578X1200700

Author(s):

Esther W. Kinuthia ◽

Moses K. Langat ◽

Elizabeth M. Mwangi ◽

Peter K Cheplogoi

Keyword(s):

Methyl Ester ◽

Oleanolic Acid ◽

Acid Methyl Ester ◽

2D Nmr ◽

Acid Methyl

A new triterpenoid, 3-oxo-22α-hydroxy-olean-12-en-28-oic acid (1), oleanolic acid (2) and a known iridoid, 10-hydroxy-1-oxo-7-iriden-11-oic acid methyl ester (3) have been isolated from the dichloromethane extract of the dried seeds of Gardenia volkensii. Their structures were established by 1D and 2D NMR spectroscopic and MS methods.

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Isolation and Structural Elucidation of Nitrogenous Secondary Metabolites from Terrestrial and Marine Streptomyces spp

Natural Product Communications ◽

10.1177/1934578x1701200310 ◽

2017 ◽

Vol 12 (3) ◽

pp. 1934578X1701200

Author(s):

Mohamed Shaaban ◽

Khaled A. Shaaban ◽

Elisabeth Helmke ◽

Iris Grün-Wollny ◽

Hartmut Laatsch

Keyword(s):

Carboxylic Acid ◽

Nmr Spectra ◽

Acid Methyl Ester ◽

2D Nmr ◽

Benzene Derivatives ◽

Streptomyces Spp ◽

Acid Methyl ◽

2D Nmr Spectra ◽

New Compounds ◽

Related Compounds

Screening and chromatography of extracts from a terrestrial and a marine-derived streptomycete yielded two new nitrogenous benzene derivatives, namely ( S)- N-[3-hydroxy-1-(4-hydroxyphenyl)-propyl]-acetamide (1a), and ( R)-2-(1-methyl-2-oxopropylamino)-benzoic acid (2). Additionally, eight known compounds were isolated, 2-acetamidophenol, phenazine-1-carboxylic acid, phenazine-1-carboxylic acid methyl ester, perlolyrin, tyrosol, uracil, and anthranilic acid. The structures of the new compounds were deduced from high resolution mass, 1D and 2D NMR spectra and by comparison with related compounds from the literature. The absolute configuration of 1a and 2 was determined by comparison of experimental and calculated CD and ORD data.

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Gas Chromatographic Determination of Avilamycin Total Residues in Pig Tissues, Fat, Blood, Feces, and Urine

Journal of AOAC INTERNATIONAL ◽

10.1093/jaoac/69.5.763 ◽

1986 ◽

Vol 69 (5) ◽

pp. 763-766 ◽

Cited By ~ 1

Author(s):

Giuseppe Formica ◽

Carmine Giannone

Keyword(s):

Standard Deviation ◽

Methyl Ester ◽

Aqueous Phase ◽

Alkaline Hydrolysis ◽

Methylene Chloride ◽

Acid Methyl Ester ◽

Chromatographic Determination ◽

Acid Methyl ◽

The Common

Abstract A gas chromatographic (GC) procedure is presented for the determination of residues of avilamycin and all its metabolites/conjugates which can be converted to the common moiety dichloroisoeverninic acid (DIA). The method involves alkaline hydrolysis to DIA, cleanup by partitioning with chloroform, acidification of the aqueous phase, and partitioning of DIA into methylene chloride. After methylation of DIA, the product, 3,5-dicMoro-4,6-dimethoxy-2-methylbenzoic acid methyl ester, is cleaned up on a silica gel column prior to the final determination by electron capture GC. The method is sensitive to 0.1 mg/kg avilamycin equivalent. Overall average recoveries were 85.4%, with a standard deviation of 9.1 % for n = 20. Analyses of feces, urine, tissues, and fat of pigs treated with avilamycin demonstrated that 93% of the administered substance is excreted in feces and urine, within 72 h after treatment, and that no residues (<0.1 mg/kg) can be found in the tissues and fat of the animals at any time between 0 and 7 days after treatment with medicated feed.

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