- Ceramides and cytotoxic constituents from Ficus glumosa Del. (Moraceae)
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Chemical investigation of the stem bark of Ficus glumosa (Moraceae) yielded two new ceramides (2R,7E)-2-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyhexadecan-2- yl]hexacos-7-enamide and (2R)-N-{(2S,3S,4R,9Z)-1-O-[(β-D-glucopyranosyl]-3, 4-dihydroxyheptadec-9-en-2-yl}-2-hydroxypentacosanamide together with twenty one known compounds. The structures were established using NMR data, mass spectrometry, chemical transformation and by comparison with the reported data. Twenty one compounds were further tested against the prostate cancer PC-3 cell line and six of them revealed cytotoxic effect. Dongnoside E was the most active compound with an IC50 0.75 μmol L-1 against the cancer cells line PC-3 while the reference drug doxorubicin displayed 0.91 μmol L-1. This compound also proved to inhibit the cell growth of the fibrosarcoma cancer HT1080 (IC50 0.7 μmol L-1).
- Nana, Fre?de?ric,Sandjo, Louis Pergaud,Keumedjio, Fe?lix,Ambassa, Pantale?on,Malik, Rizwana,Kuete, Victor,Rincheval, Vincent,Choudhary, Muhammad Iqbal,Ngadjui, Bonaventure Tchaleu
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- New lipoxygenase inhibitory sphingolipids from Chrozophora plicata
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Two new sphingolipids plicatin A [(2S,3S,4R)-2-{[(2R)-2-hydroxyoctdecanoyl] amino}hexaeicosane-1,3,4-triol (1)] and plicatin B [(2S,3S,4R,10E)-2-{[(2R)-2- hydroxyoctdecanoyl]amino}tricont-10-ene-1,3,4-triol (2)], together with 4-hydroxybenzaldehyde, scopoletin, uracil, and dl-threonolactone were isolated from the methanolic extract of the whole plant of Chrozophora plicata. The structures of these compounds were established using 1D (1H, 13C) and 2D NMR (HMQC, HMBC, and COSY) spectroscopy and mass spectrometry (EI-MS and HR-EI-MS) and in comparison with the reported data in the literature. Compounds 1 and 2 showed inhibitory potential against enzyme lipoxygenase with IC50 values 195.1 and 102.3 μM, respectively.
- Riaz, Naheed,Tabussum, Asia,Saleem, Muhammad,Ashraf, Muhammad,Nasar, Romana,Jabeen, Bushra,Malik, Abdul,Jabbar, Abdul
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p. 1080 - 1087
(2014/01/06)
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- The synthesis of a single enantiomer of a major α-mycolic acid of M. tuberculosis
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We report a synthesis of a single enantiomer of a mycolic acid from Mycobacterium tuberculosis containing a di-cis-cyclopropane. The method can be simply varied to modify the chain lengths or the absolute stereochemistry of either cyclopropane.
- Al Dulayymi, Juma'a R.,Baird, Mark S.,Roberts, Evan
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p. 11939 - 11951
(2007/10/03)
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- Ion-induced specificity change in polymer-catalyzed solvolyses of p-nitrophenyl alkanoates
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Spheres, rods, or vesicles are formed by the polymer 1, depending on the added salt (tris(hydroxymethyl)methylammonium chloride (TrisCl) or NaCl) and its concentration. Consequently, ion-induced substrate specificity occurs in the 1-catalyzed solvolysis o
- Wang,Fife
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p. 1543 - 1545
(2007/10/03)
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- Hair growth composition containing citric acid esters
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Triesters of citric acid are used for inducing, maintaining or increasing hair growth. Compositions for topical application to mammalian hair or scalp comprise an effective amount of from 1% to 99% by weight of an ester of citric acid having the structure (1): where, R1, R2 and R3 each independently represent a branched or unbranched alkyl, alkenyl, aryl, alkylaryl or arylalkyl group, each said group having from 1 to 18 carbon atoms, R4 represents -H, or a branched or unbranched saturated or unsaturated acyl, alkyl, aryl, alkylaryl or aylalkyl group having from 1 to 18 carbon atoms, in the presence of a cosmetically acceptable vehicle for the citric acid ester and in the absence of solid absorbent for the ester;, said effective amount of said ester being sufficient to increase hair growth in the rat, when said composition is applied topically thereto over a period of no more than three months, by at least 10% more than that obtainable using a control composition from which the said ester has been omitted, in accordance with the Rat Hair Growth Test.
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- MINOR AMIDES OF PIPER SPECIES
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Three new pyrrolidides, brachyamide A, brachyamide B and brachystine, have been isolated from Piper brachystachyum.The known amides, pipercide, retrofractamide A, and guineensine, the lignans pluviatilol, methyl pluviatilol (fargesin), sesamine, asarinine and the aromatic hydrocarbon pipataline, substituted cinnamic acids, methyl ester and sitosterol were also isolated and identified.Piper longum furnished a new long chain isobutyl amide, longamide, besides guineensine and the same lignans as isolated from P. brachystachyum.All the new piperamides were characterized by spectral studies and chemical degradation.Key Word Index-Piper Brachystachyum, P. longum; Piperaceae; pyrrolidides; brachyamide A; brachyamide B; brachystine, longamide; retrofractamide A; isobutyl amides; lignans; cinnamic acid derivatives; sitosterol.
- Koul, S. K.,Taneja, S. C.,Agarwal, V. K.,Dhar, K. L.
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p. 3523 - 3528
(2007/10/02)
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- Photochemistry of reactive surface-active compounds in adsorbed monolayers
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The reactions of long-chain diazo ketones and azides in adsorbed monolayers on inorganic solids were investigated and compared with the corresponding behaviour in monolayers at the air-water interface. The isolated products indicate that reaction of photochemically generated intermediates occurs both with co-adsorbed water and with hydroxyl groups on the solid surface. In the case of 1-diazo-2-oxoheptadecane, for example, the products of these two reactions are heptadecanoic acid and a surface-grafted long-chain ester. The latter can be removed as methyl heptadecanoate by ester exchange using methanolic HCl. Pronounced differences were observed between alumina, silica gel and fumed silica as supports, and were attributed to differences in the amount of adsorbed H2O and in the density of surface hydroxyl groups.
- Holden, David A.,Taylor, Joseph W.,Clausen, Diane
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p. 1671 - 1678
(2007/10/02)
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- ELECTROSYNTHESIS OF CARBOXYLIC ACIDS FROM ORGANIC HALIDES AND CARBON DIOXIDE
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The electrocarboxylation of a large variety of organic halides is achieved in simple and mild conditions in diaphragm-less cells.
- Sock, Oumar,Troupel, Michel,Perichon, Jacques
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p. 1509 - 1512
(2007/10/02)
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- Photosensitive Monolayers. Photochemistry of Long-Chain Diazo and Azide Compounds at the Air-Water Interface
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The photochemistry of a number of surface-active diazo and azide compounds was investigated in monolayers at the air-water boundary.Irradiation of long-chain α-diazo ketones with ultraviolet light leads to rapid loss of nitrogen.The resulting ketenes react with the subphase to generate carboxylic acids (photochemical Arndt-Eistert reaction) and dimerize to give β-lactones as side-products.A long-chain diester of 2-diazopropanedioic acid loses nitrogen and adds water, yielding the diester of 2-hydroxypropanedioic acid. α-Azido ketones split off nitrogen and the resulting isocyanates react with water (photoche mical Curtius reaction) and undergo further degradation to give complex product mixtures.These reactions lead to pronounced changes in the spreading behavior of the monolayers.Depending on functional group, chain length, substrate pH, and temperature it is possible to achieve changes in compressibility and collapse pressure, disappearance of expanded phases, collapse of monolayers to give oily films, or disappearance of monolayers by dissolution in the subphase.
- Holden, David A.,Ringsdorf, Helmut,Haubs, Michael
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p. 4531 - 4536
(2007/10/02)
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