Tithoniaquinone A and Tithoniamide B: A New Anthraquinone and a New Ceramide from Leaves of Tithonia diversifolia

2006 ◽  
Vol 61 (1) ◽  
pp. 78-82 ◽  
Author(s):  
Meffo Yemele Bouberte ◽  
Karsten Krohn ◽  
Hidayat Hussain ◽  
Etienne Dongo ◽  
Barbara Schulz ◽  
...  

From the leaves of Tithonia diversifolia, four compounds were isolated and identified. Two of them, the anthraquinone tithoniquinone A (1) with an unusual substitution pattern on the anthraquinone skeleton, and the ceramide, named tithoniamide B (2a), are reported for the first time as natural products. Their structures were determined by comprehensive analyses of their 1D and 2D NMR and electron impact (EI) mass spectral data. The remaining two known compounds were identified as psoralen and l-quebrachitol. Preliminary studies showed that tithoniaquinone A (1) is strongly antibacterial and antifungal against Gram-positive Bacillus megaterium and Microbotryum violaceum, respectively, while psoralen has strong algicidal, fungicidal, and antibacterial activities.

2010 ◽  
Vol 5 (12) ◽  
pp. 1934578X1000501 ◽  
Author(s):  
Larisa K. Shubina ◽  
Tatyana N. Makarieva ◽  
Sergey A. Dyshlovoy ◽  
Sergey N. Fedorov ◽  
Pavel S. Dmitrenok ◽  
...  

Three new aaptamine-type alkaloids, 2,3-dihydro-2,3-dioxoaaptamine (1), 6 -( N-morpholinyl)-4,5-dihydro-5-oxo-demethyl(oxy)aaptamine (2) and 3-(methylamino)demethyl(oxy)aaptamine (3), along with known aaptamines were isolated from the sponge Aaptos sp. Their structures were determined on the basis of detailed analysis of their 1D and 2D NMR spectroscopic and mass spectral data. The isolated compounds induced apoptosis in human leukemia THP-1 cells.


2009 ◽  
Vol 4 (3) ◽  
pp. 1934578X0900400 ◽  
Author(s):  
Ahmed Abdel-Lateff ◽  
Ehab S. Elkhayat ◽  
Mostafa A. Fouad ◽  
Tatsufumi Okino

Two antifouling compounds, aureobasidin (1), a new ester with an unusual 4,6-dihydroxydecanoic acid residue, and (3 R,5 S)-3,5-dihydroxydecanoic acid (2), were isolated from the marine-derived fungus Aureobasidium sp., in addition to (5 R,3 Z)-5-hydroxydec-3-enoic acid (3) and ( R)-3-hydroxydecanoic acid (4). The structures were unambiguously established by IR, 1D and 2D NMR spectroscopic and mass spectral data. Compounds 1-3 were found to be active against Bacillus subtilis, Escherichia coli and Staphyllococcus aureus. Compound 3 showed fungistatic activity against Candida albicans.


2008 ◽  
Vol 63 (5-6) ◽  
pp. 321-325 ◽  
Author(s):  
Assem El-Shazly ◽  
Michael Wink

The alkaloid composition of Convolvulus lanatus was investigated by GLC and GLCMS. Altogether, thirteen tropane and pyrrolidine alkaloids were identified on the basis of mass spectral data and/or Kovats retention indices. Twelve of them have been recorded for the first time in this plant and some of these alkaloids were identified for the first time in the genus Convolvulus. Cuscohygrine is the major constituent. Qualitative and quantitative differences of root and aerial parts are discussed.


2014 ◽  
Vol 44 (4) ◽  
pp. 289-293
Author(s):  
S. BALUJA ◽  
S. CHANDA ◽  
R. BHALODIA ◽  
R. TALAVIYA

Dihydropyrimidinthione is an important class of heterocyclic compounds which exhibits wide spectrum of biological activities. In the present study, some bio-active dihydropyrimidinthione derivatives have been synthesized and their characterization was done by IR, NMR and mass spectral data. The antibacterial and antifungal activities of synthesized compounds have also been studied in N,N-dimethyl formamide and Dimethyl sulfoxide.


Author(s):  
Shraddha M. Prajapati ◽  
Rajesh H. Vekariya ◽  
Kinjal D. Patel ◽  
Shyamali N. Panchal ◽  
Hitesh D. Patel ◽  
...  

A library of quinoline analog two novel series of azetidin (SH1-5) and thiazolidin (SHa-e) derivatives were designed and synthesized with simple and eco-friendly methodologies. The structures of the compounds were elucidated with the aid of elemental analysis, IR, 1H-NMR and mass spectral data. These novel synthesized compounds were evaluated for antibacterial activity against two gram-positive bacteria (Staphylococcus aureus, Staphylococcus pyogenus) and two gram-negative bacteria (Pseudomonas aeruginosa, Escherichia coli). The title compounds were also studied for their antifungal activity with Candida albicans, Aspergillus niger, Aspergillus clavatus using the broth dilution technique. Most of the compounds were the best bio-active desired antibacterial analog with less MIC value against different tested strains.


2018 ◽  
Vol 17 (2) ◽  
pp. 221-226
Author(s):  
BC Revanasiddappa ◽  
MS Jisha ◽  
M Vijay Kumar ◽  
Hemanth Kumar

A new series of chalcones (2a-j) were prepared by reacting substituted aldehydes and substituted ketones in alcohol medium in presence of NaOH. The chalcones underwent selective cyclization with guanicol hydrazide (1) in glacial acetic acid medium to yield the title compounds 1,3,5-trisubstituted pyrazolines (3a-j). The new compounds were characterized on the basis of 1H-NMR, IR and mass spectral data. All the newly synthesized compounds were evaluated for their in-vitro antibacterial and antifungal activities. Some of the tested compounds 3a and 3e showed good activity against bacterial strains and compounds 3d and 3h revealed good activity against fungal strains. Dhaka Univ. J. Pharm. Sci. 17(2): 221-226, 2018 (December)


2012 ◽  
Vol 9 (1) ◽  
pp. 175-180 ◽  
Author(s):  
Sanjeevan S. Gaikwad ◽  
Venkat S. Suryawanshi ◽  
Kishan S. Lohar ◽  
Dhanaji V. Jadhav ◽  
Narayan D. Shinde

A series of new oxopyrimidine were prepared by cyclocondensation route with various substituted chalcones in presence of alcoholic solution of potassium hydroxide at reflux temperature. The synthesized oxopyrimidine derivatives were characterized by means of their IR,1H NMR, mass spectral data and elemental analysis. The synthesized oxopyrimidines derivatives were evaluated for antibacterial and antifungal activities, some of them were found to possess significant activity.


2011 ◽  
Vol 8 (s1) ◽  
pp. S149-S154 ◽  
Author(s):  
P. Panneerselvam ◽  
G. Geete Ganesh

The syntheses of series of 2, 5-disubstituted 1, 3, 4-oxadiazole derivatives are described. A total of twelve new compounds were synthesized and characterized by IR,1H-NMR and Mass spectral data. All newly synthesized compounds were screened for their antimicrobial activityi.e. antibacterial activity againstS. aureusandE. coliand antifungal activity against fungusA. nigar. CompoundsG5andG7exhibited significant both antibacterial and antifungal activity whileG2,G10andG3,G9showed antibacterial and antifungal activity respectively. These compounds were 2, 5-disubstituted 1, 3, 4-oxadiazole moiety at position two and five showed reasonable antibacterial and antifungal activity.


2008 ◽  
Vol 12 (02) ◽  
pp. 116-122 ◽  
Author(s):  
Ergün Gonca ◽  
Ümmü Gülsüm Baklaci ◽  
Hatice Akin Dinçer

Magnesium porphyrazinates substituted with eight (p-tolyl) and (o-tolyl) units on the peripheral positions have been synthesized for the first time by cyclotetramerization of 1,2-bis(p-tolyl)maleonitrile and 1,2-bis(o-tolyl)maleonitrile in the presence of magnesium butanolate. Their demetalation by the treatment with trifluoroacetic acid resulted in partially oxidized products, namely, octakis(p-tolyl)-2-seco-porphyrazine-2,3-dione and octakis(o-tolyl)-2-seco-porphyrazine-2,3-dione. Further reactions of these products with copper(II) acetate, zinc(II) acetate and cobalt(II) acetate have led to the metallo derivatives, [octakis(p-tolyl)-2-seco-2,3-dioxoporphyrazinato] M(II) and [octakis(o-tolyl)-2-seco-2,3-dioxoporphyrazinato] M(II) ( M = Cu , Zn , Co ). These novel compounds have been characterized by elemental analysis, together with FT-IR, 1H NMR, UV-vis and mass spectral data.


2021 ◽  
Vol 2021 ◽  
pp. 1-14
Author(s):  
Fernando Carrasco ◽  
Wilfredo Hernández ◽  
Oscar Chupayo ◽  
Patricia Sheen ◽  
Mirko Zimic ◽  
...  

Eight new phenylisoxazole isoniazid derivatives, 3-(2′-fluorophenyl)isoxazole-5-carbaldehyde isonicotinylhydrazone (1), 3-(2′-methoxyphenyl)isoxazole-5-carbaldehyde isonicotinylhydrazone (2), 3-(2′-chlorophenyl)isoxazole-5-carbaldehyde isonicotinylhydrazone (3), 3-(3′-clorophenyl)isoxazole-5-carbaldehyde isonicotinylhydrazone (4), 3-(4′-bromophenyl)isoxazole-5-carbaldehyde isonicotinylhydrazone (5), 5-(4′-methoxiphenyl)isoxazole-3-carbaldehyde isonicotinylhydrazone (6), 5-(4′-methylphenyl)isoxazole-3-carbaldehyde isonicotinylhydrazone (7), and 5-(4′-clorophenyl)isoxazole-3-carbaldehyde isonicotinylhydrazone (8), have been synthesized and characterized by FT-IR, 1H-NMR, 13C-NMR, and mass spectral data. The 2D NMR (1H-1H NOESY) analysis of 1 and 2 confirmed that these compounds in acetone-d6 are in the trans(E) isomeric form. This evidence is supported by computational calculations which were performed for compounds 1–8, using DFT/B3LYP level with the 6-311++G(d,p) basis set. The in vitro antituberculous activity of all the synthesized compounds was determined against the Mycobacterium tuberculosis standard strains: sensitive H37Rv (ATCC-27294) and resistant TB DM97. All the compounds exhibited moderate bioactivity (MIC = 0.34–0.41 μM) with respect to the isoniazid drug (MIC = 0.91 μM) against the H37Rv sensitive strain. Compounds 6 (X = 4′-OCH3) and 7 (X = 4′-CH3) with MIC values of 12.41 and 13.06 μM, respectively, were about two times more cytotoxic, compared with isoniazid, against the resistant strain TB DM97.


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