New antifungal prenylated flavanones from Colutea armata

2019 ◽  
Vol 74 (3) ◽  
pp. 283-287 ◽  
Author(s):  
Farah Inamullah ◽  
Itrat Fatima ◽  
Sadia Khan ◽  
Mehdi Hassan Kazmi ◽  
Abdul Malik ◽  
...  
Keyword(s):  
Antifungal Activity ◽  
Trichophyton Mentagrophytes ◽  
2D Nmr ◽  
Macrophomina Phaseolina ◽  
Spectroscopic Techniques ◽  
Pseudallescheria Boydii ◽  
Whole Plant ◽  
Colutea Armata ◽  
First Time ◽  
C Nmr

AbstractColucons A (1) and B (2), new prenylated flavanones, isolated from the EtOAc-soluble sub-fraction of the whole plant of Colutea armata Hemsl. & Lace along with four known compounds, namely, kenusanone J (3), hesperetin (4), tyrosol (5) and syringaldehyde (6), were reported for the first time from the species armata. Their structures were elucidated by spectroscopic techniques including 1H and 13C NMR (distortionless enhancement by polarization transfer), and 2D NMR experiments. Compounds 1–3 showed significant antifungal activity against Pseudallescheria boydii, Aspergillus niger, Trichophyton mentagrophytes, Macrophomina phaseolina and Candida glabrata, while compound 4 showed moderate antifungal activity.

scholarly journals In vitro study for antifungal compounds from Parinari curatellifolia (Chrysobalanaceae) and Terminalia sericea (Combretaceae)

2021 ◽  
Vol 15 (1) ◽  
pp. 367-378
Author(s):  
Mourice Victor Nyangabo Mbunde ◽  
Ester Innocent ◽  
Faith Mabiki ◽  
Pher G. Andersson
Keyword(s):  
Antifungal Activity ◽  
Ethyl Acetate Extract ◽  
In Vitro Study ◽  
2D Nmr ◽  
Spectroscopic Techniques ◽  
Traditional Use ◽  
Parinari Curatellifolia ◽  
Acid Lactone ◽  
First Time

Parinari curatellifolia (Chrysobalanaceae) and Terminalia sericea (Combretaceae) have been traditionally used in Southern Highlands of Tanzania for treatment of various infectious disorders. The present study aimed to evaluate antifungal activity of the isolated  compounds from Parinari curatellifolia and Terminalia sericea plant species. The ethyl acetate extract of the root barks from Parinari curatellifolia and Terminalia sericea were fractionated using column chromatography. The structures of compounds were established using both 1D and 2D-NMR spectroscopic techniques while antifungal activities of the fractions and isolated compounds were evaluated using broth microdilution assay against Candida albicans, Cryptococcus neoformans and Aspergillus niger species. Two known compounds toddalolactone (1) and 10-hydroxy-13-methoxy-9- methyl-15-oxo-20-norkaur-16-en-18-oic acid -lactone (2) from P. curatellifolia and two compounds Sericic acid (3) and sericoside (4) from T. sericea were isolated and their structures identified and confirmed by spectral data obtained and from the literatures. Strong antifungal activity was shown by Sericic acid (3) with MIC value of0.07 mg/ml against C. albicans and C. neoformans. Isolation of toddalolactone (1) from Parinari curatellifolia as well as the antifungal activity of Sericic acid (3) from Terminalia sericea is being reported for the first time. Bioactivity of these compounds support traditional use of the studied plants. Keywords: Sericic acid, toddalolactone, fungi, antifungal, Parinari curatellifolia, Terminalia sericea.

Flavon- and Flavonolglycosides from Achillea pannonica Scheele

2001 ◽  
Vol 56 (7-8) ◽  
pp. 521-525 ◽  
Author(s):  
Denata Kasaj ◽  
Liselotte Krenn ◽  
Sonja Prinz ◽  
Antje Hüfner ◽  
Shi Shan Yuc ◽  
...  
Keyword(s):  
Methanolic Extract ◽  
2D Nmr ◽  
Flavonoid Glycosides ◽  
Spectroscopic Methods ◽  
Esi Ms ◽  
Aerial Parts ◽  
Nmr Techniques ◽  
Chemotaxonomic Study ◽  
First Time ◽  
C Nmr

The detailed investigation of a methanolic extract of aerial parts of Achillea pannonica SCHEELE. within a chemotaxonomic study led to the isolation of 6 flavonoid glycosides. Besides rutin, apigenin-7-O-glucopyranoside, luteolin-7-O-glucopyranoside, apigenin-7-O-rutinoside and acacetin-7-O-rutinoside, an unusual flavondiglucoside was isolated. Its structure was established by UV, 1HNMR and 13C NMR spectroscopic methods including 2D-NMR techniques and ESI-MS as luteolin-7,4′-O-β-diglucoside. This substance is reported for the first time in the genus Achillea. Chemotaxonomic aspects are discussed briefly

scholarly journals Labdane and Abietane Diterpenoids from Juniperus oblonga and Their Cytotoxic Activity

Molecules ◽  
2019 ◽  
Vol 24 (8) ◽  
pp. 1561 ◽  
Author(s):  
Qiao ◽  
Khutsishvili ◽  
Alizade ◽  
Atha ◽  
Borris
Keyword(s):  
Cell Lines ◽  
Human Tumor ◽  
2D Nmr ◽  
Human Tumor Cell Lines ◽  
Abietane Diterpenoids ◽  
Whole Plant ◽  
Phytochemical Investigation ◽  
Ic50 Values ◽  
First Time ◽  
Mcf 7

A phytochemical investigation of the whole plant of Juniperus oblonga led to the isolationof one previously undescribed labdane diterpenoid, (4R,5S,9S,10R)‐13‐des‐ethyl‐13‐oxolabda‐8(17),11E‐dien‐19‐oic acid (1), together with nine known diterpenoids (2–3, 6–12), two lignans (4, 5),and a coumarin (13). The structures of all the compounds were elucidated on the basis ofspectrometric data, primarily one‐dimensional (1D)‐ and two‐dimensional (2D)‐NMR and massspectrometry. Electronic circular dichroism (ECD) calculations determined the absoluteconfiguration of 1. In addition, the isolated compounds were evaluated for their cytotoxic activityagainst three human tumor cell lines (HepG2, MCF‐7, and HeLa). 6,12‐Dihydroxyabieta‐5,8,11,13‐tetraen‐7‐one (6) showed moderate cytotoxicity against all three cell lines with IC50 values rangingfrom 24.41 μM to 58.39 μM and trilobinone (10) showed weaker activity with IC50 values rangingfrom 56.93 μM to 79.98 μM. None of the isolated diterpenoids have been previously reported fromJuniperus oblonga, and five compounds are here reported from the genus Juniperus for the first time.

scholarly journals Two New Glycosides from Conyza bonariensis

2010 ◽  
Vol 5 (7) ◽  
pp. 1934578X1000500 ◽  
Author(s):  
Aqib Zahoor ◽  
Imran Nafees Siddiqui ◽  
Afsar Khan ◽  
Viqar Uddin Ahmad ◽  
Amir Ahmed ◽  
...  
Keyword(s):  
2D Nmr ◽  
Mass Spectrometric ◽  
Spectroscopic Techniques ◽  
H Nmr ◽  
Alkyl Glycoside ◽  
Conyza Bonariensis ◽  
C Nmr

Studies on Conyza bonariensis (L.) Cronq. led to the isolation of two new glycosides trivially named as erigeside E and F (1–2), along with two new source compounds; benzyl-β-D-glucopyranoside (3) and 2-phenylethyl-β-D-glucopyranoside (4). Compounds 1, 3, and 4 are aromatic glycosides, while compound 2 is an alkyl glycoside. Their structures were elucidated through mass spectrometric, and 1D- and 2D-NMR spectroscopic techniques, including 1H NMR, 13C NMR, HMQC, HSQC and HMBC.

scholarly journals A New 3-Prenyl-2-flavene and Other Extractives from Baphia massaiensis and Their Antimicrobial Activities

2018 ◽  
Vol 13 (4) ◽  
pp. 1934578X1801300 ◽  
Author(s):  
Ngonye Keroletswe ◽  
Runner R. T. Majinda ◽  
Ishmael B. Masesane
Keyword(s):  
Escherichia Coli ◽  
2D Nmr ◽  
Antimicrobial Activities ◽  
Spectroscopic Techniques ◽  
Good Activity ◽  
Gram Negative ◽  
E Coli ◽  
Chromatographic Techniques ◽  
Inhibition Zones ◽  
First Time

One new 3-prenyl-2-flavene, named baphiflavene A, 1, and eleven known compounds, 2-12, were isolated and reported for the first time from Baphia massaiensis using several chromatographic techniques. Their structures were elucidated using different spectroscopic techniques; 1D and 2D-NMR, HRMS, GC-MS, UV/Vis, FTIR and by comparison with literature data. The isolates were tested against Staphylococcus aureus, Bacillus subtilis, Pseudomonas aeruginosa, Escherichia coli and Candida albicans to establish their preliminary antimicrobial activities. The results revealed that compound 1 had moderate activities against both Gram positive ( B. subtilis and S. aureus) and Gram negative ( E. coli and P. aeruginosa) bacteria, and good activity against C. albicans with inhibition zones of 10–23 mm (compared to 19 mm for chloramphenicol and miconazole standards). To the best of our knowledge, this is the first phytochemical work reported on Baphia massaiensis.

scholarly journals Two New Triterpenoids from Zygophyllum eurypterum

2011 ◽  
Vol 6 (2) ◽  
pp. 1934578X1100600 ◽  
Author(s):  
Shazia Iqbal ◽  
Afsar Khan ◽  
Viqar Uddin Ahmad ◽  
Murad Ali Khan ◽  
Sadia Bader ◽  
...  
Keyword(s):  
2D Nmr ◽  
Whole Plant ◽  
New Compounds ◽  
C Nmr

Two new triterpenoids trivially named as atriplicoide A and B were isolated from the n-BuOH extract of the whole plant of Zygophyllum eurypterum. Based on EIMS, IR, 1H- and 13C-NMR, and 2D-NMR (HMQC, HMBC, COSY and NOESY) data, the structures of the new compounds were determined as 30-carboxy-3β,24-dihydroxy-urs-28,13β-lactam- N-acetate (1) and 3β,24-dihydroxyursan-28,13β-olide (2).

scholarly journals A New Ionone Glucoside and Terpenoid Constituents from Achillea biebersteinii and their Antifungal Activity

2006 ◽  
Vol 1 (9) ◽  
pp. 1934578X0600100
Author(s):  
Ahmed A. Mahmoud ◽  
Shar S. Al-Shihry
Keyword(s):  
Antifungal Activity ◽  
Spectroscopic Data ◽  
Aerial Parts ◽  
Achillea Biebersteinii ◽  
First Time ◽  
C Nmr

A new ionone glucoside, (-)(4R*, 5R*)-5-(β-D-glucopyranosyloxymethyl)-4-hydroxy-3,5-dimethyl-4-((E)-3-oxobut-1-enyl)cyclohex-2-enone (biebersteiniside) (1), in addition to four known compounds, 6-epiroseoside (2), ascaridole (3), strictic acid (4) and centipedic acid (5) have been isolated from the aerial parts of Achillea biebersteinii Afan. The structures were determined from extensive 500 MHz NMR 1D (1H and 13C NMR) and 2D (1H-1H COSY, HMQC, HMBC and NOESY) spectroscopic data. Compounds 2–5 are reported for the first time from this plant. In addition, compounds 1a and 3–5 showed antifungal activity.

scholarly journals A New Bioactive Steroidal Saponin from Leaves of Furcraea gigantea

2006 ◽  
Vol 61 (9) ◽  
pp. 1153-1157 ◽  
Author(s):  
Bernadete P. da Silva ◽  
José P. Parente
Keyword(s):  
Nmr Spectra ◽  
Capillary Permeability ◽  
Structural Identification ◽  
2D Nmr ◽  
In Vitro Assays ◽  
Steroidal Saponin ◽  
Spectroscopic Techniques ◽  
C Nmr

Abstract A new bidesmosidic furostanol saponin was isolated from leaves of Furcraea gigantea Vent. Its structure was established as 3-[(O-6-deoxy-α-L-mannopyranosyl-(1→4)-O-β -D-glucopyranosyl-( 1→3)-O-[O-β -D-glucopyranosyl-(1→3)-β -D-glucopyranosyl-(1→2)-O-β -D-glucopyranosyl- (1→4)-β -D-galactopyranosyl)oxy]-(3β ,5α,15α,22α,25R)-26-(β -D-glucopyranosyloxy)-15,22-dihydroxy- furost-12-one. Its structural identification was performed using detailed analyses of 1H and 13C NMR spectra including 2D NMR spectroscopic techniques (DEPT, COSY, HETCOR and COLOC) and chemical conversions. The steroidal saponin showed no haemolytic effects in the in vitro assays and demonstrated inhibition of the capillary permeability activity.

Antifungal activity of some new fiavones and fiavone glycosides of Echinops echinatus

1988 ◽  
Vol 66 (9) ◽  
pp. 1901-1903 ◽  
Author(s):  
U. P. Singh ◽  
V. B. Pandey ◽  
K. N. Singh ◽  
R. D. N. Singh
Keyword(s):  
Phenolic Compounds ◽  
Antifungal Activity ◽  
Cajanus Cajan ◽  
Control Measure ◽  
Pigeon Pea ◽  
High Efficacy ◽  
Alternaria Tenuissima ◽  
Whole Plant ◽  
Blight Disease ◽  
First Time

Four phenolic compounds, viz., apigenin, apigenin-7-O-glucoside, echinacin, and echinaticin, were isolated from the whole plant of Echinops echinatus Roxb.; the latter two compounds were isolated for the first time. The two derivatives echinacin permethyl ether and apigenin-5,4′-dimethyl ether were obtained by methylation of echinacin and apigenin-7-O-glucoside permethylate, respectively. All the compounds were assayed against germination of conidia of Alternaria tenuissima (Kunz. ex Pers.) Wiltshire, which incites leaf blight disease in pigeon pea (Cajanus cajan (L.) Millsp.). All showed high efficacy against the pathogen at concentrations ranging from 25 to 150 μg mL−1. Echinacin, which was highly effective at 150 μg mL−1, is considered the most promising of these compounds and its use as a control measure against Alternaria blight of pigeon pea under field conditions has been suggested.

scholarly journals Chemical Composition of the Essential Oils from Two Vietnamese Asarum Species: A. glabrum and A. cordifolium

2013 ◽  
Vol 8 (2) ◽  
pp. 1934578X1300800 ◽  
Author(s):  
Tran Huy Thai ◽  
Ophélie Bazzali ◽  
Tran Minh Hoi ◽  
Nguyen Anh Tuan ◽  
Félix Tomi ◽  
...  
Keyword(s):  
Chemical Composition ◽  
Nmr Spectroscopy ◽  
Endangered Species ◽  
Essential Oil ◽  
Essential Oils ◽  
Spectroscopic Techniques ◽  
Red Data Book ◽  
Data Book ◽  
First Time ◽  
C Nmr

The essential oil isolated from Asarum cordifolium C. E. C. Fischer recently discovered in Vietnam, and A. glabrum Merr., an endangered species listed as vulnerable in the Red Data Book of Vietnam, have been analyzed by a combination of chromatographic and spectroscopic techniques including 13C NMR spectroscopy. The composition of A. cordifolium essential oil, investigated for the first time, was dominated by elemicin (82.5%). The essential oil isolated from A. glabrum contained safrole (41.9%) as its major component and was characterized by the diversity of phenylpropanoids contained in this oil (10 compounds).

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