scholarly journals New depsidones and isoindolinones from the mangrove endophytic fungus Meyerozyma guilliermondii (HZ-Y2) isolated from the South China Sea

2015 ◽  
Vol 11 ◽  
pp. 1187-1193 ◽  
Author(s):  
Senhua Chen ◽  
Zhaoming Liu ◽  
Yayue Liu ◽  
Yongjun Lu ◽  
Lei He ◽  
...  
Keyword(s):  
Endophytic Fungus ◽  
High Resolution Mass Spectrometry ◽  
Kinetic Studies ◽  
2D Nmr ◽  
Kandelia Obovata ◽  
2D Nmr Spectroscopy ◽  
Mangrove Plant ◽  
Meyerozyma Guilliermondii ◽  
Mangrove Endophytic Fungus ◽  
Noncompetitive Inhibitors

Three new depsidones, botryorhodines E–G (1–3), and two new isoindolinones, meyeroguillines A and B (7 and 9), along with five known compounds were isolated from an endophytic fungus Meyerozyma guilliermondii, derived from the mangrove plant Kandelia obovata. Their structures were elucidated by 1D and 2D NMR spectroscopy and high resolution mass spectrometry (HREIMS). Compounds 1–6 exhibited strong α-glucosidase inhibitory activity with IC50 values ranging from 2.1 to 13.3 μM. Moreover, kinetic studies of compounds 2 and 6 showed that both of them were noncompetitive inhibitors of α-glucosidase.

scholarly journals A New Terminal Cyano Group-containing Benzodiazepine Alkaloid from the Mangrove Endophytic Fungus Penicillium sp

2015 ◽  
Vol 10 (9) ◽  
pp. 1934578X1501000
Author(s):  
Jing Li ◽  
Yi-sheng Zhong ◽  
Jie Yuan ◽  
Xun Zhu ◽  
Yong-jun Lu ◽  
...  
Keyword(s):  
Endophytic Fungus ◽  
Structure Elucidation ◽  
Human Cancer ◽  
Cyano Group ◽  
2D Nmr ◽  
Cytotoxic Activities ◽  
2D Nmr Spectroscopy ◽  
Mangrove Endophytic Fungus ◽  
Hct 116

A new benzodiazepine alkaloid containing terminal cyano group has been isolated from a mangrove endophytic fungus, Penicillium 299#. Structure elucidation was determined by 1D and 2D NMR spectroscopy and the absolute configuration was determined by electronic circular dichroism (ECD). The new compound showed no cytotoxic activities in vitro against human cancer lines MDA-MB-435, HepG2, HCT-116, and Calu-3.

scholarly journals A New Glucuronolactone Glycoside Phoenixoside B from the Seeds of Phoenix Dactylifera

2013 ◽  
Vol 8 (9) ◽  
pp. 1934578X1300800
Author(s):  
Sumbul Azmat ◽  
Rehana Ifzal ◽  
Faryal Vali Mohammad ◽  
Viqar Uddin Ahmad ◽  
Aqib Zahoor
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
High Resolution ◽  
High Resolution Mass Spectrometry ◽  
Soluble Fraction ◽  
2D Nmr ◽  
Phoenix Dactylifera ◽  
2D Nmr Spectroscopy ◽  
High Resolution Mass ◽  
Resolution Mass

A new glucuronolactone glycoside, phoenixoside B (1), has been isolated from the n-butanol soluble fraction of seeds of Phoenix dactylifera. The structure was characterized as 1-(1-ethyl-β-D-glucosyl)-4,5-diethyl-[α-D-glucofuranourono-6,3-lactone] on the basis of 1D and 2D-NMR spectroscopy and high-resolution mass spectrometry.

A New Sesquiterpene Lactone Sulfate from Reichardia gaditana (Asteraceae)

2007 ◽  
Vol 62 (1) ◽  
pp. 132-134 ◽  
Author(s):  
Christian Zidorn ◽  
Ernst-Peter Ellmerer ◽  
Werner Heller ◽  
Richard Greil ◽  
Manuela Guggenberger ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
High Resolution ◽  
Structure Elucidation ◽  
Methanolic Extract ◽  
High Resolution Mass Spectrometry ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
Asteraceae Family ◽  
Resolution Mass

The new sesquiterpenoid 8-deoxy-15-(3′-hydroxy-2′-methyl-propanoyl)-lactucin 3′-sulfate (1) was isolated from the methanolic extract of roots of Reichardia gaditana L. The compound was isolated by silica gel column chromatography (CC) and repeated Sephadex LH-20 CC. Structure elucidation was accomplished by high-resolution mass spectrometry and by 1D- and 2D-NMR spectroscopy. The chemosystematic significance of the new compound is discussed in the context of sesquiterpenoids from other members of the Lactuceae tribe of the Asteraceae family.

scholarly journals A New Megastigmane Glycoside, Phoenixoside A, from Phoenix Dactylifera

2012 ◽  
Vol 7 (1) ◽  
pp. 1934578X1200700
Author(s):  
Sumbul Azmat ◽  
Aqib Zahoor ◽  
Rehana Ifzal ◽  
Viqar Uddin Ahmad ◽  
Faryal Vali Mohammed
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
High Resolution ◽  
High Resolution Mass Spectrometry ◽  
Soluble Fraction ◽  
2D Nmr ◽  
Phoenix Dactylifera ◽  
Cd Spectroscopy ◽  
2D Nmr Spectroscopy ◽  
Resolution Mass

A new megastigmane glycoside, phoenixoside A (1), has been isolated from the n-butanol - soluble fraction of seeds of Phoenix dactylifera. The structure was characterized as (6S,7Z,9R)-hydroxy-3-oxo-ionol-9- O-β-D-glucopyranosyl-(1″→6′)-β-D–glucopyranoside on the basis of 1D and 2D NMR spectroscopy, high-resolution mass spectrometry, and CD spectroscopy.

A new dimeric naphtho-γ-pyrone from an endophytic fungus Aspergillus niger AKRN associated with the roots of Entandrophragma congoënse collected in Cameroon

2015 ◽  
Vol 70 (9) ◽  
pp. 625-630 ◽  
Author(s):  
Gervais M. Happi ◽  
Simeon Fogue Kouam ◽  
Ferdinand M. Talontsi ◽  
Céline N. Nkenfou ◽  
Frida Longo ◽  
...  
Keyword(s):  
Aspergillus Niger ◽  
Endophytic Fungus ◽  
Kojic Acid ◽  
High Resolution Mass Spectrometry ◽  
Enterobacter Aerogenes ◽  
Enterobacter Cloacae ◽  
2D Nmr ◽  
Klebsiella Pneumonia ◽  
Gram Negative Bacteria ◽  
Hydroxyphenylacetic Acid

AbstractA new dimeric naphtho-γ-pyrone, 2-hydroxydihydronigerone (1), along with five compounds, nigerone (2), pyrophen (3), kojic acid (4), 4-(hydroxymethyl)-5-hydroxy-2H-pyran-2-one (5), and p-hydroxyphenylacetic acid (6), was isolated from an endophytic fungus Aspergillus niger AKRN associated with the roots of Entandrophragma congoënse. The structure of the new compound has been elucidated using spectroscopic data including 1D and 2D NMR as well as the high-resolution mass spectrometry. Compounds 1–5 showed weak antimicrobial activity on five selected Gram-negative bacteria, namely Enterobacter aerogenes (CM64), Enterobacter cloacae (BM67), Klebsiella pneumonia (K2), and Escherichia coli (ATCC8739 and ATCC10536).

scholarly journals Apoptotic Activity of New Oxisterigmatocystin Derivatives from the Marine-Derived Fungus Aspergillus nomius NC06

Marine Drugs ◽  
2021 ◽  
Vol 19 (11) ◽  
pp. 631
Author(s):  
Muh. Ade Artasasta ◽  
Yanwirasti Yanwirasti ◽  
Muhammad Taher ◽  
Akmal Djamaan ◽  
Ni Putu Ariantari ◽  
...  
Keyword(s):  
High Resolution Mass Spectrometry ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
Cytotoxic Compounds ◽  
Ic50 Values ◽  
Rice Medium ◽  
Double Staining Method ◽  
Aspergillus Nomius ◽  
Apoptotic Activity ◽  
Ht 29

Sponge-derived fungi have recently attracted attention as an important source of interesting bioactive compounds. Aspergillus nomius NC06 was isolated from the marine sponge Neopetrosia chaliniformis. This fungus was cultured on rice medium and yielded four compounds including three new oxisterigmatocystins, namely, J, K, and L (1, 2, and 3), and one known compound, aspergillicin A (4). Structures of the compounds were elucidated by 1D and 2D NMR spectroscopy and by high-resolution mass spectrometry. The isolated compounds were tested for cytotoxic activity against HT 29 colon cancer cells, where compounds 1, 2, and 4 exhibited IC50 values of 1.21, 2.23, and 5.62 µg/mL, respectively. Under the fluorescence microscope by using a double staining method, HT 29 cells were observed to be viable, apoptotic, and necrotic after treatment with the cytotoxic compounds 1, 2, and 4. The result shows that compounds 1 and 2 were able to induce apoptosis and cell death in HT 29 cells.

scholarly journals Targeted Isolation of a Cytotoxic Cyclic Hexadepsipeptide from the Mesophotic Zone Sponge-Associated Fungus Cymostachys sp. NBUF082

Marine Drugs ◽  
2021 ◽  
Vol 19 (10) ◽  
pp. 565
Author(s):  
Ye Yuan ◽  
Te Li ◽  
Tingting Wang ◽  
C. Benjamin Naman ◽  
Jing Ye ◽  
...  
Keyword(s):  
Acute Lymphocytic Leukemia ◽  
High Resolution Mass Spectrometry ◽  
2D Nmr ◽  
Lymphocytic Leukemia ◽  
Leukemia Cells ◽  
Chiral Hplc ◽  
2D Nmr Spectroscopy ◽  
Ic50 Value ◽  
Resolution Mass

LC-MS/MS-based molecular networking facilitated the targeted isolation of a new cyclic hexadepsipeptide, cymodepsipeptide (1), and two known analogues, RF–2691A (2) and RF–2691B (3), from the fungus Cymostachys sp. NBUF082 that was derived from a mesophotic zone Aaptos sponge collected near Apo Island. The constitution and configuration of 1 was elucidated through 1D and 2D NMR-spectroscopy, high resolution mass-spectrometry, and chemical degradations including Marfey’s analysis and chiral HPLC. It was observed that 1 was moderately cytotoxic against CCRF-CEM human acute lymphocytic leukemia cells in vitro with the IC50 value of 9.2 ± 1.1 μM.

scholarly journals Chemical Constituents of Lecythis pisonis (Lecythidaceae) – A New Saponin and Complete 1H and 13C Chemical Shift Assignments

2015 ◽  
Vol 10 (6) ◽  
pp. 1934578X1501000
Author(s):  
Rennê C. Duarte ◽  
Carlos R. R. Matos ◽  
Raimundo Braz-Filho ◽  
Leda Mathias
Keyword(s):  
High Resolution Mass Spectrometry ◽  
Chemical Constituents ◽  
2D Nmr ◽  
Triterpenoid Saponin ◽  
Chemical Shift Assignments ◽  
2D Nmr Spectroscopy ◽  
13C Chemical Shift ◽  
Long Chain Alcohol ◽  
Long Chain ◽  
C Nmr

A novel triterpenoid saponin 3- O-β-D-glucuronopyranosyl-(1→3)-2α,19α-dihydroxyolean-12-en-28-oic acid [3- O-β-D-glucuronopyranosyl-(1′→3)-arjunic acid, 1], ten known compounds [six triterpenoids: α-amyrin (2), β-amyrin (3), germanicol (4), lupeol (5), friedelin (6), friedelanol (7); four steroids -campesterol (8), stigmasterol (9), sitosterol (10), cholesterol (11)], and a long chain alcohol n-eicosan-1-ol (12) were identified in the bark of Lecythis pisonis. The structures were established by 1D and 2D NMR spectroscopy (1H and 13C-NMR, DEPTQ, 1H-1H-COSY, NOESY, HSQC and HMBC), low (CG-MS) and high resolution mass spectrometry (HR-ESI-MS), and infrared (IR) spectral data involving comparison with the literature.

A Novel Series of N-aryltriazole and N-acridinyltriazole Hybrids as Potential Anticancer Agents

2019 ◽  
Vol 16 (6) ◽  
pp. 900-912
Author(s):  
Charles K. Rono ◽  
James Darkwa ◽  
Debra Meyer ◽  
Banothile C.E. Makhubela
Keyword(s):  
Anticancer Agents ◽  
High Resolution Mass Spectrometry ◽  
2D Nmr ◽  
Dipolar Cycloaddition ◽  
Cytotoxic Activities ◽  
The Novel ◽  
2D Nmr Spectroscopy ◽  
Aryl Chlorides ◽  
Organic Azides ◽  
Molecular Hybrids

Background: Triazoles are a class of aza-heterocycles with broad spectrum of biological importance. The synthetic tunability of the triazole moiety allows for the development of new pharmacophores with applications as drugs to contend with the burden of cancer. Objective: In this study, we aimed to develop a series of N-aryltriazole and N-acridinyltriazole molecular hybrids and evaluate their potential as anticancer agents. Methods: The triazole derivatives (1-10) were synthesized via a tandem nucleophilic substitution of aryl chlorides with sodium azide followed by 1,3-dipolar cycloaddition of the resulting organic azides with terminal/internal alkynes. From terminal alkynes, the well established copper(I) catalyzed azide-alkynes 1,3- dipolar cycloaddition, a premier example of click chemistry, was employed to access the 1,4-regioisomers of N-benzyl-1H-1,2,3-triazoles and N-acridynyl-1H-1,2,3-triazoles. All the compounds thus synthesized were characterized by 1D and 2D NMR spectroscopy and high resolution mass spectrometry. Results: Thermally controlled 1,3-dipolar cycloaddition was used to deliver N-aryl-1H-1,2,3-triazoles with 1,4,5-substitution on the triazole framework. The unprecedented high regioselectivity promoted by the sterically-strained silylated 1,4,5-trisubstituted moiety 4a offers a useful synthetic precursor with the silyl group being a synthetic handle for further structural elaboration to the desired 1,(4),5-di(tri)substituted 1,2,3- triazoles. Notably, anticancer evaluation revealed good cytotoxic activities of the novel acridinyltriazole hybrids (6-10) at micromolar concentrations in the range of 12.5 µM–100 µM against cervical cancer HeLa, kidney cancer HEK293, lung cancer A549 and leukemic MT4 cancer cell lines (p < 0.05). Conclusion: A series of novel triazole-based acridine hybrids have been developed as potential leads for the development of multifaceted anticancer agents.

scholarly journals A New Cytotoxic Cytochalasin from the Endophytic Fungus Trichoderma harzianum

2015 ◽  
Vol 10 (4) ◽  
pp. 1934578X1501000 ◽  
Author(s):  
Huiqin Chen ◽  
Georgios Daletos ◽  
Festus Okoye ◽  
Daowan Lai ◽  
Haofu Dai ◽  
...  
Keyword(s):  
Ovarian Cancer ◽  
Cell Lines ◽  
Trichoderma Harzianum ◽  
Endophytic Fungus ◽  
2D Nmr ◽  
Human Ovarian Cancer ◽  
2D Nmr Spectroscopy ◽  
A2780 Cell ◽  
L5178y Cell ◽  
Cola Nitida

The new natural product 4′-hydroxy-deacetyl-18-deoxycytochalasin H (1), together with the known deacetyl-18-deoxycytochalasin H (2) and 18-deoxycytochalasin H (3) were obtained from the endophytic fungus Trichoderma harzianum isolated from leaves of Cola nitida. The structure of the new compound was unambiguously determined by 1D and 2D NMR spectroscopy, and by HRESIMS measurements, as well as by comparison with the literature. Compounds 1-3 showed potent cytotoxic activity against the murine lymphoma (L5178Y) cell line and against human ovarian cancer (A2780 sens and A2780 CisR) cell lines (IC50 0.19–6.97 μM). The A2780 cell lines included cisplatin-sensitive (sens) and -resistant (R) cells.

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