scholarly journals Bioactive Diketopiperazines and Nucleoside Derivatives from a Sponge-Derived Streptomyces Species

Marine Drugs ◽  
2019 ◽  
Vol 17 (10) ◽  
pp. 584 ◽  
Author(s):  
Lamiaa A. Shaala ◽  
Diaa T. A. Youssef ◽  
Jihan M. Badr ◽  
Steve M. Harakeh ◽  
Grégory Genta-Jouve

Fractionation and purification of the ethyl acetate extract of the culture of a sponge-derived actinomycete, Streptomyces species Call-36, resulted in the isolation and identification of a new diketopiperazine, actinozine A (1), cyclo(2-OH-d-Pro-l-Leu) (2), two new nucleosides, thymidine-3-mercaptocarbamic acid (3) and thymidine-3-thioamine (4), together with cyclo(d-Pro-l-Phe) (5) and cyclo(l-Pro-l-Phe) (6). The structure assignments of the compounds were carried out by interpretation of 1D and 2D NMR data and mass spectral determinations. The absolute configurations of 1 and 2 were determined by Marfey’s method and by comparison of the experimental and TDDFT-calculated ECD spectra. Actinozine A possesses an unprecedented hydroperoxy moiety at C-2 of the proline moiety, while 3 and 4 possess unusual mercaptocarbamic acid and thiohydroxylamine functionalities at N-3 of the thymine moiety. The isolated compounds displayed variable cytotoxic and antimicrobial activities.

2013 ◽  
Vol 13 (3) ◽  
pp. 216-220 ◽  
Author(s):  
Anggia Murni ◽  
Novriyandi Hanif ◽  
Junichi Tanaka

One new dolabellane (1) and two known diterpenoids stolonidiol (2) and clavinflol B (3) have been isolated from the ethyl acetate extract of the Indonesian soft coral Anthelia sp. A new compound 1 exhibited a moderate cytotoxicity against NBT-T2 cells at 10 µg/mL, while known compounds 2 and 3 showed cytotoxicity at 1 and 0.5 µg/mL, respectively. Structure of the new compound 1 was elucidated by interpretation of NMR spectroscopic data (1D and 2D NMR data) and mass spectrometry (ESIMS data) as well as comparison with those of related ones. This finding should be useful for anti cancer drug development of the promising dolabellane-types compound.


2019 ◽  
Vol 22 (4) ◽  
pp. 348-351
Author(s):  
Pham Nguyen Kim Tuyen ◽  
Truong Van Tien ◽  
Tran The Anh Huy ◽  
Nguyen Thi Hoa ◽  
Huynh Bui Linh Chi ◽  
...  

Introduction: Hibiscus sabdariffa Linn. (Malvaceae) is a medicinal plant popularly distributed in Asian countries. As of 2019, no chemical investigations from the Vietnamese plant were found. This paper reported the isolation and elucidation of compounds isolated from the seeds of Hibiscus sabdariffa Linn. (Malvaceae) growing in Binh Thuan province. Method: The maceration was applied to the seeds of the plant to afford the crude extract which was then fractionated by liquid-liquid extraction to obtain the ethyl acetate extract. The extract was carried out by using normal phase silica gel column chromatography and thin-layer chromatography. Analysis of spectroscopic data including HR-ESI-MS, 1D and 2D-NMR and a comparison of the NMR data with that in the literature led to the structural elucidation of isolated compounds. Results: Four flavonols comprising quercetin 3-O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside (1), quercetin 3-O-β-D-glucopyranoside (2), quercetin (3) and kaempferol (4) were isolated from the ethyl acetate extract. Conclusions: This is the first time the isolated compounds were found from the seeds of this plant.


2008 ◽  
Vol 3 (2) ◽  
pp. 1934578X0800300 ◽  
Author(s):  
Lamiaa A. Shaala ◽  
Sherief I. Khalifa ◽  
Mostafa K. Mesbah ◽  
Rob W. M. Van Soest ◽  
Diaa T. A. Youssef

An investigation of the sponge Suberea mollis collected at the Egyptian Red Sea coast afforded a new cytotoxic and antimicrobial dibrominated phenol, subereaphenol A (1), together with the previously reported compounds 2-(3′,5′-dibromo-2′-hydroxy-4′-methoxyphenyl)acetamide (2), dibromoverongiaquinol (3), bromochloroverongiaquinol (4), and 2-(3′,5′-dibromo-4′-ethoxy-1′-hydroxy-4′-methoxy-2′,5′-cyclohexadien-1-yl)acetamide (5). The structure of the compounds was determined by a combination of 1D and 2D NMR techniques and High-resolution mass spectral determinations. Complete and new NMR data for the known compounds has been reported. The cytotoxic and the antimicrobial activities of the compounds are reported.


2016 ◽  
Vol 10 (2) ◽  
pp. 130
Author(s):  
Dindha Ramah Mulia ◽  
Nestri Wulandari ◽  
Muhammad Widyo Wartono

<p><em></em>A  xanthone,  named  ananixanthone  (1)  has  been  isolated  and  identified  from  the  ethyl acetate  extract of the root barks of  Calophyllum soulattri. Structure of the compound was determined based on spectroscopic data, including UV, IR, NMR 1D, NMR 2D and by comparison with references.</p>


2019 ◽  
Vol 57 (2) ◽  
pp. 162
Author(s):  
Quan Minh Pham ◽  
Hoai Van Thi Tran ◽  
Lam Tien Do ◽  
Phuong Lan Doan ◽  
Inh Thi Cam ◽  
...  

Urena lobata L. is used in Vietnamese traditional medicine for the treatment of several diseases. Tree roots are used to treat rheumatism, dysentery, poor digestion, flu, tonsils, malaria, asthma, goiter. Flowers are used to treat chickenpox, fever, and mental disorders. Branches, leaves or whole trees used to treat injuries bruises, rheumatism, mastitis, bites. Phytochemical investigation of the n-hexan and ethyl acetate extract of Urena lobata L. led to the isolation of β-sitosterol (1), β-sitosterol-3-O-β-D-glucopyranoside (2), a-acetylamino-phenylpropyl a-benzoylamino-phenylpropanoate (3), quercetin (4), and trans-tiliroside (5). Their chemical structures were determined by spectroscopic methods including MS, 1D, 2D NMR and comparing with those reported in previous papers. Two compounds 3, 5 were isolated for the first time from Urena lobata plant.


2017 ◽  
Vol 15 (1) ◽  
pp. 1
Author(s):  
Sari Setianingsih ◽  
Rudi Kartika ◽  
Partomuan Simanjuntak

This study was started by extraction of Eucalyptus deglupta Blume. Using organic solvent   (n-hexane, ethyl acetate, ethanol and water) followed by phytochemical screening and toxicity test using Brine Shrimp Lethality Test (BSLT) method. Isolation and identification of chemical compounds contained in the fraction were done by column chromatography and Gas Chromatography-Mass Spectrometry (GC-MS) analysis. Phytochemical screening revealed the presence of alkaloids, flavonoids, steroids and phenolics in the extract. Toxicity test results showed that the ethyl acetate extract was potentially active with LC50 value of  617.95 ppm. The extract was continued to isolation stage and gave fraction EKEA-3.1 with LC50 value of 2759.93 ppm. Identification of chemical compounds in EKEA-3.1 with KG-MS analysis showed that EKEA-3.1 was suspected to be Stigmastan-3,5-diene.


Bio-Research ◽  
2020 ◽  
Vol 18 (1) ◽  
pp. 1094-1102
Author(s):  
UF Babaiwa ◽  
SO Eraga ◽  
EO Ojugo ◽  
O Erharuyi ◽  
JO Akerele

The study investigated the antimicrobial properties and the chemical composition of ethyl acetate extract of Dennettia tripetala (pepper fruit) seeds. Crude extract obtained by maceration of pulverized seeds in ethyl acetate was evaluated for antimicrobial activity against Escherichia coli, Staphylococcus aureus, Klebsiella aerogenes, Pseudomonas aeruginosa, Bacillus subtilis, Candida albicans and Aspergillus niger using standard agar-well diffusion method. GC-MS method was used to determine the chemical constituents of the extract. The extract was oily, yellowish-brown with a yield of 1.66 % and had activity against most of the test microorganisms, with inhibition zone diameters ranging between 10 to 25 mm. About 41 chemical constituents were present in the extract with formic acid methyl esters and fatty acids accounting for 57.23 and 18.49 % respectively. Ethyl acetate extract of Dennettia tripetala seeds possessed antimicrobial activity against bacteria but not fungi. The observed activity may be due to the presence of formic and fatty acid esters in the seed. The study further established a scientific proof for the traditional use of Dennettia tripetala seed extracts in treating microbial infections.  


2017 ◽  
Vol 11 (1) ◽  
pp. 352-359 ◽  
Author(s):  
Gemechu Ameya ◽  
Aseer Manilal ◽  
Behailu Merdekios

Background: Controlling infectious disease using medicinal plants is the oldest healthcare known to mankind. Regardless of the enormous advances observed in modern medicine, medicinal plants are still playing vital roles. However, only a small proportion of medicinal plants are examined for bioactive compounds which may vary in different factors. This study aimed to evaluate phytochemical constituent and antimicrobial activities of Nicotiana tabacum L. extracted by different solvents against three set of bacteria. Methods: Nicotiana tabacum L. was collected from the Western Ethiopia and extracted in seven organic solvents. An in-vitro anti-bacterial activity of plant extracts was carried out by agar well diffusion assay against microbial type culture collection of human pathogens, clinical bacterial isolates, and biofilm forming bacteria. Gas Chromatographic and Mass Spectroscopic (GC-MS) analysis was used to determine the phytochemical constituents. Results: Antimicrobial activities of plant extract vary by extraction solvents; and ethyl acetate based extracts showed better antimicrobial activities. Of the experimental organisms, biofilm forming uropathogens were the most sensitive while clinical isolates were quite resistant. Analysis of the active ethyl acetate extract by GC-MS evinced a mixture of five volatile compounds; and Pyridine, 3-(1-methyl-2-pyrrolidinyl)-, (S) was the major compound detected. The overall results of the present study revealed that N. tabacum L extract has high antimicrobial activities against biofilm forming uropathogens. Conclusion: High antimicrobial activity was observed in ethyl acetate extract of N. tabacum against the biofilm forming bacteria whereas the clinically isolated bacteria were the most resistant group. The antibacterial property demonstrated could be due to Pyridine, 3-(1-methyl-2-pyrrolidinyl)-(S) with a broad spectrum of activity.


Molekul ◽  
2021 ◽  
Vol 16 (1) ◽  
pp. 9
Author(s):  
Unang Supratman ◽  
Mohamad Fajar ◽  
Supriatno Salam ◽  
Rani Maharani ◽  
Desi Harneti ◽  
...  

Chisocheton balansae C.DC., is one of the Meliaceae family plants which is the endemic plants from Soputan Mountain, North Sulawesi, Indonesia. This study was aimed to determine the chemical structure of flavan-3-ol compounds from ethyl acetate extract of C. balansae C.DC stembark. Dried powder of C. balansae C.DC stem bark was extracted consecutively with n-hexane, ethyl acetate, and methanol solvents. Four flavan-3-ol compounds, named catechin (1), epicatechin (2), epigallocatechin-3-O-gallate (3), and epicatechin-3-O-gallate (4) were successfully isolated from ethyl acetate extract. The chemical structure of these isolates was determined by spectroscopic methods (1H-NMR, 13C-NMR, DEPT, and 2D-NMR) and comparison with previous reported spectral data. These compounds are first time reported from this plant.


2019 ◽  
Vol 4 (2) ◽  
pp. 72
Author(s):  
Tri Reksa Saputra ◽  
Esti Purnamasari ◽  
Anderson Arnold Aloanis

Various species of Kalanchoe plant has been widely used for traditional medicine and also as an ornamental plant. This research is a continuing search for secondary metabolites from Kalanchoe plants in Indonesia. The fresh leaves of Kalanchoe pinnata (6 kg) was extracted at room temperature with methanol to obtain a concentrated extract. The concentrated extract of methanol was further partitioned successively with n-hexane and ethyl acetate. Yellow solid of pure isolates from ethyl acetate extract was separated by various chromatographic techniques. The chemical structure of isolates was determined by spectroscopic analysis of UV, IR , MS, 1H-NMR, 13C-NMR data and a comparison wih those previously reported on literature and identified as a flavonoid compound 3,3’,4’,5,7 pentahydroxyiflavone also known as kuersetin which belong to the flavonol class.


Sign in / Sign up

Export Citation Format

Share Document