scholarly journals Chemical Composition and Biological Activities of Soldiers of the Brazilian Termite Species, Nasutitermes macrocephalus (Isoptera: Natutitermitinae)

2013 ◽  
Vol 8 (1) ◽  
pp. 1934578X1300800
Author(s):  
Márcia N. S. de la Cruz ◽  
Helvécio M. S. Júnior ◽  
Denilson F. Oliveira ◽  
Letícia V. Costa-Lotufo ◽  
Antonio G. Ferreira ◽  
...  

The defensive secretion of the frontal gland from termite soldiers is a mixture of monoterpenes, sesquiterpenes and diterpenes, the latter being the most representative. Analyses of the dichloromethane extract from soldiers of the Brazilian termite, Nasutitermes macrocephalus (Silvestri, 1903) (Isoptera, Nasutitermitinae), described for the first time, allowed to identify the presence of two monoterpenes (α-pinene and limonene) and two sesquiterpenes (β-trans- caryophyllene and α-selinene) by GC-EIMS, and the isolation of one rippertane and six trinervitane diterpenes by RP-HPLC. The chemical structures of the purified compounds were elucidated by interpretation of their spectroscopic data (1D and 2D NMR, EIMS, HRESIMS, and specific optical rotation) and the complete unequivocal assignment of the 3α-hydroxy-trinervita-1(15),8(19)-dien-2-one (6) was included in this paper, to complement the lack of information in the literature. Antibacterial, antifungal and cytotoxicity against cancer cell lines activities were evaluated. In particular, the compounds 2α,3β-dihydroxy- trinervita-1(15),8(19)-diene (2) and 3α-hydroxy-15-rippertene (7) exhibited the better activities against the clinically isolated Gram-positive bacterium methicillin-resistant Staphylococcus aureus BMB 9393, both with a MIC value of 31.2 μg mL−1. This is the first description of a rippertane diterpene (7) as an antibacterial agent.

2016 ◽  
Vol 19 (1) ◽  
pp. 19-25
Author(s):  
Loan Cam To ◽  
Tuyen Nguyen Kim Pham ◽  
Phung Kim Phi Nguyen

Borreria is a genus of Rubiaceae widespread in tropical and subtropical America, Africa, Asia, and Europe. Studies have confirmed that extracts as well as some isolated compounds of species of Borreria genus possess diverse biological activities, including anti-inflammatory, antitumor, antimicrobial, antioxidant, anti-ulcer… In this paper, we present the chemical structures of four compounds isolated from Borreria alata, collected at Di Linh district, Lam Dong province, Vietnam. 3β, 6β, 23-trihydroxyurs- 12-en-28-oic acid (1), sodium deacetylasperulosidate (2), 7β-hydroxy-11-methylforsythide (3) and sodium loganate (4). Among them, three compounds (1), (2), (3) were known for the first time in Borreria genus to our best knowledge and (4) is a new compound. The chemical structures of these compounds wereelucidated by analysis of 1D and 2D NMR and HR-MS spectroscopic data, as well as by comparison with those reported in the literature.


Author(s):  
Lien Hoa Dieu Nguyen ◽  
Hào Chí Lê ◽  
Thy Ngoc Diem Nguyen ◽  
Ly Thi Thao Nguyen ◽  
Le Thu Thi Nguyen ◽  
...  

Aglaia is the largest genus of the Meliaceae family with about 120 species, which grow mainly in the tropical and subtropical regions. In Vietnam, the genus contains about 30 species. Many are used in folk medicine for the treatment of different diseases. Rocaglamides, bisamides, lignans, triterpenoids and steroids are the main classes of compounds found in the genus. Some of them exhibit diverse biological activities. This research work reports the isolation of four compounds from A. odorata and A. hoaensis. Extraction was carried out using Soxhlet extractors with organic solvents followed by concentration of the solvents to yield crude extracts. Isolation was performed using column chromatography on silica gel and gel permeation on Sephadex LH-20. Chemical structures were determined using 1D NMR (1H, 13C NMR, DEPT), 2D NMR (HSQC, HMBC, COSY, NOESY), IR and HRESIMS spectroscopic methods, and comparison of the spectral data with those in literature. Two triterpenoids, aglaiadoratol and 3b -friedelinol, were isolated from the whole tree of A. odorata. Two other compounds, (+)-syringaresinol lignan and threo-9,10-O-isopropylidene- 13-hydroxy-(11E)-octadecenoic acid, a derivative of fatty acid, were obtained from the bark of A. hoaensis. Among the four isolated compounds, this is the first time that aglaiadoratol has been reported in the world. In addition, (+)-syringares inol ligan and threo-9,10-O-isopropylidene-13- hydroxy-(11E)-octadecenoic acid are reported here for the first time in A. hoaensis.


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.


Author(s):  
Kai-Liang Ma ◽  
Shi-Hui Dong ◽  
Hang-Ying Li ◽  
Wen-Jun Wei ◽  
Yong-Qiang Tu ◽  
...  

Abstract Three previously undescribed cytochalasins, named xylariasins A‒C (1‒3), together with six known ones (4‒9) were isolated from Xylaria sp. CFL5, an endophytic fungus of Cephalotaxus fortunei. The chemical structures of all new compounds were elucidated on the basis of extensive spectroscopic data analyses and electronic circular dichroism calculation, as well as optical rotation calculation. Biological activities of compounds 1, 4‒9 were evaluated, including cytotoxic, LAG3/MHC II binding inhibition and LAG3/FGL1 binding inhibition activities. Compounds 6 and 9 possessed cytotoxicity against AGS cells at 5 μM, with inhibition rates of 94% and 64%, respectively. In addition, all tested isolates, except compound 6, exhibited obvious inhibitory activity against the interaction of both LAG3/MHC II and LAG3/FGL1. Compounds 1, 5, 7, and 8 inhibited LAG3/MHC II with IC50 values ranging from 2.37 to 4.74 μM. Meanwhile, the IC50 values of compounds 1, 7, and 8 against LAG3/FGL1 were 11.78, 4.39, and 7.45 μM, respectively. Graphic Abstract


2021 ◽  
Vol 21 (3) ◽  
pp. 699
Author(s):  
Sukee Sukdee ◽  
Puttinan Meepowpan ◽  
Narong Nantasaen ◽  
Siriporn Jungsuttiwong ◽  
Sarinya Hadsadee ◽  
...  

The genus Mitrephora has been investigated and its anti-inflammatory, anti-bacterial and anti-parasitical activities were examined along with its potential as an anti-cancer cell line and inhibitor for platelet aggregation. In this work, air-dried leaves and twigs of M. winitii were grounded and extracted with n-hexane, ethyl acetate and methanol, respectively. Chromatographic separations of these extracts led to the isolation of three known compounds and one new compound (compound 2). The chemical structures of these were identified using spectroscopic investigation of 1D- and 2D-NMR and the resulting data confirmed these as stigmasterol (1), (3,4-dimethoxyphenyl)(5-(3,4-dimethoxyphenyl)-4-(hydroxymethyl)tetrahydrofuran-3-yl)methanol (2), diayangambin (3), and methyl-L-inositol (4). The chemical constituents were reported the first time in M. winitii. Compound 2 showed anti-cancer cell lines with ED50 13.07 µg/mL against KB cells and then was tested for cytotoxicity against MCF-7 cells with ED50 11.77 µg/mL.


2021 ◽  
Vol 14 (12) ◽  
pp. 1274
Author(s):  
Jinyun Chen ◽  
Sunyan Lv ◽  
Jia Liu ◽  
Yanlei Yu ◽  
Hong Wang ◽  
...  

1,3-Oxazole chemicals are a unique class of five-membered monocyclic heteroarenes, containing a nitrogen atom and an oxygen. These alkaloids have attracted extensive attention from medicinal chemists and pharmacologists owing to their diverse arrays of chemical structures and biological activities, and a series of 1,3-oxazole derivatives has been developed into therapeutic agents (e.g., almoxatone, befloxatone, cabotegravir, delpazolid, fenpipalone, haloxazolam, inavolisib). A growing amount of evidence indicates that marine organisms are one of important sources of 1,3-oxazole-containing alkaloids. To improve our knowledge regarding these marine-derived substances, as many as 285 compounds are summarized in this review, which, for the first time, highlights their sources, structural features and biological properties, as well as their biosynthesis and chemical synthesis. Perspective for the future discovery of new 1,3-oxazole compounds from marine organisms is also provided.


Marine Drugs ◽  
2019 ◽  
Vol 17 (11) ◽  
pp. 605 ◽  
Author(s):  
Li ◽  
Li ◽  
Yang ◽  
Meng ◽  
Li ◽  
...  

Three new prenylated phenol derivatives, terreprenphenols A–C (1–3), along with four known related compounds (4–7), were isolated from Aspergillus terreus EN-539, an endophytic fungus obtained from the marine red alga Laurencia okamurai. The structures of these compounds were established by extensive analysis of 1D/2D NMR data, mass spectrometric data, and optical rotation (OR). The corresponding relationship between absolute configuration and optical rotation for known compounds anodendroic acid (4) and asperterreusine C (5) was ambiguous in literature, and their absolute configurations were therefore discussed and confirmed for the first time by time-dependent density functional (TDDFT) ECD and OR calculations. Compounds 1–7 inhibited some common aquatic bacteria with MIC values ranging from 2 to 64 μg/mL.


Biomolecules ◽  
2020 ◽  
Vol 10 (9) ◽  
pp. 1347
Author(s):  
Matthew Saive ◽  
Manon Genva ◽  
Thibaut Istasse ◽  
Michel Frederich ◽  
Chloé Maes ◽  
...  

This work follows an ethnobotanical study that took place in the island of Mayotte (France), which pointed out the potential properties of Litchi chinensis Sonn. roots when used to enhance skin health and appearance. Through in vitro testing of a crude methanolic extract, high anti-tyrosinase (skin whitening effect) and antioxidant activities (skin soothing effect) could be measured. HPLC successive bio-guided fractionation steps allowed the purification of one of the compounds responsible for the biological activities. The isolated compound was characterized by UV, IR, MS and 2D-NMR, revealing, for the first time in Litchi chinensis Sonn. roots, an A-type proanthocyanidin and thus revealing a consensus among the traditional use shown by the ethnobotanical study, in vitro biological activities and chemical characterization.


Marine Drugs ◽  
2020 ◽  
Vol 18 (6) ◽  
pp. 281
Author(s):  
Bicheng Fan ◽  
Pradeep Dewapriya ◽  
Fengjie Li ◽  
Laura Grauso ◽  
Martina Blümel ◽  
...  

The fungal genus Pyrenochaetopsis is commonly found in soil, terrestrial, and marine environments, however, has received little attention as a source of bioactive secondary metabolites so far. In a recent work, we reported the isolation and characterization of three new anticancer decalinoyltetramic acid derivatives, pyrenosetins A–C, from the Baltic Fucus vesiculosus-derived endophytic fungus Pyrenochaetopsis sp. FVE-001. Herein we report a new pentacyclic decalinoylspirotetramic acid derivative, pyrenosetin D (1), along with two known decalin derivatives wakodecalines A (2) and B (3) from another endophytic strain Pyrenochaetopsis FVE-087 isolated from the same seaweed and showed anticancer activity in initial screenings. The chemical structures of the purified compounds were elucidated by comprehensive analysis of HR-ESIMS, FT-IR, [α]D, 1D and 2D NMR data coupled with DFT calculations of NMR parameters and optical rotation. Compounds 1–3 were evaluated for their anticancer and toxic potentials against the human malignant melanoma cell line (A-375) and the non-cancerous keratinocyte cell line (HaCaT). Pyrenosetin D (1) showed toxicity towards both A-375 and HaCaT cells with IC50 values of 77.5 and 39.3 μM, respectively, while 2 and 3 were inactive. This is the third chemical study performed on the fungal genus Pyrenochaetopsis and the first report of a pentacyclic decalin ring system from the fungal genus Pyrenochaetopsis.


2021 ◽  
Vol 7 (2) ◽  
pp. 142-149
Author(s):  
Deden Indra Dinata ◽  
Rani Maharani ◽  
Fauzan Zein Muttaqien ◽  
Unang Supratman ◽  
Mohamad Nurul Azmi ◽  
...  

Amomum compactum Soland Ex Maton is one of the Zingiberaceae family plants which is the endemic plants from West Java, Indonesia. This study was aimed to determine the chemical structure of flavonoid compounds from n-hexane extract of A.compactum Sol. Ex Maton roots. Dried powder of the roots was extracted consecutively with n-hexane, ethyl acetate, and methanol solvents. Three flavonoids, 5-hydroxy-3,7,4`-trimethoxy kaempferol (1), 5-hydroxy-3,7,3',4'-tetra methoxy kaempferol (2) and 4'-hydroxy-3,5,7-trimethoxy kaempferol (3), have been isolated from the roots of A. compactum Sol. Ex Maton.  The chemical structures of compounds 1-3 were identified by spectroscopy data including infrared 1D-NMR, 2D-NMR and HRTOF-MS as well as by comparison with previously reported spectral data. Compounds 1-3 were isolated from this plant for the first time and showed free radical DPPH scavenging activity.


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