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Chemistry & Biodiversity

Helmut Rosemeyer, Christine Knies, Katharina Hammerbacher, Eugenia Bender, Gabriel A Bonaterra, Ricarda Hannen, Jörg W Bartsch, Christopher Nimsky, Ralf Kinscherf
Two lipophilic derivatives of formycin A (1) and formycin B (5) carrying an O-2',3'-ethyllevulinate ketal group have been prepared. These were base-alkylated at N(1) (for 1) and N(1) and N(6) (for 5) with both, isopentenyl or all-trans farnesyl residues. Upon the prenylation side reactions were observed, resulting in the formation of nucleolipids with a novel tricyclic nucleobase (→ 4a,b). In case of formycin B O-2',3'-ethyllevulinate (6) farnesylation gave the double prenylated nucleolipid 7. All new compounds were characterized by 1H-, 13C-, UV-Vis, and fluorescence spectroscopy, by ESI mass spectrometry and/or by elemental analysis...
February 18, 2019: Chemistry & Biodiversity
Sakineh Asghari, Asieh Khalilpour, Maryam Pourshab
A series of novel thiazolo[3,2-a]pyrimidines were synthesized and characterized by FT-IR, 1H, 13C NMR and mass techniques. Their antioxidant activities were investigated by 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging assay and the results showed that all the synthesized compounds exhibit good antioxidant activity. In addition it was found that any substituent on the aromatic ring of the products plays an important role in their antioxidant activity. In vitro cytotoxicity of the compounds 4a-j was investigated using MTT cell viability assay...
February 10, 2019: Chemistry & Biodiversity
Mariela Gonzalez, María Elena García, Alberto Slanis, Ana Bonini, Stephanie Fiedler, Laura Fariña, Eduardo Dellacassa, Concetta Condurso, Daniel Lorenzo, Marcos Russo, María Laura Tereschuk
Propolis samples from north-west Argentina (Amaicha del Valle, Tucumán,) were evaluated by palynology, FT-IR spectra, and RP-HPTLC. In addition, the volatile fraction was studied by HS-SPME-GC-MS. The botanical species most visited by Apis mellifera L. near the apiaries were collected and their RP-HPTLC extracts profiles were compared with propolis samples. In addition, GC-MS was performed for volatile compounds from Zuccagnia punctata Cav. (Fabaceae). FT-IR spectra and RP-HPTLC fingerprints of propolis samples showed similar profiles...
February 6, 2019: Chemistry & Biodiversity
Mohammad Mahdavi, Roshanak Hariri, Seyedeh Sara Mirfazli, Hania Lotfian, Arezoo Rastergari, Omidreza Firuzi, Najmeh Edraki, Bagher Larijani, Tahmineh Akbarzadeh, Mina Saeedi
Alzheimer's disease (AD) is a well-known neurodegenerative disorder affecting millions of old people worldwide and the corresponding epidemiological data emphasize the importance of the disease. As AD is a multifactorial illness, various single-target directed drugs that have reached clinical trials have failed. Therefore, various factors associated with outset of AD have been considered in targeted drug discovery. In this work, various benzochromenoquinolinones were synthesized and evaluated for their cholinesterase and BACE1 inhibitory activities as well as neuroprotective and metal-chelating properties...
February 5, 2019: Chemistry & Biodiversity
Tatiana Zuccolotto, Jaqueline Bressan, Allan Vinicius Félix Lourenço, Estevan Bruginski, Andressa Veiga, Jane Marinho, Paola Aparecida Raeski, Gustavo Heiden, Marcos José Salvador, Fabio Seigi Murakami, Jane Manfron Budel, Francinete Campos
The aim of this study was to evaluate the chemical, antioxidant, and antimicrobial activity of the essential oils as well as the anatomy of the aerial parts from Baccharis aracatubaensis, Baccharis burchellii, and Baccharis organensis owing to the therapeutic potential of Baccharis. The volatile constituents were analyzed using GC-MS, the antioxidant activity was evaluated by oxygen radical absorbance capacity (ORACFL) and DPPH assays, and the antimicrobial activity by a microdilution technique. Of the 56 compounds identified, only 7 (β-caryophyllene, ɣ-muurolene, bicyclogermacrene, β-germacrene, spathulenol, τ-muurolol, and α-cadinol) were common in the three specimens studied...
February 4, 2019: Chemistry & Biodiversity
José-Luis Giner
Sweet potatoes (the tuber of Ipomoea batatas) are a major food crop globally. The sweet potato weevil (Cylas formicarius elegantulus) is a serious pest of this important crop. The triterpenol, boehmerol, has previously been found in the skin of the tuber where, as its acetate ester, it has been shown to signal oviposition by the weevil. A new triterpenol, batatasenol, was identified in two varieties of sweet potatoes, 'Covington' and 'Purple Stokes'. In the 'Covington' variety, batatasenol was practically the only triterpenol present in the skins...
February 4, 2019: Chemistry & Biodiversity
Aamir Ahmad, Prasad Dandawate, Sebastian Schruefer, Subhash Padhye, Fazlul H Sarkar, Rainer Schobert, Bernhard Biersack
Di(indol-3-yl)methane (DIM, 1) is a known weakly antitumoral compound formed by digestion of indole-3-carbinol, an ingredient of various Brassica vegetables. Out of a series of nine fluoroaryl derivatives of 1, three pentafluorophenyl derivatives 2c, 2h and 2i were identified that exhibited a two to five times greater anti-proliferative effect and an increased apoptosis induction when compared with 1 in the following carcinoma cell lines: BxPC-3 pancreas, LNCaP prostate, C4-2B prostate, PC3 prostate and the triple-negative MDA-MB-231 breast carcinoma...
February 4, 2019: Chemistry & Biodiversity
Ivica Blažević, Azra Đulović, Ana Maravić, Vedrana Čikeš Čulić, Sabine Montaut, Patrick Rollin
The cultivated Lepidium latifolium L. was investigated to decipher its glucosinolate profile, antimicrobial, and cytotoxic activities. HPLC-ESI-MS analyses of the intact glucosinolates and GC-MS analysis of their hydrolysis products showed the presence of sinigrin (1), glucocochlearin (2), glucotropaeolin (3), and 4-methoxyglucobrassicin (4). Hydrodistillate, extract, and allyl isothiocyanate, the main volatile resulting from sinigrin degradation, showed antimicrobial activity against all eleven tested pathogenic and food spoilage bacteria and fungi, with highest effect observed against Candida albicans with MIC50 8 and 16 μg/mL...
February 4, 2019: Chemistry & Biodiversity
Jelena Popović-Djordjević, Žaklina S Marjanović, Nemanja Gršić, Tamara Adžić, Blaženka Popović, Jelena Bogosavljević, Ilija Brčeski
True truffles (Tuber sp.) that establish ectomycorrhizal symbiosis (ECM) with trees in the Mediterranean and temporal regions have species specific abilities to assimilate soil born elements. Suitable habitats are usually inhabited by few truffle species, while distinguishing their symbiotic potentials appeared very difficult. Two species that commonly inhabit riparian forests in Serbia are the most prized one, Tuber magnatum Pico (Piedmont white truffle) and not so highly valued Tuber brumale Vitt. In order to assess potential differences between their assimilation and accumulation abilities, the differences between contents of elements that may be the subjects of the symbiotic trade between the host plant and fungi were evaluated in accumulation target (ascocarps) and their source (the soil)...
February 1, 2019: Chemistry & Biodiversity
Duan Yang Shao, Guo-Ning Zhang, Weixiao Niu, Mei Zhu, Juxian Wang, Donghui Li, Yucheng Wang, Zi-Qiang Li
A new series of compounds containing (sulfonamido) propanamide (6a1-13, 6b1-15, 7c1-5, 6d1-5, 6e1-6) was designed and synthesized. All the synthesized compounds were characterized by NMR and mass spectrometry. The target compounds were evaluated for their in vitro cytotoxic activity against hepatocellular carcinoma (HepG2), fibrosarcoma (HT-1080), mouth epidermal carcinoma (KB), and breast adenocarcinoma (MCF-7) cells with the sulforhodamine B (SRB) assay, with gemcitabine and mitomycin C as positive controls...
February 1, 2019: Chemistry & Biodiversity
Antoaneta Trendafilova, Gulmira Ozek, Suleyman Yur, Fatih Goger, Temel Ozek, Boban Andjelkovic, Dejan Godjevac, Ivana Sofrenic, Ina Aneva, Milka Todorova
Hexane extracts of Heracleum verticillatum, H. sibiricum, H. angustisectum and H. ternatum were studied for their furanocoumarin content antioxidant potential and acetylcholinesterase and α-amylase inhibitory activities. Quantification of the furanocoumarins was performed by 1H NMR. Pimpinellin was found to be the main component in the roots of all studied species. Bergapten and imperatorin were the major compounds in the fruits of H. sibiricum and H. verticillatum, respectively, while byakangelicol dominated in H...
January 31, 2019: Chemistry & Biodiversity
Basappa Basappa, sURENDER mOHAN, Shobith Rangappa, NIrvanappa C Anilkumar, Julian E Fuchs, Andreas Bender, Rangappa Ks, Rakesh Bhatnagar
The small molecules that bind to DNA minor groove are considered as potential therapeutic agents to fight against many human diseases. They induce cell death by interfering with transcription, replication and progression of cell cycle. Herein, we report the synthesis of imidazopyridine-3-amines using sulfated ceria catalyst by employing Groebkee-Blackburne-Bienayme reaction. We evaluated the possible antiproliferative and anti-mycobacterial activity against A549 cells and Mycobacterium tuberculosis respectively...
January 31, 2019: Chemistry & Biodiversity
Li-Ping Sun, Wen-Jun Xue, Ya-Hui Deng, Ji-Ping Liu, Yu Liu, Zhong-Hui Yan
Angiogenesis is crucial for tumor growth and inhibition of angiogenesis has been regarded as a promising approach for cancer therapy. Vascular endothelial growth factor receptor-2 (VEGFR-2) is an important factor in angiogenesis. In this work, a novel series of thiazolo[5,4-d]pyrimidine derivatives inhibiting angiogenesis were rationally designed and synthesized. Their inhibitory activities against human umbilical vein endothelial cells (HUVEC) were investigated in vitro. Compound 19b and 19g exhibited the most potent inhibitory effect on HUVEC proliferation (IC50 = 12...
January 28, 2019: Chemistry & Biodiversity
Cledes Terezinha de Oliveira, Beatriz Helena Lameiro de Noronha Sales Maia, Aurea Portes Ferriani, Vidiany Aparecida Queiroz Santos, Mário Antônio Alves da Cunha, Sirlei Dias Teixeira
This is the first time that composition, antimicrobial potential and antioxidant ability of essential oil from the leaves of Baccharis oreophila are reported. Essential oil was obtained by hydrodistillation and analyzed by GC/MS. Antimicrobial potential was evaluated by diffusion disk and broth microdilution methods. ABTS.+ , DPPH. and FRAP methods were employed for antioxidant activity evaluation. Essential oil yield was 0.47 %. Sixty-five compounds were identified, representing 88.53 % of the total essential oil, which showed to be rich in oxygenated (37...
January 23, 2019: Chemistry & Biodiversity
Afifa Zardi-Bergaoui, Mansour Znati, Fethia Harzallah-Skhiri, Hichem Ben Jannet
A new caryophyllene, named pulicaryenne A (1), along with four other known caryophyllene derivatives (2, 3, 4 and 5) were isolated from the ethyl acetate extract of aerial parts of Pulicaria vulgaris Gaertn. (Asteraceae). All compounds were isolated for the first time from this species. Compound 2 was identified as a new epimer of a known caryophyllene derivative isolated previously from P. dysenterica. Their structures were established by spectroscopic means including NMR analysis (1D- and 2D-NMR) and ESI-TOF-MS...
January 23, 2019: Chemistry & Biodiversity
Thalía I Ramírez-Reyes, Ángel S Aguilar-Colorado, Diana L Murrieta-León, Laura S Licona-Velázquez, Israel Bonilla-Landa, Carlos Duran-Espinosa, Sergio Avendaño-Reyes, Juan L Monribot-Villanueva, José A Guerrero-Analco
Fifteen plant species from a protected cloud forest (CF) in Veracruz, Mexico, were screened for their in vitro capacity to inhibit the growth of the phytopathogenic bacteria Chryseobacterium sp., Pseudomonas cichorii, Pectobacterium carotovorum and Pantoea stewartii, causal agents of damage to crops like "chayote", lettuce, potato and corn. As a result, the bioactivity of Turpinia insignis and Leandra cornoides is reported for the first time against Chryseobacterium sp. and P. cichorii. In addition, 24 and 18 compounds not described for these species were dereplicated by an UPLC-MS-MS method, respectively...
January 18, 2019: Chemistry & Biodiversity
Agata Kozioł, Mateusz Jasnowski, Ewa Grela, Maryla Szczepanik, Beata Gabryś, Katarzyna Dancewicz, Stanisław Lochyński
In the synthesis performed in this study, derivatives of 4-tert-butylcyclohexanone 1 were obtained using typical reactions of organic synthesis. The bioactivity of the selected compounds was evaluated. 1-(Bromomethyl)-8-tert-butyl-2-oxaspiro[4.5]decan-3-one (5) was characterized by attractant properties against larvae and a weak feeding deterrent activity against adults of Alphitobius diaperinus Panzer. This bromolactone was a moderate antifeedant towards Myzus persicae Sulzer. In addition, ethyl (4-tert-butylcyclohexylidene)acetate (2) and bromolactone 5 displayed antibacterial activity...
January 18, 2019: Chemistry & Biodiversity
Doan Thanh Hieu, Duong Tien Anh, Pham The Hai, Nguyen Thi Thuan, Le Thi Thu Huong, Eun Jae Park, A Young Ji, Jong Soon Kang, Phan Thi Phuong Dung, Sang Bae Han, Nguyen-Hai Nam
The present article describes the synthesis and biological activity of various series of novel hydroxamic acids incorporating quinazolin-4(3H)-ones as novel small molecules targeting histone deacetylases. Biological evaluation showed that these hydroxamic acids were potently cytotoxic against three human cancer cell lines (SW620, colon; PC-3, prostate; NCI-H23, lung). Most compounds displayed superior cytotoxicity than SAHA (suberoylanilidehydroxamic acid, Vorinostat) in term of cytotoxicity. Especially, compounds 5b and 5c (IC50 values, 0...
January 17, 2019: Chemistry & Biodiversity
Nwet Nwet Win, May Mon Kyaw, Prema Prema, Hla Ngwe, Takuya Ito, Yoshinori Asakawa, Yasuko Okamoto, Masami Tanaka, Ikuro Abe, Hiroyuki Morita
A new dinorcassane diterpenoid, seikphoochinal A (1), and four known compounds, pinostrobin (2), 4',7-dimethylkaempferol (3), and galanals A (4) and B (5), were isolated from the chloroform-soluble crude extract of wild type Boesenbergia rotunda rhizomes collected in Lower Myanmar. The chemical structures of these compounds were identified, using a combination of spectroscopic methods. The presence of the diterpenoids 1, 4, and 5 demonstrated the structural diversity of wild type B. rotunda. Among the isolates, compounds 4 and 5 exhibited significant antiproliferative activities against a small panel of human cancer cell lines, including lung (LK-2, A549), stomach (ECC4), breast (MCF7), cervix (HeLa), and prostate (DU145)...
January 15, 2019: Chemistry & Biodiversity
Asih Triastuti, Marieke Vansteelandt, Fatima Barakat, Manon Trinel, Patricia Jargeat, Nicolas Fabre, Carlos Amasifuen, Kember Mejia, Alexis Valentin, Mohamed Haddad
Fungi are talented organisms able to produce several natural products with a wide range of structural and pharmacological activities. The conventional fungal cultivation used in laboratories are too poor to mimic the natural habitats of fungi, and this can partially explain why most of the genes responsible for the production of metabolites are transcriptionally silenced. The use of Histone Deacetylase inhibitors (HDACis) to perturb fungal secondary biosynthetic machinery has proven to be an effective approach for discovering new fungal natural products...
January 12, 2019: Chemistry & Biodiversity
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