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Chemistry & Biodiversity

Elena A Santalova, Vladimir А Denisenko, Pavel S Dmitrenok, Dinh T Ha, Nguyen Anh Hung, Anatoly L Drozdov, Olesya S Malyarenko, Tran T T Thuy, Pham M Quan, Pham Q Long
In our research on biologically active compounds from Vietnamese marine invertebrates, rare melibiose-containing glycosphingolipids were found in a sample of a sponge-coral association (Desmapsamma anchorata/Carijoa riisei). Melibiosylceramides were analyzed as constituents of some multi-component RP-HPLC fractions, and the structures of fourteen new (1b, 3b, 4a - c, 6a - c, 8b, 9a, 9b, 10b, 11a, 11b) and five known (2b, 5a - c, 7b) natural compounds were elucidated using NMR, mass spectrometry, optical rotation, and chemical transformations...
November 11, 2018: Chemistry & Biodiversity
Yanyan Sun, Huaixin Wei, Qiang Zhang, Xin Zhao
Four platinum complexes, formulated as [Pt(phen)(OCOCH2OR)2] (phen = 1,10-phenanthroline, R = Me, Et, iPr, or tBu), have been synthesized and well characterized by elemental analysis, IR, 1H-NMR, 13C-NMR and ESI-MS spectroscopy. Replacing chloride groups of the precursor Pt(phen)Cl2 with alkoxyacetate anions greatly improved the aqueous solubility and cytotoxicity of the resulting platinum complexes. The in vitro antitumor study revealed that complexes 1-3 were active in vitro towards four human tumor cell lines, especially complex 1 which exhibited prominent in vitro cytotoxic activity against HCT-116 comparable to cisplatin and oxaliplatin...
November 10, 2018: Chemistry & Biodiversity
Roque Spinelli, Ivan Sanchis, Florencia M Aimaretti, Andres M Attademo, Madelon Portela, Maria V Humpola, Georgina G Tonarelli, Alvaro Siano
Alzheimer's disease (AD) is the most common cause of dementia, characterized by loss of selective neuronal and normal brain functions. Every year, ten million new cases are diagnosed worldwide. AD is a complex disease associated with all kind of different pathways, making their simultaneous modulation necessary. Nowadays anti-AD treatments are focused on enzymatic inhibitors. The study of the amphibians' skin had acquired great importance in the fields of biology and human health and represents an attractive and novel source for natural compounds with high potential in the development of new drugs...
November 9, 2018: Chemistry & Biodiversity
Jian Xu, Wei Qu, Wen-Yuan Cao, Yue Wang, Kai-Jun Zheng, Shi-Zheng Luo, Meng-Yuan Wu, Wen-Yuan Liu, Feng Feng, Jie Zhang
A new monoterpenoid indole alkaloid, namely (3R,7S,14R,19S,20R)-19-hydroxypseudovincadifformine (1), together with nine known compounds (2-10) were isolated and identified from the branch and leaves of Tabernaemontana bufalina Lour. Their structures were established using extensive spectroscopic methods, and the absolute configuration of compound 1 was confirmed by modified mosher's and calculated electronic circular dichroism (ECD) methods. The cytotoxic activities of these isolated metabolites were evaluated on two cancer cell lines...
November 9, 2018: Chemistry & Biodiversity
Taiki Umezawa, Nurcahyo Iman Prakoso, Miho Kannaka, Yasuyuki Nogata, Erina Yoshimura, Tatsufumi Okino, Fuyuhiko Matsuda
Omaezallene derivatives (nor-bromoallene, nor-bromodiene, and bromoenynes) were successfully synthesized. Their antifouling activity and toxicity to the cypris larvae of the barnacle Amphibalanus amphitrite, and ecotoxicity to the marine crustacean Tigriopus japonicus, were studied. It was revealed that the two side chains of omaezallene were essential to its antifouling activity because the activities of nor-bromoallene and nor-bromodiene were significantly diminished. The bromoenyne was found to exhibit potent antifouling activities comparable to omaezallene with low toxicity and ecotoxicity...
November 5, 2018: Chemistry & Biodiversity
Yang Gao, Jie Mi, Changlong Zhang, Xiaoqing Zhang, Yajie Peng, He Bao, Hailong Zhang
Continually phytochemical study of the roots of Heracleum dissectum had led to the isolation of three previously undescribed polyacetylene glycosides (1-3), together with seven known compounds, including one polyacetylene (8) and six coumarins (4-7 and 9-10) using diverse chromatographic methods. The structures of these three new compounds were characterized and identified as 4, 6-decadiyne-1-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl-(1→2)-β-D-glucopyranoside (1), (8Z)-decaene-4, 6-diyn-1-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl-(1→2)-β-D-glucopyranoside (2) and (8E)-decaene-4, 6-diyn-1-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl-(1→2)-β-D-glucopyranoside (3) on the basis of their physicochemical properties and extensive analyses of various spectroscopic data...
November 2, 2018: Chemistry & Biodiversity
Almir Gazizov, Andrey V Smolobochkin, Ekaterina A Muravyeva, Liliya I Vagapova, Irina R Knyazeva, Julia K Voronina, Alexander R Burilov, Michail A Pudovik, Anastasiya V Gildebrant, Ivan S Sazykin, Marina A Sazykina
The approach to the novel 1-((2-aminoethyl)sulfonyl)-2-arylpyrrolidines via unique intramolecular cyclisation / aza-Michael reactions of N-(4,4-diethoxybutyl)ethenesulfonamide have been developed, which benefits from high yields of target compounds, mild reaction conditions, usage of inexpensive and low-toxic reagents, and allows for wide variability in both amine and aryl moieties. Biotesting with whole-cell luminescent bacterial biosensors responding to DNA damage showed that all tested compounds are not genotoxic...
November 1, 2018: Chemistry & Biodiversity
Qinge Ma, Rong-Rui Wei, Zhipei Sang
Four new biphenyl derivatives (1-4), along with six known biphenyl derivatives (5-10) were isolated and elucidated by their detailed analysis of spectroscopic data and references from the aerial parts of Oenanthe javanica for the first time. Compounds (1-10) were assayed for their activities about the inhibition of COX-2 enzyme in vitro for the first time. Compounds 1, 2, 4, and 6 showed inhibitory activities against COX-2 with IC50 values ranging from 22.18 ± 0.29 to 108.54 ± 0.42 μM.
October 30, 2018: Chemistry & Biodiversity
Regiane Cristina Duarte, Silvia Helena Taleb Contini, Paulo Sergio Pereira, Camila Favero Oliveira, Carlos Eduardo Saraiva Miranda, Bianca Waleria Bertoni, Juliana Silva Coppede, Guilherme Brinker Willrich, Eduardo José Crevelin, Suzelei de Castro Franca, Ana Maria Soares Pereira
This study aimed to isolate and identify flavonoids with hypoglycemic activity in Costus spiralis leaves. The methanolic extract (ME) was rich in flavonoids, while the powdered leaves (PL) contained considerable amounts of macro and microelements. Oral acute treatment of streptozotocin (STZ)-induced diabetic rats for 18 h with the C. spiralis PL, ME and isolated guajaverin (GUA) lowered glycemia, improved oral glucose tolerance and inhibited liver lipid peroxidation. GUA and ME lowered plasma levels of low-density and non-high density lipoproteins; GUA also lowered total cholesterol levels...
October 29, 2018: Chemistry & Biodiversity
Llorenç Gil, Samuel Pinya, Silvia Tejada, Xavier Capó, Antoni Sureda
Traditional Mediterranean diet includes the halophyte Crithmum maritimum L. (Apiaceae) which can be found in coastline of the Balearic Islands but also inland. Both areas differed in the environmental conditions, mainly in salinity which can affect the oxidative status of this species. The aim was to evaluate the antioxidant enzyme activities, polyphenols and the lipid peroxidation in leaves of wild C. maritimum growing in a natural coastal area influenced by marine salinity and an inland area without marine influence...
October 29, 2018: Chemistry & Biodiversity
Sandy Van Vuuren, Ané Orchard, Alvaro Viljoen
This study aimed to determine the antimicrobial activity of 247 essential oil combinations against the reference strains of wound pathogens. Essential oil combinations were investigated for antimicrobial activity against five pathogens relevant to wounds. The minimum inhibitory concentration (MIC) assay was used and the fractional inhibitory concentration index (ΣFIC) calculated to determine interactions between selected oils. Twenty-six combinations displayed broad-spectrum antimicrobial activity against all five reference strains and several displayed synergy against more than one...
October 26, 2018: Chemistry & Biodiversity
Milenko N Ristić, Niko S Radulovic, Biljana R Dekić, Vidoslav S Dekić, Novica R Ristić, Zorica Stojanović-Radić
Nine unsymmetrical azines containing a coumarin moiety were prepared by the reaction of the hydrazone of 4-hydroxy-3-acetylcoumarin with differently substituted aromatic aldehydes. The azines were fully spectrally characterized, including a complete assignment of 1H- and 13C-NMR resonances, and assessed for their acute toxicities in the Artemia salina model. Their free radical scavenging activities were tested in the DPPH. assay, and in vitro antimicrobial activities were determined against seven bacterial and two fungal strains...
October 25, 2018: Chemistry & Biodiversity
Gu Chengzhen, Yuan Shenghao, Lv Jing, Song Yuanyuan, Yang Chongren, Zhang Yingjun, Zeng Rensen, Mohammed Esmail Abdalla Elzaki, Qiao Yijun
The actinomycete genus Streptomycesis is characterized by producing bioactive secondary metabolites, including antibiotics. In this study, chemical and biological investigations were carried out on Streptomyces strain 4205 isolated from the paddy soil, leading to the identification and characterization of 10 albocycline-type macrolides, among which 4 compounds were new, namely albocyclines A-D (1-4). The structures of 1-10 were identified according to the 1D and 2D NMR spectroscopic data. Furthermore, each of compounds was evaluated for antimicrobial activity...
October 25, 2018: Chemistry & Biodiversity
Jéssyca Bandeira Corrêa, Bárbara Pezzini Moreira, Larissa Lohmanm, Lucas Machado Sulzbacher, Analú Bender Dos Santos, Antonieta Elisa Ruiz, Mirna Stela Ludwig, Gabriela Elisa Hirsch, Cledir Santos, Ilaine Teresinha Seibel Gehrke, Thiago Gomes Heck
Schinus lentiscifolius plant March has been used in folk medicine to treat immunoinflammatory related diseases, which are marked by (OS) and altered (HSR). Our study aimed to evaluate OS and HSR in lymphocytes treated with S. lentiscifolius bark extracts. S. lentiscifolius barks were partitioned with solvents to obtain hexane (SL-HEX), ethyl acetate (SL-ACOET) and methanol (SL-MEOH) extracts, and the presence of bioactive compounds was evaluated by Thin Layer Chromatography. Total phenols were measured by the Folin-Ciocalteu method and flavonoids were identified by HPLC-DAD-ESI-MS/MS...
October 23, 2018: Chemistry & Biodiversity
Sima Abbaspour, Ali Keivanloo, Mohammad Bakherad, Saghi Sepehri
The salophen copper(II) complex was successfuly used for the efficient synthesis of new 1,2,3-triazoles based on the 1,4-naphthoquinone scaffold. The reaction of 2-chloro-3-(prop-2-yn-1-yloxy)-1,4-naphthoquinone or 2,3-bis(prop-2-yn-1-yloxy)-1,4-naphthoquinone with aromatic azides in the presence of a low copper catalyst loading (1 mol%) afforded 2-chloro-3-((1-phenyl-1H-1,2,3-triazol-4-yl)methoxy)-1,4-naphthoquinone or 2,3-bis((1-phenyl-1H-1,2,3-triazol-4-yl)methoxy)-1,4-naphthoquinone, respectively. The advantages of these reactions are short reaction times, high-to-excellent reaction yields, operational simplicity, and mild experimental conditions...
October 20, 2018: Chemistry & Biodiversity
Renato Luis Tame Parreira, Eveline S Costa, Vladimir Constantino Gomes Heleno, Lizandra Guidi Magalhães, Julia M Souza, Patrícia M Pauletti, Wilson R Cunha, Ana H Januário, Guilherme V Símaro, Jairo K Bastos, Rosangela S Laurentiz, Tapas Kar, Giovanni F Caramori, Daniel Fábio Kawano, Márcio Luis Andrade E Silva
Six dibenzylbutyrolactonic lignans ((-)-hinokinin (1), (-)-cubebin (2), (-)-yatein (3), (-)-5-methoxy-yatein (4), dihydrocubebin (5) and dihydroclusin (6)) were isolated from Piper cubeba seed extract and evaluated against Schistosoma mansoni. All lignans, except 5, were able to separate the adult worm pairs and reduce the egg numbers during the 24 h of incubation. Lignans 1, 3 and 4 (containing a lactone ring) were the most efficient concerning anti-parasitary activity. Comparing structures 3 and 4, the presence of the methoxy group at position 5 appears to be important for this activity...
October 18, 2018: Chemistry & Biodiversity
Shruti Sharma, Vijeta Patial, Dharam Singh, Upendra Sharma, Dinesh Kumar
Three homoisoflavanoids including a new 5,7-dihydroxy-3-(4-methoxybenzyl)-8-methylchroman-4-one (1) together with the two known compounds 5,7-dihydroxy-3-(2-hydroxy-4-methoxybenzyl)-8-methylchroman-4-one (2) and 5,7-dihydroxy-3-(2-hydroxy-4-methoxybenzyl)-chroman-4-one (3) were isolated from the rhizomes of Polygonatum verticillatum (P. verticillatum). Isolated compounds were characterized on the basis of UV, FT-IR, mass (ESI-MS) and 1D, 2D NMR techniques. Further, different extract, fractions and pure compounds from Polygonatum verticillatum were screened for their antimicrobial potential...
October 18, 2018: Chemistry & Biodiversity
Yan-Yun Hu, Li Feng, Jia Wang, Xue-Jia Zhang, Zhe Wang, Ning-Hua Tan
Using the TLC cyclopeptide protosite detection method, a new cyclohexapeptide named rubipodanin B (1), together with 11 known Rubiaceae-type cyclopeptides (RAs), RA-X-OMe (2), RA-IV (3), RA-XI (4), RA-XIII-OMe (5), rubiyunnanin C (6), RA-I (7), RA-III (8), RA-V (9), RA-VII (10), RA-XII (11), and rubipodanin A (12), were obtained from the roots and rhizomes of Rubia podantha Diels. The structures were determined using various spectroscopic methods. Among them, 2 was firstly identified as a natural product, and 3-6 were firstly isolated from this species...
October 17, 2018: Chemistry & Biodiversity
Wen Zhang, Jie Wang, Hua Tang, Li Su, Yalan Chou, Keryea Soong, Jiao Li, Chun-Lin Zhuang, Yan-Ping Luo, Cong-Cong Xu
A new ten-membered macrolide (1) and a new α-pyrone derivatives (-)-annularin C (2), together with fourteen known analogues (3-16) were isolated from the EtOAc extract of the fungus Xylaria feejeenisis isolated from the South China Sea sponge Stylissa massa. The structures of the new compounds were elucidated by the spectroscopic analysis, and comparison with reported data. The absolute configuration was determined by the optical rotation and ECD experiments. In an in vitro test, compounds 1, 5 and 9 exhibited significant down-regulating activity of osteoclast cell differentiation at 0...
October 8, 2018: Chemistry & Biodiversity
Yuben Qiao, Kun Tu, Wenya Feng, Junjun Liu, Qianqian Xu, Li Tao, Hucheng Zhu, Chunmei Chen, Jianping Wang, Yongbo Xue, Yonghui Zhang
Eight secondary metabolites, including a new polyketide, named asperetide (1) and a new prenylxanthone derivative, called asperanthone (4), and six known compounds, (S)-3-butyl-7-methoxyphthalide (2), ruguloxanthone C (3), tajixanthone hydrate (5), tajixanthone methanoate (6), salimyxin B (7), and ergosterol (8), were isolated and identified from the medicinal plant-derived fungus, Aspergillus sp. TJ23. The new structures and their absolute configurations were elucidated via multiple methods, including 1D and 2D NMR, HRESIMS, UV, IR, and the electronic circular dichroism (ECD) calculations...
October 7, 2018: Chemistry & Biodiversity
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