scholarly journals (Z)-5-(3′,4′-Bis(benzyloxy)benzylidene)furan-2(5H)-one

Molbank ◽  
10.3390/m1193 ◽  
2021 ◽  
Vol 2021 (1) ◽  
pp. M1193
Author(s):  
Angelica Artasensi ◽  
Giovanna Baron ◽  
Giulio Vistoli ◽  
Giancarlo Aldini ◽  
Laura Fumagalli

Over the years secondary metabolites have been considered as lead molecules both in their natural form and as templates for medicinal chemistry. Some secondary metabolites such as polyphenols and flavan-3-ols exert beneficial effects after a modification by the microbiota. Synthetic precursors of some of these modified compounds, in turn, carried a γ-alkylidenebutenolide moiety which characterizes a large class of bioactive natural products endowed with a wide range of biological activities. For these reasons stereoselective preparation of γ-alkylidenebutenolide continues to be an important issue for organic chemists. Our objective is to synthetize the novel compound (Z)-5-(3′,4′-bis(benzyloxy)benzylidene)furan-2(5H)-one in a stereocontrolled-one-pot reaction. The product was obtained in good yield. Furthermore, the theoretical investigation of the transition states suggests a new procedure to achieve Z-isomer of β-unsubstituted γ-alkylidenebutenolide.

2021 ◽  
Vol 11 (4) ◽  
pp. 60-65
Author(s):  
C. Soorya ◽  
S. Balamurugan ◽  
Afroze Naveed Basha ◽  
C. Kandeepan ◽  
S. Ramya ◽  
...  

Worldwide interest in use of plants based natural products (PBNPs) has been growing, and its beneficial effects being rediscovered for the development of novel drugs. Literature survey on indigenous traditional knowledge bestows ethnopharmacological potentials of PBNPs that has inspired current research in drug design and discovery; PBNPs provide baseline for the development of novel drug leads against various pharmacological targets. Studies indicate that Cymbopogon martini Essential Oil (CMEO) exhibit wide range of biological activities such as hepatoprotective, antifungal, insecticide, antioxidant and antibacterial. Pharmacological properties in Palmarosa Essential Oil (PEO) may be due to the presence of compounds like 4-Decen-6-yne, (Z), 2-Ethylimino-4-methyl-pent-3-enenitrile, Dihydrocarvyl acetate, 2-Methylbenzaldehyde, Geranyl butyrate, 1,5,9,9-Tetramethyl-1,4,7-cycloundecatriene. However, its application is limited because of the odor, color and taste. In the present study, GCMS based profile of bioactive phyto-compounds in essential oil of Cymbopogon martinii along with its physiochemical, biological, molecular, pharmacological and drugable properties has been envisaged. Keywords: Cymbopogon martinii Essential Oil (CMEO); Pharmacological Activity; ADMET Properties; Bioactive Compounds; Plant Based Natural Products (PBNPs);


Marine Drugs ◽  
2021 ◽  
Vol 19 (8) ◽  
pp. 461
Author(s):  
Lei Chen ◽  
Xiao-Yu Wang ◽  
Run-Ze Liu ◽  
Guang-Yu Wang

Sea cucumbers are a class of marine invertebrates and a source of food and drug. Numerous microorganisms are associated with sea cucumbers. Seventy-eight genera of bacteria belonging to 47 families in four phyla, and 29 genera of fungi belonging to 24 families in the phylum Ascomycota have been cultured from sea cucumbers. Sea-cucumber-associated microorganisms produce diverse secondary metabolites with various biological activities, including cytotoxic, antimicrobial, enzyme-inhibiting, and antiangiogenic activities. In this review, we present the current list of the 145 natural products from microorganisms associated with sea cucumbers, which include primarily polyketides, as well as alkaloids and terpenoids. These results indicate the potential of the microorganisms associated with sea cucumbers as sources of bioactive natural products.


2019 ◽  
Vol 9 (2) ◽  
pp. 86-97 ◽  
Author(s):  
Nilesh Lakshman Dahibhate ◽  
Ankush Ashok Saddhe ◽  
Kundan Kumar

Mangroves are unique coastal forest ecosystem distributed along the tropical and subtropical region of the world. They are evolutionarily adapted to combat against hostile environmental conditions such as low oxygen, high salinity, and temperature. The adaptive features endowed with novel secondary metabolic pathways and bioactive compounds to sustain in harsh conditions. The novel metabolites are a rich source of the wide range of bioactive compounds and natural products. It includes terpenoids, alkaloids, phenolics, saponins, flavonoids, and steroids. The bioactive and natural compounds may serve as therapeutic precursors and industrial raw materials. Terpenes and polyphenols have antiviral, antibacterial, antifungal, antimalarial, anticancer or combination of activities. To date, several mangroves plants were examined and recognized as a potential source of novel natural product for exploitation in medicine. In fact, most of the isolated compounds are novel and showed promising biological activities such as gastroprotective, cytotoxic, antioxidant, antibacterial, antifungal, antiviral, enzyme activation and inhibition, immunosuppressive, anti-inflammatory, antifeedant effects. In the present review, we have compiled the achievements and progress in mangroves natural products research of the last decade.


2020 ◽  
Vol 24 (4) ◽  
pp. 354-401 ◽  
Author(s):  
Keisham S. Singh

Marine natural products (MNPs) containing pyrone rings have been isolated from numerous marine organisms, and also produced by marine fungi and bacteria, particularly, actinomycetes. They constitute a versatile structure unit of bioactive natural products that exhibit various biological activities such as antibiotic, antifungal, cytotoxic, neurotoxic, phytotoxic and anti-tyrosinase. The two structure isomers of pyrone ring are γ- pyrone and α-pyrone. In terms of chemical motif, γ-pyrone is the vinologous form of α- pyrone which possesses a lactone ring. Actinomycete bacteria are responsible for the production of several α-pyrone compounds such as elijopyrones A-D, salinipyrones and violapyrones etc. to name a few. A class of pyrone metabolites, polypropionates which have fascinating carbon skeleton, is primarily produced by marine molluscs. Interestingly, some of the pyrone polytketides which are found in cone snails are actually synthesized by actinomycete bacteria. Several pyrone derivatives have been obtained from marine fungi such as Aspergillums flavus, Altenaria sp., etc. The γ-pyrone derivative namely, kojic acid obtained from Aspergillus fungus has high commercial demand and finds various applications. Kojic acid and its derivative displayed inhibition of tyrosinase activity and, it is also extensively used as a ligand in coordination chemistry. Owing to their commercial and biological significance, the synthesis of pyrone containing compounds has been given attention over the past years. Few reviews on the total synthesis of pyrone containing natural products namely, polypropionate metabolites have been reported. However, these reviews skipped other marine pyrone metabolites and also omitted discussion on isolation and detailed biological activities. This review presents a brief account of the isolation of marine metabolites containing a pyrone ring and their reported bio-activities. Further, the review covers the synthesis of marine pyrone metabolites such as cyercene-A, placidenes, onchitriol-I, onchitriol-II, crispatene, photodeoxytrichidione, (-) membrenone-C, lihualide-B, macrocyclic enol ethers and auripyrones-A & B.


2016 ◽  
Vol 5 (03) ◽  
pp. 4927 ◽  
Author(s):  
Shubhi Srivastava ◽  
Paul A. K.

Plant associated microorganisms that colonize the upper and internal tissues of roots, stems, leaves and flowers of healthy plants without causing any visible harmful or negative effect on their host. Diversity of microbes have been extensively studied in a wide variety of vascular plants and shown to promote plant establishment, growth and development and impart resistance against pathogenic infections. Ferns and their associated microbes have also attracted the attention of the scientific communities as sources of novel bioactive secondary metabolites. The ferns and fern alleles, which are well adapted to diverse environmental conditions, produce various secondary metabolites such as flavonoids, steroids, alkaloids, phenols, triterpenoid compounds, variety of amino acids and fatty acids along with some unique metabolites as adaptive features and are traditionally used for human health and medicine. In this review attention has been focused to prepare a comprehensive account of ethnomedicinal properties of some common ferns and fern alleles. Association of bacteria and fungi in the rhizosphere, phyllosphere and endosphere of these medicinally important ferns and their interaction with the host plant has been emphasized keeping in view their possible biotechnological potentials and applications. The processes of host-microbe interaction leading to establishment and colonization of endophytes are less-well characterized in comparison to rhizospheric and phyllospheric microflora. However, the endophytes are possessing same characteristics as rhizospheric and phyllospheric to stimulate the in vivo synthesis as well as in vitro production of secondary metabolites with a wide range of biological activities such as plant growth promotion by production of phytohormones, siderophores, fixation of nitrogen, and phosphate solubilization. Synthesis of pharmaceutically important products such as anticancer compounds, antioxidants, antimicrobials, antiviral substances and hydrolytic enzymes could be some of the promising areas of research and commercial exploitation.


Molecules ◽  
2021 ◽  
Vol 26 (2) ◽  
pp. 249
Author(s):  
Raquel G. Soengas ◽  
Humberto Rodríguez-Solla

The 1,3-butadiene motif is widely found in many natural products and drug candidates with relevant biological activities. Moreover, dienes are important targets for synthetic chemists, due to their ability to give access to a wide range of functional group transformations, including a broad range of C-C bond-forming processes. Therefore, the stereoselective preparation of dienes have attracted much attention over the past decades, and the search for new synthetic protocols continues unabated. The aim of this review is to give an overview of the diverse methodologies that have emerged in the last decade, with a focus on the synthetic processes that meet the requirements of efficiency and sustainability of modern organic chemistry.


Author(s):  
Tuğba Demir ◽  
Özlem Akpınar

Bioactive compounds, called phytochemicals, are produced as secondary metabolites in plants that have beneficial effects on health when they are consumed as nutrients. Phytochemicals have an effective role in the formation of the color, smell and taste of the plants. As an alternative to the synthetic materials used in the treatment of many chronic diseases, the interest in the use of plants phytochemicals have been increased. This trend has led to the development of a new market. This review includes biological activities of plant phytochemicals including antioxidant, antimicrobial, antifungal, antidiabetic, antiinflammatory, anticancer and antihypertensive properties.


2021 ◽  
Vol 18 ◽  
Author(s):  
Nitishkumar S. Kaminwar ◽  
Sunil U. Tekale ◽  
Srinivas L. Nakkalwar ◽  
Rajendra P. Pawar

: Synthesis of isoxazole structural heterocyclic compounds is important due to their wide range of biological activities. In the present article, we report a convenient and easy method for the synthesis of 4-arylmethylidene-3-substituted-isoxazol-5(4H)-ones by the one-pot three-component reaction of aldehydes, β-keto ester, and hydroxylamine hydrochloride cat-alyzed by sulfated tin oxide as a heterogeneous catalyst.


2017 ◽  
Vol 12 (5) ◽  
pp. 1934578X1701200
Author(s):  
Alexis Castillo ◽  
José Fco Quilez del Moral ◽  
Alejandro F. Barrero

Two catalytic cascade cyclization methods (radical and cationic) to obtain aromatic polycyclic diterpenes hydroxylated at C3 starting from aromatic epoxypolyprenes were developed. The catalytic use of the Lewis superacid bismuth triflate produces a good yield of cyclized 2 from epoxypolyprene 3. This research may well direct future efforts to the synthesis of bioactive natural products.


Marine Drugs ◽  
2019 ◽  
Vol 17 (11) ◽  
pp. 636 ◽  
Author(s):  
Jianzhou Xu ◽  
Mengqi Yi ◽  
Lijian Ding ◽  
Shan He

Inflammation is a generalized, nonspecific, and beneficial host response of foreign challenge or tissue injury. However, prolonged inflammation is undesirable. It will cause loss function of involve organs, such as heat, pain redness, and swelling. Marine natural products have gained more and more attention due to their unique mechanism of anti-inflammatory action, and have considered a hotspot for anti-inflammatory drug development. Marine-derived fungi are promising sources of structurally unprecedented bioactive natural products. So far, a plethora of new secondary metabolites with anti-inflammatory activities from marine-derived fungi had been widely reported. This review covers 133 fungal metabolites described in the period of 2000 to 2018, including the structures and origins of these secondary metabolites.


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