Hypericum sp.: essential oil composition and biological activities

Phytochemical composition of Hypericum genus has been investigated for many years. In the recent past, studies on the essential oils (EO) of this genus have been progressing and many of them have reported interesting biological activities. Variations in the EO composition of Hypericum species influenced by seasonal variation, geographic distribution, phenological cycle and type of the organ in which EO are produced and/or accumulated have also been reported. Although many reviews attributed to the characterization as well as biological activities of H. perforatum crude extracts have been published, no review has been published on the EO composition and biological activities of Hypericum species until recently (Crockett in Nat Prod Commun 5(9):1493–1506, 2010; Bertoli et al. in Global Sci Books 5:29–47, 2011). In this article, we summarize and update information regarding the composition and biological activities of Hypericum species EO. Based on experimental work carried out in our laboratory we also mention possible biotechnology approaches envisaging EO improvement of some species of the genus.     

Hormonal control of egg-laying in the marine pulmonate,Onchidium verruculatum

Extirpation of the pleurovisceral ganglia (PV) blocked egg-laying whereas reimplantation of PV or injection of a PV homogenate into PV-less animals restored the egg-laying capacity of the marine pulomonate, O. verruculatum. Injection of PV homogenate induced egg-laying in intact, mature individuals within 15–45 minutes. Boiling of the homogenate for 15 minutes did not abolish its egg-laying efficacy. However, after incubation with trypsin, a PV homogenate lost its potency. Homogenates of PV from colchicinized animals could not induce egg-laying in intact Onchidium. Similarly, colchicinized animals did not respond to a PV ectract from intact Onchidium. It is hypothesized that egg-laying in O. verruculatum is under the control of a heat-stable, trypsin sensitive hormone secreted by the PV ganglia.     

New Borrelidins from Onchidium sp. Associated Streptomyces olivaceus SCSIO LO13

Borrelidins M?O ( 1 – 3 ), along with four previously known family members ( 4 – 7 ), were isolated from marine pulmonated mollusks Onchidium sp. associated Streptomyces olivaceus SCSIO LO13. The structures of 1 – 3 were elucidated by extensive spectral analyses of HR‐ESI‐MS, 1D and 2D NMR data. In addition, the cytotoxic and antibacterial activities of 1 – 7 were evaluated enabling us to propose some tentative structure‐activity relationships (SARs), especially those involving modifications at C(22) and the moieties at C(7) and C(8) of the borrelidin scaffold.     

Chemical Constituents of Plants from the Genus Ixora

Ixora is a genus of ca. 400 species in the family Rubiaceae. Since the 1940s, eighty‐one compounds including phenolics, peptides, terpenoids, and sterols have been isolated from six species of the genus Ixora. Pharmacological studies have shown that these compounds and extracts from the Ixora genus have extensive activities, such as antitumor, chemoprotective, and antioxidant activities. In this review, we summarize the phytochemical progress and list the compounds isolated from the genus Ixora. The biological activities of this genus are also covered.     

Saccharopolyspora: an underexplored source for bioactive natural products

Actinomycetes are a rich source for secondary metabolites with a diverse array of biological activities. Among the various genera of actinomycetes, the genus Saccharopolyspora has long been recognized as a potential source for antibiotics and other therapeutic leads that belong to diverse classes of natural products. Members of the genus Saccharopolyspora have been widely reported from several natural sources including both terrestrial and marine environments. A plethora of this genus has been chemically investigated for the production of novel natural products with interesting pharmacological effects. Therefore, Saccharopolyspora is considered one of the pharmaceutical important genera that could provide further chemical diversity with potential lead compounds. In this review, the literature from 1976 until December 2018 was covered, providing a comprehensive survey of all natural products derived from this genus and their semi-synthetic derivatives along with their biological activities, whenever applicable. Moreover, the biological diversity of Saccharopolyspora species and their habitats were also discussed.     

The Genus Pluchea: Phytochemistry,Traditional Uses,and Biological Activities

In this review, literature data on phytochemical and biological investigations on the genus Pluchea are compiled. Pluchea is a genus of flowering plants in the Asteraceae family and comprises ca. 80 species distributed mainly in Northern and Southern America, Africa, Asia, and Australia. Sesquiterpenoids and flavonoids are the main constituents of this genus. Compounds isolated from plants of the Pluchea genus display a variety of biological properties, viz., anticancer, antileishmanial, immunosuppressive, antioxidant, anti‐acetylcholinesterase, antimicrobial, trypanocidal, hepatoprotective, cytotoxic, larvicidal, anti‐ulcer, anti‐inflammatory, and antinociceptive activities.     

Terpenes from the Soft Corals of the Genus Sarcophyton: Chemistry and Biological Activities

This review covers structural diversity and biological activities of terpenes from soft corals of the genus of Sarcophyton, reported from 1995 to July, 2011. During this period, besides undefined species, 16 species of the genus Sarcophyton, from different geographical areas, had been chemically examined. Two hundred and five terpenes had been isolated from this genus, including eleven sesquiterpenes, 165 diterpenes, 29 biscembranoids, some of which had novel skeletons. They exhibited various biological features, such as antifeedant, anti‐inflammatory, antiviral, and antifouling activities.     

Trail‐following and trail‐searching behaviour in homing of the intertidal gastropod mollusc,Onchidium verruculatum

When uncovered by the tide, Onchidium verruculatum leaves its place of hiding, grazes on the rock surface, and thèn returns to its own home. Onchidium will follow its own mucus trail, most frequently towards the origin. This behaviour explains homing when the outward path is partly or completely retraced. Sometimes, however, homing occurs without contact with the outward trail. It was observed that trails were followed more closely at low humidities than at high humidities. No evidence was found for any method of orientation other than detection of chemical trials: when displaced onto sand Onchidium tend simply to crawl in a spiral until they contact their own trail. In addition to being a safe retreat, the home provides a fixed starting point to feeding excursions : this may facilitate re‐location of preferred feeding areas.     

Phytochemical Constituents and Biological Activities of Plants from the Genus Cissampelos

Cissampelos is a significant genus comprising of approximately 21 species of the medicinal plants (Menispermaceae). The plants of this genus are used in traditional medicine for the treatment of various ailments such as asthma, arthritis, dysentery, hyperglycemia, cardiopathy, hypertension and other related problems. These plants are rich in bioactive dibenzylisoquinoline and aborphine as well as small amounts of other ingredients. In recent years, the chemical constituents and pharmacological activities of Cissampelos genus have been paid more and more attention due to their diversity. Herein, we compile the chemical constituents and biological activities on this genus, and summarize the ¹³C-NMR data of the main bioactive ingredients. All information comes from scientific databases such as Google Scholar, PubMed, Sci-Finder, ScienceDirect, Web of Science and CNKI. It provides valuable data for the future research and development of Cissampelos genus.     

Traditional Uses,Chemical Constituents and Biological Activities of Plants from the Genus Thymus

The genus Thymus (Lamiaceae) comprises about 214 species throughout the world, mainly found in North Africa, Europe, and temperate Asia zone. They are traditionally used as food additives and folk medicines. This review comprehensively summarizes information about traditional uses, chemical constituents, and biological activities of this genus and provides recommendations for future investigations. All information was gathered from scientific databases including Google Scholar, Sci‐Finder, Web of Science, ScienceDirect, and CNKI. Volatile oils are the most concerned constituents of this genus. Flavonoids, phenylpropanoids, tannins, organic acids, terpenoids, and phytosterols were also summarized. This genus plants possessed a variety of activities including antimicrobial, antioxidant, anti‐inflammatory, cytotoxic, analgesic, and antidiabetic. In brief, this review will be helpful to provide valuable data for explorations and create more interests towards Thymus genus in the future.     

Chemical and Pharmacological Studies of the Plants from Genus Celastrus

The plants of genus Celastrus, distributed in Asia, have been used as natural insecticides and folk medicines to treat fever, chill, joint pain, edema, rheumatoid arthritis, and bacterial infection in China for a long time. This contribution reviews the chemical constituents, 1 – 144 , isolated from the plants in genus Celastrus in the past few decades, and their biological activities. The compounds listed are sesquiterpenes (β‐agarofurans), diterpenes, triterpenes, alkaloids, and flavonoids.     

Anatomical,Morphological, and Chemical Characterizations and Biological Activities of Gagea taurica Steven (Liliaceae): A New Record for the Turkish Flora

Gagea genus, which is native to the Mediterranean and Black Sea regions, has attracted significant attention due to its biodiversity and potential health benefits. In this study, the biochemical composition and biological activities of methanol extracts from various parts of G. taurica were investigated, along with their anatomical and morphological characteristics. The best antimicrobial activity was found to be MeOH extracts of corm and leaf against several Candida strains with MIC=640 μg/mL. The highest level of phenolics together with significant results of antioxidant activities were observed in flowers extracts. The α-amylase inhibition assay results showed that the highest inhibition percentage was observed with acarbose (59 %), followed by leaf extract (43 %). Leaf exhibited the most effective inhibitory activity in AChE inhibition assay, whereas flower demonstrated the most significant inhibitory activity in BChE inhibition assay. Hesperidin was found as 1621.0001 ng/ml value in flower extract and 283.9339 ng/ml value leaf.     

Secondary Metabolites of Plants from the Genus Chloranthus: Chemistry and Biological Activities

Chloranthus, a genus of the family Chloranthaceae, which is mainly distributed in eastern and southern Asia, has been used in Chinese folk medicine due to its antitumor, antifungal, and anti‐inflammatory activities. This review compiles the research on isolation, structure elucidation, structural diversity, and bioactivities of Chloranthus secondary metabolites reported between 2007 and 2013. The metabolites listed encompass 82 sesquiterpenoids, 50 dimeric sesquiterpenoids, 15 diterpenoids, one coumarin, and five other compounds. Among them, dimeric sesquiterpenoids, the characteristic components of plants from the genus Chloranthus, have attracted considerable attention due to their complex structures and significant biological features, e.g., antitumor, antibacterial, antifungal, anti‐inflammatory, and hepatoprotective activities, and potent and selective inhibition of the delayed rectifier (IK) K⁺ current and tyrosinase.     

Fluorinated Phthalocyanine/Silver Nanoconjugates for Multifunctional Biological Applications

In this study, a new phthalonitrile derivative namely 4-[(2,4-difluorophenyl)ethynyl]phthalonitrile ( 1 ) and its metal phthalocyanines ( 2 and 3 ) were synthesized. The resultant compounds were conjugated to silver nanoparticles and characterized using transmission electron microscopy (TEM) images. The biological properties of compounds ( 1 – 3 ), their nanoconjugates ( 4 – 6 ), and silver nanoparticles ( 7 ) were examined for the first time in this study. The antioxidant activities of biological candidates ( 1 – 7 ) were studied by applying the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay. The highest antioxidant activity was obtained 97.47 % for 200 mg/L manganese phthalocyanine-silver nanoconjugates ( 6 ). The antimicrobial and antimicrobial photodynamic therapy (APDT) activities of biological candidates ( 1 – 7 ) were examined using a micro-dilution assay. The highest MIC value was obtained 8 mg/L for nanoconjugate 6 against E. hirae. The studied compounds and their silver nanoconjugates exhibited high APDT activities against all the studied microorganisms. The most effective APDT activities were obtained 4 mg/L for nanoconjugates ( 5 and 6 ) against L. pneumophila and E. hirae, respectively. All the studied biological candidates displayed high cell viability inhibition activities against E. coli cell growth. The biofilm inhibition activities of the tested biological candidates were also investigated against S. aureus and P. Aeruginosa. Biological candidates ( 1 – 6 ) can be considered efficient metal nanoparticle-based materials for multi-disciplinary biological applications.     

Production of indole-3-acetic acid by Thai native orchid-associated fungi

Thirteen endophytic fungi were isolated from roots of three orchid species, Spathoglottis affinis, Paphiopedelum bellatulum and Phaius tankervilleae. Of these, three fungal isolates produced high levels of indole-3-acetic acid (IAA) in culture medium supplemented with 2 mg/ml of L-tryptophan, and were selected for further analysis. Morphological characteristics and a phylogenetic analysis based on an alignment of internal transcribed spacer regions of nuclear rDNA indicated that the fungal isolates CMU-SLP 007 and CMU-NUT 013 belonged to family Tulasnellaceae, genus Tulasnella (the anamorphic genus Epulorhiza) and the fungal isolate CMU-AU 006 belonged to Colletotrichum gloeosporioides. These three fungal isolates produced maximum levels of IAA when grown in a culture medium supplemented with 4 mg/ml of L-tryptophan (C. gloeosporioides CMU-AU 006, 243.56 μg/ml and Tulasnella sp. CMU-SLP 007, 155.63 μg/ml) and 6 mg/ml of L-tryptophan (Tulasnella sp. CMU-NUT 013, 104.03 μg/ml). Thin layer chromatography revealed that all fungal IAA presented the same R_f value as the standard IAA. The biological activity of fungal IAA showed that it increased the length of stem forming roots and the number of roots of kidney bean (Phaseolus vulgaris), promoted seed germination, the length of roots and root to shoot ratio of corn (Zea mays) and increased the elongation of rice (Oryza sativa) coleoptiles when compared with all controls (water and culture medium treatments). In addition, the results of all biological activities using fungal IAA indicated that the quality of fungal IAA were similar to standard IAA.     

Metabolomic Profile of the Genus Inula

Plants have a long history as therapeutics in the treatment of human diseases and have been used as source of medicines for ages. Searching for new biologically active natural products, many plants and herbs are screened for natural products with pharmacological activities. In this field, the genus Inula, which comprises more than 100 species, several of them being used in traditional medicine, is very important, especially due to the finding that several of the isolated pure secondary metabolites proved to possess important biological activities. Inula species have been reported as rich sources of sesquiterpene lactones, including eudesmanes, germacranes, guaianes, and dimeric structures, and since 2006 ca. 400 secondary metabolites, including more than 100 new natural products, some of them with relevant pharmacological activities, have been identified. Herein, we critically compile and update the information regarding the types of secondary metabolites found in the genus Inula and the progress in their isolation.     

Advances in Chemistry and Bioactivity of the Genus Chisocheton Blume

Chisocheton is one of the genera of the family Meliaceae and consists of ca. 53 species; the distribution of most of those are confined to the Indo‐Malay region. Species of broader geographic distribution have undergone extensive phytochemical investigations. Previous phytochemical investigations of this genus resulted in the isolation of mainly limonoids, apotirucallane, tirucallane, and dammarane triterpenes. Reported bioactivities of the isolated compounds include cytotoxic, anti‐inflammatory, antifungal, antimalarial, antimycobacterial, antifeedant, and lipid droplet inhibitory activities. Aside from chemistry and biological activities, this review also deals briefly with botany, distribution, and uses of various species of this genus.     

Albocycline‐type Macrolides with Antibacterial Activities from Streptomyces sp. 4205

The actinomycete genus Streptomyces 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, compounds 1 – 10 were evaluated for antimicrobial activity. Compounds 5 – 7 displayed antimicrobial activities against Candidaalbicans ATCC 90028 with the same MIC value of 10.0 mg/mL and the IC₅₀ values of 1.5, 1.0, and 1.0 mg/mL, respectively. Thus, the research on Streptomyces sp. is of vital significance for developing new antibiotic agents.     

Strategies to enhance biologically active-secondary metabolites in cell cultures of Artemisia – current trends

The genus Artemisia has been utilized worldwide due to its immense potential for protection against various diseases, especially malaria. Artemisia absinthium, previously renowned for its utilization in the popular beverage absinthe, is gaining resurgence due to its extensive pharmacological activities. Like A. annua, this species exhibits strong biological activities like antimalarial, anticancer and antioxidant. Although artemisinin was found to be the major metabolite for its antimalarial effects, several flavonoids and terpenoids are considered to possess biological activities when used alone and also to synergistically boost the bioavailability of artemisinin. However, due to the limited quantities of these metabolites in wild plants, in vitro cultures were established and strategies have been adopted to enhance medicinally important secondary metabolites in these cultures. This review elaborates on the traditional medicinal uses of Artemisia species and explains current trends to establish cell cultures of A. annua and A. absinthium for enhanced production of medicinally important secondary metabolites.     

A brief resume on the genus <Emphasis Type="Italic">Ailanthus</Emphasis>: chemical and pharmacological aspects

Over the past decade, herbal medicine has become an item of global importance, with both medicinal and economic implications. Thus, accurate scientific assessment has become a prerequisite for acceptance of herbal health claims. The plants of genus Ailanthus, belong to the family Simaroubaceae, is widely used in Ayurveda and evidence-based phytotherapy. Several species of the genus Ailanthus are widely distributed over Asia and north Australia and studied extensively over the last few decades. A compilation of the constituents isolated from different Ailanthus species covering the literature up to December 2008 is presented in the review. The botanical classification and ethno-pharmacology of Ailanthus plants, as well as the biological activities and pharmacological applications of both distinct phytochemicals and active plant materials (formulations, extracts etc.), are discussed in detail.