New Nemonychidae,Brentidae and Curculionidae (Coleoptera: Curculionoidea) from the Turonian of Kzyl-Dzhar (Kazakhstan)

Five new genera, Turononemonyxn. gen. (type species: Turononemonyxsamsonovin. sp.) (Nemonychidae: ? Cretonemonychinae: ? Cretonemonychini), Falsotanaosn. gen. (type species: Falsotanaos convexusn. sp.), Pretanaosn. gen. (type species: Pretanaosocularisn. sp.), Longotanaosn. gen. (type species: Longotanaosrasnitsynin. sp.) from Brentidae: Apioninae: Tanaini) and Turonerirhinusn. gen. (type species: Turonerirhinuskaratavensisn. sp.) from Curculionidae (Erirhininae: Erirhinini), and seven new species, Falsotanaosconvexusn. sp., Paratanaos samsonovin. sp., Pretanaos ocularisn. sp., Longotanaos rasnitsynin. sp., Turonerirhinus karatavensisn. sp., Turonerirhinuspunctatusn. sp. and Turonerirhinus poinarin. sp., are described from Kzyl-Dzhar locality (Kazakhstan, Upper Cretaceous, Turonian).http://www.zoobank.org/urn:lsid:zoobank.org:pub:13E0316E-C229-471A-90AA-2D71253B12F9     

2-Alkyl(aryl)-quinazolin-4(3H)-thiones, 2-R-(quinazolin-4(3H)-ylthio)carboxylic acids and amides: synthesis,molecular docking,antimicrobial and anticancer properties

In this study, a series of novel 2-alkyl(aryl)-quinazolin-4(3H)-thiones, 2-R-(quinazolin-4(3H)-ylthio)carboxylic acids and amides were synthesized and evaluated for antimicrobial and anticancer activities. Their structure was confirmed by elemental analysis and spectral data (FT-IR, LC-MS, ¹H-NMR). Antimicrobial activity was tested in vitro against Staphylococcus aureus, Enterococcus faecalis, Enterobacter aerogenes, Pseudomonas aeruginosa, Escherichia coli, Klebsiella pneumonia, Candida albicans and NCI in vitro preliminary anticancer activity against nine different cancer types. The most active antibacterial and antifungal compounds were: 2.1, 2.2 and 2.4. The introduction of the carboxylic acid or amide residue into the fourth position of quinazolin-4(3H)-thione resulted in the absence of antimicrobial activity. Substance 3.8 inhibited renal cancer UO-31 line and 2.18 – leukemia CCRF-CEM. The results of in silico molecular docking for DHFR and CK2 kinase had no correlation with in vitro properties, proposing the presence of other biological activity pathways.     

New species of Alaus Eschscholtz, 1829 (Coleoptera: Elateridae,Agrypninae, Hemirhipini)

Four new species of Alaus Eschscholtz, 1829 are described: A. cinnamomeus n. sp., A. latlpennls n. sp., A. serlceus n. sp. and A. thoracopunctatus n. sp. Three species removed from Chalcolepldlus Eschscholtz, 1829, are transferred to this genus: A. allcll (Pjatakowa, 1941) n. comb., A. haroldl (Candèze, 1878) n.comb. and A. unlcus (Fleutiaux, 1910) n. comb. The characters of external morphology of these seven species and male and female genitalia, when available, are described and illustrated. An identification key for all species of the genus is included: A. allcll (Pjatakowa, 1941) n. comb., A. calcarlpllosus Casari, 1996, A. cinnamomeus n. sp., A. haroldl (Candèze, 1878) n. comb., A. latlpennls n. sp., A. lusclosus (Hope, 1832), A. melanops Leconte, 1863, A. myops (Fabricius, 1801), A. nobllls Sallé, 1855, A. oculatus (Linnaeus, 1758), A. patrlclus (Candèze, 1857), A. plebejus Candèze, 1874, A. serlceus n. sp., A. thoracopunctatus n. sp., A. tricolor (Olivier, 1790), A. unlcus (Fleutiaux, 1910) n. comb., A. veracruzanus Casari, 1996 and A. zunianus Casey, 1893.     

Synthesis of Iodoaminoimidazole Arabinoside (IAIA): A Potential Reductive Metabolite of the Spect Imaging Agent,Iodoazomycin Arabinoside (IAZA)

Abstract

The stereospecific synthesis of 1-(5-deoxy-5-iodo-α-D-arabino-furanosyl)-2-aminoimidazole (iodoaminoimidazole arabinoside: IAIA, 2) is described. The reaction of the protected sugar bromide (8) and trifluoroacetamidoimidazole (10B) gave the coupled product (11B), which gave the free nucleoside (4) on deblocking. It was identical with AIA obtained by reduction of AZA (azomycin arabinoside), whose anomeric configuration was found to be a by the X-ray crystallography.     

Three new species of Parhydraenida Balfour-Browne, 1975 (Coleoptera: Hydraenidae) from southeastern Brazil

ABSTRACT

Three new species of Parhydraenida Balfour-Browne, 1975 are described from southeastern Brazil: P. plesioformis, sp. n.; P. proboscis sp. n.; P. unicornis sp. n. The genus Parhydraenida is recorded from Minas Gerais for the first time, and P. hygropetrica Perkins, 1980 is recorded from Rio de Janeiro for the first time. We describe one secondary sexual character, which enables, for the first time, unambiguous distinction of males and females. Habitus photographs as well as line drawings of the male and female genitalia of all three new species, and of P. hygropetrica are provided.

urn:lsid:zoobank.org:pub:CCA56FB6-897A-4128-B8DD-3892464A8D1B     

Revision of the section Anillochlamys Jeannel, 1909 (Coleoptera: Leiodidae: Cholevinae: Leptodirini)

The taxonomy of the Iberian Leptodirini species of the section Anillochlamys Jeannel, 1909 has been revised. The proposed classification is based on the study of the genital structures of both sexes, in particular the internal sac of the aedeagus. According to the different models of internal sacs, the following genera, species and subspecies are identified: genus Anillochlamys Jeannel, 1909: A. aurouxi Español, 1965, A. bueni Jeannel, 1909 (= A. avariae Comas, 1977 n.syn.), A. cullelli Lagar, 1978, A. moroderi Bolívar, 1923 (= A. negrei Comas, 1990 n. syn.), A. subtruncatus Jeannel, 1930 (= A. baguenai Jeannel, 1930) and A. tropicus (Abeille, 1881) (= Adelops hispanicus Ehlers, 1893; A. tropicus var. apicalis Jeannel, 1909); genus Paranillochlamys Zariquiey, 1940: P. catalonicus (Jeannel, 1913), P. urgellesi (Español, 1965) and P. velox Zariquiey, 1940 (= P. velox montadai Lagar, 1963 n. syn.); genus Pseudochlamys Comas, 1977: P. raholai (Zariquiey, 1922) (= Anillochlamys raholai luis-bofilli Zariquiey, 1940 n. syn.); genus Spelaeochlamys Dieck, 1870 (= Typhlochlamys Español, 1975 n.syn.): S.bardisai (Español, 1975) (= Typhlochlamys escolai Comas, 1978 n. syn.), S. ehlersi Dieck, 1870 and S. ehlersi verai Comas, 1977 n. stat.     

Novel palladium(II) and Zinc(II) Schiff base complexes: Synthesis,biophysical studies,and anticancer activity investigation

BackgroundSchiff base metal complexes are considered promising chemotherapeutic agents due to their potential application in cancer therapy.MethodsThe current work sought to synthesize a brand-new Schiff base ligand obtained from 2-hydroxybenzohydrazide and (E)− 1-(2-(p-tolyl)hydrazono)propan-2-one with metal ions which included Pd(II) and Zn(II) ions. Elemental analyses, FT-IR, mass spectra, 1H NMR, UV-Vis spectrometer, and computational analysis characterized the compound's structure. In vitro, the breast cancer cell line (MCF-7) was tested for its sensitivity to Schiff base (HL) and its Pd(II) and Zn(II) complexes. The half-maximal inhibitory concentration IC₅₀ of the compounds was determined and used to perform the comet assay, which was carried out to reveal the photo-induced DNA damaging ability of the compounds of individual cells. Moreover, the compounds' effects on antioxidant defense systems of enzymes in cells: superoxide dismutase (SOD), catalase (CAT), and glutathione peroxidase (GPx) activities and oxidant Malondialdehyde (MDA) were examined in MCF-7 cells.ResultsThe Pd(II) complex displayed approximately the same IC₅₀ as Cisplatin, while Zn(II) complex had better activity than Cisplatin with very low IC₅₀, 1.40 μg/ml. Significant alterations in SOD, CAT, GPx, and MDA production were discovered, inducing oxidative stress, enlarging ROS production, and reducing the antioxidant amount. This change was approximately similar in most compounds. Consequently, it promoted apoptosis, particularly the Zn(II) complex, which demonstrated an improved impact because of its ability to influence the antioxidant defense systems of enzymes, mostly SOD and GPx, besides increasing MDA levels.ConclusionIt can be concluded that Zn(II) complex is the most effective anticancer drug since it induced a very similar genotoxic effect as Cisplatin and has a very low IC₅₀ value.     

Diversity starts early: notharctid primates from the Sandcouleean (Early Eocene) of the Powder River Basin,Wyoming, USA

Abstract

Abundant specimens, mostly isolated teeth, of the Primate family Notharctidae occur in the Early Eocene rocks of the Powder River Basin of northeastern Wyoming, USA. Very early in the North American history of the family, the notharctid species diversified and this diversity may have been widespread, and not restricted to more southerly areas in the Rocky Mountains. The diversity is shown by detailed analysis of the molar dentition. Two new genera are established: Megaceralemur with Megaceralemur trigonodus as its type and Megaceralemur matthewi sp. nov. as a Sandcouleean species and Pinolophus, with Pinolophus meikei sp. nov. as its type, for a form with an entoconid notch on lower molar 1. Megaceralemur has a prominent nannopithex-fold which dominates the posterior cingulum of upper molars 1–2 and a cristid obliqua on lower molar 1 which attaches to the metaconid, not the metalophid as it does in Cantius and other genera. A small species, Cantius lohseorum sp. nov., is named for a derived lineage the size of Cantius torresi.

urn:lsid:zoobank.org:pub:066DC515-A2DD-40AF-AD8A-3834E2AFD0FB     

Copper(II), cobalt(II) and nickel(II) complexes of lapachol: synthesis,DNA interaction,and cytotoxicity

Three novel copper(II), cobalt(II), and nickel(II) complexes of lapachol (Lap) containing 110-phenanthroline (phen) ligand, [M(Lap)₂(phen)] (M=Cu(II), 1, Co(II), 2, and Ni(II), 3), have been synthesized and characterized using, elemental analysis and spectroscopic studies. Their interactions with calf thymus DNA (CT DNA) were investigated using viscosity, thermal denaturation, circular dichorism, fluorescence quenching, and electronic absorption spectroscopy. The DNA cleavage abilities of 1–3 have been studied, where cleavage activity of copper complex 1 is more than the complexes 2 and 3. The in vitro cytotoxic potential of the complexes 1–3 against human cervical carcinoma (HeLa), human liver hepatocellular carcinoma (HepG-2), and human colorectal adenocarcinoma (HT-29) cells indicated their promising antitumor activity with quite low IC₅₀ values in the range of .15–2.41 μM, which are lower than those of cisplatin.     

New genera and species of Jumping Ground Bugs (Hemiptera: Schizopteridae) in Dominican and Burmese amber,with a description of a meloid (Coleoptera: Meloidae) triungulin on a Burmese specimen

New genera and species of jumping ground bugs (Hemiptera: Schizopteridae) are described in Dominican and Burmese amber. In Dominican amber are described: Hypselosoma dominicana Poinar & Brown sp. n., Schizoptera dominicana Poinar sp. n. and Schizoptera hispaniolae Poinar sp. n. In Burmese amber are described: Lumatibialis burmitis Poinar gen. et sp. n. and Hexaphlebia burmanica Poinar gen. et sp. n. A triungulin attached to the dorsum of the abdomen of Lumatibialis burmitis is described as Microentomus epibatus Poinar gen. et sp. n. in the family Meloidae (Coleoptera). This specimen represents the oldest known triungulin and the first fossil phoretic association of a triungulin and hemipteran.     

Recurrent origin of peripheral,coastal (sub)species in Mediterranean Senecio (Asteraceae)

Background: It is argued that coastal endemic taxa may evolve in parallel at the periphery of the distributional range of a widespread species.

Aims: We tested this hypothesis for the origins of three peripheral, coastal isolates of Senecio, S. glaucus ssp. glaucus (Israel), S. g. ssp. coronopifolius p.p. (Sicily), and S. hesperidium (Morocco), from widespread S. glaucus ssp. coronopifolius. We also determined the relative roles of selection vs. genetic drift in shaping phenotypic divergence in ssp. glaucus and S. hesperidium, using Lande’s test of neutral morphological change.

Methods: We surveyed morphological and/or allozyme variation in the three peripheral isolates and mainly inland populations of S. g. ssp. coronopifolius.

Results: Genetic data supported independent origins of the coastal taxa from nearby populations of ssp. coronopifolius. These descendant and ancestral populations showed pronounced morphological but weak genetic differentiation. Phenotypic similarities between ssp. glaucus (Israel) and S. hesperidium (Morocco) in plant height and floral traits may have resulted from parallel divergent selection from ssp. coronopifolius, though drift remains an alternative cause in S. hesperidium.

Conclusions: Our results indicate parallel ecotype formation and (sub)speciation in Senecio in which primarily selective vs. neutral determinants promoted the recurrent origin of coastal types in, respectively, Israel and Morocco.     

The Neotropical genera of Acanthocinini Blanchard, 1845 (Coleoptera: Cerambycidae: Lamiinae) with the third antennomere modified

The genera of Acanthocinini which have males with antennomere III modified are discussed and redefined, a key to identify them is provided. Additionally, Alcathousites Gilmour, 1962 is proposed as a junior synonym of Xenocona Gilmour, 1960, and the following five new combinations are proposed: Xenocona asperipennis (Fairmaire & Germain, 1859) n. comb.; X. forsteri (Tippmann, 1960) n. comb.; X. penicillata (Monné, 1990) n. comb.; X. senticosa (Monné & Martins, 1976) n. comb.; and X. superstes (Erichson, 1847) n. comb. Moreover, a new species from Colombia (Huila) is described and illustrated, Xenocona antonkozlovi n. sp., and the male of X. penicillata is illustrated for the first time.     

Rhodium(III) and iridium(III) complexes with 1,2-naphthoquinone-1-oximate as a bidentate ligand: synthesis,structure, and biological activity

The synthesis and characterization of three novel iridium(III) complexes and one rhodium(III) complex with 1-nitroso-2-naphthol (3) chelating as a 1,2-naphthoquinone-1-oximato ligand are described. The reaction of μ₂-halogenido-bridged dimers [(η⁵-C₅Me₅)IrX₂]₂ [X is Cl (1a), Br (1b), I (1c)] and [(η⁵-C₅Me₅)RhCl₂]₂ (2a) with 3 in CH₂Cl₂ yields the mononuclear complexes (η⁵-C₅Me₅)IrX(η²-C₁₀H₆N₂O) (4a, 4b, 4c) and (η⁵-C₅Me₅)RhCl(η²-C₁₀H₆N₂O) (5a). All compounds were characterized by their ¹H and ¹³C NMR, IR, and mass spectra, UV/vis spectra were recorded for 4a and 5a. The X-ray structure analyses revealed a pseudo-octahedral “piano-stool” configuration for the metals with bidentate coordination through oximato-N and naphthoquinone-O, forming a nearly planar five-membered metallacycle. The metal complexes 4a and 5a were evaluated in respect to their cytotoxicity and binding affinity toward double-stranded DNA. As determined in the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay, both exerted a much stronger cytotoxic effect toward HeLa and HL60 cancer cell lines than did cisplatin. The remarkable cytotoxicity of the compounds tested may be attributed to necrosis, rather than to apoptosis, as it is evidenced by the caspase-3/7 activation assay. No clear evidence was found for interaction with double-stranded DNA. The melting experiments showed no significant differences between thermodynamic parameters of intact DNA and DNA incubated with 3, 4a, or 5a, although these derivatives altered DNA recognition by the BamHI restriction enzyme. Therefore, the screened iridium and rhodium complexes 4a and 5a may still be interesting as potential anticancer drugs owing to their high cytotoxicity toward cancer cell lines, whereas they do not modify DNA in a way similar to that of cisplatin.     

Revision of the genus Evanos Laporte de Castelnau, 1840, with the description of a second species (Coleoptera: Scarabaeoidea: Rutelidae: Geniatini)

The monotypic genus Evanos (Coleoptera: Rutelidae: Geniatini) is revised and a new species, E. danieleae Grossi, n. sp., is described based on specimens collected from Minas Gerais, Brazil. A lectotype is designated for Evanos villatus. Diagnostic characters and comments about the taxonomic status of the genus are given, as well as a key for both species and a distribution map with the known locality records.     

Two new species of the Empis (Leptempis) rustica group of the Mediterranean basin (Diptera: Empididae: Empidinae)

Two new species of the Empis (Leptempis) rustica group are described: E. (L.) tenuis n. sp. and E. (L.) lauriauti n. sp. Both were mainly collected in mountainous areas of the Mediterranean basin; the first species was collected in Morocco and Southern Spain; the latter was found in late summer in the Southern Alps in France. The key to species of the Empis (L.) rustica group is updated to include these two new species as well as a recently described Caucasian species.     

New Apioninae (Coleoptera: Brentidae) in Dominican amber

The following new species of Apioninae weevils (Coleoptera: Brentidae) are described from Dominican amber. Toxorhynchus leptorhinusn. sp., Toxorhynchus robustusn. sp., Toxorhynchus amphioculusn. sp., Toxorhynchus atriartusn. sp., Toxorhynchusatriantenusn. sp. and Toxorhynchus hispaniolicusn. sp. are members of the Toxorhynchus decoloratum species group. Toxorhynchus microsomusn. sp., Toxorhynchus stenelytrusn. sp., Toxorhynchus dominicanusn. sp., Toxorhynchus convexusn. sp., Toxorhynchus fuscocorpusn. sp., Toxorhynchus hispidulusn. sp. and Toxorhynchus convexoculusn. sp. are members of the Toxorhynchus sordidum species group. A new subtribe, Stenapiina n. subtribe of the tribe Toxorhynchini, is erected. New species Apionion homochrononn. sp.,Apionion kallimosumn. sp.,Apionion formoculusn. sp. and Stenapion levigatumn. sp. are described. The dominate species of the genus Toxorhynchus and especially those in the Toxorhynchus decoloratum and Toxorhynchus sordidum species groups in Dominican amber are now absent from the West Indies. A systematic update of extant representatives of Apioninae in Hispaniola is provided.http://www.zoobank.org/urn:lsid:zoobank.org:pub:2D4A59DB-E804-4B45-8773-C027A8AD5A02     

Agouticarpa, a new neotropical genus of Tribe Gardenieae (Rubiaceae)

Agouticarpa, a new genus of the informalAlibertia group (Rubiaceae), is described and illustrated. It comprises six species, and occurs from Costa Rica to Bolivia. Three species are here described as new:Agouticarpa grandistipula, A. hirsuta, andA. velutina. Additionally, three new combinations are made:A. curvifolia andA. williamsii (previously inGenipa) andA. isernii (previously inAlibertia). Agouticarpa is characterized by being dioecious, having elliptic to abovate, membranaceous stipules, male flowers in a branched dichasial or thyrse-like inflorescence, a poorly developed cup-shaped calyx, pollen grains with 3–7 apertures, and large globose fruits.