The Cyatheaceae (Polypodiopsida) of Peru

A summary is presented of all Peruvian species of scaly tree ferns (Cyatheaceae). A total of 83 species is native to Peru (Sphaeropteris 1 sp., Alsophila sect. Alsophila 9 spp., Alsophila sect. Gymnosphaera 1 sp., Cyathea 72 spp.), with 13 endemic species in Cyathea and one in Alsophila. The following new species are described and illustrated: Alsophila gastonyi, Cyathea chontilla, C. nephele, C. polliculi, and C. praetermissa. The genera Cnemidaria and Trichipteris are no longer recognized and merged in Cyathea. Necessary combinations are made for Cyathea alatissima, C. nervosa, and C. uleana. Cyathea serpens is presented in detail and its relationship is discussed. An artificial key to the Peruvian species of Cyatheaceae is provided.     

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     

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.     

Two new species of Tipula (Lunatipula) Edwards (Diptera: Tipulidae) from Turkey

Two new species in the acuminata group of subgenus Tipula (Lunatipula), Tipula (Lunatipula) oosterbroeki sp. n. and T (L) jaroslavi sp. n., were described and illustrated from Southwest part of Asian Turkey.     

Philopotaminae of Madagascar (Trichoptera: Philopotamidae)

The Malagasy fauna includes two genera of Philopotaminae: Wormaldia McLachlan 1865 and an endemic new genus, Ranarijaodes n. gen. The Malagasy and African (sensu stricto) lineages of Wormaldia are distinct. Apomorphic characters (the shape of the phallic apparatus for the African species and the splitting of the median lobe of the tenth tergite for the Malagasy species) confirm their separation. New captures are reported for two of the four previously known species of Wormaldia. Seven new species are described: Wormaldia ambahibeae n. sp., W. faharoa n. sp., W. fahatelo n. sp., W. randriamasimananai n. sp., W. fahefatra n. sp., W. legrandi n. sp. and W. fahadimy n. sp. Ranarijaodes n. gen. is close to Dolophilodes Ulmer 1909. It is described for the three new species Ranarijaodes fiana n. sp., R. angapi n. sp. and R. atsimo n. sp. The 14 Malagasy species of Philopotaminae are endemics of the island. Their geographical distributions and ecological preferences are described and discussed.     

Effective Cytochrome P450 (CYP) Inhibitors Isolated from Tarragon (Artemisia dracunculus)

Two effective cytochrome P450 (CYP) inhibitors were isolated from tarragon, Artemisia dracunculus. Their structures were spectroscopically identified as 2E,4E-undeca-2,4-diene-8,10-diynoic acid isobutylamide (1) and 2E,4E-undeca-2,4-diene-8,10-diynoic acid piperidide (2). Both compounds had dose-dependent inhibitory effects on CYP3A4 activity with IC₅₀ values of 10.0 ± 1.3 µM for compound 1 and 3.3 ± 0.2 µM for compound 2, and exhibited mechanism-based inhibition. This is the first reported isolation of effective CYP inhibitors from tarragon (Artemisia dracunculus) purchased from a Japanese market.     

Preparation of enantiomerically pure (R)-(1-hydroxyethyl)dimethyl(phenyl)silane using resting cells of Saccharomyces cerevisiae (DHW S-3) as biocatalyst

The prochiral sila-ketone acetyldimethyl-(phenyl)silane (1) was reduced enantioselectively into (R)-(1-hydroxyethyl)dimethyl(phenyl)silane [(R)-2] using resting cells of the commercially available yeast Saccharomyces cerevisiae (DHW S-3) as the biocatalyst. The bioconversion was performed on a 2.0-g scale in a 5-1 bioreactor. Starting with a substrate (1) concentration of 0.4 g·1^–1, the highest production rate measured for this bioconversion was about 45–55 mol (R)-2·1^–1·min^–1. After an incubation time of 1 h, all substrate in the medium had been converted, either biocatalytically reduced to (R)-2 or (probably chemically) converted into dimethyl(phenyl)silanol (Me₂PhSiOH). After extraction of the cell-free medium with ethyl acetate/dichloromethane and subsequent purification of the extract by Kugelrohr distillation and chromatography on silica gel (medium-pressure liquid chromatography), 800 mg (yield 40%) of the bioconversion product (R)-2 was isolated. As shown by HPLC studies (cellulose triacetate as the chiral stationary phase) and ¹H-nuclear magnetic resonance experiments (after derivatization of the bioconversion product with a chiral auxiliary agent), compound (R)-2 was almost enantiomerically pure (> 99% enantiomeric excess).This article is dedicated to Prof. Dr. Fritz Wagner on the occasion of his 65th birthday     

Total Synthesis of ( + )-Methyl Phaseates

( ± )-Methyl phaseates were synthesized from ( ± )-4-(6′-acetoxymethyl-2 ′,6′-dimethyl-1′-cyclohexen-1′-y1)-but-3-en-2-one (20), which was prepared from a useful terpenoid building block, ( ± )-2-hydroxymethyl-2,6-dimethyl-1-cyclohexanone (11a and 11b). Photooxidation of the cyclohexadiene intermediate (22), followed by alkaline hydrolysis and methylation, gave four stereoisomers of ( ± )-methyl phaseates: (2Z,4E)-cis form (2), (2E,4E)-cis form (24), (2Z,4E)-trans form (25) and (2E,4E)-trans form (26).     

Novelties in Mascagnia (Malpighiaceae)

Seven new species ofMascagnia are described:M. tomentosa from southern Mexico and Central America;M. arenicola from the Guianas;M. riparia, M. tucuruensis, andM. velutina from Brazil;M. boliviana from Bolivia; andM. australis from Argentina and Paraguay. These novelties were previously included in the “M. sepium-complex,” an omniumgatherum comprising superficially similar yellow-flowered taxa.     

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 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     

Novelties in spermacoceae (Rubiaceae) from Bolivia and Paraguay

One new Bolivian species (Borreria pazensis) and three new varieties (Borreria densiflora var.minima, Richardia, scabra var.chacoensis andStaelia virgata var.killeenii) are described and illustrated. The genusDiodella, with three species (D. apiculata comb. nov., D. radula comb. nov., andD. teres), is reported for the first time.Borreria limae, B. wunschmannii, B. scabiosoides var.scabiosoides, andB. scabiosoides var.anderssonii are also reported as new to Bolivia.     

Triterpenoid saponins with antifeedant activities from stem bark of Catunaregam spinosa (Rubiaceae) against Plutella xylostella (Plutellidae)

Seven triterpenoid saponins, including four new compounds, catunarosides A–D (1–4), and three known compounds, swartziatrioside (5), aralia-saponin V (6), araliasaponin IV (7) were isolated from the stem bark of Catunaregam spinosa, a Chinese mangrove associate. Their structures were elucidated on the basis of their spectral data and hydrolysis experiments. The antifeedant activities of compounds 1–7 against Plutella xylostella were also evaluated.     

Synthesis and bioactivity of 5-(1-aryl-1H-tetrazol-5-ylsulfanylmethyl)-N-xylopyranosyl-1,3,4-oxa(thia)diazol-2-amines

A series of new N′-[N-(2,3,4-tri-O-acetyl-β-d-xylopyranosyl)thiocarbamoyl]-2-[(1-aryl-1H-tetrazol-5-yl)sulfanyl]acetohydrazides 5a–5e were synthesized rapidly in high yields from 2-(1-aryl-1H-tetrazol-5-ylsulfanyl)acetohydrazides 3a–3e and 2,3,4-tri-O-acetyl-β-d-xylopyranosyl isothiocyanate 4, then 5a–5e were converted to a series of new 5-(1-aryl-1H-tetrazol-5-ylsulfanylmethyl)-N-(2,3,4-tri-O-acetyl-β-d-xylopyranosyl)-1,3,4-oxadiazole-2-amines 6a–6e and 5-(1-aryl-1H-tetrazol-5-ylsulfanylmethyl)-N-(2,3,4-tri-O-acetyl-β-d-xylopyranosyl)-1,3,4-thiadiazole-2-amines 7a–7e, respectively under mercuric acetate/alcohol system or acetic anhydride/phosphoric acid system, then deacetylated in the solution of CH₃ONa/CH₃OH. All of the novel compounds were characterized by IR, ¹H NMR, ¹³C NMR, MS and elemental analysis. The structures of compounds 2e, 3e, 5a and 5c have been determined by X-ray diffraction analysis. Some of the synthesized compounds displayed PTP1B inhibition and microorganism inhibition.     

The Sarcophagidae (Diptera) of the Middle East

A list of 285 species of Sarcophagidaе in the Middle East countries is presented with distributional data, including Bahrain (3 species), Cyprus (46), Egypt (both African and Asian parts) (114), Iran (83), Iraq (17), Israel (113), Jordan (14), Kuwait (3), Lebanon (13), Oman (2), Gaza Strip (5), Palestinian Authority (42), Quatar (1), Saudi Arabia (37), Syria (42), Turkey (both European and Asian parts) (157), United Arab Emirates (14) and Yemen (15). Three new synonyms are established: Blaesoxipha delilah Lehrer, 2006 = Agriella setosa Salem, 1938, syn. n.; Blaesoxipha nahaliana Lehrer, 2008 = Blaesoxipha popovi Rohdendorf, 1937, syn. n.; and Liosarcophaga daccanella Lehrer, 2008 = Liosarcophaga (s. str.) dux (Thomson, 1869), syn. n. Four new combinations for species names are proposed: Liopygia (Engelisca) adhamae (Lehrer & Abou-Ziad, 2008), comb. n.; Liosarcophaga (s. str.) pedestris (Villeneuve, 1910), comb. n.; Liosarcophaga (Pandelleisca) theodori (Lehrer, 1998), comb. n., and Liosarcophaga (Pharaonops) tewfiki (Salem, 1940), comb. n.     

New rodents (Mammalia) from the late Oligocene of Cabeza Blanca (Chubut) and the first rodent radiation in Patagonia

Caviomorph rodents, the New World Hystricognathi, are one of the most characteristic groups of South American mammals. Although they have been in the continent at least since the middle Eocene, those of the Deseadan Land mammal Age (early–late Oligocene) are the best source to understanding their early history due of their good record, large geographic distribution and good temporal calibration of many of the local faunas. Here, we describe the following new taxa from the classical locality of Cabeza Blanca: Octodontoidea Acaremyidae Galileomys baiosn. sp., Octodontoidea incertae sedis Ethelomys loomisin. gen.,n. comb., Acarechimys leucotheaen. sp., Protacaremys? adilosn. sp., Chinchilloidea incertae sedis Loncolicu tretosn. gen., n. sp., Incamys menniorumn. sp., Caviomorpha incertae sedis Llitun notucan. gen., n. sp., Leucokephalos zeffiaen. gen., n. sp. and Cephalomyidae Cephalomys ceciaen. sp. The DP4 of an ‘eocardiid’, Asteromys punctus? is described for the first time. These new taxa allow us to reinterpret the relationships of some of the previously known Deseadan species and genera. They show a great early diversification at least for extra Andean Patagonia, involving at least three of the main caviomorph lineages: octodontoids, chinchilloids and cavioids.     

Inhibition of acetylcholinesterase by two arylderivatives: 3a-Acetoxy-5H-pyrrolo(1,2-a) (3,1)benzoxazin-1,5-(3aH)-dione and cis-N-p-Acetoxy-phenylisomaleimide

Two arylderivatives, 3a-Acetoxy-5H-pyrrolo(1,2-a) (3,1)benzoxazin-1,5-(3aH)-dione 3 and cis-N-p-Acetoxy-phenylisomaleimide 4, were synthesized from anthranilic acid and para-aminophenol, respectively. The inhibitory effects of these compounds on acetylcholinesterase (AChE) activity were evaluated in vitro as well as by docking simulations. Both compounds showed inhibition of AChE activity (K_i = 4.72 ± 2.3 μM for 3 and 3.6 ± 1.8 μM for 4) in in vitro studies. Moreover, they behaved as irreversible inhibitors and made π–π interaction with W84 and hydrogen bonded with S200 and Y337 according to experimental data and docking calculations. The docking calculations showed ΔG bind (kcal/mol) of ? 9.22 for 3 and ? 8.58 for 4. These two compounds that can be use as leads for a new family of anti-Alzheimer disease drugs.     

Increments to the genus Mimosa (Mimosaceae) from South America

Four new species are described and discussed: from BoliviaM. (sect.Habbasia ser.Setosae)huanchacae; from SE brazilM. (sect.Habbasia ser.Pachycarpae)chiliomera andM. (sect.Mimosa)murex; and from EcuadorM. (sect.Mimosa subser.Polycarpae)Loxensis. The two Brazilian species are illustrated.     

An Efficient Chemoenzymatic Synthesis of S-(-)-Fenpropimorph

First enantioselective synthesis of S-(-)-1-[3-(4-tert-butylphenyl)-2-methyl]propyl-cis-3,5-dimethylmorpholine (6), biologically active enantiomer of the systematic fungicide fenpropimorph, is reported. It comprises reacting 4-tert-butylbenzylbromide with methyldiethylmalonate, decarbethoxylation of 2 into racemic 3-(4-tert-butylphenyl)-2-methylpropionic acid ethylester (3) in DMSO in the presence of alkali, then Pseudomonas sp. lipase catalyzed kinetic resolution of racemic 3 into S-(+)-acid (4), base-catalyzed racemization and recycling of the R-(-)-ester 3, acylation of cis-3,5-dimethylmorpholine, and final reduction of the intermediary amide 5 to provide enantiomerically pure S-(-)-6.