Synthesis of pyrrolo[1,2-f]phenanthridine-annulated polycyclic heterocycles from palladium-catalyzed intramolecular direct arylation reaction

Abstract  

A concise synthesis of pyrrolo[1,2-f]phenanthridine-annulated polycyclic heterocycles has been achieved in good yields by palladium-catalyzed intramolecular direct arylation reaction.     

Salicylaldehyde and dihydroisobenzofuran derivatives from the marine fungus Zopfiella marina

Two salicylaldehyde derivatives (1 and 2), a hydroxymethylphenol (3), five dihydroisobenzofuran (4–8) derivatives, and a 5-chloro-3-deoxyisoochracinic acid (9), together with a known 3-deoxyisoochracinic acid (10) were isolated from the marine fungus Zopfiella marina BCC 18240 (or NBRC 30420). The structures of these compounds were elucidated by extensive spectroscopic analysis. Compound 1 showed weak antituberculous activity against Mycobacterium tuberculosis H37Ra, and antibacterial activity against Bacillus cereus with MIC values of 25 and 12.5 μg/mL, respectively.     

A characterization of some q-orthogonal polynomials

We show that the only orthogonal polynomials satisfying a q-difference equation of the form π(x)D _q P _n (x) = (α _n x + β _n )P _n (x) + γ _n P _n−1(x) where π(x) is a polynomial of degree 2, are the Al-Salam Carlitz 1, little and big q-Laguerre, the little and big q-Jacobi, and the q-Bessel polynomials. This is a q-analog of the work carried out in [1]. 2000 Mathematics Subject Classification Primary—33C45, 33D45     

3-Oxyanthranilic acid derivatives from Actinomadura sp. BCC27169

Eight new compounds including 9′-[2-amino-3-(4″-O-methyl-α-rhamnopyranosyloxy) phenyl]nonanoic acid (1), 9′-[2-amino-3-(4″-O-methyl-α-ribopyranosyloxy)phenyl] nonanoic acid (2), 11′-[2-amino-3-(4″-O-methyl-α-rhamnopyranosyloxy)phenyl]undecanoic acid (3), 11′-[2-amino-3-(4″-O-methyl-α-ribopyranosyloxy)phenyl]undecanoic acid (4), 8-(4′-O-methyl-α-rhamnopyranosyloxy)-3,4-dihydroquinolin-2(1H)-one (5), 8-(4′-O-methyl-α-ribopyranosyloxy)-3,4-dihydroquinolin-2(1H)-one (6), 8-(4′-O-methyl-α-rhamnopyranosyloxy)-2-methyquinoline (7), and 8-(4′-O-methyl-α-ribopyranosyloxy)-2-methylquinoline (8) were isolated from Actinomadura sp. BCC27169. The chemical structures of these compounds were determined based on NMR and high-resolution mass spectroscopy. The absolute configurations of these monosaccharides were revealed by the hydrolysis of compounds 7 and 8. Compounds 3 and 8 exhibited antitubercular activity at MIC 50 μg/mL. Only compound 3 showed cytotoxicity against KB cell at IC₅₀ 18.63 μg/mL, while other isolated compounds were inactive at tested maximum concentration (50 μg/mL).     

Improvement of the stopband spurious window for a dual-mode dielectric resonator filter by new coupling technique

This paper presents a new design technique for two configurations of a dual-mode filter using a dielectric loaded cavity operating at 1.95 GHz. The dielectric puck in the proposed filter was floated in the middle of a cylindrical metal cavity with short circuits on the side walls and holes through the ceramic from the side face. These holes allowed the insertion of coupling probes which did not affect the unloaded quality factor or the spurious window. The inline structure fourth pole Chebyshev dual mode filter offers a 870 MHz suppression window while the planar configuration was 710 MHz from the resonance frequency and the operation bandwidth of 54 MHz. The volume reduction ratio was eight times larger compared with a coaxial filter of the same Q factor.     

Antiplasmodial and antiviral cyclohexadepsipeptides from the endophytic fungus Pullularia sp. BCC 8613

Four new cyclohexadepsipeptides, pullularins A-D, were isolated from the endophytic fungus Pullularia sp. BCC 8613. Structures of these compounds were elucidated by interpretation of NMR spectroscopic and mass spectrometric data. The absolute configurations of amino acid and hydroxy acid residues were determined by HPLC analysis of depsipeptide acid hydrolyzates using a chiral column and Marfey's method. Pullularin A exhibited activities against the malarial parasite Plasmodium falciparum K1 (IC₅₀ 3.6 μg/mL) and herpes simplex virus type 1 (HSV-1; IC₅₀ 3.3 μg/mL), whereas it showed weak cytotoxicity to Vero cells (IC₅₀ 36 μg/mL).     

Highly Conjugated Ergostane‐Type Steroids and Aranotin‐Type Diketopiperazines from the Fungus Aspergillus terreus BCC 4651

Two new ergostane derivatives, 12β,15α,25,26‐tetrahydroxyergosta‐4,6,8(14),22‐tetraen‐3‐one ( 1 ) and 12β,15α,25,28‐tetrahydroxyergosta‐4,6,8(14),22‐tetraen‐3‐one ( 2 ), and a new aranotin‐type diketopiperazine, bisdethiobis(methylsulfanyl)apoaranotin ( 3 ), were isolated from the fungus Aspergillus terreus BCC 4651. The structures of the new compounds were elucidated by means of NMR spectroscopic and MS analyses.     

CuCl2-catalyzed regioselective dehydrogenative C–H activation: Synthesis of coumarin,quinolone, and naphthalene based pyrrolone derivatives

A CuCl₂-catalyzed dehydrogenative C–H activation leading to regioselective synthesis of coumarin, quinolone, and naphthalene fused heterocycles is reported. The reaction has been carried out in one pot under open atmosphere and it offers good to excellent yields of the cyclized products.     

PhI(OAc)2 and BF3–OEt2 mediated heterocyclization: metal-free synthesis of pyrimidine-annulated oxazolines

A simple high yielding and highly efficient synthesis of oxazoline ring fused with uracil moiety is reported. Hypervalent iodine (PIDA) in the presence of BF₃–OEt₂ generates an effective electrophile to activate uracil C5–C6 double bond leading to heterocyclization.