16 [M + Na]+ (calcd for C15H18N2O3Na, 297.1215). Compound two: white amorphous powder; []D27 -8.three (c 0.12, CHCl3); UV (MeOH) max (log ) 215 (four.54), 237 (4.05), 331 (four.01) nm; 1H and 13C NMR data, see Table 2; HRESIMS m/z 211.0597 [M + H]+ (calcd for C10H11O5, 211.0607). Compound 3: white amorphous powder; UV (MeOH) max (log ) 200 (three.69), 217 (three.58), 255 (three.75), 288 (3.27), 300 (3.26), 333 (3.29) nm; 1H NMR data (at 500 MHz in DMSO-d6): H six.69 (s, H-3), 7.24 (s, H-5), six.65 (s, H-9), six.53 (s, H-11), ten.25 (s, OH-10), two.73 (s, H-14), 3.89 (s, H-15), 3.94 (s, H-16); 13 C NMR data (at 125 MHz in DMSO-d6): C 102.0 (C, C-1), 163.5 (C, C-2), 97.three (CH, C-3), 164.five (C, C-4), 102.1 (CH, C-5), 139.8 (C, C-6), 116.6 (C, C-7), 137.7 (C, C-8), 116.6 (CH, C-9), 158.4 (C, C-10), one hundred.7 (CH, C-11), 153.5 (C, C-12), 156.1 (C, C-13), 24.8 (CH3, C-14), 56.1 (CH3, C-15), 55.6 (CH3, C-16). HRESIMS m/z 287.0918 [M + H]+ (calcd for C16H15O5, 287.0920). 3.5. Computational Facts Conformational searches for 1a and 1b were performed through the Dreiding force field in MarvinSketch no matter rotations of methyl and hydroxyl groups [24], the geometries of which were further optimized in the B3LYP/6-31G (d) level in methanol to give the conformers (three for 1a and two for 1b, see Figures five and six, respectively) inside a 3 kcal/mol power threshold from the global minimum with no vibrational imaginary frequencies. The optimized conformers have been then subjected to the calculations of ECD spectra using the time-dependent density functional theory (TD-DFT) system at theMar. Drugs 2013,B3LYP/6-31G(d) level, which have been drawn by way of SpecDic computer software with sigma = 0.25 and UV shift = -20 nm (magnified by 0.5 times) and weighted by Boltzmann distribution (Figure 3), respectively [25]. Each of the above calculations were performed using the integral equation formalism variant polarizable continuum model (IEF-PCM) as implemented in Gaussian 09 [26].Rocuronium Bromide Figure five.Deferiprone Conformers with populations of 1a (in MeOH).24.537.438.1Figure six. Conformers with populations of 1b (in MeOH).39.760.33.six. Antibacterial Assays The experiments had been performed working with the disk diffusion technique [27]. Chloromycetin was used as good control. three.7. Brine Shrimp (Artemia salina) Lethality Assay The assay was carried out following the literature [28]. Colchicine and DMSO had been utilized as good and damaging controls, respectively.PMID:23805407 four. Conclusions Two new compounds such as pinodiketopiperazine A (1) and 6,7-dihydroxy-3-methoxy-3-methyl phthalide (two), at the same time as two new naturally occurring compounds like alternariol 2,4-dimethyl ether (3) and L-5-oxoproline methyl ester (four), together with six identified compounds (50) have been isolated and identified from the marine sediment-derived fungus Penicillium pinophilum SD-272. The absolute configuration of compound 1 was determined by experimental and calculated ECD spectra. Compound two was identified to possess potent lethality with LD50 11.two M, even though compounds 1, 3, and 5 displayed inhibitory activity against Escherichia coli, causing the ten.0, 9.0, eight.0, 8.0, 7.0, and ten.0 mm zones of inhibition, respectively.Mar. Drugs 2013, 11 AcknowledgmentsThis perform was financially supported by Ministry of Science and Technology (2013AA092901 and 2010CB833802) and by National All-natural Science Foundation of China (31270403). References 1. 2. 3. 4. Blunt, J.W.; Copp, B.R.; Keyzers, R.A.; Munro, M.H.G.; Prinsep, M.R. Marine all-natural merchandise. Nat. Prod. Rep. 2012, 29, 14422. Blunt, J.W.; Copp, B.R.; Munro, M.H.