Advanced Materials Research Vols. 781-784

Abstract: Microbial hydroxylation of progesterone occurred in the biotransformation by Phomopsis sp.. The conversion products were purified by column chromatography with ether/EtOAc and characterized by spectroscopic methods including ¹HNMR, ¹³C NMR, IR, UV and MS. Those conversion products were identified as 11α-hydroxyprogesterone (2), 11α,15β-dihydroxy progesterone (3),11α-dihydroxypreg-1,4-dien-3,20-dione (4), 6β,15βdihydroxypregesterone (5) and 7β,15βdihydroxypregesterone (6).

Abstract: The bicyclo [3, 3, 1] nonane ring system is the main structural feature in the lycopodium alkaloids. There are many methods to build the [3, 3, 1] bridged ring system, Herein, we designed to use indium Lewis acid which can activate the triple bond to construct [3, 3, 1] bridged ring system via Conia-ene reaction, and described a prophase study of applying Conia-ene reaction to construct such bicycle [3, 3, 1] nonane ring.

Abstract: (S)-methyl 2-(2, 2, 5, 5-tetramethyl-1, 3-dioxolan-4-yl) thiazole-4-carboxylic acid methyl ester, the unit containing thiazole of a cyclic depsipeptide Lyngbyabellin A which exhibited moderate cytotoxicity against KB and LoVo cells, was synthesized from methyl 3, 3-dimethylacrylate in overall yield 13.8% through nine steps, including asymmetric dihydroxylation, 2, 2-dimethoxypropane protection, saponification, coupling reaction, sulphonation, diazotization, cyclization, oxidation, and so on.

Abstract: (R)-2,2-Dimethyl-3-(tert-butoxycarbonyl)-4-ethynylox-azolidine, an intermediate of the natural product jaspine B, which was isolated from various sponges and endowed with cytotoxic activity against several human carcinoma cell lines, was synthesized from L-Serine in overall yield 43% through seven steps, including esterification, Boc protection, acetonization, reduction, Swern oxidation and Corey-Fuchs reaction.

Abstract: A practical synthetic route towards 1,2,3-tri-O-acetyl-5-deoxy-D-ribofuranose from D-ribose is described, which started from D-ribose and proceeded through ketalization,esterification,reduction,hydrolysis and acetylation in more than 30% overall yield.

Abstract: (S)-methyl 3-(((benzyloxy) carbonyl) amino)-7-hydroxyheptanoate (7), a fragment of a novel cytotoxic cyclodepsipeptide onchidin^[, which shows moderate cytotoxic activity, was synthesized through six steps. The key stereoselective synthesis of beta-amino acid derivatives (7) was achieved by the Arndt-Eistert homologation reaction^[2,3] and Wolff rearrangement reaction^[4].

Abstract: A series of new roflumilast analogues with Crown ether structures were designed and synthesized. Crown-ether-type benzaldehydes were first prepared from 3,4-dihydroxybenzaldehyde with 1-bromo-3-chloropropane and 1-chloro-2-(2-chloroethoxy) ethane respectively, then after oxidation, acylation and amidation as the last step with 3,5-dichloropyridin-4-amine the roflumilast analogues were obtained. These compounds were characterised by ¹H NMR, IR, ESI-MS and elemental analysis.

Abstract: Single factor experiments and orthogonal experiments were successively carried out to optimize the water extraction technology of flavonoids in Thlaspi arvense Linn. Results showed that the influential order of factors was extraction times >solid-liquid ratio >extraction time. The optimum conditions were adding 16 times amount of water, extracting 3 times and every time with 4 hours. Under these conditions, the yield of flavonoids from Thlaspi arvense Linn was 1.17%.

Abstract: The fingerprints analysis of different lines of Polygonatum odoratum (Mill.) Druce were established by high-performance liquid chromatographic with diode-array detection (HPLC/DAD). The analyses were performed on ZORBAX Eclipse XDB-C₁₈ (4.6×250 mm, 5 μm) column using a mobile phase (aqueous 0.05% formic acid-acetonitrile) under gradient conditions. The flow rate was 1.0 ml/min. The detecting wavelength was set at 210 nm. HPLC fingerprints of two lines were little different. The similarity of the same line was greater than 0.9, and the average similarity of the different lines was 0.794. This method could be suitable for the line identification and quality control of Polygonatum odoratum (Mill.) Druce.

Abstract: Protein tyrosine phosphatase receptor-type O (PTPRO) has been described in several forms of cancer as a new member of the PTP family. The tumor suppressor function of PTPRO was evaluated by design and synthesis the 10-23 deoxyribozyme (DRz), thio-modified DRz (DRz-s) and antisense oligonucleotide (asON) of the PTPRO genomic mRNA to detect the catalytic cleavage activity. Firstly, the cDNA fragment of PTPRO gene was amplified from total cellular RNA of the HepG2.2.15 cells by reverse transcription PCR (RT-PCR). Subsequently, the fragments were cloned to pcDNA3.1(+) plasmids and generated a recombinant plasmids, then sifted the positive recombinant plasmids out to amplify. The expression vector of PTPRO mRNA was obtained in vitro transcription by using T7 RNA polymerase. The results of transfection indicated that when PTPRO mRNA gamyed with deoxyribozyme which activity enhanced, so DRz-s were detected with more intensive specific catalytic cleavage activity than DRz by cells transfecting. And the asON wasn't detected with the property.