Showing papers by "Chang-Lun Shao published in 2010"
TL;DR: Three new phenolic bisabolane-type sesquiterpenoids: (+)-methyl sydowate (1), 7-deoxy-7,14-didehydrosydonic acid (2), and 7- deoxy-6,7,8-didespine (3) together with two known fungal metabolites were isolated from the fermentation broth of a marine-derived fungus Aspergillus sp.
Abstract: Three new phenolic bisabolane-type sesquiterpenoids: (+)-methyl sydowate (1), 7-deoxy-7,14-didehydrosydonic acid (2), and 7-deoxy-7,8-didehydrosydonic acid (3), together with two known fungal metabolites were isolated from the fermentation broth of a marine-derived fungus Aspergillus sp., which was isolated in turn from a gorgonian Dichotella gemmacea collected from the South China Sea. Their structures were elucidated by combined spectroscopic methods, and the structure of 1 was further confirmed by single-crystal X-ray data.
81 citations
TL;DR: A new pyrrolyl 4-quinolinone alkaloid with an unprecedented ring system, named penicinoline (1) was isolated from a mangrove endophytic fungus and showed potent in vitro cytotoxicity toward 95-D and HepG2 cell lines with IC(50) values of 0.57 and 6.5 microg/mL, respectively.
80 citations
TL;DR: A new anthraquinone compound, 5-acetyl-2-methoxy-1,4,6-trihydroxy-anthraquin one (1), together with four known naphthoquinones (2–5), were isolated from the culture of the mangrove fungus.
28 citations
TL;DR: A new diimide derivative, named ( − )-byssochlamic acid bisdiimide (1), was isolated from the mixed broth of two mangrove fungi from the South China sea coast and showed weak cytotoxic activity against Hep-2 and HepG2 cells.
21 citations
TL;DR: In this article, changyun et al. proposed a method to solve the problem of chemical synthesis of natural compounds in the context of marine drugs and applied it to the Ocean University of P. R. China.
Abstract: 0009-3130/10/4605-0828 2010 Springer Science+Business Media, Inc. 1) Key Laboratory of Marine Drugs, Ministry of Education, the School of Medicine and Pharmacy, Ocean University of P. R. China, Qingdao 266003, China, e-mail: changyun@ouc.edu.cn; 2) School of Medicine, Qingdao University, Qingdao 266071, P. R. China. Published in Khimiya Prirodnykh Soedinenii, No. 5, pp. 699–701, September–October, 2010. Original article submitted April 15, 2009. Chemistry of Natural Compounds, Vol. 46, No. 5, 2010
20 citations
TL;DR: This paper aims to demonstrate the efforts towards in-situ applicability of EMMARM, as to provide real-time information about concrete mechanical properties such as E-modulus and compressive strength.
18 citations
TL;DR: This paper presents a meta-modelling procedure for estimating the modeled response of the immune system to the presence of carbon dioxide in the form of “ghost particles”.
14 citations
TL;DR: In this paper, two natural keto-acid derivatives, 2,6,6-trimethyl-4-oxo-2-cyclohexene-1-acetic acid methyl ester (2), were reported from the whole plant of Sargassum pallidum (Turn.) C. Ag., and their structures were established by comprehensive analysis of spectral data, especially 2D NMR spectral results.
Abstract: Sargassum pallidum (Turn.) C. Ag., a kind of brown algae distributed mainly in the Shandong and Liaoning Provinces of China, has been used in folk medicine for a long time in China [1]. Only several polysaccharides from S. pallidum with antitumor and antioxidant activities have been reported [2]. However, there are no reports on phytochemical analysis of the secondary metabolites. In this paper, two new natural keto-acid derivatives, 2,6,6-trimethyl-4-oxo-2-cyclohexene-1-acetic acid (1) and 2,6,6-trimethyl-4-oxo-2-cyclohexene-1-acetic acid methyl ester (2), were reported from the whole plant of S. pallidum (Turn.) C. Ag.. Their structures were established by comprehensive analysis of the spectral data, especially 2D NMR spectral results. Compound 3 was isolated for the first time from the marine enviroment. Compound 1 was obtained as a yellow oil, [ ] D –7.96 (c 9.15, MeOH). The molecular formula of 1 was established as C11H16O3 from the results of ESI-MS ([M + H] + at m/z 197) and its NMR data. The molecular formula indicated four degrees of unsaturation within the molecule. The IR spectrum showed the presence of carbonyl groups (1653, 1651 cm–1). The 13C NMR and DEPT spectra showed that 1 has 11 carbon signals, attributable to 3 methyl, 2 methylene, 2 methine, and 4 quaternary carbons, including 1 ketone carbonyl at C 202.1 and 1 carboxyl at C 180.0. The 1H NMR spectrum together with HMQC data displayed one olefinic proton signal at H 5.79 (s), one triple signal due to one methine proton at H 2.70, two methylene group signals at H 2.02, 2.40 and H 2.17, 2.49, and three methyl group signals at H 1.03 (s, CH3), 1.04 (s, CH3), 2.03 (s, CH3). The whole structure of 1 was mainly determined by the HMBC spectra (Table 1). The correlations from H-9 proton to C-1, C-2, C-6, C-11 and the correlations from H-1 to C-2, C-3, C-6, C-9, C-11 suggested that C-1 was directly connected with C-2, C-6, and C-9. The correlations from H-5 to C-1, C-3, C-4, C-6, C-7, C-8, and the correlations from H-7, H-8 to C-1, C-5, C-6 indicated that C-5 was linked with C-4 and C-6. The correlations from H-3 to C-1, C-2, C-10 and the correlations from H-5 to C-3 confirmed that there were linkages between the C-3 and C-2, C-4 positions. Thus protons of 10-CH3 showed the HMBC correlations to the C-1, C-2 and C-3, placing the methyl group at the C-2 position. Thus, the structure of compound 1 was identified as 2,6,6-trimethyl-4-oxo-2-cyclohexene-1-acetic acid. As is known, compound 1 has not been reported previously as a natural product and was only obtained as a synthetic compound [3, 4].
13 citations
TL;DR: One new cembrane diterpenoid, named sarcolactone A (1), along with five known compounds (2-6) were isolated from the soft coral Sarcophyton infundibuliforme collected from the South China Sea.
Abstract: One new cembrane diterpenoid, named sarcolactone A (1), along with five known compounds (2-6) were isolated from the soft coral Sarcophyton infundibuliforme collected from the South China Sea. The structure of sarcolactone A (1) was elucidated by comprehensive analysis of spectral data, especially 2D-NMR spectra (H-1-H-1 COSY, HMBC and NOESY). All the compounds were evaluated for their brine shrimp lethality and antifouling activities.
13 citations
TL;DR: A new dihydroisocoumarin derivative containing an isoprenyl group, 5-(3'-methylbut-2'-enyloxy)-3,4-dihydro8-hydroxy-3-methylisochromen-1-one, was isolated from the mangrove fungus Cephalosporium sp. from the South China Sea.
Abstract: A new dihydroisocoumarin derivative containing an isoprenyl group, 5-(3'-methylbut-2'-enyloxy)-3,4-dihydro8-hydroxy-3-methylisochromen-1-one (1), was isolated from the mangrove fungus Cephalosporium sp. from the South China Sea. The structure of compound 1 was established by comprehensive analysis of the spectral data, especially 2D NMR spectra.
10 citations
TL;DR: One new δ-valerolactone and one new natural phenolic glycoside 2, together with four known compounds 3–6, were isolated from the fruits of Ligustrum lucidum and their structures were elucidated on the basis of spectral data.
Abstract: One new δ-valerolactone (1) and one new natural phenolic glycoside 2, together with four known compounds 3–6, were isolated from the fruits of Ligustrum lucidum. Their structures were elucidated on the basis of spectral data. The chemical transformation from 2 to 3 was observed. The immunomodulatory activities of the compounds were also evaluated.
Patent•
10 Feb 2010
TL;DR: In this article, a quinolinone alkaloid derivant as well as a preparation method and the application thereof are described, and the preparation method comprises the following steps: firstly, carrying out strain culture for marine fungi in a strain culture medium; then carrying out fermentation culture in a fermentation culture medium, filtering obtained fermentation liquor to obtain thallus; extracting the obtained thalls by an organic solvent; carrying out chromatographic separation for an extracting solution after the extracting solution is concentrated; and concentrating obtained eluent to obtain yellow powder.
Abstract: The invention relates to a quinolinone alkaloid derivant as well as a preparation method and the application thereof. The preparation method comprises the following steps: firstly, carrying out strain culture for marine fungi in a strain culture medium; then carrying out fermentation culture in a fermentation culture medium; filtering obtained fermentation liquor to obtain thallus; extracting theobtained thallus by an organic solvent; carrying out chromatographic separation for an extracting solution after the extracting solution is concentrated; and concentrating obtained eluent to obtain yellow powder, i.e. the quinolinone alkaloid derivant. The compound has very high killing effect on cotton aphids, diamond back moths and heliothis virescens, can be used as pesticide of microorganismsand also has large-scale production of raw materials and wide application prospect.
TL;DR: In this article, a soft coral Sarcophyton infundibuliforme collected front the South China Sea resulted in the isolation of the three new O-glycosylglycerol derivatives sarcoglycosides A-C (1-3), together with two known compounds, chimyl alcohol (4) and hexadecanol (5).
Abstract: Chemical examination of the soft coral Sarcophyton infundibuliforme collected front the South China Sea resulted in the isolation of the three new O-glycosylglycerol derivatives sarcoglycosides A-C (1-3), together with two known compounds, chimyl alcohol (4) and hexadecanol (5). Their structures were elucidated by combined spectral and chemical methods. All the compounds showed moderate toxicity to brine shrimps Artemia salina.