Yang-Hua Yi

Second Military Medical University, Shanghai, Shanghai, Shanghai Shi, China

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Publications (49)88.66 Total impact

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    ABSTRACT: Five new sesterterpenoids, compounds 1-5, have been isolated from the sponge Hippospongia lachne off Yongxing Island in the South China Sea. The structures of compounds 1-5 were elucidated through extensive spectroscopic analysis, including HRMS, 1D, and 2D NMR experiments. The stereochemistry, including absolute configurations of these compounds, was determined by spectroscopic, chemical, and computational methods. Compounds 1 and 5 showed moderate protein tyrosine phosphatase 1B (PTP1B) inhibitory activities with IC50 values of 5.2 μM and 8.7 μM, respectively, more potent than previously reported hippolides.
    Full-text · Article · Jul 2014 · Marine Drugs
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    ABSTRACT: Four new triterpene glycosides, variegatusides C-F (1-4), together with three structurally known triterpene glycosides, variegatusides A and B (5, 6), and holothurin B (7), were isolated from the sea cucumber Stichopus variegates Semper (Holothuriidae), collected from the South China Sea. Their structures were elucidated on the basis of extensive spectral analysis (nuclear magnetic resonance (NMR) and electrospray ionization mass spectrometry (ESIMS)) and chemical evidence. Variegatusides C-F exhibit the same structural feature consisting of the presence of a 23-hydroxyl group at the holostane-type triterpene aglycone side chain. Variegatuside C (1) has a double bond (24, 25) in this same chain, while variegatuside D (2) exhibits a 8(9)-ene bond in the holostane-type triterpene aglycone, which has not been extracted from other sea cucumber species. Compound 4 is a native compound from the sea cucumber S. variegates Semper, which has been reported to be desacetylstichloroside B1. Except for holothurin B, these glycosides have no sulfate group in their sugar chain and show potent antifungal activities in vitro biotests.
    Full-text · Article · Apr 2014 · Marine Drugs
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    ABSTRACT: Eighteen new 11,20-epoxy-3Z,5E-dien briaranes, gemmacolides AA-AR (1-18), were isolated together with three known analogs, dichotellides F (19) and I (20), and juncenolide C (21), from the South China Sea gorgonian Dichotella gemmacea. The structures of the compounds were elucidated by detailed spectroscopic analysis and comparison with reported data. The absolute configuration was determined based on the ECD experiment. In the in vitro bioassay, compounds 1-3, 5, 6, 8-12, and 14-19 exhibited different levels of growth inhibition activity against A549 and MG63 cell lines. Preliminary structure-activity analysis suggests that 12-O-isovalerate may increase the activity whereas 13- or 14-O-isovalerate may decrease the activity. Contribution of substitutions at C-2 and C-16 remains uncertain.
    Preview · Article · May 2013 · Marine Drugs
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    ABSTRACT: Two new alkene sulfates, (5Z)-dec-5-en-1-yl sulfate (4) and (3E)-dec-3-en-1-yl sulfate (5), together with three known sulfated alkanes, 2,6-dimethylheptyl sulfate (1), octyl sulfate (2), and decyl sulfate (3), were isolated from the sea cucumber Apostichopus japonicus. The structures of the new compounds 4 and 5 were elucidated by spectroscopic analysis, including ¹H-, ¹³C-, and 2D-NMR, ESI-MS, and HR-ESI-MS. Compounds 2 and 3 were isolated from natural sources for the first time. In preliminary bioassays in vitro, compounds 4 and 5 showed antibacterial, antifungal, and cytotoxic activities.
    No preview · Article · Jun 2012 · Chemistry & Biodiversity
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    ABSTRACT: Six new briarane diterpenoids, gemmacolides T-Y (1-6), were isolated together with three known analogs, juncenolide J (7), praelolide (8), and junceellolide C (9), from the South China Sea gorgonian Dichotella gemmacea. The structures of the new compounds were elucidated by detailed spectroscopic analysis and comparison with reported data. The absolute configuration was suggested based on biosynthetic considerations. In an in vitro bioassay, compounds 3 and 6 showed potent growth inhibition towards tumor cell lines of A549 and MG63, being stronger than the positive control of adriamycin. These compounds also exhibited weak antimicrobial activity against the bacterium Escherichia coli and the fungi Microbotryum violaceum and Septoria tritici.
    No preview · Article · May 2012 · Bioorganic & medicinal chemistry letters
  • Ming-Ping LA · Jun-Jie SHAO · Jian JIAO · Yang-Hua YI
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    ABSTRACT: AimTo study the chemical constituents of the sea cucumber Cucumaria frondosa.Methods Three sphingosine-type glucocerebrosides, CF-3-1, CF-3-2 and CF-3-3 were isolated by means of high performance liquid chromatography (HPLC) from a cerebroside molecular species 3 which was obtained from the less polar fraction of the 65% EtOH extract of the sea cucumber Cucumaria frondosa Gunnerus.ResultsThe structures of these cerebrosides were determined on the basis of chemical and spectroscopic evidences.Conclusion Three compounds were isolated from the sea cucumber Cucumaria frondosa for the first time. CF-3-3 and CF-3-2 were obtained as pure compounds for the first time.
    No preview · Article · Mar 2012 · Chinese Journal of Natural Medicines
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    ABSTRACT: Six new (3Z,5E)-11,20-epoxybriara-3,5-dien-7,18-olide diterpenoids, gemmacolides N-S (1-6), were isolated together with four known analogues, juncenolide D, and juncins R, S and U (7-10), from the South China Sea gorgonian Dichotella gemmacea. The structures of the new compounds were elucidated by the detailed analysis of spectroscopic data in combination with the comparison with reported data. The absolute configuration of 1 was determined by a TDDFT calculation of its solution ECD spectrum, affording the determination of absolute configuration of other analogues by simply comparing their ECD spectra with that of 1. The cytotoxic and antimicrobial activities of these compounds were evaluated. In preliminary in vitro bioassays, compounds 4, 5, 6, 8 and 9 showed cytotoxicity against A549 and MG63, while compounds 1, 2, 4, 7-10 showed antimicrobial activity against the fungus Septoria tritici and the bacterium Escherichia coli.
    Full-text · Article · Dec 2011 · Marine Drugs
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    ABSTRACT: Seven new briarane diterpenoids, gemmacolides G-M (1-7), were isolated together with two known analogues, juncin O and junceellolide C, from the South China Sea gorgonian Dichotella gemmacea. The structures of the new compounds were elucidated by detailed analysis of spectroscopic data and comparison with reported data. In an in vitro bioassay, these compounds exhibited different levels of growth inhibition activity against A549 and MG63 cells. In particular, compound 4 was more active than the positive control adriamycin against A549 cells. Compounds 4 and 7 also exhibited weak antimicrobial activity against the bacterium Bacillus megaterium and the fungus Septoria tritici, respectively.
    Preview · Article · Jul 2011 · Journal of Natural Products
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    ABSTRACT: Eight new acyclic manoalide-related sesterterpenes, hippolides A-H (1-8), together with two known manoalide derivatives, (6E)-neomanoalide (9) and (6Z)-neomanoalide (10), were isolated from the South China Sea sponge Hippospongia lachne. The absolute configurations of 1-8 were established by the modified Mosher's method and CD data. Compound 1 exhibited cytotoxicity against A549, HeLa, and HCT-116 cell lines with IC50 values of 5.22×10(-2), 4.80×10(-2), and 9.78 μM, respectively. Compound 1 also showed moderate PTP1B inhibitory activitiy with an IC50 value of 23.81 μM, and compound 2 showed moderate cytotoxicity against the HCT-116 cell line and PTP1B inhibitory activity with IC50 values of 35.13 and 39.67 μM, respectively. In addition, compounds 1 and 5 showed weak anti-inflammatory activity, with IC50 values of 61.97 and 40.35 μM for PKCγ and PKCα, respectively.
    Full-text · Article · May 2011 · Journal of Natural Products
  • Juan Huo · Hua Tang · Ling Li · Bao-Shu Liu · Peng Sun · Yang-Hua Yi · Wen Zhang
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    ABSTRACT: Objective: To investigate the bioactive constituents of coral Scleronephthya sp. collected from the South China Sea. Methods: The compounds were isolated and purified using repeated column chromatographies on Sephadex LH-20, normal- and reversed-phase silica gels, and RP-HPLC. The structures of the compounds were elucidated based on the detailed spectroscopic analysis in combination with reported data. The in vitro antimicrobial activity of these compounds were assessed by an agar diffusion test. Results and conclusion: Three 5α, 8α-epidioxysterols, two alkyl glycerol ethers and 1, 2-O-alkyl glycerol were isolated from Scleronephthya sp. ; these compounds displayed different levels of antifungal and antibacterial activities in bioassay in vitro. Compound 5 inhibited the growth of Gram-negative bacterium Escherichia coli and the Gram-positive bacterium Bacillus megaterium. Compound 6 showed marked antifungal activity against Microbotryum violaceum. Compounds 1-4 demonstrated a weak antimicrobial activity.
    No preview · Article · Jan 2011 · Academic Journal of Second Military Medical University
  • Hua Han · Qiang-Zhi Xu · Hai-Feng Tang · Yang-Hua Yi · Wei Gong
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    ABSTRACT: Two new holostane-type triterpene glycosides, named pentactasides I (1) and II (2), and a new natural product, pentactaside III (3), together with two known glycosides, philinopsides A (4) and B (5), were isolated from the sea cucumber Pentacta quadrangularis. Their structures were elucidated by extensive spectroscopic analysis and chemical evidences. Compounds 1 and 2 possess the same trisaccharide moiety which is a rare structural feature among naturally occurring sea cucumber glycosides and has been infrequently reported, while 3 is a sulfated diglycoside. All the glycosides showed significant in vitro cytotoxicities against six tumor cell lines (P-388, A-549, MCF-7, MKN-28, HCT-116, and U87MG) with IC(50) in the range of 0.60-3.95 µM.
    No preview · Article · Nov 2010 · Planta Medica
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    ABSTRACT: A new sulfated holostane glycoside, leucospilotaside B (1), together with the two related structurally known compounds holothurin B(2) (2) and holothurin B (3), was isolated from sea cucumber Holothuria leucospilota collected from the South China Sea. The structure of 1 was elucidated by spectral analysis (1H-, 13C-, and 2D-NMR, ESI-MS, and HR-ESI-MS) and chemical methods. The compounds 1-3 possess the same disaccharide moiety, but were different in the side chains of the triterpene aglycone. Compound 1 showed significant cytotoxicities against four human tumor cell lines, HL-60, MOLT-4, A-549, and BEL-7402.
    No preview · Article · Jul 2010 · Chemistry & Biodiversity
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    ABSTRACT: Four new cyclopeptides, phakellistatins 15-18 (2-5), together with five known cyclopeptides, phakellistatin 13 (1), hymenistatin 1, and hymenamides G, H, and J, were isolated from the South China Sea sponge Phakellia fusca. Their structures were elucidated by HR-ESIMS, NMR, and MALDI-TOF/TOF sequence analysis. The absolute configurations of the amino acid residues of 2-5 were assigned to be l by enantioselective HPLC analysis. © 2010 The American Chemical Society and American Society of Pharmacognosy.
    Full-text · Article · Mar 2010 · Journal of Natural Products
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    ABSTRACT: A new scalarane sesterterpene, phyllofolactone M (1), and a new sterol, (24E)-5alpha,6alpha-epoxystigmasta-7,24(28)-dien-3beta-ol (3), together with a known sesterterpene, phyllofolactone B (2), were isolated from the South China Sea sponge Phyllospongia foliascens. Their structures were elucidated by spectroscopic analysis and comparison with known compounds. In addition, previous NMR data assignments for the known sesterterpene phyllofolactone B (2) were revised.
    Full-text · Article · Feb 2010 · Molecules
  • Hua Han · Qiang-Zhi Xu · Yang-Hua Yi · Wei Gong · Bing-Hua Jiao
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    ABSTRACT: Two new disulfated triterpene glycosides, pentactasides B and C (1 and 2, resp.), were isolated from the sea cucumber Pentacta quadrangularis collected from the South China Sea. Their structures were elucidated by extensive spectral analysis (2D-NMR and MS) and chemical methods. The compounds 1 and 2 possess the same tetrasaccharide moieties with two sulfated groups, but are different in the side chains of the triterpene aglycone. Pentactasides B and C (1 and 2, resp.) showed significant cytotoxicities (IC(50) 0.09-2.30 microM) against different human tumor cell lines.
    No preview · Article · Jan 2010 · Chemistry & Biodiversity
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    ABSTRACT: To study the new antifungal active triterpene glycosides of sea cucumber Holothuria scabra. Triterpene glycosides from Holothuria scabra were separated and purified by silica gel chromatography, reversed-phase silica gel chromatography and RP-HPLC. Their structures were elucidated on the basis of spectral data and chemical evidence. Three triterpene glycosides were identified as scabraside A (1), echinoidea A (2) and holothurin A1 (3). Scabraside A (1) is a new triterpene glycoside, and compounds 2 and 3 were isolated from Holothuria scabra for the first time. They showed antifungal activities (1 < or = MIC80 < or = 16 microg mL(-1)).
    Preview · Article · Jun 2009 · Yao xue xue bao = Acta pharmaceutica Sinica
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    ABSTRACT: Three new scalarane sesterterpenes, phyllofolactone L (1), phyllofenone D (2) and phyllofenone E (3), were isolated from the acetone extract of the South China Sea sponge Phyllospongia foliascens. Their structures were elucidated on the basis of spectroscopic analysis. Phyllofenone D (2) was cytotoxic against the P388 leukemia cell line with an IC50 value of 6.5 μg/ml.
    No preview · Article · Apr 2009 · Helvetica Chimica Acta
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    ABSTRACT: Three new holostan-type triterpene glycosides, arguside F (1), impatienside B (2), and pervicoside D (3), together with a known saponin, holothurin B ( 4) were isolated from the sea cucumber Holothuria (Microthele) axiloga H. L. Clark. On the basis of spectroscopic data and chemical reactions, the structures of the new compounds were elucidated. Compound 2 showed significant antifungal activities against six strains (1 < or = MIC(80) < or = 4 microg/mL). The stereochemistry of holothurin B (4) isolated from the title sea cucumber was also solved through X-ray diffraction analysis.
    No preview · Article · Feb 2009 · Planta Medica
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    ABSTRACT: OBJECTIVE: To study the bioactive triterpene glycosides in sea cucumber Holothuria leucospilota. METHODS: Triterpene glycosides in the sea cucumber were isolated and purified by column chromatography on DA-101, silica gel, reversed-phase silica and reversed HPLC. Their chemical structures were identified on the basis of chemical properties and spectral data. The cytotoxicities of the compounds obstained were tested with human cervical carcinoma HeLa cells, gastric carcinoma BEL-7402 cells, and breast carcinoma MCF-7 cells. RESULTS: Three triterpene glycosides were obstained from the sea cucumber studied and their structures were identified as leucospilotaside D(1), holothurin B(2), and holothurin B 2 (3). Their inhibition ratios for HeLa, BEL-7402, and MCF-7 cells were high. CONCLUSION: Compound 1 is obstained from Holothuria leucospilota for the first time. All glycosides show marked in vitro antitumor activity.
    No preview · Article · Jan 2009 · Chinese Journal of Natural Medicines
  • Shi-Long Zhang · Ling Li · Peng Sun · Yang-Hua Yi
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    ABSTRACT: Two new sulphated triterpene glycosides, lecanorosides A (1) and B (2), along with the known compounds holothurins A (3), A(1) (4), and B (5), were isolated from the sea cucumber Actinopyga lecanora. Their structures were deduced from extensive spectral analysis (NMR and MS) and chemical evidence. Glycosides 1 and 4 showed marginal in vitro cytotoxicity against two human tumour cell lines.
    No preview · Article · Jan 2009 · Journal of Asian Natural Products Research

Publication Stats

917 Citations
88.66 Total Impact Points

Institutions

  • 2002-2014
    • Second Military Medical University, Shanghai
      • Department of Anesthesiology
      Shanghai, Shanghai Shi, China