Biao Jiang
Chinese Academy of Sciences
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Publication
Featured researches published by Biao Jiang.
Organic Letters | 2014
Lei Han; Ping Xing; Biao Jiang
Silver NHC catalysts have been developed for the selective oxidation of alcohols to aldehydes or carboxylic acids in the presence of BnMe3NOH or KOH under dry air. The aerobic oxidation conditions are mild, and the yield is excellent. Further tandem catalysis enables the one-pot synthesis of imines in excellent yield. Only 0.1 mol % of the catalyst is required.
Tetrahedron Letters | 2003
Biao Jiang; Yu-Gui Si
Abstract A mild and efficient addition of terminal alkynes to imines in the presence of ZnCl 2 , Et 3 N and TMSCl gives propargylamines in good yields.
Tetrahedron Letters | 2002
Biao Jiang; Yu-Gui Si
Abstract A mild and efficient addition of terminal acetylenes to carbonyl compounds in the presence of ZnCl 2 and Et 3 N gives propargylic alcohols in good to high yields.
Tetrahedron Letters | 2002
Biao Jiang; Yan Feng
Abstract C 2 -Symmetric diamino diols were used as chiral ligands to induce the asymmetric addition of lithium acetylides to carbonyl groups. The enantiomeric excesses (up to 99% ee) depended on the structure of the acetylene.
Current Organic Chemistry | 2004
Cai-Guang Yang; Hao Huang; Biao Jiang
The marine sponges are the source of a unique group of natural products featuring a novel skeleton, the two indole rings were directed linked by a central heterocyclic moiety. Since topsentin, a bis(indolyl)imidazole, and its analogues were isolated from Topsentia genitrix about a decade ago, scientists have isolated various novel bis(indole) alkaloids from marine organisms especially from deep-water sponges in succession. Over the last 15 years there has been an ever-increasing interest in the biological activity of these molecules. These studies became possible as a result of the scientific development of isolation, purification and total synthesis methods concomitant with the development of fairly simple in vitro tests. This paper offers a general view of the recent progress in the field of novel marine bis(indole) alkaloids, including the topsentins, nortopsentins, rhopaladins, hamacanthins, and dragmacidins family natural products. It focuses on the isolation, structure determination, and total synthesis of these bioactive alkaloids.
Tetrahedron-asymmetry | 2002
Cai-Guang Yang; Jun Wang; Xiao-Xia Tang; Biao Jiang
Abstract A useful approach for the direct enantioselective synthesis of (S)-N-Boc-protected α-indol-3-ylglycinols from vinyl indoles using the Sharpless asymmetric aminohydroxylation reaction, with enantioselectivities of up to 94% and isolated yields of up to 65%, is described. Expeditious enantioselective syntheses of hamacanthin A and dragmacidin A have been achieved using the corresponding N-Boc-protected α-6-bromo-indol-3-ylglycinol as the key intermediate. Furthermore, the absolute stereochemistry of cis- and trans-dihydrohamacanthin A has been determined through the enantioselective total synthesis of the unnatural enantiomers.
Tetrahedron Letters | 2001
Biao Jiang; Cai-Guang Yang; Xiao-Hui Gu
Abstract Optically active α-indolyl N-substituted glycines were synthesized by reaction of an indolyl boronic acid with glyoxylic acid using chiral methylbenzylamine as the chiral auxiliary with high diastereoselectivity. The absolute configuration of the product was determined by a single-crystal X-ray analysis.
Tetrahedron Letters | 2000
Biao Jiang; Yan Feng; Jian Zheng
Abstract The reducing agent prepared from sodium borohydride, trimethylsilyl chloride and a catalytic amount of ( S )-α,α-diphenylpyrrolidinemethanol has been successfully applied to the enantioselective reduction of ketones. The optically active secondary alcohols were obtained in excellent enantiomeric excess and almost quantitative chemical yield.
Journal of the National Cancer Institute | 2014
Yingying Lin; Yongming Qiu; Cheng Xu; Qiaoling Liu; Baowei Peng; Gunnar F. Kaufmann; Xi Chen; Bin Lan; Chongyang Wei; Desheng Lu; Yueshan Zhang; Yifeng Guo; Zhimin Lu; Biao Jiang; Thomas S. Edgington; Fang Guo
BACKGROUND Asparaginyl endopeptidase (AEP) has been implicated in human cancer development. However, the molecular mechanisms underlying AEP regulation, including the role of pro-AEP activation, remain elusive. METHODS We investigated the regulation of AEP by TRAF6 and its effects on tumor progression and metastasis in cancer cell lines, murine models, and specimens from patients using biochemical analyses, confocal microscopy, immunoelectron microscopy, and migration-invasion assays. The sera of healthy donors and breast cancer patients were examined by enzyme-linked immunosorbent assay, and a tissue array of 314 breast cancer specimens was assessed for AEP and TRAF6 by immunohistochemistry. Furthermore, the effects of AEP inhibitors or monoclonal antibodies on pulmonary metastasis were evaluated in murine models. The statistical significance between groups was determined using two-tailed Student t tests. RESULTS We demonstrate that TRAF6 ubiquitinates the proform of AEP through K63-linked polyubiquitin, reversible by USP17, and forms a complex with HSP90α to subsequently promote pro-AEP intracellular stability as well as secretion. Disrupting the interaction between pro-AEP and TRAF6 or inhibiting HSP90α reduced pro-AEP secretion and consequently reduced tumor metastasis. Higher circulating AEP levels were detected in the sera of breast cancer patients, and AEP inhibitors or neutralizing antibodies remarkably decreased tumor metastasis in murine models. Notably, TRAF6 and AEP were overexpressed in human breast neoplasms and correlated with poor prognosis. Patients with low AEP/TRAF6 expression survived for a mean of 111 months (95% confidence interval [CI] = 108 to 115 months), whereas those with high AEP/TRAF6 expression survived for a mean of only 61 months (95% CI = 42 to 79 months; P < .001). CONCLUSIONS Our study elucidates a novel mechanism of AEP regulation and an alternative oncogenic pathway for TRAF6 in breast cancer, which suggests that AEP and TRAF6 protein levels may have prognostic implications in breast cancer patients. Thus, AEP may serve as a biomarker as well as new therapeutic target.
Tetrahedron | 2001
Biao Jiang; Ying Kan; Ao Zhang
Abstract A new type of cyanoboronate 4 was prepared and used as a new cyano group source in palladium-catalyzed cyanations of aryl and heteroaryl halides to afford the corresponding aryl and heteroaryl nitriles.