The Experts below are selected from a list of 516 Experts worldwide ranked by ideXlab platform
Bastien Nay - One of the best experts on this subject based on the ideXlab platform.
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An Integrative Approach to Decipher the Chemical Antagonism between the Competing Endophytes Paraconiothyrium variabile and Bacillus subtilis
J.Nat.Prod., 2017Co-Authors: Marine Vallet, Bastien Nay, Quentin P. Vanbellingen, Jean-pierre Le Caer, Serge Della-negra, David Touboul, Katherine R. Duncan, Alain Brunelle, Soizic PradoAbstract:An integrative approach combining traditional natural products chemistry, molecular networking, and mass spectrometry imaging has been undertaken to decipher the molecular dialogue between the fungus Paraconiothyrium variabile and the bacterium Bacillus subtilis, which were isolated as endophytes from the conifer Cephalotaxus harringtonia and are characterized by a strong and mutual antibiosis. From this study, we highlight that bacterial surfactins and a fungal tetronic acid are involved in such competition and that the fungus is able to hydrolyze surfactins to fight against the bacterial partner.
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An Integrative Approach to Decipher the Chemical Antagonism between the Competing Endophytes Paraconiothyrium variabile and Bacillus subtilis
2017Co-Authors: Marine Vallet, Bastien Nay, Quentin P. Vanbellingen, Serge Della-negra, David Touboul, Katherine R. Duncan, Alain Brunelle, Jean-pierre Le Caer, Soizic PradoAbstract:An integrative approach combining traditional natural products chemistry, molecular networking, and mass spectrometry imaging has been undertaken to decipher the molecular dialogue between the fungus Paraconiothyrium variabile and the bacterium Bacillus subtilis, which were isolated as endophytes from the conifer Cephalotaxus harringtonia and are characterized by a strong and mutual antibiosis. From this study, we highlight that bacterial surfactins and a fungal tetronic acid are involved in such competition and that the fungus is able to hydrolyze surfactins to fight against the bacterial partner
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natural products from Cephalotaxus sp chemical diversity and synthetic aspects
Natural Product Reports, 2012Co-Authors: Hajer Abdelkafi, Bastien NayAbstract:The Cephalotaxus genus belongs to the Cephalotaxaceae family of conifers. Over the past decades it has proved to be a fruitful source of interesting natural products, especially alkaloids (cephalotaxine esters) and terpenoids (abietanes, troponoids), which often display medicinal properties, especially in the anticancer area. Homoharringtonine is active against some orphan leukaemia and is nowadays approaching marketability. A phytochemical update will be provided and the total synthesis of alkaloids and terpenoids will be discussed in detail.
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natural products from Cephalotaxus sp chemical diversity and synthetic aspects
Natural Product Reports, 2012Co-Authors: Hajer Abdelkafi, Bastien NayAbstract:Covering: up to 2012 The Cephalotaxus genus belongs to the Cephalotaxaceae family of conifers. Over the past decades it has proved to be a fruitful source of interesting natural products, especially alkaloids (cephalotaxine esters) and terpenoids (abietanes, troponoids), which often display medicinal properties, especially in the anticancer area. Homoharringtonine is active against some orphan leukaemia and is nowadays approaching marketability. A phytochemical update will be provided and the total synthesis of alkaloids and terpenoids will be discussed in detail.
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further studies of the norditerpene harringtonolide isolated from Cephalotaxus harringtonia var drupacea absolute configuration cytotoxic and antifungal activities
Planta Medica, 2008Co-Authors: Laurent Evanno, Akino Jossang, Julie Nguyenpouplin, Diane Delaroche, Patrick Herson, Mannan Seuleiman, Bernard Bodo, Bastien NayAbstract:Harringtonolide (= hainanolide) is a complex polycyclic fused norditerpene isolated from Cephalotaxus HARRINGTONIA var. DRUPACEA. In spite of its appealing biological properties - we measured an IC (50) of 43 nM on KB cells and a significant antifungal activity - its absolute configuration has not yet been firmly established. This was done herein using X-ray anomalous scattering after bromination of the tropone ring, unambiguously giving the stereochemistry 5 R,6 R,7 S,13 S,14 S,15 R,16 R. Detailed IN VITRO biological measurements are provided.
Xianghai Cai - One of the best experts on this subject based on the ideXlab platform.
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bioactive norditerpenoids from Cephalotaxus fortunei var alpina and c lanceolata
Phytochemistry, 2018Co-Authors: Xiuhong Zhong, Xiaojiao Chen, Meifen Bao, Bingjie Zhang, Xianghai CaiAbstract:Abstract Twenty-eight naturally occurring Cephalotaxus tropone analogues, including 19 previously undescribed ones, were identified from Cephalotaxus fortunei Hook. var. alpina H. L. Li and C. lanceolata K. M. Feng. The presence of the C20 cephinoids A−E revealed that these tropones were assigned to the norditerpenoids and were perhaps derived from labdane-type diterpenoids. These norditerpenoids showed excellent cytotoxicity against human cancer cells (IC50, 20–0.1 μM) in vitro. The SAR (structure-activity relationship) analysis disclosed that the tropone moiety and the lactone ring were crucial structural features for the observed activities. Further SAR analyses led to a new candidate, cephinoid H, which demonstrated an inhibition of 49.0% by administration to zebrafish at a dose of 60.0 ng/mL, compared to cisplatin (DDP, 22.4%) at 15.0 μg/mL. These compounds might affect the NF-κB signaling pathway rather than binding to microtubules. Additionally, the isolated norditerpenoids showed almost equal anti-inflammatory activities compared to the positive control, MG132.
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abietane diterpenoids from Cephalotaxus lanceolata
Natural Product Research, 2017Co-Authors: Xiaojiao Chen, Meifen Bao, Li Wang, Xianghai CaiAbstract:A new abietane diterpenoid, 12-O-methyl-20-deoxocarnosol-3-one (1), and eight known abietane diterpenoids including 13-abietadien-12-one (2), 5,6-dehydrosugiol (3), sugiol (4), torreyayunnin (5), taxusabietane A (6), hinokiol (7), 3-acetoxyabieta-8,11,13-trien-12-ol (8), and martiusane (9) were obtained from leaves and twigs of Cephalotaxus lanceolata. The structures of isolated compounds (1-9) were determined based on analysis of their spectroscopic data and comparison with those reported in the literature. Compounds 3, 8 and 9 were first isolated from the plants of Cephalotaxus genus.
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two key biogenetic intermediates of Cephalotaxus alkaloids from Cephalotaxus oliveri and c lanceolata
Tetrahedron Letters, 2016Co-Authors: Johann Schinnerl, Meifen Bao, Bingjie Zhang, Xianghai CaiAbstract:Abstract Two new Cephalotaxus alkaloids, (±)-cephaloliverine A (1) and cephalolancine A (2) were isolated from Cephalotaxus oliveri and Cephalotaxus lanceolata respectively. Their structures were determined on the basis of spectroscopic techniques including NMR, IR, UV, mass spectrometry, and X-ray diffraction. Cephalolancine A (2) features a new skeleton-type. The discovery of these alkaloids provides biogenetic evidences of the formation of Cephalotaxus alkaloids.
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five new alkaloids from Cephalotaxus lanceolata and c fortunei var alpina
Natural Products and Bioprospecting, 2016Co-Authors: Xiuhong Zhong, Meifen Bao, Bingjie Zhang, Jie Cai, Xianghai CaiAbstract:Five new alkaloids (1-5) were isolated from the leaves and twigs of Cephalotaxus lanceolata and C. fortunei var. alpina along with 24 known alkaloids. The new structures were elucidated based on spectroscopic data including 1D and 2D NMR, FTIR, UV and MS. These new alkaloids showed no cytotoxicity to HeLa, SGC-7901 gastric cancer, and A-549 lung cancer cell lines.
Huiming Hua - One of the best experts on this subject based on the ideXlab platform.
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diterpenoids from Cephalotaxus fortunei var alpina and their cytotoxic activity
Bioorganic Chemistry, 2020Co-Authors: Yuetong Wang, Chunxue Zhao, Zhaoxiang Shao, Yongkui Jing, Qinxue Jing, Bin Lin, Huiming HuaAbstract:Abstract Cephafortunoids A–D (1–4), four new compounds, together with ten known ones (5–14), were isolated from the branches and leaves of Cephalotaxus fortunei var. alpina. 1 and 2 represent the first examples of Cephalotaxus troponoid diterpenoids featured an intact C20 skeleton with CH3-17 migrating to C-15 and C-13 respectively. 3 and 4 are novel cephalotane-type diterpenoids with an epoxy ring between C-12 and C-13. The structures of isolated compounds were established by extensive spectroscopic methods, electronic circular dichroism (ECD) calculations, and comparison with reported data. In in vitro bioassays, all isolated compounds were evaluated for their cytotoxic activities against human promyelocytic leukemia cells (HL-60), human acute monocytic leukemia cells (THP-1), human breast cancer cells (MDA-MB-231), and human prostate cancer cells (PC-3). 5–9 exhibited prominent cytotoxicity against HL-60 and THP-1 with GI50 values of 0.27–5.48 and 0.48–7.54 μM, respectively. 5–8 showed evident cytotoxicity against MDA-MB-231 and PC-3 with IC50 values of 1.96–10.66 and 2.72–13.99 μM, severally. 6 with an IC50 value of 2.72 ± 0.35 μM displayed stronger cytotoxicity against PC-3 than the positive control etoposide. The structure-activity relationship of these compounds and plausible biogenetic pathways for 1–4 were discussed.
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cephasinenoside a a new cephalotane diterpenoid glucoside from Cephalotaxus sinensis
Tetrahedron Letters, 2019Co-Authors: Chunxue Zhao, Zhaoxiang Shao, Yongkui Jing, Huiming HuaAbstract:Abstract A new cephalotane diterpenoid glucoside, cephasinenoside A (1), was isolated from the twigs and leaves of Cephalotaxus sinensis (Rehd. et Wils.) Li. The structure of 1 was established on the basis of spectroscopic analyses and ECD calculations. Compound 1 represents the first cephalotane diterpenoid glycoside which inhibits the proliferation of human acute myeloid leukemia HL-60 cells with a GI50 value of 7.17 ± 1.03 μM.
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aromatic compounds from endophytic fungus colletotrichum sp l10 of Cephalotaxus hainanensis li
Fitoterapia, 2012Co-Authors: Gang Chen, Wen-li Mei, Hao-fu Dai, Huiming Hua, Yuehu PeiAbstract:Six aromatic compounds were isolated from the endophytic fungus Colletotrichum sp. of Cephalotaxus hainanensis Li [Cephalotaxus mannii Hook. f.]. Their structures were determined on the basis of chemical and spectroscopic methods. The compound 2 was the enantiomer of compound 1. The compound 4 was the epimeride of the compound 3. The compounds 1, 2, 4 and 5 were evaluated for cytostatic activity against HL-60 and PC-3 cells.
Jian-min Yue - One of the best experts on this subject based on the ideXlab platform.
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17 nor cephalotane type diterpenoids from Cephalotaxus fortunei
Journal of Natural Products, 2019Co-Authors: Hong-chun Liu, Jian Ding, Yao-yue Fan, Guocai Wang, Qunfang Liu, Jian-min YueAbstract:Seventeen new 17- nor-cephalotane-type diterpenoids, fortalpinoids A-Q (1-17), were isolated from the seeds of Cephalotaxus fortunei var. alpine. Compound 12 represents the first 17- nor-cephalotane-type diterpenoid featuring an 8-oxabicyclo[3.2.1]oct-2-ene moiety. The absolute configuration of fortunolide A (18) was determined for the first time, and the structure of cephinoid Q was revised to 14- epi-cephafortoid A (24) by X-ray crystallographic data analysis. Some of the compounds showed significant cytotoxicity against A549 and HL-60 cells, and the structure-activity relationship of this compound class is discussed.
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cephanolides a j cephalotane type diterpenoids from Cephalotaxus sinensis
Journal of Natural Products, 2017Co-Authors: Yao-yue Fan, Jian Ding, Hong-chun Liu, Li-she Gan, Jian-min YueAbstract:Ten new cephalotane-type diterpenoids, cephanolides A-J (1-10), and two known analogues were isolated and characterized from Cephalotaxus sinensis. Compounds 1-3 represent the first examples of A-ring-contracted cephalotane-type dinorditerpenoids, and compound 4 is an A-ring-contracted norditerpenoid. The biosynthetic pathways for compounds 1-4 are postulated with the coexisting cephalotane-type troponoids as the precursors. Compounds 11 and 12 showed significant cytotoxicities against a panel of tumor cell lines (A549, KB, HL-60, and HT-29) with IC50 values ranging from 0.464 to 6.093 μM.
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Diterpenoids and Lignans from Cephalotaxus fortunei
2017Co-Authors: Jin-xin Zhao, Jian Ding, Yao-yue Fan, Li-she Gan, Jian-min YueAbstract:Five new diterpenoids including two Cephalotaxus troponoids (1 and 2), two 17-nor-cephalotane-type diterpenoids (3 and 4), and an abietane-type diterpenoid (5), two new lignans (6 and 7), and a new trisnorneoligan (8) along with eight known compounds were identified from the twigs and leaves of Cephalotaxus fortunei. The structure of 11-hydroxyhainanolidol was revised as 10-hydroxyhainanolidol (9) by X-ray crystallographic data. Compounds 3 and 4 are the first examples of 17-nor-cephalotane-type diterpenoids that are likely the biosynthesis precursors of the co-occurring troponoids (e.g., 1, 2, and 9). Compound 1 exhibited cytotoxic activities against HL-60 and A-549 cells with IC50 values of 0.77 ± 0.05 and 1.129 ± 0.057 μM, respectively
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Cephanolides A–J, Cephalotane-Type Diterpenoids from Cephalotaxus sinensis
2017Co-Authors: Yao-yue Fan, Jian Ding, Hong-chun Liu, Li-she Gan, Jian-min YueAbstract:Ten new cephalotane-type diterpenoids, cephanolides A–J (1–10), and two known analogues were isolated and characterized from Cephalotaxus sinensis. Compounds 1–3 represent the first examples of A-ring-contracted cephalotane-type dinorditerpenoids, and compound 4 is an A-ring-contracted norditerpenoid. The biosynthetic pathways for compounds 1–4 are postulated with the coexisting cephalotane-type troponoids as the precursors. Compounds 11 and 12 showed significant cytotoxicities against a panel of tumor cell lines (A549, KB, HL-60, and HT-29) with IC50 values ranging from 0.464 to 6.093 μM
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cephalotanins a d four norditerpenoids represent three highly rigid carbon skeletons from Cephalotaxus sinensis
Chemistry: A European Journal, 2016Co-Authors: Yao-yue Fan, Li-she Gan, Yubo Zhou, Jian-min YueAbstract:Four polycyclic norditerpenoids, cephalotanins A-D (1-4) representing three unprecedented carbon skeletons with highly rigid ring systems, were isolated from Cephalotaxus sinensis and structurally characterized by a combination of various methods. Compounds 1 and 2 are new skeletal norditerpenoid trilactones, while 3 and 4 are two norditerpenoids featuring different new carbon skeletons. Biosynthetic pathways for 1-4 were proposed by involving diverse and very fascinating chemical events with the coexisting cephalotane troponoids as the precursors. Compound 1 exhibited good NF-κB inhibition with an IC50 value of 4.12±0.61 μΜ.
Jian Ding - One of the best experts on this subject based on the ideXlab platform.
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17 nor cephalotane type diterpenoids from Cephalotaxus fortunei
Journal of Natural Products, 2019Co-Authors: Hong-chun Liu, Jian Ding, Yao-yue Fan, Guocai Wang, Qunfang Liu, Jian-min YueAbstract:Seventeen new 17- nor-cephalotane-type diterpenoids, fortalpinoids A-Q (1-17), were isolated from the seeds of Cephalotaxus fortunei var. alpine. Compound 12 represents the first 17- nor-cephalotane-type diterpenoid featuring an 8-oxabicyclo[3.2.1]oct-2-ene moiety. The absolute configuration of fortunolide A (18) was determined for the first time, and the structure of cephinoid Q was revised to 14- epi-cephafortoid A (24) by X-ray crystallographic data analysis. Some of the compounds showed significant cytotoxicity against A549 and HL-60 cells, and the structure-activity relationship of this compound class is discussed.
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cephanolides a j cephalotane type diterpenoids from Cephalotaxus sinensis
Journal of Natural Products, 2017Co-Authors: Yao-yue Fan, Jian Ding, Hong-chun Liu, Li-she Gan, Jian-min YueAbstract:Ten new cephalotane-type diterpenoids, cephanolides A-J (1-10), and two known analogues were isolated and characterized from Cephalotaxus sinensis. Compounds 1-3 represent the first examples of A-ring-contracted cephalotane-type dinorditerpenoids, and compound 4 is an A-ring-contracted norditerpenoid. The biosynthetic pathways for compounds 1-4 are postulated with the coexisting cephalotane-type troponoids as the precursors. Compounds 11 and 12 showed significant cytotoxicities against a panel of tumor cell lines (A549, KB, HL-60, and HT-29) with IC50 values ranging from 0.464 to 6.093 μM.
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Diterpenoids and Lignans from Cephalotaxus fortunei
Journal of Natural Products, 2017Co-Authors: Jin-xin Zhao, Jin-biao Xu, Cheng-hui Xu, Jian DingAbstract:Five new diterpenoids including two Cephalotaxus troponoids (1 and 2), two 17-nor-cephalotane-type diterpenoids (3 and 4), and an abietane-type diterpenoid (5), two new lignans (6 and 7), and a new trisnorneoligan (8) along with eight known compounds were identified from the twigs and leaves of Cephalotaxus fortunei. The structure of 11-hydroxyhainanolidol was revised as 10-hydroxyhainanolidol (9) by X-ray crystallographic data. Compounds 3 and 4 are the first examples of 17-nor-cephalotane-type diterpenoids that are likely the biosynthesis precursors of the co-occurring troponoids (e.g., 1, 2, and 9). Compound 1 exhibited cytotoxic activities against HL-60 and A-549 cells with IC50 values of 0.77 ± 0.05 and 1.129 ± 0.057 μM, respectively.
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Diterpenoids and Lignans from Cephalotaxus fortunei
2017Co-Authors: Jin-xin Zhao, Jian Ding, Yao-yue Fan, Li-she Gan, Jian-min YueAbstract:Five new diterpenoids including two Cephalotaxus troponoids (1 and 2), two 17-nor-cephalotane-type diterpenoids (3 and 4), and an abietane-type diterpenoid (5), two new lignans (6 and 7), and a new trisnorneoligan (8) along with eight known compounds were identified from the twigs and leaves of Cephalotaxus fortunei. The structure of 11-hydroxyhainanolidol was revised as 10-hydroxyhainanolidol (9) by X-ray crystallographic data. Compounds 3 and 4 are the first examples of 17-nor-cephalotane-type diterpenoids that are likely the biosynthesis precursors of the co-occurring troponoids (e.g., 1, 2, and 9). Compound 1 exhibited cytotoxic activities against HL-60 and A-549 cells with IC50 values of 0.77 ± 0.05 and 1.129 ± 0.057 μM, respectively
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Cephanolides A–J, Cephalotane-Type Diterpenoids from Cephalotaxus sinensis
2017Co-Authors: Yao-yue Fan, Jian Ding, Hong-chun Liu, Li-she Gan, Jian-min YueAbstract:Ten new cephalotane-type diterpenoids, cephanolides A–J (1–10), and two known analogues were isolated and characterized from Cephalotaxus sinensis. Compounds 1–3 represent the first examples of A-ring-contracted cephalotane-type dinorditerpenoids, and compound 4 is an A-ring-contracted norditerpenoid. The biosynthetic pathways for compounds 1–4 are postulated with the coexisting cephalotane-type troponoids as the precursors. Compounds 11 and 12 showed significant cytotoxicities against a panel of tumor cell lines (A549, KB, HL-60, and HT-29) with IC50 values ranging from 0.464 to 6.093 μM