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Raymond J Andersen - One of the best experts on this subject based on the ideXlab platform.

  • Sesterterpenoids isolated from the sponge phorbas sp activate latent hiv 1 provirus expression
    Journal of Organic Chemistry, 2016
    Co-Authors: Meng Wang, Julie Daoust, Min Chen, Ian Tietjen, David E Williams, Mark A Brockman, Raymond J Andersen
    Abstract:

    Eight new Sesterterpenoids, alotaketals D (8) and E (9), ansellones D (10), E (11), F (12), and G (13), and anvilones A (14) and B (15), have been isolated from extracts of the marine sponge Phorbas sp. collected in Howe Sound British Columbia, and their structures have been elucidated by analysis of NMR and MS data. Ansellone F (12) contains a rare 1,2–3,4-bis-epoxydecalin substructure. Anvilones A (14) and B (15) have an unprecedented tetracylic anvilane terpenoid carbon skeleton. Using a cell culture model of latent HIV-1 infection, ansellone A (3), alotaketal D (8), and anvilone A (14) were found to induce HIV proviral gene expression similar to the control compound prostratin (1), while the known Sesterterpenoid alotaketal C (2), isolated from the same extract, was more potent and gave a stronger response than prostratin (1). Like prostratin (1), all of the Phorbas Sesterterpenoids with latency reversal agent properties appear to activate protein kinase C signaling.

  • Sesterterpenoids Isolated from the Sponge Phorbas sp. Activate Latent HIV‑1 Provirus Expression
    2016
    Co-Authors: Meng Wang, Julie Daoust, Min Chen, David E. Williams, Ian Tietjen, Mark A Brockman, Raymond J Andersen
    Abstract:

    Eight new Sesterterpenoids, alotaketals D (8) and E (9), ansellones D (10), E (11), F (12), and G (13), and anvilones A (14) and B (15), have been isolated from extracts of the marine sponge Phorbas sp. collected in Howe Sound British Columbia, and their structures have been elucidated by analysis of NMR and MS data. Ansellone F (12) contains a rare 1,2–3,4-bis-epoxydecalin substructure. Anvilones A (14) and B (15) have an unprecedented tetracylic anvilane terpenoid carbon skeleton. Using a cell culture model of latent HIV-1 infection, ansellone A (3), alotaketal D (8), and anvilone A (14) were found to induce HIV proviral gene expression similar to the control compound prostratin (1), while the known Sesterterpenoid alotaketal C (2), isolated from the same extract, was more potent and gave a stronger response than prostratin (1). Like prostratin (1), all of the Phorbas Sesterterpenoids with latency reversal agent properties appear to activate protein kinase C signaling

  • Sesterterpenoids Isolated from a Northeastern Pacific Phorbas sp.
    2013
    Co-Authors: Julie Daoust, Angelo Fontana, Catherine E Merchant, Timothy J Kieffer, Min Chen, Meng Wang, David E. Williams, Miguel Angel Garcia Chavez, Yan Alexander Wang, Raymond J Andersen
    Abstract:

    Four new Sesterterpenoids, ansellone B (4), phorbadione (5), secoepoxyansellone A (6), and alotaketal C (7), have been isolated from specimens of the sponge Phorbas sp. collected in British Columbia. Ansellone B (4) has an unprecedented heterocyclic skeleton featuring an oxocane ring, and secoepoxyansellone A (6) is the first example of the degraded “secoansellane” Sesterterpenoid carbon skeleton. Alotaketal C (7) is an activator of cAMP signaling in HEK cells

  • ansellone a a Sesterterpenoid isolated from the nudibranch cadlina luteromarginata and the sponge phorbas sp activates the camp signaling pathway
    Organic Letters, 2010
    Co-Authors: Julie Daoust, Angelo Fontana, Catherine E Merchant, Nicole J De Voogd, Brian O Patrick, Timothy J Kieffer, Raymond J Andersen
    Abstract:

    Ansellone A (1) has been isolated from the dorid nudibranch Cadlina luteomarginata and the sponge Phorbas sp. It has the new “ansellane” Sesterterpenoid carbon skeleton, and it activates the cAMP signaling pathway.

  • alotaketals a and b Sesterterpenoids from the marine sponge hamigera species that activate the camp cell signaling pathway
    Organic Letters, 2009
    Co-Authors: Roberto Forestieri, Catherine E Merchant, Nicole J De Voogd, Timothy J Kieffer, Teatulohi Matainaho, Raymond J Andersen
    Abstract:

    The new Sesterterpenoids alotaketals A (1) and B (2) have been isolated from extracts of the marine sponge Hamigera sp. collected in Papua New Guinea. Their chemical structures were elucidated by analysis of spectroscopic data. Alotaketals A and B have the unprecedented alotane carbon skeleton, and they activate the cAMP cell signaling pathway with EC50’s of 18 and 240 nM, respectively.

Xu Zhao - One of the best experts on this subject based on the ideXlab platform.

  • defense Sesterterpenoid lactones from leucosceptrum canum
    Phytochemistry, 2013
    Co-Authors: Shihong Luo, Shuxi Jing, Juan Hua, Yan Liu, Xuemei Niu, Yanying Zhou, Xu Zhao
    Abstract:

    Ten Sesterterpenoids, leucosceptroids E-N (1-10), possessing an alpha,beta-unsaturated gamma-lactone moiety, were isolated from the leaves and flowers of a woody Labiatae, Leucosceptrum canum. Their structures including relative stereochemistry were determined by comprehensive 1D and 2D NMR, MS, and in the case of 1 and 10, by single crystal X-ray diffraction analyses. This class of unique plant terpenoids was designated as leucosceptrane Sesterterpenoids (=leucosceptroids). The potent antifeedant activity of the most abundant compound, leucosceptroid G (3), and a representative compound, leucosceptroid N (10), against the generalist plant-feeding insect Helicoverpa armigera suggested that they might also be defense compounds of L. canum against insects. (c) 2012 Elsevier Ltd. All rights reserved.

  • unusual antifeedant spiro Sesterterpenoid from the flowers of leucosceptrum canum
    Tetrahedron Letters, 2013
    Co-Authors: Shihong Luo, Juan Hua, Yan Liu, Xu Zhao
    Abstract:

    Leucosceptroid O (1), an unusual Sesterterpenoid possessing a Spiro alpha,beta-unsaturated gamma-lactone moiety, was discovered from the flowers of a large woody Labiatae, Leucosceptrum canum. Its structure including absolute stereochemistry was determined by comprehensive NMR, MS, and single-crystal X-ray diffraction (with copper radiation) analyses. The obvious antifeedant activity of 1 against the generalist plant-feeding insect Helicoverpa armigera suggested that it to be a new defensive Sesterterpenoid of Leucosceptrum canum. (c) 2012 Elsevier Ltd. All rights reserved.

  • new antifeedant c20 terpenoids from leucosceptrum canum
    Organic Letters, 2012
    Co-Authors: Shihong Luo, Shuxi Jing, Juan Hua, Yan Liu, Xu Zhao
    Abstract:

    Three novel C-20 terpenoids, norleucosceptroids A-C (1-3), were isolated from the leaves and flowers of Leucosceptrum canum (Labiatae) and were identified by comprehensive spectroscopic analysis and, in the case of 1, single-crystal X-ray diffraction. Structurally, compounds 1-3 should be categorized as pentanor-Sesterterpenoids rather than diterpenoids. Moderate antifeedant activity of 1-3 against the generalist plant-feeding insect Helicoverpa armigera was detected, suggesting that they might also be involved in the plant defense against insect herbivores.

  • glandular trichomes of leucosceptrum canum harbor defensive Sesterterpenoids
    ChemInform, 2010
    Co-Authors: Xu Zhao, Bernd Schneider, Jonathan Gershenzon, Shenghong Li
    Abstract:

    Leucosceptroid A (I) and leucosceptroid B (II) are found to be the major metabolites of the trichomes of L.

  • glandular trichomes of leucosceptrum canum harbor defensive Sesterterpenoids
    Angewandte Chemie, 2010
    Co-Authors: Xu Zhao, Bernd Schneider, Jonathan Gershenzon, Shenghong Li
    Abstract:

    Chinese Academy of Sciences (CAS) ; National Natural Science Foundation of China ; State Key Laboratory of Phytochemistry and Plant Resources in West China [P2009-ZZ01, P2008-ZZ18]; Germplasm Bank of Wild Species ; CAS Innovation Program of Kunming Institute of Botany [540806321211, 07067722K1, 07067712K1]

Zhigang She - One of the best experts on this subject based on the ideXlab platform.

Xishan Huang - One of the best experts on this subject based on the ideXlab platform.

Julie Daoust - One of the best experts on this subject based on the ideXlab platform.

  • Sesterterpenoids isolated from the sponge phorbas sp activate latent hiv 1 provirus expression
    Journal of Organic Chemistry, 2016
    Co-Authors: Meng Wang, Julie Daoust, Min Chen, Ian Tietjen, David E Williams, Mark A Brockman, Raymond J Andersen
    Abstract:

    Eight new Sesterterpenoids, alotaketals D (8) and E (9), ansellones D (10), E (11), F (12), and G (13), and anvilones A (14) and B (15), have been isolated from extracts of the marine sponge Phorbas sp. collected in Howe Sound British Columbia, and their structures have been elucidated by analysis of NMR and MS data. Ansellone F (12) contains a rare 1,2–3,4-bis-epoxydecalin substructure. Anvilones A (14) and B (15) have an unprecedented tetracylic anvilane terpenoid carbon skeleton. Using a cell culture model of latent HIV-1 infection, ansellone A (3), alotaketal D (8), and anvilone A (14) were found to induce HIV proviral gene expression similar to the control compound prostratin (1), while the known Sesterterpenoid alotaketal C (2), isolated from the same extract, was more potent and gave a stronger response than prostratin (1). Like prostratin (1), all of the Phorbas Sesterterpenoids with latency reversal agent properties appear to activate protein kinase C signaling.

  • Sesterterpenoids Isolated from the Sponge Phorbas sp. Activate Latent HIV‑1 Provirus Expression
    2016
    Co-Authors: Meng Wang, Julie Daoust, Min Chen, David E. Williams, Ian Tietjen, Mark A Brockman, Raymond J Andersen
    Abstract:

    Eight new Sesterterpenoids, alotaketals D (8) and E (9), ansellones D (10), E (11), F (12), and G (13), and anvilones A (14) and B (15), have been isolated from extracts of the marine sponge Phorbas sp. collected in Howe Sound British Columbia, and their structures have been elucidated by analysis of NMR and MS data. Ansellone F (12) contains a rare 1,2–3,4-bis-epoxydecalin substructure. Anvilones A (14) and B (15) have an unprecedented tetracylic anvilane terpenoid carbon skeleton. Using a cell culture model of latent HIV-1 infection, ansellone A (3), alotaketal D (8), and anvilone A (14) were found to induce HIV proviral gene expression similar to the control compound prostratin (1), while the known Sesterterpenoid alotaketal C (2), isolated from the same extract, was more potent and gave a stronger response than prostratin (1). Like prostratin (1), all of the Phorbas Sesterterpenoids with latency reversal agent properties appear to activate protein kinase C signaling

  • Sesterterpenoids Isolated from a Northeastern Pacific Phorbas sp.
    2013
    Co-Authors: Julie Daoust, Angelo Fontana, Catherine E Merchant, Timothy J Kieffer, Min Chen, Meng Wang, David E. Williams, Miguel Angel Garcia Chavez, Yan Alexander Wang, Raymond J Andersen
    Abstract:

    Four new Sesterterpenoids, ansellone B (4), phorbadione (5), secoepoxyansellone A (6), and alotaketal C (7), have been isolated from specimens of the sponge Phorbas sp. collected in British Columbia. Ansellone B (4) has an unprecedented heterocyclic skeleton featuring an oxocane ring, and secoepoxyansellone A (6) is the first example of the degraded “secoansellane” Sesterterpenoid carbon skeleton. Alotaketal C (7) is an activator of cAMP signaling in HEK cells

  • ansellone a a Sesterterpenoid isolated from the nudibranch cadlina luteromarginata and the sponge phorbas sp activates the camp signaling pathway
    Organic Letters, 2010
    Co-Authors: Julie Daoust, Angelo Fontana, Catherine E Merchant, Nicole J De Voogd, Brian O Patrick, Timothy J Kieffer, Raymond J Andersen
    Abstract:

    Ansellone A (1) has been isolated from the dorid nudibranch Cadlina luteomarginata and the sponge Phorbas sp. It has the new “ansellane” Sesterterpenoid carbon skeleton, and it activates the cAMP signaling pathway.