Absolute structure of prunustatin A, a novel GRP78 molecular chaperone down-regulator

Yukiko Umeda, Kazuo Furihata, Shohei Sakuda, Hiromichi Nagasawa, Ken Ishigami, Hidenori Watanabe, Miho Izumikawa, Motoki Takagi, Takayuki Doi, Youichi Nakao, Kazuo Shin-ya

    Research output: Contribution to journalArticle

    23 Citations (Scopus)

    Abstract

    In the course of our screening program for regulators of a molecular chaperone GRP78 expression, we isolated a novel inhibitor of GRP78 expression, designated as prunustatin A, from Streptomyces violaceoniger 4521-SVS3. The planar structure of prunustatin A was determined to be an oxidized type of the neoantimycin family. Its absolute stereochemistry was established to be 2R, 4S, 6S, 7R, 9S, and 29S by analyzing chemically degraded components obtained from the derivative of prunustatin A.

    Original languageEnglish
    Pages (from-to)4239-4242
    Number of pages4
    JournalOrganic Letters
    Volume9
    Issue number21
    DOIs
    Publication statusPublished - 2007 Oct 11

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    regulators
    planar structures
    stereochemistry
    inhibitors
    Stereochemistry
    screening
    Streptomyces
    Screening
    Derivatives
    molecular chaperone GRP78
    prunustatin A

    ASJC Scopus subject areas

    • Molecular Medicine

    Cite this

    Umeda, Y., Furihata, K., Sakuda, S., Nagasawa, H., Ishigami, K., Watanabe, H., ... Shin-ya, K. (2007). Absolute structure of prunustatin A, a novel GRP78 molecular chaperone down-regulator. Organic Letters, 9(21), 4239-4242. https://doi.org/10.1021/ol7017856

    Absolute structure of prunustatin A, a novel GRP78 molecular chaperone down-regulator. / Umeda, Yukiko; Furihata, Kazuo; Sakuda, Shohei; Nagasawa, Hiromichi; Ishigami, Ken; Watanabe, Hidenori; Izumikawa, Miho; Takagi, Motoki; Doi, Takayuki; Nakao, Youichi; Shin-ya, Kazuo.

    In: Organic Letters, Vol. 9, No. 21, 11.10.2007, p. 4239-4242.

    Research output: Contribution to journalArticle

    Umeda, Y, Furihata, K, Sakuda, S, Nagasawa, H, Ishigami, K, Watanabe, H, Izumikawa, M, Takagi, M, Doi, T, Nakao, Y & Shin-ya, K 2007, 'Absolute structure of prunustatin A, a novel GRP78 molecular chaperone down-regulator', Organic Letters, vol. 9, no. 21, pp. 4239-4242. https://doi.org/10.1021/ol7017856
    Umeda Y, Furihata K, Sakuda S, Nagasawa H, Ishigami K, Watanabe H et al. Absolute structure of prunustatin A, a novel GRP78 molecular chaperone down-regulator. Organic Letters. 2007 Oct 11;9(21):4239-4242. https://doi.org/10.1021/ol7017856
    Umeda, Yukiko ; Furihata, Kazuo ; Sakuda, Shohei ; Nagasawa, Hiromichi ; Ishigami, Ken ; Watanabe, Hidenori ; Izumikawa, Miho ; Takagi, Motoki ; Doi, Takayuki ; Nakao, Youichi ; Shin-ya, Kazuo. / Absolute structure of prunustatin A, a novel GRP78 molecular chaperone down-regulator. In: Organic Letters. 2007 ; Vol. 9, No. 21. pp. 4239-4242.
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    AU - Ishigami, Ken

    AU - Watanabe, Hidenori

    AU - Izumikawa, Miho

    AU - Takagi, Motoki

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    AU - Nakao, Youichi

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